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611 Gulf Drive N Unit A15, Bradenton Beach

Enjoy easy island living in this newly renovated first-floor condo on Anna Maria Island, one of the most prestigious islands in Southwest Florida. With no stairs to climb, beach days, groceries, and guests are effortless. Offered turnkey furnished. Inside, the home has been fully refreshed, highlighted by a kitchen with a clean, modern touch that’s as functional as it is stylish. It’s truly move-in ready, so you can start enjoying island life from day one. The location is hard to beat. You can walk to a wide selection of restaurants, shopping, and nightlife, so while others circle for parking, you’ll already be in the middle of it all. The island’s famous powdery white beaches are just steps away. This is one of the most sought-after communities on the island, with a largely owner-occupied and seasonal feel rather than weekly renters. Owners here take pride in their homes and their community, and the association has recently completed significant common-area improvements. It’s also a no-dog community, so you can enjoy a quieter setting without barking neighbors. Whether you’re looking for a seasonal escape, a full-time residence, or your first foothold on Anna Maria Island, this first-floor gem is one you’ll want to see.

2 Beds ⋅ 1 Baths ⋅ Imperial House SubDv. ⋅ 34217 Zip Code

Enjoy easy island living in this newly renovated first-floor condo on Anna Maria Island, one of the most prestigious islands in Southwest Florida. With no stairs to climb, beach days, groceries, and guests are effortless. Offered turnkey furnished. Inside, the home has been fully refreshed, highlighted by a kitchen with a clean, modern touch that’s as functional as it is stylish. It’s truly move-in ready, so you can start enjoying island life from day one. The location is hard to beat. You can walk to a wide selection of restaurants, shopping, and nightlife, so while others circle for parking, you’ll already be in the middle of it all. The island’s famous powdery white beaches are just steps away. This is one of the most sought-after communities on the island, with a largely owner-occupied and seasonal feel rather than weekly renters. Owners here take pride in their homes and their community, and the association has recently completed significant common-area improvements. It’s also a no-dog community, so you can enjoy a quieter setting without barking neighbors. Whether you’re looking for a seasonal escape, a full-time residence, or your first foothold on Anna Maria Island, this first-floor gem is one you’ll want to see.

611 Gulf Drive N Unit A15, Bradenton Beach

$125,000

Live the ultimate island lifestyle with this rare opportunity to own a separately deeded boat slip in the heart of beautiful Holmes Beach on Anna Maria Island! This is the perfect, low-maintenance solution for local residents, off-water homeowners, or frequent visitors who want all the perks of the Florida boating lifestyle without the premium price tag or upkeep of a waterfront property. Skip the long lines at public ramps and the hassle of trailering; your gateway to the gulf is secure, permanent, and entirely yours. Nestled in Holmes Beach, you are minutes away from exploring the vibrant waters of Tampa Bay, navigating the Intracoastal Waterway, or cruising out into the wide-open Gulf. Holmes Beach is a coastal playground known for its sugary white sands, laid-back charm, and community-centered lifestyle. Owning your own slip unlocks everything that makes this town world-famous. Spend your mornings flats fishing for redfish, your afternoons sandbar-hopping at Passage Key, and your evenings treating family and friends to a true "dock-and-dine" experience at local waterfront restaurants.

Boat Slips SubDv. ⋅ 34217 Zip Code

Live the ultimate island lifestyle with this rare opportunity to own a separately deeded boat slip in the heart of beautiful Holmes Beach on Anna Maria Island! This is the perfect, low-maintenance solution for local residents, off-water homeowners, or frequent visitors who want all the perks of the Florida boating lifestyle without the premium price tag or upkeep of a waterfront property. Skip the long lines at public ramps and the hassle of trailering; your gateway to the gulf is secure, permanent, and entirely yours. Nestled in Holmes Beach, you are minutes away from exploring the vibrant waters of Tampa Bay, navigating the Intracoastal Waterway, or cruising out into the wide-open Gulf. Holmes Beach is a coastal playground known for its sugary white sands, laid-back charm, and community-centered lifestyle. Owning your own slip unlocks everything that makes this town world-famous. Spend your mornings flats fishing for redfish, your afternoons sandbar-hopping at Passage Key, and your evenings treating family and friends to a true "dock-and-dine" experience at local waterfront restaurants.

238 85th Street Unit 20, Holmes Beach

$899,000

Virtually Staged. Three-bedroom Anna Maria Island beach home, 300 steps to the island's world class beaches! This Holmes Beach retreat, located on Anna Maria Island, is ready and waiting for you! Discover this fully updated, bright and airy split plan, three-bedroom home spanning over 1,100 square feet under air as well as additional footage with carport and large screened in lanai. Thoughtfully designed with open living space combining the kitchen and living room areas. While still close to the beach, this home is located on a quiet cul-de-sac, yet far enough away from noisy Gulf Drive to be peaceful and sits right in the Island’s sweet spot between the Cortez and Manatee Bridges, providing easy access on and off the island. You’re just a short walk or golf cart ride away from white sandy beaches, restaurants, shops, and a convenient free trolley stop. You will see all properties were not created equal as you step into your own tropical, completely private backyard oasis with no neighbors to worry about peering into your life. Complete with screened in lanai, wet bar and highly sought after southern exposure. Bask in the sun, don't sit in the cold shadows with subpar exposure. Enjoy a beautiful, heated saltwater pool equipped with sprayers, fountains, and a sun platform for ultimate relaxation. A multilevel waterfall pond adds to the tranquil atmosphere, featuring a charming bridge that leads you over the pond directly to the gorgeous pool area. This expansive 9,000-square-foot lot is enhanced by landscaping stones, providing ease of maintenance. The home features a metal roof and impact windows for peace of mind. It boasts 2025 appliances, including a washer and dryer, along with all-new cabinetry and quartz countertops in both the kitchen and master bath. Fresh paint and 5-inch base molding through-out complete the modern look and feel. This property is offered turnkey furnished and is rental ready for monthly stays. RV and boat parking allowed! There is nothing to do here but relax and enjoy your surroundings: take a dip in the pool, stroll to the beach, indulge in the varied dining options from tiki bars to fine dining. Enjoy the manatees and dolphins playing in the canal across the street and parrots flying overhead! Immerse yourself in all the serenity and joys this beautiful island has to offer. Whether you’re seeking relaxation or adventure, this home provides the perfect base for enjoying Anna Maria Island’s unique charm and vibrant lifestyle. All NEW in 2025, Washer, Dryer, Refrigerator, Range, Dishwasher, Microwave, High Velocity Range Hood, Pool Heater, Pool Pump, Water Heater, Kitchen Cabinets and Quartz Countertops, Master Bath Cabinets and Quartz Countertop, Guest Bathroom with New Vanity and Top, All Furniture and Bedding. Impact Windows installed 2021 and 2022, Metal Roof installed 2018. Owner financing possible.

3 Beds ⋅ 2 Baths ⋅ Sunrise Park SubDv. ⋅ 34217 Zip Code

Virtually Staged. Three-bedroom Anna Maria Island beach home, 300 steps to the island's world class beaches! This Holmes Beach retreat, located on Anna Maria Island, is ready and waiting for you! Discover this fully updated, bright and airy split plan, three-bedroom home spanning over 1,100 square feet under air as well as additional footage with carport and large screened in lanai. Thoughtfully designed with open living space combining the kitchen and living room areas. While still close to the beach, this home is located on a quiet cul-de-sac, yet far enough away from noisy Gulf Drive to be peaceful and sits right in the Island’s sweet spot between the Cortez and Manatee Bridges, providing easy access on and off the island. You’re just a short walk or golf cart ride away from white sandy beaches, restaurants, shops, and a convenient free trolley stop. You will see all properties were not created equal as you step into your own tropical, completely private backyard oasis with no neighbors to worry about peering into your life. Complete with screened in lanai, wet bar and highly sought after southern exposure. Bask in the sun, don't sit in the cold shadows with subpar exposure. Enjoy a beautiful, heated saltwater pool equipped with sprayers, fountains, and a sun platform for ultimate relaxation. A multilevel waterfall pond adds to the tranquil atmosphere, featuring a charming bridge that leads you over the pond directly to the gorgeous pool area. This expansive 9,000-square-foot lot is enhanced by landscaping stones, providing ease of maintenance. The home features a metal roof and impact windows for peace of mind. It boasts 2025 appliances, including a washer and dryer, along with all-new cabinetry and quartz countertops in both the kitchen and master bath. Fresh paint and 5-inch base molding through-out complete the modern look and feel. This property is offered turnkey furnished and is rental ready for monthly stays. RV and boat parking allowed! There is nothing to do here but relax and enjoy your surroundings: take a dip in the pool, stroll to the beach, indulge in the varied dining options from tiki bars to fine dining. Enjoy the manatees and dolphins playing in the canal across the street and parrots flying overhead! Immerse yourself in all the serenity and joys this beautiful island has to offer. Whether you’re seeking relaxation or adventure, this home provides the perfect base for enjoying Anna Maria Island’s unique charm and vibrant lifestyle. All NEW in 2025, Washer, Dryer, Refrigerator, Range, Dishwasher, Microwave, High Velocity Range Hood, Pool Heater, Pool Pump, Water Heater, Kitchen Cabinets and Quartz Countertops, Master Bath Cabinets and Quartz Countertop, Guest Bathroom with New Vanity and Top, All Furniture and Bedding. Impact Windows installed 2021 and 2022, Metal Roof installed 2018. Owner financing possible.

503 Bayview Drive, Holmes Beach

1801 Gulf Drive N Unit 171, Bradenton Beach

$364,500

***UPCOMING ASSESSMENT OF $9,435 WILL BE PAID BY THE SELLER FOR THIS UNIT. THE ASSESSMENT IS FOR HURRICANE RESISTANT WINDOWS, DOORS, AND SLIDERS TO BE INSTALLED IN ALL UNITS, PROJECT IS TO START AT THE END OF NOVEMBER 2026 AND CONTINUE UNTIL JUNE 2027*** Enjoy the best of island living at Runaway Bay on Bradenton Beach! This turnkey-furnished, Move in ready, one-bedroom, one-bath corner condo offers a peaceful community lake view and desirable updates completed in 2025, including new cabinets, fresh paint, new interior doors, stainless steel appliances and updated flooring in the primary bedroom. The convenience of an in-unit washer and dryer makes everyday living easy. Runaway Bay offers an impressive array of amenities, including the largest community pool on Anna Maria Island, a clubhouse with fitness center, tennis and pickleball court, shuffleboard, kayak launch, fishing pier, and picnic areas with BBQ grills. Deeded beach access makes enjoying the Gulf Coast lifestyle even easier. Walk to the beach, restaurants, shopping, public transportation, and more, with a newly installed push-button pedestrian crosswalk leading directly to the beach access. With weekly rentals permitted, this versatile condo offers an opportunity to enjoy as a personal island getaway, vacation rental investment, or both. Experience the laid-back beach lifestyle of Anna Maria Island!

1 Beds ⋅ 1 Baths ⋅ Runaway Bay SubDv. ⋅ 34217 Zip Code

***UPCOMING ASSESSMENT OF $9,435 WILL BE PAID BY THE SELLER FOR THIS UNIT. THE ASSESSMENT IS FOR HURRICANE RESISTANT WINDOWS, DOORS, AND SLIDERS TO BE INSTALLED IN ALL UNITS, PROJECT IS TO START AT THE END OF NOVEMBER 2026 AND CONTINUE UNTIL JUNE 2027*** Enjoy the best of island living at Runaway Bay on Bradenton Beach! This turnkey-furnished, Move in ready, one-bedroom, one-bath corner condo offers a peaceful community lake view and desirable updates completed in 2025, including new cabinets, fresh paint, new interior doors, stainless steel appliances and updated flooring in the primary bedroom. The convenience of an in-unit washer and dryer makes everyday living easy. Runaway Bay offers an impressive array of amenities, including the largest community pool on Anna Maria Island, a clubhouse with fitness center, tennis and pickleball court, shuffleboard, kayak launch, fishing pier, and picnic areas with BBQ grills. Deeded beach access makes enjoying the Gulf Coast lifestyle even easier. Walk to the beach, restaurants, shopping, public transportation, and more, with a newly installed push-button pedestrian crosswalk leading directly to the beach access. With weekly rentals permitted, this versatile condo offers an opportunity to enjoy as a personal island getaway, vacation rental investment, or both. Experience the laid-back beach lifestyle of Anna Maria Island!

1801 Gulf Drive N Unit 171, Bradenton Beach

$1,200,000

Pool. Porch. Solar. Island. Welcome to 264 S Harbor Dr, where the Anna Maria Island lifestyle comes standard. Step out back and it’s all there: a sparkling private pool framed by a paver deck, a fully fenced yard, and a covered upper-level porch made for coffee at sunrise and sunsets with a view of the sky. This is the Florida outdoor space folks dream about, and it’s already built, finished and ready to enjoy. This elevated 3-bedroom, 2-bath home is bright, airy and move-in ready. Recently updated flooring flows throughout, the bathrooms have been refreshed, and the kitchen features stone countertops and a large center island with plenty of room to gather. The covered porch extends your living space outdoors, giving you a spot to relax in nearly any weather. Rooftop solar panels help keep energy costs in check, a smart upgrade you’ll appreciate month after month. Two-car garage / ground-level storage gives you room for bikes, paddleboards, beach chairs and everything else that comes with island life. And then there’s the location. You’re in the heart of Holmes Beach, a short bike ride from gorgeous sand, with island restaurants, coffee shops and sunset spots close by. S Harbor Dr neighbors have access to a nearby boat ramp, so Gulf and bay adventures are never far away. Whether you’re picturing a full-time island home or a seasonal retreat, this one puts the pool, the porch, the solar and the location all in one package. The photos show the details. The feeling of walking in is something you have to experience. Come see what everyone’s been missing. Schedule your private showing today.

3 Beds ⋅ 2 Baths ⋅ Sportsmans Harbor SubDv. ⋅ 34217 Zip Code

Pool. Porch. Solar. Island. Welcome to 264 S Harbor Dr, where the Anna Maria Island lifestyle comes standard. Step out back and it’s all there: a sparkling private pool framed by a paver deck, a fully fenced yard, and a covered upper-level porch made for coffee at sunrise and sunsets with a view of the sky. This is the Florida outdoor space folks dream about, and it’s already built, finished and ready to enjoy. This elevated 3-bedroom, 2-bath home is bright, airy and move-in ready. Recently updated flooring flows throughout, the bathrooms have been refreshed, and the kitchen features stone countertops and a large center island with plenty of room to gather. The covered porch extends your living space outdoors, giving you a spot to relax in nearly any weather. Rooftop solar panels help keep energy costs in check, a smart upgrade you’ll appreciate month after month. Two-car garage / ground-level storage gives you room for bikes, paddleboards, beach chairs and everything else that comes with island life. And then there’s the location. You’re in the heart of Holmes Beach, a short bike ride from gorgeous sand, with island restaurants, coffee shops and sunset spots close by. S Harbor Dr neighbors have access to a nearby boat ramp, so Gulf and bay adventures are never far away. Whether you’re picturing a full-time island home or a seasonal retreat, this one puts the pool, the porch, the solar and the location all in one package. The photos show the details. The feeling of walking in is something you have to experience. Come see what everyone’s been missing. Schedule your private showing today.

264 S Harbor Drive, Holmes Beach

$189,000

Priced to sell. 2 adjacent vacant lots with combined area of 0.42 acres in Holmes Beach on Anna Maria Island. This land is located next to serene Grassy Point Preserve, steps from the beach, in sought-after neighborhoods on the island. It offers easy access to local shops and dinning. Perfect opportunity for developer or investor.

Ilexhurst SubDv. ⋅ 34217 Zip Code

Priced to sell. 2 adjacent vacant lots with combined area of 0.42 acres in Holmes Beach on Anna Maria Island. This land is located next to serene Grassy Point Preserve, steps from the beach, in sought-after neighborhoods on the island. It offers easy access to local shops and dinning. Perfect opportunity for developer or investor.

3015 Avenue B, Holmes Beach

$1,650,000

Exceptional Investment Opportunity Just Two Blocks from the Beach! Welcome to 400 75th Street in Holmes Beach, a turnkey full duplex offering the perfect combination of income potential and laid-back Anna Maria Island living. This property features two spacious 2-bedroom, 2-bathroom units, each with its own private heated saltwater pool, creating an ideal setup for vacation rentals, multi-generational living, or an owner-occupant looking to generate income from the second unit. Designed with vacationers in mind, each residence features its own indoor laundry room, private outdoor shower, and inviting outdoor living and pool area—everything guests need after a day at the beach. Best of all, you're located just two blocks from public beach access, putting the turquoise waters and white-sand beaches of Anna Maria Island within an easy stroll. Located in a weekly short-term rental zone, this property is already a proven income producer, generating more than $135,000 in rental revenue. It is being offered turnkey furnished, allowing the next owner to step into an established island rental property with minimal setup. Adding even more value to this unique opportunity, the property may also have access to rent a boat slip through the City of Holmes Beach, subject to City availability and requirements—an incredible perk for boaters looking to enjoy the surrounding waterways and Gulf Coast lifestyle. Whether you're searching for a high-performing vacation rental, a beach retreat with income potential, or the flexibility to use one side while renting the other, 400 75th Street offers a rare opportunity to own two private pool residences just steps from the beach in the heart of Holmes Beach.

4 Beds ⋅ 4 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code

Exceptional Investment Opportunity Just Two Blocks from the Beach! Welcome to 400 75th Street in Holmes Beach, a turnkey full duplex offering the perfect combination of income potential and laid-back Anna Maria Island living. This property features two spacious 2-bedroom, 2-bathroom units, each with its own private heated saltwater pool, creating an ideal setup for vacation rentals, multi-generational living, or an owner-occupant looking to generate income from the second unit. Designed with vacationers in mind, each residence features its own indoor laundry room, private outdoor shower, and inviting outdoor living and pool area—everything guests need after a day at the beach. Best of all, you're located just two blocks from public beach access, putting the turquoise waters and white-sand beaches of Anna Maria Island within an easy stroll. Located in a weekly short-term rental zone, this property is already a proven income producer, generating more than $135,000 in rental revenue. It is being offered turnkey furnished, allowing the next owner to step into an established island rental property with minimal setup. Adding even more value to this unique opportunity, the property may also have access to rent a boat slip through the City of Holmes Beach, subject to City availability and requirements—an incredible perk for boaters looking to enjoy the surrounding waterways and Gulf Coast lifestyle. Whether you're searching for a high-performing vacation rental, a beach retreat with income potential, or the flexibility to use one side while renting the other, 400 75th Street offers a rare opportunity to own two private pool residences just steps from the beach in the heart of Holmes Beach.

400 75th Street, Holmes Beach

$4,925,000

One of a kind, 8,574 sq ft three floor building with parking for more than 30 vehicles. The 15,000 sq ft lot is zoned C3 which is the most intensive commercial district in Holmes Beach City, FL. It is a perfect central location on Anna Maria Island and just a few blocks from Manatee Ave. Each floor has a lobby area equipped with male and female restrooms in addition to two (2) interior egress stairwells. The all-concrete block building is equipped with a hydraulic oversized 3,500 lb capacity elevator which fits a standard pallet for ease of storage transportation above the ground level. The building has 3 Phase electrical power as well as oversized county water and sewer lines, natural gas and dumpster enclosure. Unique lot configuration allows for parking on three sides of the building with a pass-through alley on the South side of the property for ease of vendor, maintenance or large vehicle support. Ground level supports professional laundry operation with water pit and elevated washer pad with extra high open ceilings. One garage bay on the West side with an additional garage door on the East side to facilitate large item transport. Ground level floor includes concrete work to accept a 4’ X 4’ laundry scale flush with the polished concrete floor. Second floor contains several offices as well as electrical, plumbing and mechanical for residential washers, dryers and laundry sink. Extra high open ceilings all throughout the second floor as well. Third level equipped with cubicles, large break room and kitchen, conference room, server room, key storage lockable area as well as a stand-alone office. This is a perfect industrial building to support all facets of a service business to the barrier islands of Anna Maria Island, Longboat Key and beyond. The design of the property facilitates one occupant or several occupants if multiple tenancy is a goal. Every detail has been considered at time of build and built by local Anna Maria Island contractor. Washers, Dryers, laundry carts, scale not included. This property is NOT to be considered a turnkey office. Note, listing agent as well as broker have ownership interest in property.

Ilexhurst SubDv. ⋅ 34217 Zip Code

One of a kind, 8,574 sq ft three floor building with parking for more than 30 vehicles. The 15,000 sq ft lot is zoned C3 which is the most intensive commercial district in Holmes Beach City, FL. It is a perfect central location on Anna Maria Island and just a few blocks from Manatee Ave. Each floor has a lobby area equipped with male and female restrooms in addition to two (2) interior egress stairwells. The all-concrete block building is equipped with a hydraulic oversized 3,500 lb capacity elevator which fits a standard pallet for ease of storage transportation above the ground level. The building has 3 Phase electrical power as well as oversized county water and sewer lines, natural gas and dumpster enclosure. Unique lot configuration allows for parking on three sides of the building with a pass-through alley on the South side of the property for ease of vendor, maintenance or large vehicle support. Ground level supports professional laundry operation with water pit and elevated washer pad with extra high open ceilings. One garage bay on the West side with an additional garage door on the East side to facilitate large item transport. Ground level floor includes concrete work to accept a 4’ X 4’ laundry scale flush with the polished concrete floor. Second floor contains several offices as well as electrical, plumbing and mechanical for residential washers, dryers and laundry sink. Extra high open ceilings all throughout the second floor as well. Third level equipped with cubicles, large break room and kitchen, conference room, server room, key storage lockable area as well as a stand-alone office. This is a perfect industrial building to support all facets of a service business to the barrier islands of Anna Maria Island, Longboat Key and beyond. The design of the property facilitates one occupant or several occupants if multiple tenancy is a goal. Every detail has been considered at time of build and built by local Anna Maria Island contractor. Washers, Dryers, laundry carts, scale not included. This property is NOT to be considered a turnkey office. Note, listing agent as well as broker have ownership interest in property.

3004 Avenue C, Holmes Beach

$895,000

Resort-style, maintenance-free living awaits just steps from the beach on Anna Maria Island, where this beautifully renovated residence offers the perfect blend of luxury, privacy, and effortless coastal living. Set within an intimate community of only six residences, this exceptional 2-bedroom, 2-bath ground-floor retreat showcases charming Key West-inspired architecture by Emily Anne Smith and stands out with its own private tropical courtyard. Inside, the home feels bright, open, and beautifully finished, with vaulted ceilings, crown molding, designer light fixtures, stylish furnishings, and an easy-flowing floor plan designed for both everyday living and entertaining. The beautifully updated kitchen features crisp white cabinetry, quartz countertops, stainless steel appliances, and a generous breakfast bar that opens to the main living space, creating a natural gathering place for family and guests. Both bathrooms have also been thoughtfully renovated with quartz countertops and fresh, upscale finishes that continue the home’s polished coastal aesthetic. Offered turnkey furnished, every detail has been considered so you can begin enjoying the island lifestyle from the moment you arrive. The private outdoor spaces are equally special, with lush tropical landscaping, a peaceful courtyard, private lanai, and outdoor shower creating your own secluded island oasis. Just outside your door, enjoy resort-style amenities including a lagoon-style pool with a waterfall and a tiki hut, all shared by only six residences for a quiet and relaxed atmosphere. Ownership is designed to be easy, so you can spend more time enjoying the island and less time worrying about upkeep. Weekly rentals are permitted, and the property has a successful history as a vacation rental, offering excellent flexibility for personal use, investment, or both. The community is also pet friendly. The location is everything. Anna Maria Island is loved for its sugar-sand beaches, turquoise Gulf waters, unforgettable sunsets, charming shops, locally owned restaurants, and laid-back Old Florida character. With the beach just steps away, morning walks, sunset swims, paddleboarding, beach days, and evenings by the Gulf can become part of everyday life. Whether you are searching for a full-time island residence, seasonal escape, or proven vacation rental, this property offers an exceptional combination of location, privacy, convenience, style, and lifestyle. Ground-floor living, beautifully renovated interiors, private tropical outdoor space, resort-style amenities, turnkey furnishings, weekly rental flexibility, and incredible proximity to the beach make this one of the most desirable opportunities in this charming boutique community.

2 Beds ⋅ 2 Baths ⋅ The Blue Lagoon SubDv. ⋅ 34217 Zip Code

Resort-style, maintenance-free living awaits just steps from the beach on Anna Maria Island, where this beautifully renovated residence offers the perfect blend of luxury, privacy, and effortless coastal living. Set within an intimate community of only six residences, this exceptional 2-bedroom, 2-bath ground-floor retreat showcases charming Key West-inspired architecture by Emily Anne Smith and stands out with its own private tropical courtyard. Inside, the home feels bright, open, and beautifully finished, with vaulted ceilings, crown molding, designer light fixtures, stylish furnishings, and an easy-flowing floor plan designed for both everyday living and entertaining. The beautifully updated kitchen features crisp white cabinetry, quartz countertops, stainless steel appliances, and a generous breakfast bar that opens to the main living space, creating a natural gathering place for family and guests. Both bathrooms have also been thoughtfully renovated with quartz countertops and fresh, upscale finishes that continue the home’s polished coastal aesthetic. Offered turnkey furnished, every detail has been considered so you can begin enjoying the island lifestyle from the moment you arrive. The private outdoor spaces are equally special, with lush tropical landscaping, a peaceful courtyard, private lanai, and outdoor shower creating your own secluded island oasis. Just outside your door, enjoy resort-style amenities including a lagoon-style pool with a waterfall and a tiki hut, all shared by only six residences for a quiet and relaxed atmosphere. Ownership is designed to be easy, so you can spend more time enjoying the island and less time worrying about upkeep. Weekly rentals are permitted, and the property has a successful history as a vacation rental, offering excellent flexibility for personal use, investment, or both. The community is also pet friendly. The location is everything. Anna Maria Island is loved for its sugar-sand beaches, turquoise Gulf waters, unforgettable sunsets, charming shops, locally owned restaurants, and laid-back Old Florida character. With the beach just steps away, morning walks, sunset swims, paddleboarding, beach days, and evenings by the Gulf can become part of everyday life. Whether you are searching for a full-time island residence, seasonal escape, or proven vacation rental, this property offers an exceptional combination of location, privacy, convenience, style, and lifestyle. Ground-floor living, beautifully renovated interiors, private tropical outdoor space, resort-style amenities, turnkey furnishings, weekly rental flexibility, and incredible proximity to the beach make this one of the most desirable opportunities in this charming boutique community.

215 67th Street Unit 6, Holmes Beach

5325 Marina Drive Unit 423, Holmes Beach

$350,000

“Exceptional Buying Opportunity,” at the Waterline Villas & Marina Residences. The Autograph Collection Residences are a sophisticated and stylish boutique hotel with 37 fully TURN-KEY furnished condos with a premier waterfront location on Anna Maria Island. 45’, BOAT SLIPS ARE free to use for owners while in residence!!! Built in 2017 all units feature 2 bedrooms, 2 full baths, a gourmet kitchen, separate living area and its own washer & dryer. Unit #423 is located in the southernmost "ISLAND" building detached from the main hotel that allows for more privacy. Owners have access to a boat slip while they are in residence. Nightly rentals can be easily handled by the on-site property management company Mainsail Lodging & Development, an award winning hospitality organization headquartered in Tampa. Enjoy the laid-back, Old Florida feel of Anna Maria Island. Park your car on-site and take the free trolley to explore everything the island has to offer. Waterline amenities include a graceful lobby with front desk, on-site management to assist with guest needs, heated resort-style pool with sun deck overlooking 50-slip marina that accommodates boats up to 45’, boat slips available (free for owners while in residence), on site fabulous "Chateau Anna Maria" restaurant and bar, charter boats for fishing and Eco tours, bicycles, paddle board, and kayaks free for owners, 24 hour fitness center, elegant ballroom for weddings, corporate gatherings, gift shop, complimentary Wi-Fi, Housekeeping and Concierge services. Zoning allows owners to stay in their units up to 120 days per calendar year and the dates do not have to be consecutive. Experience the dream of owning property on Anna Maria Island without the worry associated with management and maintenance!

2 Beds ⋅ 2 Baths ⋅ Waterline Villas & Marina SubDv. ⋅ 34217 Zip Code

“Exceptional Buying Opportunity,” at the Waterline Villas & Marina Residences. The Autograph Collection Residences are a sophisticated and stylish boutique hotel with 37 fully TURN-KEY furnished condos with a premier waterfront location on Anna Maria Island. 45’, BOAT SLIPS ARE free to use for owners while in residence!!! Built in 2017 all units feature 2 bedrooms, 2 full baths, a gourmet kitchen, separate living area and its own washer & dryer. Unit #423 is located in the southernmost "ISLAND" building detached from the main hotel that allows for more privacy. Owners have access to a boat slip while they are in residence. Nightly rentals can be easily handled by the on-site property management company Mainsail Lodging & Development, an award winning hospitality organization headquartered in Tampa. Enjoy the laid-back, Old Florida feel of Anna Maria Island. Park your car on-site and take the free trolley to explore everything the island has to offer. Waterline amenities include a graceful lobby with front desk, on-site management to assist with guest needs, heated resort-style pool with sun deck overlooking 50-slip marina that accommodates boats up to 45’, boat slips available (free for owners while in residence), on site fabulous "Chateau Anna Maria" restaurant and bar, charter boats for fishing and Eco tours, bicycles, paddle board, and kayaks free for owners, 24 hour fitness center, elegant ballroom for weddings, corporate gatherings, gift shop, complimentary Wi-Fi, Housekeeping and Concierge services. Zoning allows owners to stay in their units up to 120 days per calendar year and the dates do not have to be consecutive. Experience the dream of owning property on Anna Maria Island without the worry associated with management and maintenance!

5325 Marina Drive Unit 423, Holmes Beach

1801 Gulf Drive N Unit 181, Bradenton Beach

$575,000

Stunning Ground-Floor 2-Bedroom, 2-Bath Condo — Completely Renovated in 2025! Welcome to this beautifully renovated and redecorated ground-floor 2-bedroom, 2-bath condo in the highly desirable Runaway Bay community. This home features a raised ceiling and a completely reconstructed kitchen that opens to the living area, creating a bright, spacious open-concept floor plan. The condo features ceramic tile throughout and quartz counter tops. Additionally, a new electric panel was added in 2024. Also, the couch in the living room is a queen sleeper and a twin sleeper in the second bedroom. Upgrades to Runaway Bay in the last two years include a new roof, pool resurfaced, all new grading, new pool heater and new fishing pier. The membership has just approved all new impact windows and doors which will be installed in 2026 and 2027, After a sun-filled day at the beach, relax on your private lanai—the perfect spot to unwind, entertain, and enjoy time with family and friends. Ideally located just a half-block from the pristine Gulf beaches, Runaway Bay offers the best of island living. Residents enjoy two private deeded beach accesses, beautifully renovated community amenities, a clubhouse, pool, and a dock overlooking Sarasota Bay. The community is also home to Anna Maria Island's largest saltwater heated pool. Leave the car behind and enjoy the convenience of nearby restaurants, shopping, and the free island trolley, making it easy to explore everything Anna Maria Island has to offer. With its extensive 2025 renovations, desirable ground-floor location, private lanai, and exceptional proximity to both the Gulf and Sarasota Bay, this is a fantastic opportunity to own a beautifully updated, storm-ready island retreat in one of Anna Maria Island's most sought-after communities.

2 Beds ⋅ 2 Baths ⋅ Runaway Bay SubDv. ⋅ 34217 Zip Code

Stunning Ground-Floor 2-Bedroom, 2-Bath Condo — Completely Renovated in 2025! Welcome to this beautifully renovated and redecorated ground-floor 2-bedroom, 2-bath condo in the highly desirable Runaway Bay community. This home features a raised ceiling and a completely reconstructed kitchen that opens to the living area, creating a bright, spacious open-concept floor plan. The condo features ceramic tile throughout and quartz counter tops. Additionally, a new electric panel was added in 2024. Also, the couch in the living room is a queen sleeper and a twin sleeper in the second bedroom. Upgrades to Runaway Bay in the last two years include a new roof, pool resurfaced, all new grading, new pool heater and new fishing pier. The membership has just approved all new impact windows and doors which will be installed in 2026 and 2027, After a sun-filled day at the beach, relax on your private lanai—the perfect spot to unwind, entertain, and enjoy time with family and friends. Ideally located just a half-block from the pristine Gulf beaches, Runaway Bay offers the best of island living. Residents enjoy two private deeded beach accesses, beautifully renovated community amenities, a clubhouse, pool, and a dock overlooking Sarasota Bay. The community is also home to Anna Maria Island's largest saltwater heated pool. Leave the car behind and enjoy the convenience of nearby restaurants, shopping, and the free island trolley, making it easy to explore everything Anna Maria Island has to offer. With its extensive 2025 renovations, desirable ground-floor location, private lanai, and exceptional proximity to both the Gulf and Sarasota Bay, this is a fantastic opportunity to own a beautifully updated, storm-ready island retreat in one of Anna Maria Island's most sought-after communities.

1801 Gulf Drive N Unit 181, Bradenton Beach

611 Gulf Drive N Unit A14, Bradenton Beach

$415,000

Welcome to effortless island living at Imperial House, ideally located in the heart of Bradenton Beach. This beautifully renovated first-floor condo has been updated from head to toe, combining fresh coastal style, low-maintenance living, and an exceptional Anna Maria Island location. Inside, the residence features all-new windows and doors, new flooring throughout, a beautifully renovated kitchen, and an updated bathroom. Tile and laminate flooring flow through much of the home, while impact windows on the south side provide added peace of mind. The desirable first-floor location makes everyday living especially convenient, whether you are unloading groceries, carrying beach gear, or arriving with luggage for a weekend escape. Imperial House is a well-cared-for community that has undergone several significant improvements in recent years, including replacement of the seawall, fishing pier, roof, and sewer system. Continued improvements reflect the attention given to maintaining and enhancing this special island community. The lifestyle here is truly what Bradenton Beach living is all about. Fish from the community pier, meet friends for Happy Hour on the bayside patio, relax by the pool, or enjoy the many clubhouse activities. At the end of the day, simply cross the street to the Gulf and take in one of Anna Maria Island’s spectacular sunsets. The location is equally impressive. Some of the island’s most popular restaurants, bars, shops, and entertainment are conveniently nearby, including Wicked Cantina, Gulf Drive Café and The Kokonut Hut, Beach House Waterfront Restaurant, Bridge Street Bistro, Blue Marlin Seafood, Bridge Tender Inn & Tiki Bar, Anna Maria Oyster Bar on the Pier, and Island Time Bar & Grill. Historic Bridge Street is also close by, offering waterfront dining, boutiques, live music, and plenty of island atmosphere. Best of all, the free Anna Maria Island trolley stops right out front, making it easy to explore Bradenton Beach, Holmes Beach, and the City of Anna Maria without having to get in the car. Whether you are looking for a full-time residence, winter retreat, island getaway, or rental opportunity, this beautifully renovated condo offers an outstanding combination of location, convenience, community, and coastal charm. Come experience the relaxed island lifestyle that makes Bradenton Beach so special.

2 Beds ⋅ 1 Baths ⋅ Imperial House SubDv. ⋅ 34217 Zip Code

Welcome to effortless island living at Imperial House, ideally located in the heart of Bradenton Beach. This beautifully renovated first-floor condo has been updated from head to toe, combining fresh coastal style, low-maintenance living, and an exceptional Anna Maria Island location. Inside, the residence features all-new windows and doors, new flooring throughout, a beautifully renovated kitchen, and an updated bathroom. Tile and laminate flooring flow through much of the home, while impact windows on the south side provide added peace of mind. The desirable first-floor location makes everyday living especially convenient, whether you are unloading groceries, carrying beach gear, or arriving with luggage for a weekend escape. Imperial House is a well-cared-for community that has undergone several significant improvements in recent years, including replacement of the seawall, fishing pier, roof, and sewer system. Continued improvements reflect the attention given to maintaining and enhancing this special island community. The lifestyle here is truly what Bradenton Beach living is all about. Fish from the community pier, meet friends for Happy Hour on the bayside patio, relax by the pool, or enjoy the many clubhouse activities. At the end of the day, simply cross the street to the Gulf and take in one of Anna Maria Island’s spectacular sunsets. The location is equally impressive. Some of the island’s most popular restaurants, bars, shops, and entertainment are conveniently nearby, including Wicked Cantina, Gulf Drive Café and The Kokonut Hut, Beach House Waterfront Restaurant, Bridge Street Bistro, Blue Marlin Seafood, Bridge Tender Inn & Tiki Bar, Anna Maria Oyster Bar on the Pier, and Island Time Bar & Grill. Historic Bridge Street is also close by, offering waterfront dining, boutiques, live music, and plenty of island atmosphere. Best of all, the free Anna Maria Island trolley stops right out front, making it easy to explore Bradenton Beach, Holmes Beach, and the City of Anna Maria without having to get in the car. Whether you are looking for a full-time residence, winter retreat, island getaway, or rental opportunity, this beautifully renovated condo offers an outstanding combination of location, convenience, community, and coastal charm. Come experience the relaxed island lifestyle that makes Bradenton Beach so special.

611 Gulf Drive N Unit A14, Bradenton Beach

$2,300,000

A Gulf-front condo on Anna Maria Island where the investment and the lifestyle work together. This 3-bedroom, 2-bath fully furnished condo in Holmes Beach sits directly on the sugar-sand beach, with panoramic Gulf views, dolphins passing by, and sunsets from your private covered balcony that guests and owners remember long after they leave. Short-term rentals are allowed, so you can welcome vacationers while you're away and keep the Gulf for yourself and your loved ones when you're here. Expansive sliders showcase beautiful Gulf views, while the boutique beachfront community offers a heated Gulf-front pool, sun deck, tennis court, and lush tropical courtyard. The free Anna Maria Island Trolley connects you to Bean Point, Pine Avenue, the City Pier, and Bridge Street, with island cafés, waterfront dining, shops, and bike paths minutes away. Gulf-front properties with this location and these amenities rarely come available, whether you're looking for a vacation rental investment, a seasonal retreat, or a full-time home where every day feels like a getaway.

3 Beds ⋅ 2 Baths ⋅ Gulfplace SubDv. ⋅ 34217 Zip Code

A Gulf-front condo on Anna Maria Island where the investment and the lifestyle work together. This 3-bedroom, 2-bath fully furnished condo in Holmes Beach sits directly on the sugar-sand beach, with panoramic Gulf views, dolphins passing by, and sunsets from your private covered balcony that guests and owners remember long after they leave. Short-term rentals are allowed, so you can welcome vacationers while you're away and keep the Gulf for yourself and your loved ones when you're here. Expansive sliders showcase beautiful Gulf views, while the boutique beachfront community offers a heated Gulf-front pool, sun deck, tennis court, and lush tropical courtyard. The free Anna Maria Island Trolley connects you to Bean Point, Pine Avenue, the City Pier, and Bridge Street, with island cafés, waterfront dining, shops, and bike paths minutes away. Gulf-front properties with this location and these amenities rarely come available, whether you're looking for a vacation rental investment, a seasonal retreat, or a full-time home where every day feels like a getaway.

6700 Gulf Drive Unit B8, Holmes Beach

$709,000

Salt air, swaying palms and the Gulf at your doorstep. This 2-bedroom, 2-bath condo at Martinique South in the heart of Holmes Beach captures the easy rhythm of island life. Start your morning on the enclosed porch with coffee in hand and glimpses of turquoise water through the palms. It's an easy place to unwind any time of day. Inside, the open layout flows from the kitchen to the dining and living areas, made for relaxed everyday living and easy entertaining. The kitchen has granite countertops, generous cabinetry and plenty of room to prep. An in-unit washer and dryer and a new A/C installed in 2026 add comfort and peace of mind. Then there's the storage, a rare find on the island. A private garage gives you your own secure space to park, plus room for kayaks, paddleboards, bikes and fishing gear. Three more storage units hold the beach chairs, umbrellas and seasonal extras, so your condo stays clean, clutter-free and ready to enjoy. Step outside to the community's Gulf-front pool, clubhouse and tennis court, or follow the direct beach access to the sugar-sand shoreline just steps away. Make it your full-time island home or a laid-back weekend escape. This is coastal living with room for it all, on Anna Maria Island.

2 Beds ⋅ 2 Baths ⋅ Martinique Condo SubDv. ⋅ 34217 Zip Code

Salt air, swaying palms and the Gulf at your doorstep. This 2-bedroom, 2-bath condo at Martinique South in the heart of Holmes Beach captures the easy rhythm of island life. Start your morning on the enclosed porch with coffee in hand and glimpses of turquoise water through the palms. It's an easy place to unwind any time of day. Inside, the open layout flows from the kitchen to the dining and living areas, made for relaxed everyday living and easy entertaining. The kitchen has granite countertops, generous cabinetry and plenty of room to prep. An in-unit washer and dryer and a new A/C installed in 2026 add comfort and peace of mind. Then there's the storage, a rare find on the island. A private garage gives you your own secure space to park, plus room for kayaks, paddleboards, bikes and fishing gear. Three more storage units hold the beach chairs, umbrellas and seasonal extras, so your condo stays clean, clutter-free and ready to enjoy. Step outside to the community's Gulf-front pool, clubhouse and tennis court, or follow the direct beach access to the sugar-sand shoreline just steps away. Make it your full-time island home or a laid-back weekend escape. This is coastal living with room for it all, on Anna Maria Island.

5200 Gulf Drive Unit 107, Holmes Beach

$1,480,000

Live the island lifestyle just steps from the Gulf of Mexico! Ideally situated within easy walking distance of the beautiful white-sand beaches, this elevated three-story coastal residence places everything that makes island living special right at your fingertips. Spend your mornings at the beach, enjoy lunch at a favorite island restaurant, browse local shops, or hop aboard the island trolley for an afternoon of exploring. Located in a **Weekly Rental Zone**, this versatile property presents an appealing opportunity as a personal beach retreat, full-time residence, or income-producing vacation rental. Inside, light-filled living spaces and relaxed coastal finishes create a welcoming atmosphere. The open-concept main living level brings the kitchen and gathering spaces together, featuring stainless steel appliances, beadboard cabinetry, and understated coastal details. Upstairs, the generously sized primary suite is a peaceful retreat with soaring ceilings, space for a sitting area, and a private ensuite bath offering both a soaking tub and separate walk-in shower. A second bedroom and additional den or home office provide flexibility for overnight guests, remote work, or additional living space. Outdoor living is an integral part of the experience, with mature tropical landscaping, a private balcony, and two patios offering inviting settings for outdoor dining, entertaining, or simply relaxing after a day on the beach. The backyard provides another opportunity to enjoy the island's laid-back atmosphere. A spacious garage and abundant storage accommodate everything from bicycles and beach gear to recreational essentials. Practical updates add to the appeal, including a NEW air conditioning system and a ROOF installed in 2021. The elevated three-story design, generous parking, oversized garage, and low-maintenance landscaping further enhance the property's functionality. Whether you're seeking a beachside escape, a year-round island residence, or a vacation rental investment with weekly rental flexibility, this property delivers an enviable combination of location, lifestyle, and opportunity. The beach is calling!

3 Beds ⋅ 2 Baths ⋅ Gulfview Villas Condominium SubDv. ⋅ 34217 Zip Code

Live the island lifestyle just steps from the Gulf of Mexico! Ideally situated within easy walking distance of the beautiful white-sand beaches, this elevated three-story coastal residence places everything that makes island living special right at your fingertips. Spend your mornings at the beach, enjoy lunch at a favorite island restaurant, browse local shops, or hop aboard the island trolley for an afternoon of exploring. Located in a **Weekly Rental Zone**, this versatile property presents an appealing opportunity as a personal beach retreat, full-time residence, or income-producing vacation rental. Inside, light-filled living spaces and relaxed coastal finishes create a welcoming atmosphere. The open-concept main living level brings the kitchen and gathering spaces together, featuring stainless steel appliances, beadboard cabinetry, and understated coastal details. Upstairs, the generously sized primary suite is a peaceful retreat with soaring ceilings, space for a sitting area, and a private ensuite bath offering both a soaking tub and separate walk-in shower. A second bedroom and additional den or home office provide flexibility for overnight guests, remote work, or additional living space. Outdoor living is an integral part of the experience, with mature tropical landscaping, a private balcony, and two patios offering inviting settings for outdoor dining, entertaining, or simply relaxing after a day on the beach. The backyard provides another opportunity to enjoy the island's laid-back atmosphere. A spacious garage and abundant storage accommodate everything from bicycles and beach gear to recreational essentials. Practical updates add to the appeal, including a NEW air conditioning system and a ROOF installed in 2021. The elevated three-story design, generous parking, oversized garage, and low-maintenance landscaping further enhance the property's functionality. Whether you're seeking a beachside escape, a year-round island residence, or a vacation rental investment with weekly rental flexibility, this property delivers an enviable combination of location, lifestyle, and opportunity. The beach is calling!

5390 Gulf Drive, Holmes Beach

$2,924,999

Welcome to 605 Concord Lane, a beautifully remodeled waterfront retreat nestled within the exclusive and highly sought-after Key Royale community. This home is being sold furnished and underwent a gut remodel by Shoreline Builders of AMI and Interior Designs by Inspired By Design, LLC. Situated on a generous 0.24-acre lot, this turn key furnished elegant 4-bedroom, 3-bathroom residence boasts 95 feet of pristine canal frontage, complete with a private boat dock and a 9,000-pound lift. Boating enthusiasts and sailors will particularly appreciate the seamless, bridge-free deep-water access directly out to Tampa Bay and the Gulf of Mexico. Step inside to discover a bright, open-concept floor plan elevated by soaring vaulted ceilings and modern recessed lighting that flood the main living areas with natural light. Designed for effortless entertaining, the gourmet kitchen features premium brand-new Quartz countertops, sleek stainless steel appliances, abundant custom cabinetry, and expansive counter space. The thoughtful layout offers maximum privacy, highlighted by a spacious primary suite with two walk-in closets and a luxurious en-suite bath, alongside a secondary guest bedroom that enjoys its own private en-suite accommodations. Beyond its aesthetic appeal, the property offers complete turnkey peace of mind with a comprehensive suite of high-ticket upgrades completed in 2024, including a new roof, brand-new custom pool, new pool heater, new water heater, new central air conditioning systems, new hurricane windows, new seawall and dock. The island lifestyle continues just blocks away at the private Key Royale Club, where residents can opt into social or golf memberships to enjoy a pristine par-32 nine-hole course, clubhouse dining, and a vibrant calendar of community events. Combined with a flexible one-month minimum rental policy, this exceptional property represents a rare and versatile opportunity to own a premier full-time residence, an idyllic seasonal getaway, or a lucrative income-producing investment or solid option for your income producing 1031 exchange.

4 Beds ⋅ 3 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code

Welcome to 605 Concord Lane, a beautifully remodeled waterfront retreat nestled within the exclusive and highly sought-after Key Royale community. This home is being sold furnished and underwent a gut remodel by Shoreline Builders of AMI and Interior Designs by Inspired By Design, LLC. Situated on a generous 0.24-acre lot, this turn key furnished elegant 4-bedroom, 3-bathroom residence boasts 95 feet of pristine canal frontage, complete with a private boat dock and a 9,000-pound lift. Boating enthusiasts and sailors will particularly appreciate the seamless, bridge-free deep-water access directly out to Tampa Bay and the Gulf of Mexico. Step inside to discover a bright, open-concept floor plan elevated by soaring vaulted ceilings and modern recessed lighting that flood the main living areas with natural light. Designed for effortless entertaining, the gourmet kitchen features premium brand-new Quartz countertops, sleek stainless steel appliances, abundant custom cabinetry, and expansive counter space. The thoughtful layout offers maximum privacy, highlighted by a spacious primary suite with two walk-in closets and a luxurious en-suite bath, alongside a secondary guest bedroom that enjoys its own private en-suite accommodations. Beyond its aesthetic appeal, the property offers complete turnkey peace of mind with a comprehensive suite of high-ticket upgrades completed in 2024, including a new roof, brand-new custom pool, new pool heater, new water heater, new central air conditioning systems, new hurricane windows, new seawall and dock. The island lifestyle continues just blocks away at the private Key Royale Club, where residents can opt into social or golf memberships to enjoy a pristine par-32 nine-hole course, clubhouse dining, and a vibrant calendar of community events. Combined with a flexible one-month minimum rental policy, this exceptional property represents a rare and versatile opportunity to own a premier full-time residence, an idyllic seasonal getaway, or a lucrative income-producing investment or solid option for your income producing 1031 exchange.

605 Concord Lane, Holmes Beach

308 2nd Street N Unit 102, Bradenton Beach

$409,900

Leave the car parked...everything is so close, it actually takes longer to drive. Welcome to Unit 102 at Bayview Inn, a first-floor, one-bedroom, one-bathroom retreat in the heart of Bradenton Beach, where the Gulf beaches, Bridge Street, and true beach-town living are all just a short stroll from your front door! Inside, this adorable condo is bright, simple, and turnkey furnished. The beautifully updated kitchen features white cabinetry, quartz countertops, stainless appliances, and a shimmering metallic backsplash, opening to a relaxed living area with easy-care tile throughout. The bedroom comfortably fits a king bed, and the bath offers a tub/shower combination with a fresh white stone-topped vanity. Outside, Bayview Inn's colorful Key West-style building sets the tone. Enjoy morning coffee on the brick-paver front patio behind the white picket fence, then cool off in the tiled plunge pool with twin waterfall features, complete with an outdoor shower for rinsing off after the beach. Step outside and you're minutes from the sand, and a few easy blocks from Bridge Street's shops, waterfront restaurants, and sunset spots, with no circling for parking required. When you do need your car, it's parked right outside your door. Whether you're looking for a full-time coastal home, a seasonal escape, or an income-producing vacation rental, #102 at Bayview Inn checks all the boxes!

1 Beds ⋅ 1 Baths ⋅ Bay View Sub SubDv. ⋅ 34217 Zip Code

Leave the car parked...everything is so close, it actually takes longer to drive. Welcome to Unit 102 at Bayview Inn, a first-floor, one-bedroom, one-bathroom retreat in the heart of Bradenton Beach, where the Gulf beaches, Bridge Street, and true beach-town living are all just a short stroll from your front door! Inside, this adorable condo is bright, simple, and turnkey furnished. The beautifully updated kitchen features white cabinetry, quartz countertops, stainless appliances, and a shimmering metallic backsplash, opening to a relaxed living area with easy-care tile throughout. The bedroom comfortably fits a king bed, and the bath offers a tub/shower combination with a fresh white stone-topped vanity. Outside, Bayview Inn's colorful Key West-style building sets the tone. Enjoy morning coffee on the brick-paver front patio behind the white picket fence, then cool off in the tiled plunge pool with twin waterfall features, complete with an outdoor shower for rinsing off after the beach. Step outside and you're minutes from the sand, and a few easy blocks from Bridge Street's shops, waterfront restaurants, and sunset spots, with no circling for parking required. When you do need your car, it's parked right outside your door. Whether you're looking for a full-time coastal home, a seasonal escape, or an income-producing vacation rental, #102 at Bayview Inn checks all the boxes!

308 2nd Street N Unit 102, Bradenton Beach

$1,395,000

Welcome to Your Anna Maria Slice of Waterfront Paradise! Discover laid-back living in this 3-bedroom, 3-bathroom, ground-level canal-front home where old Florida charm meets updated style. Ideally located in the heart of Holmes Beach, this home offers traditional island living and effortless access to the water, saltwater pool and spa, and lovely outdoor spaces. Inside, the open-concept living area features natural Mexican tile flooring and flows into a beautifully updated kitchen complete with stainless steel appliances, quartz countertops, and a Spanish-tile backsplash. Additionally, the windows were replaced in 2013 and new closed cell insulation was added to all exterior walls in 2024. Three generously sized bedrooms provide plenty of space for family and guests, including a comfortable primary suite with a beautifully remodeled private en-suite bath. Step outside and make the most of Florida living. Take a dip in the heated saltwater pool and spa or relax in the pergola while enjoying the tranquility of natural landscaping. From your private 30-foot dock, launch a kayak, paddleboard, or boat to fish or just explore the surrounding waterways with no low bridges to navigate. The dock is fully equipped with water and electricity, a convenient fish-cleaning station, and a 10,000-pound sling boat lift, making it an ideal setup for anglers and boating enthusiasts. After a day on the water or at the beach, rinse off in the enclosed outdoor shower. The location is hard to beat and just TWO blocks from the Gulf’s pristine beaches, sunsets, and sparkling waters. Walking distance from many shops and restaurants; one block from a free trolley stop. The carport and spacious driveway can accommodate at least six vehicles, a rare bonus for island living. Priced to sell and ready for your personal touch, this canal-front gem offers the perfect opportunity to create your own piece of paradise in Holmes Beach. Come experience the lifestyle, the location, and the waterfront setting for yourself — this one won’t last long!

3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Welcome to Your Anna Maria Slice of Waterfront Paradise! Discover laid-back living in this 3-bedroom, 3-bathroom, ground-level canal-front home where old Florida charm meets updated style. Ideally located in the heart of Holmes Beach, this home offers traditional island living and effortless access to the water, saltwater pool and spa, and lovely outdoor spaces. Inside, the open-concept living area features natural Mexican tile flooring and flows into a beautifully updated kitchen complete with stainless steel appliances, quartz countertops, and a Spanish-tile backsplash. Additionally, the windows were replaced in 2013 and new closed cell insulation was added to all exterior walls in 2024. Three generously sized bedrooms provide plenty of space for family and guests, including a comfortable primary suite with a beautifully remodeled private en-suite bath. Step outside and make the most of Florida living. Take a dip in the heated saltwater pool and spa or relax in the pergola while enjoying the tranquility of natural landscaping. From your private 30-foot dock, launch a kayak, paddleboard, or boat to fish or just explore the surrounding waterways with no low bridges to navigate. The dock is fully equipped with water and electricity, a convenient fish-cleaning station, and a 10,000-pound sling boat lift, making it an ideal setup for anglers and boating enthusiasts. After a day on the water or at the beach, rinse off in the enclosed outdoor shower. The location is hard to beat and just TWO blocks from the Gulf’s pristine beaches, sunsets, and sparkling waters. Walking distance from many shops and restaurants; one block from a free trolley stop. The carport and spacious driveway can accommodate at least six vehicles, a rare bonus for island living. Priced to sell and ready for your personal touch, this canal-front gem offers the perfect opportunity to create your own piece of paradise in Holmes Beach. Come experience the lifestyle, the location, and the waterfront setting for yourself — this one won’t last long!

503 65th Street, Holmes Beach

111 10th Street S Unit 111, Bradenton Beach

$674,999

Welcome to your coastal getaway! This lovely 2-bedroom, 2-bathroom condo offers beautiful, full water views of Sarasota Bay and the relaxed island lifestyle you’ve been looking for. Ideally located in Bradenton Beach, this property combines comfort, convenience, and excellent rental potential. The condo features continuous tile flooring throughout, an updated kitchen and bathrooms, and ample storage to keep everything organized and clutter-free. Large windows allow you to take in the beautiful water views and enjoy the natural light and coastal surroundings. Just minutes from the gorgeous sandy beaches of Anna Maria Island, you’ll also be close to popular dining, shopping, entertainment, and all the attractions that make this area such a desirable destination. With the ability to rent weekly, this property offers flexibility for personal use, vacation rentals, or investment income. Whether you’re looking for a beachside retreat, a second home, or an investment property, this is an investor’s dream in a prime coastal location. Come enjoy the sunsets, water views, beautiful beaches, and laid-back Florida lifestyle that Bradenton Beach has to offer!

2 Beds ⋅ 2 Baths ⋅ Bay Tides Condominium SubDv. ⋅ 34217 Zip Code

Welcome to your coastal getaway! This lovely 2-bedroom, 2-bathroom condo offers beautiful, full water views of Sarasota Bay and the relaxed island lifestyle you’ve been looking for. Ideally located in Bradenton Beach, this property combines comfort, convenience, and excellent rental potential. The condo features continuous tile flooring throughout, an updated kitchen and bathrooms, and ample storage to keep everything organized and clutter-free. Large windows allow you to take in the beautiful water views and enjoy the natural light and coastal surroundings. Just minutes from the gorgeous sandy beaches of Anna Maria Island, you’ll also be close to popular dining, shopping, entertainment, and all the attractions that make this area such a desirable destination. With the ability to rent weekly, this property offers flexibility for personal use, vacation rentals, or investment income. Whether you’re looking for a beachside retreat, a second home, or an investment property, this is an investor’s dream in a prime coastal location. Come enjoy the sunsets, water views, beautiful beaches, and laid-back Florida lifestyle that Bradenton Beach has to offer!

111 10th Street S Unit 111, Bradenton Beach

$2,249,000

AMAZING LOCATION • COMPLETELY UPDATED • BRAND NEW POOL • BRAND NEW METAL ROOF 9/2026• TURN-KEY FURNISHED Casa Bella is a spacious and beautifully updated 4-bedroom, 3-bath home offering more than 2,500 sq ft in the heart of Holmes Beach. Located just steps from shopping and dining and only a 5-MINUTE WALK TO BEACH, this property is situated in one of Anna Maria Island’s most desirable WEEKLY RENTAL ZONES, making it an excellent investment opportunity or a ready-to-enjoy personal beach retreat. This home has undergone extensive recent updates, including new wood flooring throughout, a brand-new spool (pool with spa jets), and a brand-new roof. Casa Bella is offered turn-key furnished, featuring a thoughtfully curated collection of artwork and unique furnishings. The coastal-style interior includes a large great room, fully stocked updated kitchen with custom cabinetry, stainless steel appliances, stone countertops, and a spacious dining area. The home comfortably accommodates up to 10 guests, with three bedrooms featuring king beds and a fourth bedroom designed with two twin-over-twin bunk sets—ideal for families or renters. Additional features include A LOWER LEVEL RECREATION ROOM with a ping-pong table, three updated bathrooms with spa-style finishes, 2 owner closets and three screened porch areas, perfect for enjoying morning coffee or evening breezes. Situated on a LARGE CORNER LOT with lush tropical landscaping, the outdoor area offers a private FENCED backyard oasis with ample space for dining, entertaining, and relaxing by the pool. Turn the key and start enjoying the ideal Holmes Beach lifestyle—whether as a personal coastal retreat or a strong VACATION RENTAL PERFORMER, Casa Bella offers flexibility, comfort, and an exceptional location.

4 Beds ⋅ 3 Baths ⋅ Tidewater Preserve SubDv. ⋅ 34217 Zip Code

AMAZING LOCATION • COMPLETELY UPDATED • BRAND NEW POOL • BRAND NEW METAL ROOF 9/2026• TURN-KEY FURNISHED Casa Bella is a spacious and beautifully updated 4-bedroom, 3-bath home offering more than 2,500 sq ft in the heart of Holmes Beach. Located just steps from shopping and dining and only a 5-MINUTE WALK TO BEACH, this property is situated in one of Anna Maria Island’s most desirable WEEKLY RENTAL ZONES, making it an excellent investment opportunity or a ready-to-enjoy personal beach retreat. This home has undergone extensive recent updates, including new wood flooring throughout, a brand-new spool (pool with spa jets), and a brand-new roof. Casa Bella is offered turn-key furnished, featuring a thoughtfully curated collection of artwork and unique furnishings. The coastal-style interior includes a large great room, fully stocked updated kitchen with custom cabinetry, stainless steel appliances, stone countertops, and a spacious dining area. The home comfortably accommodates up to 10 guests, with three bedrooms featuring king beds and a fourth bedroom designed with two twin-over-twin bunk sets—ideal for families or renters. Additional features include A LOWER LEVEL RECREATION ROOM with a ping-pong table, three updated bathrooms with spa-style finishes, 2 owner closets and three screened porch areas, perfect for enjoying morning coffee or evening breezes. Situated on a LARGE CORNER LOT with lush tropical landscaping, the outdoor area offers a private FENCED backyard oasis with ample space for dining, entertaining, and relaxing by the pool. Turn the key and start enjoying the ideal Holmes Beach lifestyle—whether as a personal coastal retreat or a strong VACATION RENTAL PERFORMER, Casa Bella offers flexibility, comfort, and an exceptional location.

303 58th Street, Holmes Beach

$4,500,000

Welcome to Luna Sea, an exceptional furnished coastal retreat just steps from the sugar-sand shoreline of Cortez Beach. Located in the heart of Bradenton Beach, this impressive 7-bedroom, 7.5-bath residence blends refined contemporary design with outstanding indoor-outdoor living. The bright, open-concept main level features warm wood ceiling details, expansive glass doors, a spacious dining area, and a showpiece kitchen with an oversized island, abundant cabinetry, open shelving, and stainless-steel appliances. Six king suites and a bunk room each include a private bath. Multiple balconies welcome refreshing Gulf breezes, and the rooftop deck showcases panoramic island and Gulf views—an ideal setting for sunset gatherings. Outdoors, tropical landscaping surrounds a private saltwater pool and in-ground spa, complemented by a covered lounge and dining area with a television and grill. Bridge Street dining and shopping, beach access, and the free island trolley are all nearby. Offered fully furnished and turnkey, Luna Sea is ready to be enjoyed as an island residence, coastal getaway, or vacation-rental investment.

7 Beds ⋅ 8 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code

Welcome to Luna Sea, an exceptional furnished coastal retreat just steps from the sugar-sand shoreline of Cortez Beach. Located in the heart of Bradenton Beach, this impressive 7-bedroom, 7.5-bath residence blends refined contemporary design with outstanding indoor-outdoor living. The bright, open-concept main level features warm wood ceiling details, expansive glass doors, a spacious dining area, and a showpiece kitchen with an oversized island, abundant cabinetry, open shelving, and stainless-steel appliances. Six king suites and a bunk room each include a private bath. Multiple balconies welcome refreshing Gulf breezes, and the rooftop deck showcases panoramic island and Gulf views—an ideal setting for sunset gatherings. Outdoors, tropical landscaping surrounds a private saltwater pool and in-ground spa, complemented by a covered lounge and dining area with a television and grill. Bridge Street dining and shopping, beach access, and the free island trolley are all nearby. Offered fully furnished and turnkey, Luna Sea is ready to be enjoyed as an island residence, coastal getaway, or vacation-rental investment.

2109 Avenue C, Bradenton Beach

$660,000

WATERFRONT VALUE ON ANNA MARIA ISLAND! This beautifully updated 2-bedroom, 2-bath villa offers waterfront living, weekly rental potential, and a long list of significant 2023–2025 improvements. Whether you're looking for an income-producing investment, second home, or island getaway, this turnkey furnished property offers an opportunity to own on Anna Maria Island without the price point of many larger waterfront homes. Watch dolphins and manatee all day. The kitchen was completely remodeled in 2025 with all-new cabinetry, granite countertops, and new stainless-steel appliances including a range, dishwasher, refrigerator, and microwave. The laundry and utility areas were also updated in 2025 with a new water heater, washer, dryer, and doors. Both bathrooms have been updated, including a new walk-in shower, toilet, and vanity in the guest bath, plus a new vanity and toilet in the primary bath. The home also features Back hurricane-impact windows and doors, providing an important upgrade for coastal living. Major infrastructure improvements include updated electrical and plumbing in 2025. The electrical system was brought up to current standards with a completely updated breaker box, while plumbing was relocated out from the ground level. A new plumbing liner was installed throughout the kitchen, laundry, hallway, and both bathrooms. Outside, enjoy your waterfront setting with a new seawall installed in 2023 and space for a boat, kayaks, paddleboards, or other water toys. A private parking area provides room for two cars, while a storage shed offers additional space for beach gear, bikes, and outdoor equipment. The property is being sold furnished and turnkey,( exclude personal items, one wall hanging and Kayaks) with future rental bookings already in place. Located in a weekly rental zone, it offers flexibility for an investor seeking rental income or a second-home owner who wants to enjoy the property while offsetting ownership costs through rentals. Holmes Beach also offers an exceptional array of nearby public recreational amenities, including a dog park, pickleball courts, tennis courts, boat launch area, ball fields, basketball area, outdoor fitness equipment, and children's play areas, all available for public use at no additional cost. A rare combination of waterfront living, extensive recent updates, weekly rental potential, private parking, storage, and recreational amenities makes this an appealing opportunity for buyers looking for an attainable way to own on Anna Maria Island.

2 Beds ⋅ 2 Baths ⋅ Sea Side Gardens SubDv. ⋅ 34217 Zip Code

WATERFRONT VALUE ON ANNA MARIA ISLAND! This beautifully updated 2-bedroom, 2-bath villa offers waterfront living, weekly rental potential, and a long list of significant 2023–2025 improvements. Whether you're looking for an income-producing investment, second home, or island getaway, this turnkey furnished property offers an opportunity to own on Anna Maria Island without the price point of many larger waterfront homes. Watch dolphins and manatee all day. The kitchen was completely remodeled in 2025 with all-new cabinetry, granite countertops, and new stainless-steel appliances including a range, dishwasher, refrigerator, and microwave. The laundry and utility areas were also updated in 2025 with a new water heater, washer, dryer, and doors. Both bathrooms have been updated, including a new walk-in shower, toilet, and vanity in the guest bath, plus a new vanity and toilet in the primary bath. The home also features Back hurricane-impact windows and doors, providing an important upgrade for coastal living. Major infrastructure improvements include updated electrical and plumbing in 2025. The electrical system was brought up to current standards with a completely updated breaker box, while plumbing was relocated out from the ground level. A new plumbing liner was installed throughout the kitchen, laundry, hallway, and both bathrooms. Outside, enjoy your waterfront setting with a new seawall installed in 2023 and space for a boat, kayaks, paddleboards, or other water toys. A private parking area provides room for two cars, while a storage shed offers additional space for beach gear, bikes, and outdoor equipment. The property is being sold furnished and turnkey,( exclude personal items, one wall hanging and Kayaks) with future rental bookings already in place. Located in a weekly rental zone, it offers flexibility for an investor seeking rental income or a second-home owner who wants to enjoy the property while offsetting ownership costs through rentals. Holmes Beach also offers an exceptional array of nearby public recreational amenities, including a dog park, pickleball courts, tennis courts, boat launch area, ball fields, basketball area, outdoor fitness equipment, and children's play areas, all available for public use at no additional cost. A rare combination of waterfront living, extensive recent updates, weekly rental potential, private parking, storage, and recreational amenities makes this an appealing opportunity for buyers looking for an attainable way to own on Anna Maria Island.

28 Seaside Court, Holmes Beach

$1,595,000

On Anna Maria Island, the combination almost never appears at once: a canal-front lot, a short walk to the Gulf, and short-term rentals allowed. This one does. 6,710 sq ft waterfront homesite is already dressed for island living. A seawall, dock, and boat lift are in place, so the water is ready the day construction begins. New home plans are available, giving you a head start on a full-time residence, a private retreat, or an income-producing rental in the heart of Holmes Beach. Guests come to this stretch of the island for sugar-sand beaches, easy boating, and an unhurried coastal rhythm. From here, all three are within reach: a stroll to the beach, a boat that can be in the water as soon as the house is finished, and a location that works as beautifully for owners as it does for renters. Lots like this rarely surface. Get ready to build your dream home and start enjoying all that Anna Maria Island has to offer.

Sportsmans Harbor SubDv. ⋅ 34217 Zip Code

On Anna Maria Island, the combination almost never appears at once: a canal-front lot, a short walk to the Gulf, and short-term rentals allowed. This one does. 6,710 sq ft waterfront homesite is already dressed for island living. A seawall, dock, and boat lift are in place, so the water is ready the day construction begins. New home plans are available, giving you a head start on a full-time residence, a private retreat, or an income-producing rental in the heart of Holmes Beach. Guests come to this stretch of the island for sugar-sand beaches, easy boating, and an unhurried coastal rhythm. From here, all three are within reach: a stroll to the beach, a boat that can be in the water as soon as the house is finished, and a location that works as beautifully for owners as it does for renters. Lots like this rarely surface. Get ready to build your dream home and start enjoying all that Anna Maria Island has to offer.

214 S Harbor Drive, Holmes Beach

$2,895,000

Luxury Coastal Residence & Income Opportunity Experience elevated island living in this exceptional Holmes Beach residence, ideally situated just steps from the sugar-sand beaches and turquoise waters of the Gulf. Offering convenient access to the Intracoastal Waterway, Gulf of Mexico, and Tampa Bay, this impressive coastal retreat combines refined design, generous living spaces, and outstanding income-producing potential in one of Anna Maria Island’s most desirable locations. Featuring five spacious bedrooms plus a versatile bonus bunk room and 6.5 bathrooms, the home was thoughtfully designed to accommodate large families, multigenerational gatherings, and vacation guests while maintaining a sense of privacy and sophistication. Soaring ceilings, abundant natural light, and carefully selected finishes create a bright, sophisticated coastal atmosphere throughout. At the heart of the home, the open-concept kitchen features stainless steel appliances, custom cabinetry, a generous center island, and ample workspace for entertaining. The kitchen flows effortlessly into the expansive dining and living areas, with direct access to a private balcony that extends the living space outdoors. The backyard is a true private tropical resort. A heated pool with sun shelf, large tiki umbrella with swim up table, and a heated spa creates an inviting centerpiece for relaxing and entertaining. Multiple lounge areas, covered outdoor dining, and a dedicated grilling area provide the perfect setting for everything from sun-filled afternoons to evening gatherings beneath the palms. An oversized two-car garage, complemented by two additional storage rooms, provides exceptional space for vehicles, beach gear, bicycles, paddleboards, and all the essentials of island living. Located in a coveted Holmes Beach neighborhood, the residence places you moments from the beach while offering easy access to boutique shopping, local dining, boating, and the laid-back lifestyle that defines Anna Maria Island. Whether envisioned as a luxurious primary residence, multigenerational island retreat, or high-end vacation property, 403 42nd Street presents a rare combination of location, lifestyle, amenities, and compelling income potential in the heart of Holmes Beach.

5 Beds ⋅ 7 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Luxury Coastal Residence & Income Opportunity Experience elevated island living in this exceptional Holmes Beach residence, ideally situated just steps from the sugar-sand beaches and turquoise waters of the Gulf. Offering convenient access to the Intracoastal Waterway, Gulf of Mexico, and Tampa Bay, this impressive coastal retreat combines refined design, generous living spaces, and outstanding income-producing potential in one of Anna Maria Island’s most desirable locations. Featuring five spacious bedrooms plus a versatile bonus bunk room and 6.5 bathrooms, the home was thoughtfully designed to accommodate large families, multigenerational gatherings, and vacation guests while maintaining a sense of privacy and sophistication. Soaring ceilings, abundant natural light, and carefully selected finishes create a bright, sophisticated coastal atmosphere throughout. At the heart of the home, the open-concept kitchen features stainless steel appliances, custom cabinetry, a generous center island, and ample workspace for entertaining. The kitchen flows effortlessly into the expansive dining and living areas, with direct access to a private balcony that extends the living space outdoors. The backyard is a true private tropical resort. A heated pool with sun shelf, large tiki umbrella with swim up table, and a heated spa creates an inviting centerpiece for relaxing and entertaining. Multiple lounge areas, covered outdoor dining, and a dedicated grilling area provide the perfect setting for everything from sun-filled afternoons to evening gatherings beneath the palms. An oversized two-car garage, complemented by two additional storage rooms, provides exceptional space for vehicles, beach gear, bicycles, paddleboards, and all the essentials of island living. Located in a coveted Holmes Beach neighborhood, the residence places you moments from the beach while offering easy access to boutique shopping, local dining, boating, and the laid-back lifestyle that defines Anna Maria Island. Whether envisioned as a luxurious primary residence, multigenerational island retreat, or high-end vacation property, 403 42nd Street presents a rare combination of location, lifestyle, amenities, and compelling income potential in the heart of Holmes Beach.

403 42nd Street, Bradenton Beach

$3,400,000

Just steps from beach access, this exceptional Holmes Beach residence captures close up, unobstructed Gulf views that become part of everyday life. Open the doors and hear the waves rolling in, spend afternoons with your toes in the sand, and watch the sun disappear over the Gulf from your own west facing balcony. Built in 2015, this elevated residence feels fresh, sophisticated and effortlessly coastal. Professionally designed and offered furnished, the interiors are filled with natural light and thoughtfully finished with high ceilings, plantation shutters and newer flooring. Expansive windows throughout frame breathtaking views while bringing the beauty of the island indoors. Fresh interior and exterior paint adds to the beautifully maintained, move-in-ready feel. The kitchen sits at the heart of the home, anchored by an exceptionally large island designed for gathering. Thoughtfully integrated appliances, including a concealed refrigerator, wet bar with beverage fridge, and statement range hood, preserve the clean aesthetic, while abundant cabinetry and storage make the space as functional as it is beautiful. The open living areas flow naturally toward the outdoors, allowing the Gulf, sunlight and island breezes to remain part of the experience. Outdoor living is just as extraordinary. East and west-facing balconies let you follow the sun throughout the day, while the expansive wraparound west-facing balcony offers a front row seat to spectacular Gulf sunsets. Below, a fully fenced backyard creates a private tropical oasis centered around the pool and spa, offering a secluded place to swim, entertain or unwind after a day at the beach. Two private ensuite bedrooms and a private elevator add another layer of comfort and ease, while the home's thoughtful design makes it equally suited to quiet escapes and gathering with family and friends. Perhaps the greatest luxury is how little you need your car. Walk to the beach, wander to local restaurants and shops, or explore the island by bike or golf cart. In a place that has managed to preserve its character while so much of Florida has grown around it, this home offers something increasingly rare: elevated island living without losing the charm that makes Anna Maria Island so special.

4 Beds ⋅ 4 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code

Just steps from beach access, this exceptional Holmes Beach residence captures close up, unobstructed Gulf views that become part of everyday life. Open the doors and hear the waves rolling in, spend afternoons with your toes in the sand, and watch the sun disappear over the Gulf from your own west facing balcony. Built in 2015, this elevated residence feels fresh, sophisticated and effortlessly coastal. Professionally designed and offered furnished, the interiors are filled with natural light and thoughtfully finished with high ceilings, plantation shutters and newer flooring. Expansive windows throughout frame breathtaking views while bringing the beauty of the island indoors. Fresh interior and exterior paint adds to the beautifully maintained, move-in-ready feel. The kitchen sits at the heart of the home, anchored by an exceptionally large island designed for gathering. Thoughtfully integrated appliances, including a concealed refrigerator, wet bar with beverage fridge, and statement range hood, preserve the clean aesthetic, while abundant cabinetry and storage make the space as functional as it is beautiful. The open living areas flow naturally toward the outdoors, allowing the Gulf, sunlight and island breezes to remain part of the experience. Outdoor living is just as extraordinary. East and west-facing balconies let you follow the sun throughout the day, while the expansive wraparound west-facing balcony offers a front row seat to spectacular Gulf sunsets. Below, a fully fenced backyard creates a private tropical oasis centered around the pool and spa, offering a secluded place to swim, entertain or unwind after a day at the beach. Two private ensuite bedrooms and a private elevator add another layer of comfort and ease, while the home's thoughtful design makes it equally suited to quiet escapes and gathering with family and friends. Perhaps the greatest luxury is how little you need your car. Walk to the beach, wander to local restaurants and shops, or explore the island by bike or golf cart. In a place that has managed to preserve its character while so much of Florida has grown around it, this home offers something increasingly rare: elevated island living without losing the charm that makes Anna Maria Island so special.

3014 Avenue E, Holmes Beach

5325 Marina Drive Unit 133, Holmes Beach

$650,000

Imagine having your own place on Anna Maria Island where flip-flops are the dress code, sunsets are part of the daily routine, and the beach is always calling. Waterline Villas & Marina offers a truly unique opportunity to own a fully furnished island getaway while enjoying rental income when you're away. Built in 2017, these modern 2-bedroom, 2-bath residences are completely turn-key, with stocked kitchens, in-unit laundry, and a relaxed coastal style that fits perfectly with the Anna Maria Island lifestyle. Owners can enjoy their residence for up to 120 days each year, while professional on-site management handles nightly rentals, maintenance, and guest services when you're not there. When it's time to unwind, enjoy the bayside pool, fitness center, a game room, on-site restaurant, complimentary bicycles, and 45 boat slips available to owners while in residence. Utilities are included in the condo fee, and on-site parking and trolley access make it easy to leave the car behind and explore the island. Spend your mornings with coffee by the water, afternoons at the beach, and evenings watching the sun go down. Waterline makes enjoying Anna Maria Island easy. Own the getaway. Enjoy the island. Let the property work for you when you're away!!!

2 Beds ⋅ 2 Baths ⋅ Waterline Villas & Marina SubDv. ⋅ 34217 Zip Code

Imagine having your own place on Anna Maria Island where flip-flops are the dress code, sunsets are part of the daily routine, and the beach is always calling. Waterline Villas & Marina offers a truly unique opportunity to own a fully furnished island getaway while enjoying rental income when you're away. Built in 2017, these modern 2-bedroom, 2-bath residences are completely turn-key, with stocked kitchens, in-unit laundry, and a relaxed coastal style that fits perfectly with the Anna Maria Island lifestyle. Owners can enjoy their residence for up to 120 days each year, while professional on-site management handles nightly rentals, maintenance, and guest services when you're not there. When it's time to unwind, enjoy the bayside pool, fitness center, a game room, on-site restaurant, complimentary bicycles, and 45 boat slips available to owners while in residence. Utilities are included in the condo fee, and on-site parking and trolley access make it easy to leave the car behind and explore the island. Spend your mornings with coffee by the water, afternoons at the beach, and evenings watching the sun go down. Waterline makes enjoying Anna Maria Island easy. Own the getaway. Enjoy the island. Let the property work for you when you're away!!!

5325 Marina Drive Unit 133, Holmes Beach

5325 Marina Drive Unit 131, Holmes Beach

$650,000

Welcome to Waterline Villas & Marina, a boutique waterfront property offering a unique way to own on Anna Maria Island without the expense and responsibility of maintaining a full-time vacation home. Enjoy your residence for part of the year and generate rental income when you're away. Built in 2017, these beautifully appointed 2-bedroom, 2-bath residences are fully furnished and turn-key, featuring stocked kitchens, in-unit laundry, and a relaxed Old Florida atmosphere. Owners can use their residence for up to 120 days each year, while professional on-site management takes care of nightly rentals, maintenance, and guest services when you're not in residence. Waterline offers a wonderful selection of amenities, including a bayside pool, fitness center, on-site restaurant, a game room, complimentary bicycles, and 45 boat slips available to owners while in residence. Utilities are included in the condo fee, and on-site parking and convenient trolley access make enjoying the island easy. Spend your days at the beach, on the water, exploring the island, or simply relaxing by the bay. Whether you're looking for a personal vacation retreat, an income-producing property, or a combination of both, Waterline Villas & Marina offers a rare opportunity to enjoy the Anna Maria Island lifestyle with the convenience of professional management. It is a must see!!

2 Beds ⋅ 2 Baths ⋅ Waterline Villas & Marina SubDv. ⋅ 34217 Zip Code

Welcome to Waterline Villas & Marina, a boutique waterfront property offering a unique way to own on Anna Maria Island without the expense and responsibility of maintaining a full-time vacation home. Enjoy your residence for part of the year and generate rental income when you're away. Built in 2017, these beautifully appointed 2-bedroom, 2-bath residences are fully furnished and turn-key, featuring stocked kitchens, in-unit laundry, and a relaxed Old Florida atmosphere. Owners can use their residence for up to 120 days each year, while professional on-site management takes care of nightly rentals, maintenance, and guest services when you're not in residence. Waterline offers a wonderful selection of amenities, including a bayside pool, fitness center, on-site restaurant, a game room, complimentary bicycles, and 45 boat slips available to owners while in residence. Utilities are included in the condo fee, and on-site parking and convenient trolley access make enjoying the island easy. Spend your days at the beach, on the water, exploring the island, or simply relaxing by the bay. Whether you're looking for a personal vacation retreat, an income-producing property, or a combination of both, Waterline Villas & Marina offers a rare opportunity to enjoy the Anna Maria Island lifestyle with the convenience of professional management. It is a must see!!

5325 Marina Drive Unit 131, Holmes Beach

$5,250,000

One of the most distinctive residences on Anna Maria Island, this exceptional coastal home is a true celebration of thoughtful design, effortless entertaining, and spectacular Gulf views. Just steps from the shoreline and the island’s world-renowned beaches, this four-bedroom retreat was designed as a private haven for family and guests, with every detail carefully considered. An established and successful vacation rental, the property grosses over $350,000 annually, offering an exceptional opportunity for both personal enjoyment and investment. Three expansive travertine terraces create extraordinary outdoor living spaces, each offering its own unique setting. The second-level covered terrace features a fully equipped summer kitchen with grill, sink, and ice machine, overlooking the large heated pool and spa. The third-level terrace is open to the sky and furnished with a fire pit, creating the perfect place to gather while taking in unobstructed views of the Gulf of Mexico. Above it all, the rooftop terrace offers breathtaking panoramic views stretching from the Gulf to the Skyway Bridge. Every level is easily accessible by elevator or stairs. Designed for both luxury and efficiency, the home features more than 9,000 watts of solar power, offering exceptional performance with low-maintenance coastal living. The ground level includes two garages—one oversized two-car garage and a separate garage ideal for a golf cart, beach equipment, water toys, or owner storage. The second level showcases an inviting living and great room, dining area, and gourmet kitchen, with French doors opening directly to the covered terrace and summer kitchen. The kitchen is appointed with state-of-the-art appliances and a wine cooler, perfectly suited for both intimate gatherings and larger-scale entertaining. The thoughtfully designed bedroom layout offers four private en-suite retreats. Two are located on the second level alongside an office/media room, while the third level features the home’s expansive primary suite and an additional guest suite. From its exceptional outdoor living spaces and sweeping Gulf views to its sophisticated interiors, impressive energy features, and proven rental history, this extraordinary Anna Maria Island residence offers a rare opportunity to experience island living at its finest.

4 Beds ⋅ 5 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

One of the most distinctive residences on Anna Maria Island, this exceptional coastal home is a true celebration of thoughtful design, effortless entertaining, and spectacular Gulf views. Just steps from the shoreline and the island’s world-renowned beaches, this four-bedroom retreat was designed as a private haven for family and guests, with every detail carefully considered. An established and successful vacation rental, the property grosses over $350,000 annually, offering an exceptional opportunity for both personal enjoyment and investment. Three expansive travertine terraces create extraordinary outdoor living spaces, each offering its own unique setting. The second-level covered terrace features a fully equipped summer kitchen with grill, sink, and ice machine, overlooking the large heated pool and spa. The third-level terrace is open to the sky and furnished with a fire pit, creating the perfect place to gather while taking in unobstructed views of the Gulf of Mexico. Above it all, the rooftop terrace offers breathtaking panoramic views stretching from the Gulf to the Skyway Bridge. Every level is easily accessible by elevator or stairs. Designed for both luxury and efficiency, the home features more than 9,000 watts of solar power, offering exceptional performance with low-maintenance coastal living. The ground level includes two garages—one oversized two-car garage and a separate garage ideal for a golf cart, beach equipment, water toys, or owner storage. The second level showcases an inviting living and great room, dining area, and gourmet kitchen, with French doors opening directly to the covered terrace and summer kitchen. The kitchen is appointed with state-of-the-art appliances and a wine cooler, perfectly suited for both intimate gatherings and larger-scale entertaining. The thoughtfully designed bedroom layout offers four private en-suite retreats. Two are located on the second level alongside an office/media room, while the third level features the home’s expansive primary suite and an additional guest suite. From its exceptional outdoor living spaces and sweeping Gulf views to its sophisticated interiors, impressive energy features, and proven rental history, this extraordinary Anna Maria Island residence offers a rare opportunity to experience island living at its finest.

106 81st Street, Holmes Beach

$1,400,000

Bring your vision to this exceptional waterfront property in sought-after Holmes Beach on Anna Maria Island. The existing home sustained damage during Hurricane Helene and has not been remodeled, offering the opportunity for a complete elevated renovation or a new custom build, subject to applicable city and county requirements. The sale includes partial plans for a new construction home and a complete set of plans for an elevated remodel, giving the next owner a valuable head start. Use either plan, modify them to fit your vision, or create your own custom design. The property also features a two-year-old seawall and dock, 15,000-pound boat lift, and floating dock—significant waterfront improvements already in place. An outstanding opportunity for a builder, investor, or buyer seeking to create a premier waterfront retreat in Holmes Beach

2 Beds ⋅ 2 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code

Bring your vision to this exceptional waterfront property in sought-after Holmes Beach on Anna Maria Island. The existing home sustained damage during Hurricane Helene and has not been remodeled, offering the opportunity for a complete elevated renovation or a new custom build, subject to applicable city and county requirements. The sale includes partial plans for a new construction home and a complete set of plans for an elevated remodel, giving the next owner a valuable head start. Use either plan, modify them to fit your vision, or create your own custom design. The property also features a two-year-old seawall and dock, 15,000-pound boat lift, and floating dock—significant waterfront improvements already in place. An outstanding opportunity for a builder, investor, or buyer seeking to create a premier waterfront retreat in Holmes Beach

524 68th Street, Holmes Beach

1801 Gulf Drive N Unit 219, Bradenton Beach

$535,000

SECOND-FLOOR 2BR/2BA CONDO AT RUNAWAY BAY-JUST 25 STEPS TO THE LARGEST HEATED POOL ON ANNA MARIA ISLAND This beautifully maintained and recently refurnished second-floor 2-bedroom, 2-bath condo at sought-after Runaway Bay is just a two-minute walk from the white sandy beaches of Anna Maria Island and the sparkling turquoise waters of the Gulf of Mexico. Comfortable, inviting, and offered furnished, this condo has a strong rental history and has been exceptionally maintained by the current owner. Whether you're looking for a terrific investment property with weekly rentals permitted or your own winter getaway, this unit offers the flexibility to enjoy both. Runaway Bay is a highly desirable, centrally located community close to everything Anna Maria Island has to offer. The free island trolley stops right in front of the community, making it easy to explore the island without having to drive. Enjoy the beach practically every day — simply cross the street and you're on the beautiful sands of Bradenton Beach. The amenities at Runaway Bay are exceptional. The community features one of the largest pools on Anna Maria Island, along with a clubhouse offering activities and social events. Residents also enjoy: Tennis courts Pickleball Fitness center Shuffleboard Clubhouse Large community pool Private fishing dock on the bay Set on nearly 13 acres of beautifully maintained grounds, Runaway Bay provides a peaceful tropical setting while keeping you close to the beach, restaurants, shopping, and island attractions. Additional features include an in-unit washer and dryer conveniently located in the laundry closet. Small dogs under 25 pounds are welcome. With its excellent location, strong rental potential, desirable amenities, and proximity to the Gulf beaches, this Runaway Bay condo is an outstanding opportunity to own a piece of paradise on Anna Maria Island.

2 Beds ⋅ 2 Baths ⋅ Runaway Bay SubDv. ⋅ 34217 Zip Code

SECOND-FLOOR 2BR/2BA CONDO AT RUNAWAY BAY-JUST 25 STEPS TO THE LARGEST HEATED POOL ON ANNA MARIA ISLAND This beautifully maintained and recently refurnished second-floor 2-bedroom, 2-bath condo at sought-after Runaway Bay is just a two-minute walk from the white sandy beaches of Anna Maria Island and the sparkling turquoise waters of the Gulf of Mexico. Comfortable, inviting, and offered furnished, this condo has a strong rental history and has been exceptionally maintained by the current owner. Whether you're looking for a terrific investment property with weekly rentals permitted or your own winter getaway, this unit offers the flexibility to enjoy both. Runaway Bay is a highly desirable, centrally located community close to everything Anna Maria Island has to offer. The free island trolley stops right in front of the community, making it easy to explore the island without having to drive. Enjoy the beach practically every day — simply cross the street and you're on the beautiful sands of Bradenton Beach. The amenities at Runaway Bay are exceptional. The community features one of the largest pools on Anna Maria Island, along with a clubhouse offering activities and social events. Residents also enjoy: Tennis courts Pickleball Fitness center Shuffleboard Clubhouse Large community pool Private fishing dock on the bay Set on nearly 13 acres of beautifully maintained grounds, Runaway Bay provides a peaceful tropical setting while keeping you close to the beach, restaurants, shopping, and island attractions. Additional features include an in-unit washer and dryer conveniently located in the laundry closet. Small dogs under 25 pounds are welcome. With its excellent location, strong rental potential, desirable amenities, and proximity to the Gulf beaches, this Runaway Bay condo is an outstanding opportunity to own a piece of paradise on Anna Maria Island.

1801 Gulf Drive N Unit 219, Bradenton Beach

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