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104 5th Street S, Bradenton Beach
$3,475,000
7 Beds ⋅ 8 Baths ⋅ Cortez Beach SubDv. ⋅ 34217 Zip Code
AQUA PARADISE | LUXURY ISLAND LIVING & PREMIER VACATION RENTAL OPPORTUNITY! Discover this exceptional 7-bedroom, 7.5-bath coastal retreat, perfectly positioned just steps from the sugar-white sands of The Gulf and within walking distance of historic Bridge Street's popular restaurants, bars, shopping, live music, and entertainment. Enjoy the best of Anna Maria Island with both the beach and bay just moments from your doorstep! Built in 2020, this TURNKEY FURNISHED home offers 3,134 square feet of beautifully designed living space and comfortably accommodates up to 16 guests. The open-concept floor plan features designer coastal finishes, a spacious kitchen with an oversized island, generous dining and entertaining areas, and seven inviting bedrooms. Multiple balconies and an incredible rooftop deck showcase panoramic Gulf and Bay views, creating the perfect setting for breathtaking sunsets and coastal relaxation. Step outside to your own private tropical oasis, featuring a resort-style pool, spa, putting green, outdoor dining and grilling areas, and lush landscaping. Designed for entertaining and relaxation, this home delivers the ultimate island vacation experience. PRIME LOCATION & EXCEPTIONAL INVESTMENT POTENTIAL! Currently part of a highly successful vacation rental program, Aqua Paradise combines the features vacationers seek most: accommodations for large groups, resort-style amenities, spectacular water views, and unbeatable walkability to the beach, bay, and vibrant Bridge Street district. Offered turnkey furnished, this property presents an attractive opportunity for investors seeking an established vacation rental or buyers looking for their own luxury island escape. BEACH DAYS. BAY VIEWS. BRIDGE STREET NIGHTS. Schedule your private showing today and experience the best of Anna Maria Island!

104 5th Street S, Bradenton Beach

5200 Gulf Drive Unit 406, Holmes Beach
$675,000
2 Beds ⋅ 2 Baths ⋅ Martinique Condo SubDv. ⋅ 34217 Zip Code
Fall asleep to the sound of crashing waves in this Gulf-front unit at Martinique South. Sweeping beach views stretch from the living area, kitchen, and primary bedroom, and the sand is just steps away. You’re in the heart of Holmes Beach, a block from top restaurants, shops, and the island trolley. Offered in original condition, this unit is a blank canvas for your own coastal vision. Design it exactly the way you want, from the finishes to the floor plan details. Enjoy a private covered carport, separate beach storage, a heated pool, and a tennis court. The all-inclusive HOA covers cable, internet, water, trash, and insurance, making ownership simple. Community has a 30 day rental minimum, with a max of 3 rentals per year.

5200 Gulf Drive Unit 406, Holmes Beach

3803 E Bay Drive Unit 9, Holmes Beach
$650,000
3 Beds ⋅ 3 Baths ⋅ Sunbow Bay SubDv. ⋅ 34217 Zip Code
Rarely available 3-bedroom, 3-bathroom turn-key condo in the coveted Sunbow Bay community of Holmes Beach. This spacious, light-filled island retreat features an open-concept floor plan designed for seamless living and entertaining. The expansive living area opens directly to a private porch surrounded by lush tropical landscaping and your own private dock. With three full bedrooms and three dedicated bathrooms, this unique layout offers exceptional privacy for families and guests, making it a perfect primary residence, winter getaway, or rental investment. Sunbow Bay offers premier waterfront amenities, including - Two heated community pools, tennis courts and a fishing pier. Located just minutes from the Gulf beaches, local dining, and the free island trolley, Sunbow Bay combines maintenance-free living with the ultimate Anna Maria Island lifestyle.

3803 E Bay Drive Unit 9, Holmes Beach

1900 Gulf Drive N Unit 1, Bradenton Beach
$1,925,000
3 Beds ⋅ 2 Baths ⋅ Marbella Condominium SubDv. ⋅ 34217 Zip Code
DIRECT BEACHFRONT CONDO with short-term rentals on Anna Maria Island! Discover the epitome of beachfront living with this 3-bedroom, 2-bathroom condo with nearly 1,500 square feet, and a 1 car garage in the exclusive Marbella Villas community. This condo is currently a successfully managed short-term rental with $128,000 in income so far in 2026 and bookings in place for 2027. Situated in the heart of Anna Maria Island, this property offers unparalleled 180-degree direct views of the Gulf of Mexico's turquoise waters and sugary sands. Fully turnkey furnished, the home boasts soaring ceilings and an open-concept layout designed to maximize natural light and fabulous Gulf views. The large kitchen features a spacious island are ideal for entertaining. Step out onto the screened patio to savor the ocean breezes and spectacular sunsets. This rare beachfront gem includes a small office/storage area inside the home and a private attached one car garage, underbuilding parking, a separate outdoor storage area and a spiral staircase leading directly to the heated pool, spa, and beach access. With only 11 residences in this boutique Gulf-front community, privacy and exclusivity are assured. Perfect as a serene retreat or a high-performing investment. Located just moments from the island's best dining, shopping, and recreational activities, this property offers the ultimate blend of luxury, convenience, and relaxation. Don’t miss your chance to own this extraordinary beachfront paradise with vacation rental bookings already in place. Schedule your private showing today!

1900 Gulf Drive N Unit 1, Bradenton Beach

504 69th Street, Holmes Beach
$1,395,000
3 Beds ⋅ 2 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
Island living, made easy. This ground-level Anna Maria Island home is fully renovated and comes turnkey furnished, just a few short blocks from the sugar-sand beaches and the island’s sunsets. Beautifully renovated in 2025 with a fresh modern design, the nearly 2,000 square foot home includes three bedrooms, two baths and new tile flooring throughout, with an ensuite bath in the primary bedroom. The new kitchen has custom cabinetry and all new appliances (2025), and both bathrooms have been redone with custom vanities, tile and contemporary finishes. The big-ticket items are already handled, including a new A/C (2025), a tankless water heater (2023) and hurricane impact windows (2023), and the laundry room has a washer, dryer, utility sink and plenty of extra storage. Outside, you’ll find a heated saltwater pool with a new pool heater (2025), landscaping, landscape lighting, irrigation, plenty of sunny yard space and a tiki-covered pergola, plus a 10x12 storage shed. Furniture and décor are included. Call to schedule your private showing.

504 69th Street, Holmes Beach

2219 Avenue C, Bradenton Beach
$1,310,000
3 Beds ⋅ 4 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Discover the perfect blend of island history and modern vacation luxury on this highly sought-after corner lot in Bradenton Beach on Anna Maria Island. This 3 bedroom, 3.5 bathroom originally built in 1959—and rumored to have once housed the island’s telephone hub—this home was constructed to endure. This island oasis sustained NO STORM DAMAGE, offering you peace of mind. Inside, you’ll find low-maintenance, water-resistant flooring throughout—perfect for sandy feet and beach living. The thoughtful layout features a full kitchen and offers excellent accessibility, with two of the three bedrooms located conveniently on the main floor. As you retire for the evening, downstairs you will find an oversized master king bedroom and ensuite bath complete with walk-in shower, large vanity, and Jacuzzi tub. Upstairs, you will find the 2nd bedroom with a king bed and private ensuite bathroom. Enjoy the partial beautiful Gulf views from this bedroom. Downstairs also features the 3rd bedroom complete with two twin-over-twin bunk beds (4 twins total). There's a full size washer and dryer in the downstairs 1/2 bath off the kitchen. Outside is a fully fenced backyard with established landscaping and a sparkling, private heated pool with a custom sundeck. The location is simply unbeatable. Situated in the tranquil Mid-Island area, you are away from the chaos but minutes from the action. Stand in your driveway and look left to see the crystal blue Gulf, or look right to see the Bay. Launch a kayak nearby, take a sunset stroll, or drive a few minutes to Bridge Street. With No HOA and plenty of parking, the choice is truly yours.

2219 Avenue C, Bradenton Beach

2514 Avenue B, Bradenton Beach
$1,198,750
4 Beds ⋅ 4 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Location, location, location! Steps to the bay, and Herb Dolan County Park, with playground, pickle-ball, basket-ball, kayak/canoe launch, and picnic area. Two to three minute walk to Bradenton Beach, and walking distance to Salt Restaurant. This two unit, duplex, with two upper floor - two bedroom, two bathroom units is just under 1,000 square feet each. There is no elevator and each unit has its own interior staircase. Both units enter from the left side of the building and have entry foyer hallways. Both units have a kitchen, a living/dining room combination, a primary bedroom with ensuite bathroom, and a guest bedroom with hallway bathroom in each. There are front and rear open balconies, and a common laundry on the first floor, in the rear in an exterior laundry/storage room. The approximate annual revenue for 2022 was $108,000. For 2023 it was $75,000 and for 2024 it was $68,000 prior to the fall hurricanes. The current owners stay in the top front unit January to June every year. There was minor water intrusion on the ground floor from the hurricanes of 2024. The entire building built in 1978 was tented in 2024 after the hurricanes and minor repairs. The seller was compensated by FEMA and repaired the minor damage. This owner bought it as it was. They did cosmetic updating - painting, flooring, countertops, cabinets, appliances, etc. They did not do any structural, electrical, plumbing or anything requiring permitting. Both units HVAC systems are 2021 and the roof is 2020. The lower area under unit A is a converted one-stall garage that is being used as an efficiency apartment or in-law suite. This unit is rented on a month to month lease for $1,000 and this tenant would like to stay as a tenant in the future. The lower area under Unit B is a converted one-stall garage that is being used as a game/rec room by the owners' and tenant's when rented. There is no homeowner's association or condo association, no CDD fees, and Bradenton Beach allows nightly rentals, but does require licensing to rent. We have all the rooms size dimensions in a supplemental report in the MLS. One could live in one unit and rent the other unit or use both units as living space. This is a must-see property to fully understand all the value of it. It is easy to see and to show. All information in this MLS Report is deemed reliable, but not guaranteed.

2514 Avenue B, Bradenton Beach

528 Key Royale Drive, Holmes Beach
$2,650,000
4 Beds ⋅ 4 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code
This is the kind of Florida home that changes the rhythm of everyday life—mornings overlooking the canal, afternoons cruising the Gulf, and evenings entertaining beside the pool beneath swaying palms. Set within the highly desirable waterfront community of Key Royale, this completely renovated 4-bedroom, 4-bath canal-front residence blends relaxed coastal living with striking modern design and exceptional boating access. Inside, soaring ceilings, clerestory windows, expansive glass, and wide-plank wood-look flooring create a light, open atmosphere that feels effortlessly sophisticated. The redesigned kitchen makes a sleek architectural statement with glossy contemporary cabinetry, quartz surfaces, a generous island, stainless steel appliances, an induction cooktop, designer lighting, and a dramatic slab backsplash. Open living and entertaining spaces flow naturally together, complemented by a custom wet bar and seamless access to the home’s outdoor retreats. The primary suite captures peaceful canal and tropical views through oversized windows and sliding glass doors. Its spa-inspired bathroom is a true showpiece, featuring a skylight, freestanding soaking tub, oversized glass-enclosed shower, sculptural floating vanity, warm wood accents, and elegant brass fixtures. Three additional bedrooms and beautifully updated bathrooms provide stylish accommodations for family and guests. Above the garage, the private fourth bedroom features its own entrance and balconies, creating an ideal guest suite, multigenerational retreat, home office, studio, or flexible bonus space. Outdoors, the home feels like a private island resort. Lush tropical landscaping surrounds an inviting pool and expansive brick-paver deck, while the covered screened lanai offers a shaded setting for dining, lounging, and entertaining. Beyond the pool, a manicured canal-side lawn leads to the seawall and private boat lift, placing boating, fishing, paddleboarding, and Gulf adventures directly outside your door. Thoughtful improvements include a new roof, four new air-conditioning systems, updated landscaping, a new garage door, and refreshed garage flooring. A distinctive benefit exclusive to this street, the property’s irrigation is supplied by a private well rather than metered city water, offering the potential for significant ongoing water savings. A brand-new well pump and irrigation system have also been installed, providing added efficiency and peace of mind. The vibrant coastal exterior, brick-paver driveway, mature palms, and layered tropical gardens create memorable curb appeal from the moment you arrive. Ideally positioned near Anna Maria Island’s renowned beaches, waterfront restaurants, local boutiques, and laid-back island attractions, this move-in-ready Key Royale waterfront home offers far more than a beautiful place to live—it offers the freedom to embrace the Florida boating lifestyle every day.

528 Key Royale Drive, Holmes Beach

7106 Palm Drive, Holmes Beach
$2,100,000
4 Beds ⋅ 4 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
Increasingly Rare Ground-Level Island Living with Pool, Spa & R-2 Rental Potential in the weekly rental zone. One-story, ground-level single-family homes on Anna Maria Island are increasingly difficult to find. This charming and spacious 4-bedroom, 3½-bath home offers approximately 2,479 sq. ft. of living area, a large lot, exceptional outdoor living, and the flexibility of R-2 zoning for weekly vacation/seasonal rental use. This home has been a full time residence for the current owners. Ideally located within easy walking distance of the beautiful, white sand beaches and directly on the free island trolley route and popular holiday parade routes. This home is very quiet inside due to hurricane rated windows and roof insulation. Originally custom built in 1958 and thoughtfully expanded, the home retains its classic beach-cottage character with polished terrazzo floors, original French doors, tongue-and-groove ceilings, charming vintage details, and abundant storage. The spacious kitchen features custom cabinetry and mostly new stainless-steel appliances. A bright Florida room with four sliding glass doors opens to the private pool, spa and lanai. The L-shaped screened lanai is designed for true island living and entertaining, with an outdoor TV, speakers, ceiling fans, multiple seating and dining areas, and a stainless-steel vent hood for the propane grill. The free-form pebble finish pool and spa feature a waterfall, lighting, benches, umbrella table, and recently replaced pump, motor and filter. Solar pool heating/cooling adds to year-round enjoyment. The pool area includes an outdoor half bath and shower, non-slip surfaces, and a hurricane-resistant SuperScreen enclosure. The single-level floor plan and thoughtfully designed primary bath with an oversized walk-in shower, built-in bench and detachable showerhead provide excellent accessibility for those with limited mobility, walkers or wheelchairs. Additional features include a large front porch with swing, circular driveway, oversized garage with workshop, separate golf cart garage, fenced side yard, lush tropical landscaping, raised garden, irrigation system, central vacuum, security system and generous attic storage. Storm conscious improvements include a secured Galvalume roof, impact-resistant triple-pane windows and doors, hurricane-resistant pool screening, foam roof insulation, on-demand hot water, solar pool heating, and generator capability supported by an underground propane tank. Enjoy as a full-time residence, island retreat, or vacation rental or build new. Investor opportunity to own a spacious, ground-level home with a pool, spa, large lot, accessibility, and rental flexibility in the heart of Anna Maria Island.

7106 Palm Drive, Holmes Beach

7406 Marina Drive Unit A and B, Holmes Beach
$1,750,000
4 Beds ⋅ 3 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
Turnkey Coastal Duplex | Holmes Beach, Anna Maria Island A Rare Island Opportunity | Weekly Rental Potential Discover the charm of island living with this fully furnished duplex in the heart of Holmes Beach on beautiful Anna Maria Island. Just a short stroll from the beach, this versatile property offers an exceptional opportunity to enjoy the coastal lifestyle while exploring its rental potential. Featuring two separate residences with private entrances, the property offers a flexible layout ideal for an investment property, a vacation retreat, or a combination of personal use and rental income. Apartment A features 2B/2B, an open-concept living area overlooking canal, kitchen and dining space, Florida room, screened-in lanai, laundry, and a two-car garage. Previously owner-occupied, this unit is new to the short-term rental market. Apartment B offers 2B/1B, a kitchen, living and dining area, porch overlooking canal, laundry, and a private upstairs entrance located along the side of the garage. This unit has been operating as a short-term rental for a few years. Zoned R2 for weekly rentals, as stated in the property information, this furnished duplex presents an appealing opportunity for buyers seeking flexibility, rental potential, or the chance to create their own island getaway. The property also offers canal water views of Bimini Bay, with community boat slips available for lease through the City of Holmes Beach in the nearby T-end canals off Marina Drive between 72nd and 77th Streets. Boat slips are listed as available for $600 a year and can accommodate boats up to 23 feet. Enjoy the convenience of the free island trolley just steps away, making it easy to explore the island’s beaches, dining, shopping, and laid-back coastal atmosphere. Situated on a 8,792-square-foot lot, this property also offers the opportunity to renovate the existing duplex to suit your vision or explore the possibility of building your dream island home. Whether you envision a coastal investment, a personal vacation escape, or a property that combines both, this Holmes Beach duplex offers a rare opportunity to embrace the Anna Maria Island lifestyle.

7406 Marina Drive Unit A and B, Holmes Beach

2506 Avenue C Unit #B, Bradenton Beach
$1,085,000
3 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Nestled in Bradenton Beach on beautiful Anna Maria Island, this stunning property offers the perfect combination of comfort and coastal living, or an investment opportunity, as this property is currently operating as a successfull vacation rental. Just steps away from direct beach access, you´ll enjoy the luxury of waking up to the sound of the waves and the beautyof Florida´s stunning Gulf coast. The spacious Key West Style Condo comes turnkey furnished and features 3 bedromms and 2 bathrooms, with bright, airy interiors and tasteful finishes thoughout.The open-concept living area is perfect for entertaining, while the private backyard covered area invites relaxation after a day in the sun. The private elevator brings you from the garage into the unit.This unit comes complete with a Roof Top Deck to watch the Sunset over the Gulf or the sunrise over the bay. In the backyard is a large heated pool, with covered Patio by the pool. This unit will make a perfect second home or income property with great rental history. With shops, dining, and island amenities just moments away, this unit offers the best of island living. Easy access on and off the island. Starfish B provides an incredible opportunity to own a slice of paradise on Anna Maria Island. Don´t miss your chance to own a piece of paradise.

2506 Avenue C Unit #B, Bradenton Beach

611 Gulf Drive N Unit A15, Bradenton Beach
$400,000
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

238 85th Street Unit 20, Holmes Beach
$125,000
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

503 Bayview Drive, Holmes Beach
$899,000
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

3100 Gulf Drive Unit 2, Holmes Beach
$549,000
2 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Welcome to Your Income-Producing Slice of Paradise in Holmes Beach! Discover the perfect blend of beachside living and investment potential with this elevated, multi-level 2-bedroom, 2-bathroom condo in one of Florida’s most desirable beach destinations. Ideally suited for vacation rental use, this property offers an appealing opportunity for investors seeking a property in the sought-after Anna Maria Island market. Designed with both owners and guests in mind, the main living level features an open-concept layout that creates a welcoming space for relaxing and entertaining after a day at the beach. A full bathroom on the main level adds convenience, while the upper level offers two bedrooms and a second full bathroom, providing a comfortable separation between living and sleeping spaces—an attractive feature for vacationing couples and families alike. Just moments from the beautiful Gulf beaches, guests can enjoy the island’s sandy shores, sparkling waters, and unforgettable sunsets. Shopping, dining, and local attractions are also conveniently nearby, making it easy to experience everything Anna Maria Island has available. Enjoy peace of mind with numerous recent updates and improvements, offering a refreshed, move-in-ready experience for the next owner. RECENT IMPROVEMENTS INCLUDE: New Roof: 2024 LVP Flooring: 2022 Interior Paint: 2025 Refrigerator & Range: 2025 Dishwasher: 2026 New Pool Equipment: 2024 Pool Refinishing: 2026 Updated Kitchen & Bathroom Countertops: 2026 Full-Size Washer & Dryer: 2026 Water Heater: 2025 Elevated construction offers added peace of mind against interior flooding. The condo unit has sustained no hurricane damage. Whether you’re looking to expand your investment portfolio, establish a vacation getaway, or enjoy a combination of personal use and rental income, this Holmes Beach condo offers an appealing opportunity to own a piece of island paradise.

3100 Gulf Drive Unit 2, Holmes Beach

1801 Gulf Drive N Unit 171, Bradenton Beach
$374,900
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

264 S Harbor Drive, Holmes Beach
$1,200,000
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

400 75th Street, Holmes Beach
$1,650,000
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

3004 Avenue C, Holmes Beach
$4,925,000
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

215 67th Street Unit 6, Holmes Beach
$895,000
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
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
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
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

6700 Gulf Drive Unit B8, Holmes Beach
$2,300,000
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

5200 Gulf Drive Unit 107, Holmes Beach
$709,000
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

5390 Gulf Drive, Holmes Beach
$1,480,000
3 Beds ⋅ 2 Baths ⋅ Gulfview Villas Condominium SubDv. ⋅ 34217 Zip Code
Ideally positioned just steps from the Gulf’s beautiful white-sand beaches, this elevated island residence places the best of coastal living right outside your door. Enjoy an easy stroll to the beach, with popular restaurants, local shops, entertainment, and the island trolley all conveniently nearby. Located in a Weekly Rental Zone, the property offers exceptional flexibility as a private getaway, full-time residence, or income-producing investment. Inside, light-filled interiors and a relaxed coastal aesthetic create an inviting setting for both everyday living and entertaining. The open-concept main level features a seamless living and kitchen area with stainless steel appliances, beadboard cabinetry, and soft coastal finishes. Upstairs, the spacious primary suite offers soaring ceilings, room for a sitting area, and a private ensuite bath with a soaking tub and walk-in shower. A second bedroom and separate den/office provide comfortable guest accommodations and flexible workspace. Outdoor living is equally appealing, with mature tropical landscaping, a private balcony, two patios, and a backyard designed for al fresco dining, entertaining, or unwinding after a day at the beach. A spacious garage and abundant storage provide ample room for bikes, beach gear, and island essentials. Recent improvements include a NEW Air Conditioning System and the ROOF was installed in 2021. The three-story elevation, generous parking, oversized garage, and low-maintenance landscaping add practicality to its desirable island setting. With the beach, dining, shopping, entertainment, and transportation all within easy reach, this property offers the quintessential convenience and lifestyle of coastal living.

5390 Gulf Drive, Holmes Beach

605 Concord Lane, Holmes Beach
$2,924,999
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

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