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3607 E Bay Drive Unit 211, Holmes Beach
$485,000
2 Beds ⋅ 2 Baths ⋅ Sandy Pointe Condo SubDv. ⋅ 34217 Zip Code
One of the best Locations on Anna Maria Island! Just a short walk to the beach, Publix, restraunts. When you walk in you will Fresh interior paint 10/26, new hurricane sliding doors 2026, NEW PAVERS ON THE SCREENED PORCH, hurricane windows, new roof DECEMBER 2024, new siding, new vinyl plank floors, kitchen has been upgraded with new cabinet doors, stainless appliances, all bathrooms have been updated new tile in the showers, new flooring, home is sold FURNISHED. Zoned for weekly vacation rental. Beautiful views of the Grassy Point Preserve that is 33 acres to watch all the tropical birds, and boats on the intracoastal. This condo is on the second floor no flooding, there are two storage areas for bikes floats, paddle boards. 2 covered parking spaces. PET FRIENDLY up to 25 lbs. This home has been meticulous maintained with the same owner for 20+ years. So there is no rental history. Enjoy riding bikes, the community pool, riding the free Trolley watching the sunset every day. Live music at lots of restaurants on the island nightly. Enjoy shopping the boutique's within walking distance. CVS and Wallgreens are minutes away.

3607 E Bay Drive Unit 211, Holmes Beach

2728 Avenue  E, Holmes Beach
$6,750,000
4 Beds ⋅ 4 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
There is a side of island life reserved for those who demand the truly extraordinary—where the powdery white sands of the Gulf of Mexico serve as your literal backyard. Welcome to one of the most iconic and recognized beachfront estates on Anna Maria Island. Masterfully designed by the renowned architect Emily Anne Smith, this classic Coastal West Indies–inspired residence stands as a testament to timeless beauty, architectural elegance, and flawless coastal craftsmanship. Built by Whitehead Construction—one of the region’s premier custom luxury builders—every square inch of this estate reflects uncompromising quality and structural excellence. Spanning four spacious bedrooms and four bathrooms (including three luxurious ensuites), the home is perfectly positioned to capture breathtaking, unobstructed turquoise water views from nearly every vantage point. The moment you step through the door, the home’s grand sense of scale and elegant features become immediately apparent. Soaring vaulted ceilings and expansive windows invite an abundance of natural light, beautifully complementing the rich hardwood flooring and meticulous custom millwork found throughout. At the heart of the home is a chef’s dream kitchen, fully equipped for effortless entertaining. It boasts expansive quartz countertops, a large custom pantry cabinet wall, and a suite of premium professional appliances. Culinary enthusiasts will appreciate the Wolf double oven with a six-burner gas cooktop, a three appliance package by Signature Kitchen Suite including a high-capacity refrigerator, a wine cooler, and dishwasher. Additionally a bonus, premium Fisher & Paykel double-drawer dishwasher is perfect for effortless clean-up. The entire second floor is dedicated to the ultimate primary retreat. Here, you can wake up every morning to direct, panoramic views of the Gulf, completely immersed in tranquility. The outdoor living spaces are equally spectacular, designed to maximize Florida’s indoor-outdoor lifestyle. Relax on the sprawling first-level patio, or ascend to the massive rooftop viewing deck—the ultimate front-row seat for Anna Maria Island’s legendary, world-class sunsets. Anchoring the outdoor oasis is a private saltwater pool, which has been completely redesigned from the resurfacing and custom tiles to all-new, state-of-the-art pool equipment. This is a rare, once-in-a-lifetime opportunity to acquire a legendary piece of Anna Maria Island paradise. To experience this coastal masterpiece firsthand, contact listing agent Gregg Bayer to arrange your private, confidential showing. Sent from my iPhone

2728 Avenue E, Holmes Beach

7000 Gulf Drive Unit 115, Bradenton Beach
$1,290,000
2 Beds ⋅ 2 Baths ⋅ Tiffany Place SubDv. ⋅ 34217 Zip Code
Wake up every morning to beautiful views of beautiful sugar-sand beaches and the turquoise waters of the Gulf from this stunning 2-bedroom, 2-bathroom beachfront condo at Tiffany Place. This well-maintained unit features numerous updates and upgrades throughout, including polished porcelain tile in the foyer and kitchen, engineered hardwood flooring throughout the rest of the home, plantation shutters, updated kitchen cabinets, a JennAir range, stainless steel appliances, remodeled bathrooms, and custom cabinetry in the primary bedroom. Major improvements include a new air conditioning system and electrical panel installed in 2022, along with a new water heater installed in 2025. In 2023, all windows were replaced with hurricane-impact windows, which helped protect the condo during both 2024 hurricanes while also contributing to lower insurance costs and improved energy efficiency. Located in the north wing of Tiffany Place, the condo offers the perfect balance of sunshine and shade. Enjoy your morning coffee on the balcony in the warm morning sun, then relax in the comfortable afternoon shade with a cocktail or glass of tea. The unit also includes two additional storage closets for added convenience. Tiffany Place is conveniently located near the free Island Trolley, providing easy access to the island's unique shops, restaurants, and library. Whether you're exploring the island or simply relaxing at home, this condo offers the perfect opportunity to enjoy the beachfront lifestyle.

7000 Gulf Drive Unit 115, Bradenton Beach

105 4th Street S Unit 1, Bradenton Beach
$2,150,000
4 Beds ⋅ 4 Baths ⋅ Casa Playa At Bradenton Beach SubDv. ⋅ 34217 Zip Code
Your island escape awaits—approximately 87 steps from the beach, with beautiful beach and Gulf views from both balconies! This turnkey coastal retreat places you less than a five-minute walk from Bridge Street’s shops, restaurants, and entertainment, with a nearby island trolley stop for easy exploring. Start the day with coffee and coastal breezes on the balcony, spend the afternoon on the sand, and stroll to dinner for a true Anna Maria Island experience. Inside, the spacious layout provides plenty of room to gather or find a quiet place to unwind. A private heated pool and shaded outdoor living area make relaxing at home just as inviting, while a two-car garage and elevator add everyday convenience. Currently an active vacation rental, this home offers the opportunity to combine personal beach getaways with rental income. Buyers also have the rare opportunity to purchase one or both sides of this incredible property—enjoy one and rent the other, or own both to expand your vacation rental portfolio. Beach access, balcony views, and proximity to island favorites make this a compelling opportunity in the heart of Bradenton Beach!

105 4th Street S Unit 1, Bradenton Beach

105 4th Street S Unit 2, Bradenton Beach
$2,250,000
4 Beds ⋅ 4 Baths ⋅ Casa Playa At Bradenton Beach SubDv. ⋅ 34217 Zip Code
Beach days, Gulf views, and an exceptional island home—all just steps from the sand! Located approximately 87 steps from the beach and less than a five-minute walk from Bridge Street’s shops, restaurants, and entertainment, this turnkey coastal retreat puts the best of Anna Maria Island within easy reach. A nearby island trolley stop makes exploring even easier. Enjoy beautiful beach and Gulf views from the kitchen, living room, and balconies, where morning coffee and coastal breezes become part of the everyday experience. The spacious layout offers room to gather and unwind, while a private heated pool, shaded outdoor living area, 2 car garage and elevator add comfort and convenience for owners and vacation guests alike. Already an active vacation rental, this property offers the flexibility to enjoy your own island getaway while generating rental income. A rare opportunity to purchase one or both sides of this incredible property—keep one for personal enjoyment and rent the other, or purchase both to expand your vacation rental portfolio. An outstanding combination of beach proximity, island lifestyle, and income potential in the heart of Bradenton Beach!

105 4th Street S Unit 2, Bradenton Beach

616 Emerald Lane, Holmes Beach
$2,095,000
3 Beds ⋅ 3 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code
Experience exceptional waterfront living in the prestigious Key Royale community of Holmes Beach! Beautifully renovated and perfectly positioned along a deep-water canal, this stunning coastal retreat boasts an impressive 100 feet of waterfront frontage, a private dock, 10,000-pound boat lift, and sparkling swimming pool, offering the ultimate Anna Maria Island lifestyle. Inside, sophisticated coastal elegance meets modern comfort with extensive renovations, all-new hurricane-impact windows, heavy-duty sliding glass doors, and beautiful plantation shutters in every room. Significant improvements include a metal roof and air-conditioning system, both approximately two years old. Lush tropical landscaping, a dedicated irrigation system, and elegant landscape lighting surrounding the home create an inviting atmosphere day and night. Designed for effortless indoor-outdoor living, the private pool and expansive waterfront setting provide the perfect backdrop for entertaining, relaxing, or enjoying breathtaking Florida evenings. Boating enthusiasts will appreciate the convenience of their own private dock and 10,000-pound lift, making days on the water an everyday luxury. Located just moments from the Key Royale Club, a private golf and social club offering membership opportunities, and minutes from Anna Maria Island's world-famous sugar-white beaches, waterfront dining, and boutique shopping. An extraordinary combination of luxury, location, and waterfront lifestyle. Welcome to your own piece of paradise at 616 Emerald Lane!

616 Emerald Lane, Holmes Beach

2317 Avenue C Unit 300, Bradenton Beach
$975,000
3 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Live the island dream in this beautifully renovated Bradenton Beach second floor turn-key condo with garage - just 100 steps from the sparkling Gulf of Mexico! This luxurious 3-bedroom residence lives like a single-family home with its private elevator and attached 1-car garage. The stunning kitchen features granite countertops, custom shaker cabinetry, and opens to a bright Great Room with hurricane sliders leading to a spacious balcony—perfect for morning coffee or sunset views. AMAZING RENTAL/INVESTMENT OPPORTUNITY with 1-week minimum rentals! Enjoy easy-care tile flooring throughout, a private balcony off the primary suite, and a spa-style bath with a soaking tub and walk-in shower. The washer and dryer (3yrs old) make laundry a breeze. The first-floor bonus room allows space for family fun or extra storage. Recent upgrades include a NEW ROOF (2025), NEW A/C (2025), NEW FRONT DOOR (2024), and NEW GARAGE DOOR OPENER (2025). Solid block construction means low insurance rates, upgraded insulation, and thoughtful design provide peace of mind and energy efficiency. This boutique 4-unit building offers privacy with no shared walls and is ideally located one block from the Gulf and two blocks from the Bay—close to shops, dining, and all that Anna Maria Island has to offer!

2317 Avenue C Unit 300, Bradenton Beach

2216 Avenue C, Bradenton Beach
$2,499,000
3 Beds ⋅ 3 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
A RARE COASTAL RETREAT WHERE LUXURY MEETS TROPICAL PARADISE! Discover an extraordinary coastal residence in the heart of Bradenton Beach on Anna Maria Island, just 70 steps from the sugar-white sands of the Gulf! This custom-built, three-story home offers 2,542 square feet of living space, breathtaking Gulf views from all three levels, and an exceptional blend of luxury, privacy, and resort-style living. Featuring three bedrooms, two full bathrooms, a half bath, and an elevator servicing all three levels, this impressive residence is thoughtfully designed for both relaxation and entertaining. The open-concept living area showcases a gourmet kitchen with granite countertops, stainless-steel appliances, and a butler's pantry, complemented by a light-filled sunroom with expansive windows. Recent upgrades include porcelain flooring, fresh interior and exterior paint, and four new A/C units. Occupying the entire third floor, the luxurious primary suite offers a private sanctuary complete with an oversized walk-in closet, spa-inspired bathroom featuring a steam shower and whirlpool tub, and an expansive private patio overlooking the Gulf, perfect for enjoying spectacular island sunsets. Step outside into your own PRIVATE TROPICAL OASIS, featuring a stunning 13-by-30-foot heated pool, hot tub, covered entertaining area with a 75-inch television, outdoor shower, and lush mature landscaping surrounded by a substantial privacy wall. Additional highlights include an oversized two-car garage, transferable roof warranty, and storm-protection flood barriers. Adding to its appeal, this exceptional property has earned VRBO Premier recognition and more than 40 five-star guest reviews, offering an established history as a sought-after vacation retreat. MORE THAN A BEACH HOUSE—THIS IS AN EXCEPTIONAL OPPORTUNITY TO EXPERIENCE THE VERY BEST OF ANNA MARIA ISLAND LIVING!

2216 Avenue C, Bradenton Beach

749 Manatee Avenue Unit 749, Holmes Beach
$650,000
2 Beds ⋅ 2 Baths ⋅ Westbay Cove South SubDv. ⋅ 34217 Zip Code
Virtually Staged. Only a few pieces of furniture is virtually staged. JAW-DROPPING, UNOBSTRUCTED BAY VIEWS! Set on one of the highest elevations on the island, this remodeled waterfront condo came through the recent hurricanes without damage. Enjoy sunrises over Sarasota Bay from every room, dolphins and manatees from the lanai, yachts waiting on the Manatee Ave bridge, and birds flying to and from Robinson Preserve. The big-ticket items are DONE: newer HVAC, ductwork, roof, hurricane-rated windows and sliders, and water heater, plus renewed electric and plumbing, high-end lighting, solid wood doors and trim, and a full-size stackable LG washer/dryer. Popcorn ceilings gone! Walk to the beach, dining, nightlife, groceries and more, and skip the seasonal island traffic with a quick trip to the mainland. Dog-friendly community with a heated bayview pool, kayak launch, pickleball and tennis. You won’t find a better view at this price. Come see it!

749 Manatee Avenue Unit 749, Holmes Beach

6200 Flotilla Drive Unit 284, Holmes Beach
$645,000
2 Beds ⋅ 2 Baths ⋅ Westbay Point SubDv. ⋅ 34217 Zip Code
This two bedroom, two bathroom, second floor unit has gorgeous open water views all the way to the Sunshine Bridge. Spacious landscaping, a rare feature with condo developments, compliments the water views. This tranquil oasis is just steps from City Hall, the public park and boat ramp. The property’s shoreline provides fishing opportunities, and the boat slips have direct access to the Gulf. Join the avid pickleball group or take your kayak through the sheltered channels to Bimini Bay and beyond. The Westbay III condominium association has some unheralded features. Built on dredgings from the surrounding canals, it enjoys the highest elevation on the island. Even ground floor units were well above the highest storm surge ever experienced. New roofs were installed on all buildings in 2025. The extensive shoreline is protected by mangroves, avoiding the major expense of maintaining a seawall. Although the majority of owners are seasonal residents there is a tight community spirit with owners ensuring the association remains fiscally sound with condo fees among the lowest for this property..

6200 Flotilla Drive Unit 284, Holmes Beach

2713 Avenue C, Holmes Beach
$925,000
3 Beds ⋅ 2 Baths ⋅ Sunrise Park SubDv. ⋅ 34217 Zip Code
Imagine having the beautiful Gulf beaches of Anna Maria Island just a short stroll from your front door. Morning walks along the shoreline, afternoons spent in the sand, and spectacular Gulf sunsets can become part of your everyday routine. Welcome to Turquoise Beach Bungalow, a beautifully renovated coastal retreat where the beach is close, the living is easy, and your own private island sanctuary awaits. Thoughtfully reimagined inside and out in 2024–2025, this charming three-bedroom home brings together the character of old Florida with the comfort and convenience of modern living. Original terrazzo floors provide a timeless connection to the island's past, while an expanded floor plan, beautifully updated kitchen, and approximately 350-square-foot primary suite create a home that lives comfortably and effortlessly. The spacious primary suite is a retreat of its own, complete with a beautifully finished ensuite bath and both indoor and outdoor showers, perfect for rinsing off after a day at the beach. The kitchen features quartz countertops, stainless steel appliances, and generous storage, opening into welcoming living spaces designed for relaxed coastal living. A flexible third bedroom, currently enjoyed as an additional living room, offers room for visiting family and friends. Outside, the experience has become even more inviting. New fencing and thoughtfully added landscaping create a greater sense of privacy and tranquility in the generous backyard, giving this island bungalow a peaceful setting for quiet mornings, outdoor dining, and evenings under the stars. A covered patio extends the living space outdoors, while the expansive yard offers exciting possibilities for a future pool and additional outdoor entertaining areas. Beauty is only part of the story. The extensive renovation also included a new seamless metal roof, fresh stucco exterior, three new AC units, updated systems, new appliances, and a tankless water heater. These thoughtful improvements make this home as practical as it is beautiful, particularly for those seeking an easy, lock-and-leave second home. Set in a peaceful Holmes Beach neighborhood, just a short stroll from the Gulf beaches and the Intracoastal Waterway, the location offers the best of Anna Maria Island living. Centrally positioned between the island's two bridges, you are close to local restaurants, boutiques, and island favorites. Nearby city boat slips on Avenue B may also provide leasing opportunities, subject to availability. Offered turnkey furnished and ready to enjoy, Turquoise Beach Bungalow is an invitation to make island life your own. Whether you are looking for a weekend escape, a seasonal retreat, or a place to spend more time enjoying the Florida sunshine, this is a beach house designed to make every visit feel like a vacation. Come discover how wonderful it feels to have your own place at the beach. Schedule your private showing today.

2713 Avenue C, Holmes Beach

3302 6th Avenue Unit 1, Holmes Beach
$649,000
2 Beds ⋅ 2 Baths ⋅ Casanas Sub SubDv. ⋅ 34217 Zip Code
Your Anna Maria Island getaway awaits! Just steps from the sugar-white sands and turquoise waters of the Gulf, this beautifully appointed 2-bedroom, 2-bath condo offers the perfect combination of coastal charm, convenience, and island living. Located in The Palms on 34th Street, an intimate four-unit condominium community, this property provides a refreshing alternative to larger condo complexes. Offered furnished, the residence features an inviting, open living space, a well-equipped kitchen with granite countertops and stainless steel appliances, and comfortable accommodations designed for relaxing after a day at the beach. Each unit enjoys the convenience of private laundry and additional storage for all your beach essentials. Spend your mornings strolling along the shoreline, afternoons lounging by the community's heated pool, and evenings enjoying spectacular Gulf Coast sunsets. With the beach just a short walk away, every day feels like a vacation. Whether you're searching for a personal island retreat, a seasonal escape, or an investment opportunity, this property offers outstanding flexibility in one of Florida's most sought-after coastal destinations. With a minimum one-week rental period, the opportunity to enjoy the property personally while exploring rental income potential adds to its appeal. A prime island location, a boutique coastal setting, and the laid-back lifestyle that makes Anna Maria Island so special. Your slice of paradise is waiting!

3302 6th Avenue Unit 1, Holmes Beach

7320 Gulf Drive Unit 10, Holmes Beach
$1,795,000
3 Beds ⋅ 3 Baths ⋅ La Costa Condominium SubDv. ⋅ 34217 Zip Code
YOUR GULF FRONT ESCAPE AWAITS YOU! Discover the ultimate blend of coastal luxury, island charm, and investment potential in this exceptional Top Floor 3 bedroom, 2.5-bathroom condominium being sold Turnkey- overlooking the sparkling Gulf of Mexico. Nestled within the charming, village-inspired community of La Casa Costiera, this distinctive residence offers the rare opportunity to embrace the beauty of beachfront living while owning a highly desirable vacation retreat on Anna Maria Island. Inside, thoughtful design and upscale finishes create an inviting atmosphere of timeless elegance. The gourmet kitchen features granite countertops, rich wood cabinetry, and stainless steel appliances, while the spacious primary bathroom offers dual showers and a luxurious hydro-massage tub. A cozy fireplace, wet bar, and elegant crown molding add character and refinement throughout, creating the perfect setting for relaxing after a sun-filled day along the coast. Enjoy the convenience of a shared private elevator that opens directly to your front door, a two-car garage, and additional storage for all your beach and recreational essentials. Community amenities elevate the experience even further, including a heated swimming pool, spa, grilling area, and outdoor shower. Beyond the luxury, the location is what truly sets this property apart. With the Gulf of Mexico as your backdrop and the island's beautiful sugar-sand beaches just steps away, this condominium offers the kind of coastal lifestyle that continues to attract vacationers seeking an unforgettable Florida getaway. For investors, the minimum weekly rental opportunity and rarely available 3-Bedroom creates the potential to capitalize on Anna Maria Island's appeal as a sought-after vacation destination. Whether you envision a personal island escape, an income-producing rental property, or the perfect combination of both, La Casa Costiera presents an exciting opportunity to own a piece of the Gulf Coast lifestyle. Experience the beauty of Gulf-front living, the charm of Anna Maria Island, and the possibilities of owning a property that you can enjoy for years to come.

7320 Gulf Drive Unit 10, Holmes Beach

520 72nd Street, Holmes Beach
$2,950,000
3 Beds ⋅ 3 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
The Epitome of Relaxed Elegance on Anna Maria Island. Lovingly cared for and beautifully renovated in 2024, this tropical waterfront retreat blends sophisticated design with the timeless charm of coastal living in a quiet neighborhood setting. Thoughtfully appointed with upscale furnishings and refined finishes, the home exudes understated luxury and effortless island elegance. This spacious three-bedroom residence is among the largest of its kind in Holmes Beach, offering 2,647 sq ft under roof and a large 11,115 sq ft lot. The generous open floor plan features two distinct living areas, and offers flexibility for entertaining, gathering with family and friends, or simply relaxing in your own private retreat. Beautiful interiors easily flow into tropical outdoor living spaces with lush landscaping and a beautiful heated pool / waterfall, creating a tranquil, secluded island oasis. Other key features include all hurricane windows and doors, a complete plumbing repipe, gas fireplace, tropical outdoor shower, kayak storage, all new appliances, and Garrison flood gates. For boating enthusiasts, the waterfront setting is a true highlight. Enjoy deep-water canal access to the Intracoastal Waterway, 68 foot dock with electric and water, a boat lift, and a convenient fish-cleaning station. Whether heading out for a day on the water, exploring the surrounding waterways, watching manatees and dophins, kayaking, paddleboarding, or enjoying an evening sunset cruise, the island lifestyle is right at your doorstep. Feel like enjoying the island? Travel a few short blocks to Anna Maria's sandy white beaches, gourmet restaurants, stunning sunsets, and coastal shopping. Elegant yet inviting, sophisticated yet relaxed, this beautifully maintained home offers a wonderful opportunity to experience the very best of Anna Maria Island living, where coastal charm, exceptional boating, and everyday comfort come together. Click on the link for a revealing virtual tour then call for your private showing today!

520 72nd Street, Holmes Beach

4307 Gulf Drive Unit 206, Holmes Beach
$535,000
2 Beds ⋅ 2 Baths ⋅ Cayman Cay Villas Condominium SubDv. ⋅ 34217 Zip Code
Welcome to Cayman Cay, where your island getaway awaits just steps from the sugar sands and turquoise waters of the Gulf! Ideally located directly across from Manatee Public Beach, this charming coastal community offers the perfect combination of beachside living, convenience, and investment potential. With a newly updated rental policy allowing weekly rentals as of March 2026, this is an exciting opportunity to own an affordable investment property on Anna Maria Island! An attached rental projection estimates over $53,000 in annual gross rental income, making this an attractive option for buyers looking to enjoy their own slice of paradise while generating rental income when they are away. This turnkey furnished 2-bedroom, 2-bath condo is ready for you and your guests to start enjoying island life immediately! The beautifully updated kitchen opens to a comfortable living and dining area, with sliding doors leading to a screened lanai where you can unwind and take in the colorful evening skies. The spacious primary suite features an ensuite bath and an additional storage closet that can be locked to securely store personal belongings between rental stays. The guest bedroom is thoughtfully furnished with two twin-over-full bunk beds, offering plenty of sleeping space for family and friends, while the guest bathroom features a convenient tub/shower combination. An in-unit washer and dryer adds to the comfort and convenience of this coastal retreat. Cayman Cay offers a relaxed, resort-style atmosphere with a heated community pool, inviting gathering spaces, BBQ grilling area, and shuffleboard courts. Step across the street to spend your days on the beautiful Gulf beaches, enjoy breathtaking sunsets, or explore the nearby restaurants and shopping. The free island trolley stops curbside, making it easy to discover all of Anna Maria Island without ever getting in your car! Whether you are searching for a personal beach retreat, an income-producing vacation rental, or the best of both worlds, this beautifully furnished condo offers an exceptional opportunity to embrace the island lifestyle. Pack your bags, bring your flip-flops, and start living your Anna Maria Island dream!

4307 Gulf Drive Unit 206, Holmes Beach

145 50th St, Holmes Beach
$2,095,000
4 Beds ⋅ 4 Baths ⋅ Coastal Cottages Ii SubDv. ⋅ 34217 Zip Code
**PRIME ISLAND LOCATION - STEPS TO THE BEACH - HIGHLY DESIRABLE WEEKLY RENTAL ZONING** Experience the best of Anna Maria Island living in this beautifully designed 4-bedroom, 3.5-bath coastal retreat, ideally situated just a short stroll from the pristine Gulf beaches, with dedicated beach access at the end of the street. Surrounded by the island’s celebrated restaurants, charming boutiques, and local attractions, this exceptional location offers the perfect balance of coastal luxury, convenience, and investment appeal. Whether enjoyed as a private island getaway, full-time residence, or income-producing vacation rental, the home offers an enviable combination of lifestyle and versatility. Thoughtfully designed for elevated coastal living, the floor plan seamlessly blends spacious gathering areas with comfortable private retreats. Light-filled interiors, an open-concept layout, and an effortless connection between the living, dining, and entertaining spaces create an inviting atmosphere for family and guests alike. The well-appointed kitchen anchors the main living area, while generously proportioned bedrooms offer comfort and privacy. Further enhancing the home's thoughtful design, provisions were incorporated into the original floor plan to accommodate a future elevator, offering added convenience and long-term flexibility. Outdoors, a private tropical oasis awaits, where lush landscaping surrounds a heated swimming pool, inviting lounge areas, and covered spaces ideal for alfresco dining and entertaining. From leisurely afternoons poolside to relaxed evenings beneath the palms, every element is designed to embrace the laid-back sophistication of island living. Adding to its appeal, the property's highly sought-after weekly vacation rental zoning presents an attractive opportunity for income generation while preserving the flexibility of personal enjoyment. With the Gulf's turquoise waters and powder-soft beaches just moments away, along with exceptional dining, shopping, and convenient island trolley access, this residence places the very best of Anna Maria Island within easy reach.

145 50th St, Holmes Beach

1203 Gulf Drive N Unit 400, Bradenton Beach
$799,000
2 Beds ⋅ 2 Baths ⋅ Key West North SubDv. ⋅ 34217 Zip Code
Coastal living at its best! Enjoy the ultimate beach lifestyle in this inviting top-floor condo at Key West North Condominiums, a charming four-unit complex located directly across the street from the beach, offering partial Gulf views and refreshing coastal breezes. Whether you’re looking for a year-round island retreat, a second home, or an income-producing vacation rental, this property offers exceptional flexibility with no minimum rental period requirements (Please refer to the City of Bradenton Beach vacation rental license for applicable details). The elevated building features covered ground-level parking under the structure, an elevator, two stairwells, and a private swimming pool resurfaced in 2025. Inside, the spacious living area opens through two sliding glass doors to a wide, ocean-facing balcony—perfect for relaxing and enjoying the Gulf breezes. The kitchen features white cabinetry, stainless steel appliances, and a convenient pantry. The primary bedroom offers a walk-in closet with built-in system and sliding glass doors leading to a private balcony. The primary bathroom includes a single-sink vanity with abundant cabinet and drawer space, along with a walk-in shower, while the guest bathroom features a tub/shower combination. A generously sized laundry room provides a utility sink, upper cabinetry, and direct access to the rear stairway. Additional features include windows and sliding glass doors replaced in 2021, a metal roof installed in 2025, crown molding, two linen closets, and an air-conditioning system installed in 2012. With its desirable beachside location, inviting outdoor spaces, and vacation rental potential, this condo is an excellent opportunity to embrace the laid-back coastal lifestyle and enjoy the best of island living. NOTE: Property information has been obtained from third-party sources believed to be reliable but is not guaranteed. Buyers and their agents should independently verify all information, including property details, rental regulations, and licensing requirements

1203 Gulf Drive N Unit 400, Bradenton Beach

727 Key Royale Drive, Holmes Beach
$3,500,000
5 Beds ⋅ 6 Baths ⋅ North Point Harbour SubDv. ⋅ 34217 Zip Code
EXCEPTIONAL WATERFRONT INVESTMENT OPPORTUNITY ON ANNA MARIA ISLAND! Discover this stunning custom-built waterfront estate in the desirable North Point Harbor community of Holmes Beach. Currently leased and tenant-occupied, this exceptional property offers an attractive investment opportunity with the potential to become your own luxurious island vacation home or private coastal retreat. Situated along the beautiful waters of Key Royale, this impressive two-story residence offers approximately 3,640 square feet of living space, featuring 5 bedrooms, a dedicated office, 4 full bathrooms, 2 half bathrooms, and an attached two-car garage. The spacious open-concept main level features abundant natural light, inviting living and dining areas, and a beautifully appointed kitchen with white cabinetry, stainless steel appliances, a large center island, and picturesque water views. Upstairs, the expansive primary suite, additional bedrooms, dedicated office, and generous family room provide plenty of space for relaxing and entertaining. Two oversized balconies showcase breathtaking panoramic water views and refreshing coastal breezes. A BOATER'S PARADISE! Enjoy a private dock and boat lift with direct deep-water access to Tampa Bay and the Gulf of Mexico, with no bridges to open water. The screened-in swimming pool and waterfront outdoor living areas create the perfect setting for enjoying the Florida lifestyle. Additional highlights include a metal roof, coastal-inspired finishes, and spacious indoor and outdoor gathering areas. Nestled on the highly sought-after northern end of Anna Maria Island, this property offers convenient access to pristine beaches, waterfront dining, boutique shopping, community tennis courts, and the Key Royale Golf Club. Whether you're looking to expand your investment portfolio or secure a future vacation getaway, this extraordinary waterfront property offers the best of island living!

727 Key Royale Drive, Holmes Beach

1007 Gulf Drive N Unit 215, Bradenton Beach
$685,000
2 Beds ⋅ 3 Baths ⋅ Summer Sands SubDv. ⋅ 34217 Zip Code
Virtually Staged. Imagine trading chilly winters for sunshine, spectacular Gulf views, and the laid-back luxury of Anna Maria Island! Welcome to this two-story, 2-bedroom, 2.5-bath waterfront retreat in the coveted Summer Sands community, featuring private beach access and a waterfront pool for the ultimate coastal lifestyle. Enjoy two primary suites, including one on the main level and a private loft-style suite upstairs, offering comfort and flexibility for family and guests. Offered unfurnished, this condo is a blank canvas ready for your personal style and vision. Picture morning beach walks, sunset skies over the Gulf, and relaxing poolside afternoons just steps from the sand. Whether you're dreaming of a seasonal escape, a beachside haven, or a getaway with income-producing potential, rentals are permitted several times per year, subject to community restrictions. This is more than a condo—it's your opportunity to embrace the iconic Anna Maria Island lifestyle. Don't miss another Florida winter in paradise!

1007 Gulf Drive N Unit 215, Bradenton Beach

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. ALL WINDOWS REPLACED 2014, NEW A/C 2020, NEW DOCK 2022.

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

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