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8301 Marina Drive Unit 8, Holmes Beach
$110,000
Boat Slips SubDv. ⋅ 34217 Zip Code
Rare opportunity to own a premium boat slip with a 7,500-pound boat lift in the highly sought-after boating community of Holmes Beach on beautiful Anna Maria Island. Whether you’re an avid angler, sunset cruiser, or weekend sandbar explorer, this is your chance to secure effortless access to some of Florida’s most spectacular waters. Perfectly positioned for convenience and adventure, this slip allows you to lower your boat and be cruising within minutes. Enjoy direct access to the Intracoastal Waterway, where calm, protected waters make for easy navigation whether you’re heading north toward Tampa Bay or south toward Sarasota. From there, it’s a quick and scenic ride out to the Gulf of Mexico — famous for its turquoise waters, world-class fishing, dolphin sightings, and breathtaking sunsets. Imagine spontaneous afternoons on the water — cruising to waterfront restaurants for lunch, anchoring at nearby sandbars, or casting a line for snook, redfish, grouper, and tarpon. Early morning fishing trips and sunset cocktail cruises become part of your everyday lifestyle. No trailering. No boat ramps. No waiting. Simply arrive, lower your 7,500-lb lift, and go. Anna Maria Island is celebrated for its relaxed coastal charm, old Florida character, and strong boating culture. Holmes Beach offers a central island location with easy access to marinas, waterfront dining, boutique shopping, and pristine white-sand beaches. From exploring Egmont Key to docking at nearby island favorites, the possibilities are endless. Boat slips with lifts of this capacity are exceptionally rare on Anna Maria Island, especially in such a prime location. Limited inventory, high demand, and the island’s protected footprint make opportunities like this few and far between. Whether you’re securing a long-term investment or elevating your boating lifestyle, this slip represents both convenience and exclusivity. If you’ve been waiting for the perfect place to keep your boat ready at a moment’s notice in one of Florida’s most desirable waterfront communities, this is it. Embrace the Anna Maria Island boating lifestyle — effortless days on the water, unforgettable sunsets, and the freedom to explore the Intracoastal and Gulf whenever the mood strikes.

8301 Marina Drive Unit 8, Holmes Beach

5608 Holmes Boulevard, Holmes Beach
$1,025,000
3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
GREAT VACATION rental history with many repeat guests!!!!This charming 3 bedroom 2 bath pool home at the beach could be all yours. Nestled in the heart of Holmes Beach, where you can take a short stroll down Holmes Boulevard to city center where you will find adorable shops and restaurants where you can sit, sip, and dine and enjoy a real small town coastal experience. This lovely bungalow style home features a beautiful private pool with swim up table and a shallow sun deck , all brand new furniture, appliances, AC with an upgrade purification Air scrubber component by Aerus, kitchen counters and base cabinets and pool equipment. This home is very well received by its long standing repeat guests and decorated so adorable with its subtle soft coastal chic colors it is sure to please everyones need for the beach. It is very active and successful vacation rental with ample space for your family fun filled vacations, and when you are not using it yourself you can earn income to help offset the costs. Schedule your private showing. FYI this is a typical island "land condo" with NO HOA, each owner takes care of their own home, they do share the same landscaper by choice.

5608 Holmes Boulevard, Holmes Beach

723 Key Royale Drive, Holmes Beach
$3,950,000
4 Beds ⋅ 4 Baths ⋅ North Point Harbour SubDv. ⋅ 34217 Zip Code
Set within the desirable North Point Harbour enclave of Key Royale in Holmes Beach, this impeccably reimagined waterfront residence captures the essence of coastal living, where clean architectural lines, curated interiors, and uninterrupted water vistas converge. From the moment you enter, every space is thoughtfully oriented to frame expansive views of Bimini Bay and Tampa Bay, creating a dynamic yet tranquil backdrop that evolves throughout the day, from soft morning reflections to vivid Gulf Coast sunsets. Updates include hurricane windows and sliding glass doors, new roof, wood look tile throughout, new composite dock and 20,000# lift. The floor plan is thoughtfully designed to balance privacy with hospitality, anchored by two primary suites, offering exceptional flexibility for hosting guests or extended stays. The main-level suite provides convenience and accessibility, while the upper-level primary and additional bedrooms create a quiet retreat with elevated water views. At the heart of the home, a statement kitchen serves as both a culinary showpiece and social hub. Outfitted with a Monogram refrigerator and gas range, the space is complemented by an expansive Cambria quartz island with seating for six. Two wine refrigerators are thoughtfully integrated, elevating the entertaining experience and seamlessly connecting to the dining and living areas. Beyond the interiors, the home extends into an exceptional waterfront lifestyle. A newly constructed dock with a 20,000-pound lift caters to serious boating enthusiasts, while the property offers ample space to design a custom poolscape tailored to your vision. The oversized two-car garage offers generous additional storage, ideal for a golf cart, beach essentials, bicycles, and coastal lifestyle gear. Directly across the street, residents enjoy convenient access to North Point Harbour's heated pool, as well as a tennis and pickleball court adding an additional layer of resort-style living just steps from your front door. Residents enjoy the close proximity to the sugar-white sand beaches of Anna Maria Island, the restaurants, art galleries and shops in Holmes Beach. Other nearby amenities include dog park, public tennis/pickleball courts, basketball, skate park, library and soccer fields. Ideally positioned just moments from the fairways of Key Royale Golf Club’s private par-32, nine-hole course, optional membership provides access to golf, dining, and a vibrant social scene. Downtown Bradenton, Sarasota, SRQ Airport, Tampa Airport and St. Pete/Clearwater Airports are all within an hour drive away. Residents and visitors appreciate all the opportunities to enjoy the theatre, art fairs, farmers markets, concerts, boating, fishing and shopping that is convenient for the Florida lifestyle. This is more than a home. It is a lifestyle of relaxed coastal luxury, effortless entertaining, and a constant connection to the water on Anna Maria Island. BEAUTIFUL FURNISHINGS OF THIS HOME ARE NEGOTIABLE.

723 Key Royale Drive, Holmes Beach

512 77th Street, Holmes Beach
$2,127,500
3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
~~~~~~~PRICE DROP~~~~~~~NOW is the time to buy this house. Make Anna Maria Island your own with a rare opportunity to own a truly iconic private island residence in Holmes Beach. Designed by celebrated architect Emily-Anne Smith, this distinctive home is recognized for its signature pink exterior, architectural integrity, and enduring coastal character. Set along a deep-water canal with direct access through Bimini Bay to Tampa Bay, the property offers seamless access to Florida waters for boating, sailing, and fishing. The setting feels intentionally residential and private, ideal for those seeking a refined second home or a full-time island residence designed for personal enjoyment rather than rental use. Offering nearly 2,800 square feet of interior living space and an additional 1,000 square feet under roof, the home provides generous proportions and thoughtful separation of spaces. A spacious screened porch overlooks protected mangroves, creating a naturally private backdrop and a peaceful connection to the island environment. Inside, soaring cathedral ceilings, custom millwork, and a classic Craftsman-style fireplace highlight the quality and intention behind the original design. The chef’s kitchen is outfitted with a 6-burner WOLF range, SUB-ZERO refrigerator, BOSCH dishwasher, granite countertops, and a vegetable sink, offering a well-appointed foundation for both everyday living and entertaining. The upper level features a versatile loft that includes a bedroom with ensuite bath, a recreation or lounge area, and a charming hidden treehouse retreat, adding character and flexibility to the home’s layout. The floor plan, construction quality, and architectural details provide an exceptional opportunity for a new owner to thoughtfully tailor the space to their own taste while preserving its timeless coastal appeal. With its architectural pedigree, deep-water boating access, and quiet residential setting, this home invites a new owner to build upon its legacy and create a personalized island retreat that will endure for years to come. Schedule your private showing and experience the setting, serenity, and potential that make this a truly special Florida retreat.

512 77th Street, Holmes Beach

501 65th Street, Holmes Beach
$1,625,000
4 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
**Seller is offering a $25,000 incentive for a contract closed before June 1st!** Discover a rare opportunity in Holmes Beach: a fully renovated four-bedroom, three-bathroom waterfront home offering immediate access to the Intracoastal Waterway and the Gulf of America, along with direct beach access just steps away. Every element of this property is thought out, creating a residence equally suited for personal enjoyment or investment. Set on a deep-water canal with no bridges to open water, the home is designed for effortless boating. The composite dock and electric boat lift allow for quick departures to the Gulf, while the brand-new pool anchors a private outdoor setting ideal for entertaining or quiet relaxation. Whether returning from a day on the water or an afternoon at the beach 2 blocks away, the outdoor spaces are designed to complement the island lifestyle. Inside, the renovation reflects a clean, modern coastal design with thoughtful functionality throughout. Four spacious bedrooms and three beautifully appointed bathrooms provide flexibility for hosting family and guests. Upgrades such as instant hot water at every faucet and an EV-ready charging connection add everyday convenience, while the garage offers valuable storage (an increasingly important feature on Anna Maria Island) plus potential for a future ADU conversion (buyer to verify zoning, permits, and feasibility). Holmes Beach remains one of the most desirable enclaves on Anna Maria Island, known for its walkability, local dining, boutique shopping, and relaxed sophistication. With monthly rentals permitted, this home offers exceptional versatility as a primary residence, seasonal retreat, or income-producing property. Completely updated, impeccably located, and ready for immediate occupancy and with all furniture available for separate purchase, it represents island living at its finest.

501 65th Street, Holmes Beach

4503 Gulf Drive Unit A&B, Holmes Beach
$919,000
2 Beds ⋅ 2 Baths ⋅ Sportsmans Harbor SubDv. ⋅ 34217 Zip Code
SHORT TERM RENTALS allowed and ELEVATED! This turnkey furnished duplex on Anna Maria Island is in a short-term rental zone! Nestled just a few blocks from the powdery sands of Holmes Beach, this elevated duplex presents a unique opportunity in one of Anna Maria Island’s most desirable weekly rental zones. Ideally positioned for both personal enjoyment and investment potential, this property offers convenience and island appeal. The home features two well-maintained 1-bedroom, 1-bathroom units: Unit A at the front and Unit B at the rear. Each unit is equipped with hurricane shutters and its own private laundry/storage area located beneath the home in the carport area. Never before part of a rental program, both units reflect pride of ownership and a deep appreciation for the island lifestyle. Enjoy easy access to the beach, restaurants, boutique shops, and the vibrant downtown Holmes Beach district — all within a short stroll or biking distance. The free island trolley is also just steps away, offering a fun and easy way to explore everything Anna Maria Island has to experience. A shared outdoor living space adds to the relaxed atmosphere, making this property perfect as a personal retreat, a seasonal getaway, or an income-generating rental. Both 1BR/1BA units reflect the residents' pride and joy in the Island living and lifestyle and has never been in a rental program. Whether you're seeking a tranquil beachside haven or an investment in a high-demand vacation area, this elevated duplex is a true island gem and rare opportunity in Holmes Beach.

4503 Gulf Drive Unit A&B, Holmes Beach

441 63rd Street, Holmes Beach
$557,500
2 Beds ⋅ 2 Baths ⋅ Sea Side Gardens SubDv. ⋅ 34217 Zip Code
Live the island lifestyle just steps from the beach! This beautifully renovated 2-bedroom, 2-bath townhouse in Holmes Beach offers the perfect blend of charm, comfort, and investment potential. Well located within walking distance to the sugar-sand beaches of Anna Maria Island, local restaurants, shops, and island conveniences. Featuring no HOA, this move-in-ready property is ideal as a primary residence, vacation home, or short-term rental opportunity such as Airbnb or VRBO. Inside, the home has been fully updated with stylish quartz countertops, stainless steel appliances, elegant gold hardware, and light-colored luxury vinyl plank flooring throughout. Additional highlights include a screened-in porch, a private yard space, and a brand-new electric water heater. Whether you're looking for a turnkey coastal retreat or an income-producing island property, this one checks all the boxes.

441 63rd Street, Holmes Beach

6250 Holmes Boulevard Unit 37, Holmes Beach
$844,000
3 Beds ⋅ 3 Baths ⋅ North Beach Village SubDv. ⋅ 34217 Zip Code
Income Producing - Turnkey - Fully Furnished - Vacation Rental Property located in the desirable North Beach Village community. 3D tour showing 360 degree views of the home available for a virtual walkthrough. Start generating rental income from day one with this highly successful income property, with over $30,000 in bookings already for 2026 and almost $10K in 2027! Whether you’re searching for a full-time island residence, a seasonal getaway, or a proven income-producing property, this exceptional offering truly checks every box. Experience the best of Anna Maria Island living, where every day feels like a vacation. This property allows weekly rentals, 52 weeks a year, providing maximum flexibility and earning potential. Located in the desirable pet-friendly North Beach Village community—with no size or breed restrictions—residents and guests alike enjoy a relaxed coastal lifestyle, complete with a large community pool ideal for swimming laps or unwinding after a day at the beach. This beautifully decorated condo is nestled within a quiet community and is just a three-minute walk to the sugar-sand shoreline. Enjoy being moments away from charming local shops, popular island restaurants, and all the laid-back character Anna Maria Island is known for. Prefer to leave the car behind? The free island trolley stop nearby makes getting around effortless. Outdoor enthusiasts will appreciate nearby amenities including a dog park, playground, basketball courts, pickleball, and tennis courts, all just minutes away. Inside, this inviting island retreat offers 1,536 square feet of bright, open living space, featuring three bedrooms, two and a half bathrooms, and indoor laundry. Recent updates include a new roof (2025) and a standout primary bathroom unlike any other in the community. The spacious primary suite boasts a large walk-in shower with seating, dual-sink vanity, linen closet, and a private commode area, creating a true spa-like retreat. The home also features hurricane shutters and a hurricane-rated reinforced garage door, offering peace of mind for owners and guests alike. Neutral flooring and soothing paint tones throughout create a calm, coastal atmosphere that both owners and guests will love. Multiple outdoor living spaces enhance the island experience, including a screened-in porch tucked among the trees for added privacy, two large balconies, and a private ground-level deck—perfect for enjoying island breezes and outdoor dining. A large sleeper sofa allows plenty of room for extra guests. On the ground level, in addition to the main living area, you’ll find a generous 10' x 14' bonus space, ideal for a home office, gym, or game room. There is also an oversized 9'6" x 8' owner’s closet/storage room, providing the perfect place to securely store personal belongings while the property is rented. Offered fully furnished and truly turnkey, this exceptional property presents a rare opportunity to own a slice of paradise with outstanding income potential. Whether you’re investing, vacationing, or settling in year-round, this home delivers the ultimate island lifestyle—sun, sand, and serenity just steps from your door. Shared condominium expenses may result in lower overall carrying costs compared to some single-family homes.

6250 Holmes Boulevard Unit 37, Holmes Beach

2200 Avenue B, Bradenton Beach
$3,075,000
7 Beds ⋅ 8 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Experience refined coastal living just steps from the sugar-white sands of Anna Maria Island in this exceptional seven-bedroom, seven-and-a-half-bath luxury retreat. Designed to deliver both an elevated lifestyle and outstanding vacation rental performance, this professionally curated residence offers the ideal blend of sophistication, comfort, and income potential in the heart of Bradenton Beach. Thoughtfully constructed with elevated design and timeless coastal architecture, the home welcomes you with light-filled interiors, expansive gathering spaces, and seamless indoor-outdoor flow. The open-concept main living area is perfectly suited for entertaining, featuring a chef-inspired kitchen with premium appliances, generous counter space, and an effortless connection to spacious dining and lounge areas. Multiple balconies provide inviting settings to enjoy Gulf breezes, morning coffee, or spectacular island sunsets. Each of the seven bedrooms is appointed with its own private en-suite bath, creating a true luxury experience for guests and ensuring privacy and comfort for large groups or multi-generational stays. Designer finishes, quality craftsmanship, and attention to detail are evident throughout. Positioned just moments from beach access and within close proximity to island dining, shopping, and attractions, this property benefits from strong year-round rental demand. Whether you are seeking a high-performing investment property or a private island getaway that generates income, this residence represents a rare opportunity to own a premier coastal home on Anna Maria Island. With consistent rental income averaging $250K annually and over $100K on the books already for 2026, this is one you don't want to wait on!

2200 Avenue B, Bradenton Beach

401 77th Street, Holmes Beach
$3,700,000
4 Beds ⋅ 5 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
THIS IS THE ONE! Welcome to Annabella by the Sea. Impeccably built to the highest standards in 2024 by Eason Builders Group. This luxury home is a coastal dream, situated in the heart of Anna Maria Island, featuring 4 stunning bedrooms, 4.5 baths, over 3200 sq ft of refined living space, and multiple covered outdoor spaces, combining elegant comfort with the best of island living. Located in an ideal location, walkable to the sugary beaches of the Gulf, close to dining, shopping, and local attractions. No expense spared on this contemporary gorgeous home with designer finishes throughout, a gourmet kitchen with oversized island, top of the line appliances, huge walk-in pantry, and custom cabinetry. The open concept is perfect for entertaining with a spacious living and dining room that seamlessly connects to a large balcony with more seating. Custom light fixtures, spacious bedrooms with private ensuites, a game room by the pool area and a family room on the second floor ensures there is room to unwind and relax! Last, but not least, the oasis back yard with covered lounge areas, a luxurious pool and spa, lush landscaping and multiple balconies is the perfect spot to hang out after a day at the beach. Or take your party to your roof top deck for sunset and panoramic views. This gorgeous home is spacious in every sense and comes completely furnished with luxury details, curated so all you need to do is bring your clothes. A great rental history, making it the perfect family retreat or an outstanding investment property. Call today to schedule your private showing. Own where your heart already lives!

401 77th Street, Holmes Beach

1105 Gulf Drive S Unit 2, Bradenton Beach
$610,000
2 Beds ⋅ 2 Baths ⋅ Cortez Beach SubDv. ⋅ 34217 Zip Code
Anna Maria Island. Take in spectacular sunsets from the west-facing wraparound balcony with additional southern exposure. The spacious living and dining area is filled with natural light and coastal charm, featuring tile flooring throughout, bench seating in the dining area, white kitchen cabinetry and appliances. Sold turnkey furnished in the dining room, living room, and primary bedroom, this second-floor unit offers a great opportunity to enjoy as-is or update to match your style. A washer and dryer are conveniently located in the unit, and the property includes 1 deeded carport plus a private basement storage area for all your beach essentials. Just across Gulf Drive South from beach access, the Gulf of Mexico is only steps away. This 2 bedroom 2 bath condo is ideal as a vacation rental investment, seasonal escape, or full-time island residence. Golf-cart friendly and just minutes from local dining, shopping, and Publix. Condo does not meet VA/FHA or CONV financing guidelines.

1105 Gulf Drive S Unit 2, Bradenton Beach

213 71st Street Unit A&B, Holmes Beach
$1,498,650
4 Beds ⋅ 4 Baths ⋅ West Wind Shores SubDv. ⋅ 34217 Zip Code
Turnkey Coastal Duplex | 5-Star Short Term Rental | Proven Rental Income | Short stroll to the Beach. Rarely does a property this well-positioned come to market. This elevated, fully furnished duplex in the heart of Holmes Beach is an established, high-performing short-term rental with a 5-star Airbnb rating and verified income history available upon request. Two private residences, each offering 2 bedrooms, 2 bathrooms, private entrances, and open-concept living with coastal finishes, create a truly flexible investment opportunity. Ideal for maximizing rental income, offsetting ownership costs by occupying one unit, or enjoying as a vacation home that performs. Just a two-minute walk to the beach, this property benefits from strong and consistent guest demand. Year-to-date rental performance reflects this demand, with approximately $50,000 in gross bookings through March 2026, demonstrating strong early-year performance and consistent booking momentum; detailed financials available upon request. Covered parking and generous storage beneath the elevated structure add convenience for both guests and owners. A conceptual rendering for a pool and outdoor lounge is attached, offering clear upside potential, subject to permitting and buyer verification. Proven income, 5-star reputation, premier location, and weekly rental zoning make this a compelling investment opportunity.

213 71st Street Unit A&B, Holmes Beach

1105 Gulf Drive S Unit 3, Bradenton Beach
$860,000
2 Beds ⋅ 3 Baths ⋅ Cortez Beach SubDv. ⋅ 34217 Zip Code
Steps from the sand, this penthouse condo offers unobstructed Gulf of Mexico views and breathtaking sunsets from your spacious balcony or through the sliders off the great room. Located at 1105 Gulf Drive S, Unit #3 in Bradenton Beach, this 2-bedroom, 2.5-bath residence combines coastal living with comfort and convenience. Interior features include beautiful wood flooring throughout, granite countertops in the kitchen and primary bath, and a bright, open layout designed to maximize natural light and views. The owner’s suite offers a walk-in closet, in-unit washer and dryer, a walk-in shower, and a separate jetted tub—perfect for unwinding after a day at the beach. New tankless water heater 2026! This unit is being sold turnkey furnished, making it move-in ready or ideal for immediate rental use. Whether you are searching for a second home, seasonal retreat, or investment opportunity, this property checks all the boxes. Ideally located just a short drive to Sarasota-Bradenton International Airport and Longboat Key, with convenient access to the free Anna Maria Island trolley for easy travel to dining, shopping, and entertainment throughout the island. This boutique building consists of only three units, offering a more private and intimate setting. Unit #2, located directly below, is also available for purchase, presenting a unique opportunity for multi-unit ownership or extended living arrangements. Condo does not meet VA/FHA or CONV financing guidelines.

1105 Gulf Drive S Unit 3, Bradenton Beach

517 42nd Street, Holmes Beach
$1,205,000
3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Discover Sunday Funday, an inviting coastal escape set in the desirable Holmes Beach area of Anna Maria Island. This three-bedroom, three-bath residence blends relaxed island living with refined Mediterranean influences, offering privacy, comfort, and thoughtful design throughout. The outdoor living space is a true highlight. Lush tropical landscaping surrounds the backyard, creating a private oasis ideal for entertaining or unwinding. The heated pool features a cascading stone waterfall and a built-in swim-up table, while the expansive covered lanai invites year-round enjoyment. Accented by a pergola, the space includes a refrigerator, granite serving counter, and dining area—perfect for embracing the island’s indoor-outdoor lifestyle. On the ground level, you’ll find two single-car garages, generous parking, and a covered poolside lounge area. A welcoming foyer leads upstairs to the main living level, where an open, airy layout connects the living, dining, and kitchen spaces. Coastal-inspired finishes include new flooring, crown molding, raised-panel doors, crisp white trim, and a soothing neutral palette. The kitchen has been tastefully updated with white cabinetry, granite countertops, stainless steel appliances, and ample workspace for hosting and everyday living. Two generously sized primary suites each feature walk-in closets and renovated en-suite bathrooms, providing flexibility for guests or extended stays. An additional bedroom, full bathroom, laundry area, and walk-in pantry complete the level. Offered fully furnished, Sunday Funday is a successful vacation rental and truly move-in ready. Located just a short walk from Anna Maria Island’s renowned beaches—complete with public amenities, concessions, and live music—as well as nearby dining and shopping, this property offers convenient access on and off the island. Whether you’re seeking a full-time residence, a second home, or a proven income-producing investment, Sunday Funday is ready to deliver the best of island living. This is a typical island "land condo" with NO HOA Dues, each owner takes care of their own home.

517 42nd Street, Holmes Beach

2601 Gulf Drive N Unit 317, Bradenton Beach
$215,000
1 Beds ⋅ 1 Baths ⋅ Sandpiper Resort Coop SubDv. ⋅ 34217 Zip Code
MAJOR PRICE REDUCTION! THIS IS THE BEST PRICED RENOVATED UNIT IN THE SANDPIPER RESORT! Sandpiper is a 55+ coop community offering a prime location in the heart of Florida's famous and exclusive Anna Maria Island (AMI) at a very affordable cost. Enjoy as a great primary or 2nd residence and/or as a vacation rental that is always in demand. This upgraded and completely renovated move-in ready unit offered by a motivated seller has a roof over and is nestled between units on three sides for increased wind protection and has just completed a full $25k+ post storm renovation by a local contractor (and listing agent) with all brand new equipment and appliances. This unit is unique as it has some core structural upgrades not found in other Sandpiper units. Full post storm renovation included city inspected complete electrical rewiring/breaker panel/outlets, new Daikin 12,000 BTU Mini-split A/C Heat Pump system, water heater, walls/trim/insulation, interior doors, Kenmore fridge, built in dishwasher, slim microwave, stovetop, dehumidifier, GE bedroom A/C. A previous $35k+ renovation in 2022 included replacing old RV honeycomb subfloor with a custom built home-grade subfloor (2x10 pressure treated joists strapped to 4x4 posts cemented & anchored, 3/4 plywood, Floor and Decor Optimax™ commercial grade waterproof luxury vinyl, vapor barrier wrapping), renovated kitchen with Marble countertops, renovated Bathroom with Floor and Decor marble top vanity/fixtures, new American Standard toilet, renovated shower, new closet doors and slides, outdoor ceiling fan, unit and shed repainted painted with Sherman Williams paint, 3M™ Safety & Security Window Film ballistic impact/UV protection recently added on all windows (2024). Full share with unit (appraised at $315k), structure appraised at $78k. Prepaid FEMA Flood Policy on unit good to 11/27.

2601 Gulf Drive N Unit 317, Bradenton Beach

4307 Gulf Drive Unit 109, Holmes Beach
$460,000
2 Beds ⋅ 2 Baths ⋅ Cayman Cay Villas Condominium SubDv. ⋅ 34217 Zip Code
Steps from the Gulf and newly approved WEEKLY rental policy! Experience the best of Anna Maria Island in this charming, ground-level 2-bedroom, 2-bathroom condo located in a premier Holmes Beach community. This residence perfectly balances modern upgrades with the relaxed, "Old Florida" charm that makes this island world-famous. THE INTERIOR: The heart of this home is the newly remodeled kitchen, featuring crisp quartz countertops, contemporary cabinetry, high-end hardware, and a deep farm sink. Sold fully turnkey, the transition to your new beach life is seamless. OUTDOOR LIVING & PRIVACY: Relax and enjoy your morning coffee on your covered, screened-in lanai which overlooks the sparkling community pool or step out for effortless access to the heated swimming pool for a midday dip! For ultimate seclusion, the primary suite features a rare, private open-air patio. Complete with a private outdoor shower, it is a serene sanctuary perfect for sunbathing or getting lost in a good book COMMUNITY & LOCATION: Located directly across the street from the sugary sands of the Gulf of Mexico, this complex offers a true resort feel with a heated pool, BBQ grilling area, and shuffleboard courts. Whether you’re looking for a permanent residence, a seasonal getaway, or an investment, the flexible rental policy - WEEKLY RENTALS ALLOWED - offers great potential. HIGHLITES: • Prime Location: Easy walk to shopping, dining, and island entertainment, with quick access off-island. • Pet-Friendly: Owners are welcome to bring their pets! • Maintenance-Free: Ground-level entry with no stairs to navigate. ADDITIONAL OFFERINGS: covered parking, LG storage closet, small enclosed area off of BD #2 for office space or additional storage. Don't miss this opportunity to own a piece of paradise where the beach is your backyard and every day feels like a vacation!

4307 Gulf Drive Unit 109, Holmes Beach

2806 Gulf Drive, Holmes Beach
$1,095,000
3 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Effortless Island Living at this elevated 3BD/2BA home, where breezy interiors and sunlit spaces create the perfect island escape just steps from the sand. Located in a highly desirable weekly rental zone, this property offers exceptional flexibility and income potential. Inside, the living and dining area welcomes you with abundant natural light and easy access to the expansive front deck. The kitchen features generous counter space and a breakfast bar, making entertaining effortless, while the split bedroom layout provides comfort and privacy. Downstairs, an oversized garage delivers convenience with tandem space for up to four vehicles, along with plenty of room for beach gear, bikes, and additional storage. The low maintenance outdoor space lets you spend more time enjoying the coastal lifestyle, whether you're heading out for sunset walks or relaxing in the ocean breeze from the deck. With its unbeatable location, strong rental appeal, and inviting coastal feel, this property checks lots of the boxes. Bring your decorator touches and create your personal island vibe. Easy access on and off the island, close to shopping, dining, a trolley stop and the beach is right at your back door. What more or you waiting for? Make this your perfect little slice of island life!

2806 Gulf Drive, Holmes Beach

6250 Holmes Boulevard Unit 47, Holmes Beach
$855,000
3 Beds ⋅ 3 Baths ⋅ North Beach Village SubDv. ⋅ 34217 Zip Code
Right in the heart of Holmes Beach, this 3-bed, 2.5-bath condo/townhouse is the perfect mix of vacation vibes and smart investment. Just a quick stroll to the sugar-sand beach, with the free trolley stop practically next door. You're steps from great shops, restaurants, and that classic laid-back island feel. Inside it's bright and open with a calm coastal look. Neutral floors and paint. Handy 10x14 bonus room downstairs for an office, gym, or games, plus oversized owner storage so you can lock away your stuff if renting. Owners have poured love into it lately: new 2025 roof, hurricane-rated garage door (garage freshly painted, smooth ceiling, new blinds), new furniture in the living areas, new oven, ~2-year-old dishwasher, fresh curtains/blinds/rod setups, and an enlarged screened porch with new furniture. Outside you've got two big balconies, a private ground deck, four new Adirondack chairs + tables, a grill, plus extras like 2 new bikes, beach chairs, wagon, sun tent, and a pickleball set—ready for island adventures. Fully furnished and turnkey, weekly rentals allowed year-round.

6250 Holmes Boulevard Unit 47, Holmes Beach

212 85th St, Holmes Beach
$1,050,000
4 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
UNDER CONTRACT & ACCEPTING BACK UP OFFERS! 2 BLOCKS FROM WHITE AVE WALKWAY TO THE BEACH! Spacious 4 bedroom 3 bath elevated home! Over 2200 sq ft of living space on Anna Maria Island! NEW ROOF 2025! As you enter the main living area, prepare to be greeted by a bright & cheery space with a spacious family room, vaulted ceilings that centers around a stone wood burning fireplace & lots of natural light. Generous size & functional kitchen with separate laundry room & french doors that open out to the screened in deck. The main floor boasts two good size bedrooms, one with an en suite bath & a full bath in the hallway. Huge primary bedroom suite is on the 3rd floor with corner tub & shower, walk in closet & an addl bedroom with large closets. Lower level has covered parking for a golf cart plus two enclosed storage rooms. 6' vinyl fence & plenty of room for a pool. Only one block from the free island trolley stop. Within 1 hour of 3 major airports: Tampa International, Sarasota/Bradenton & St Pete/Clearwater, walking distance to shopping, dining & island attractions. NO HOA!!

212 85th St, Holmes Beach

608 Hampshire Lane, Holmes Beach
$2,060,000
4 Beds ⋅ 4 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code
Location, location, location! Welcome to 608 Hampshire Lane on beautiful Anna Maria Island, offering the rare combination of golf course views in the front and an ultra-wide canal in the back. This waterfront home is move-in ready and delivers an exceptional island and boating lifestyle. The home features a barrel tile roof (installed in 2009 and recently power washed) along with hurricane impact windows and an impact-rated garage door. Interior upgrades include new 24 x 24 porcelain tile flooring throughout most of the home, fresh interior paint, a new A/C system, and a full stainless-steel appliance package including a new stove, refrigerator, microwave, and dishwasher, along with a new washer and dryer. The open plan living areas are designed for entertaining and maximize the beautiful canal and pool views, creating a bright and inviting space for everyday living and entertaining. The spacious family room overlooks the wide canal and the saltwater pool with waterfall, seamlessly connecting indoor comfort with outdoor island living. Outdoor living truly shines with a saltwater pool featuring solar heat and a new pool pump, plus an expansive entertaining area. The exterior kitchen and separate sitting area under the pergola are both covered, providing a roofed outdoor space ideal for year-round entertaining. The outdoor kitchen is equipped with a commercial-grade grill, there is a freezer, refrigerator, and sink, making it perfect for hosting family and friends. Boaters will appreciate the private dock with a 13,500-lb boat lift, a seawall cap updated in 2009, and a commercial well for irrigation. Additional features include an epoxy-finished garage floor with built-in workbench and tool cabinets, a fully floored attic with lighting and standing room for excellent storage, and ample paved space alongside the home to park a small RV or boat trailer. The property is offered turnkey furnished with a few exceptions, making it ideal as a primary residence, vacation home, or investment property on beautiful Anna Maria Island. *Note: Property information received from third-party sources is considered reliable but not guaranteed. All information should be independently verified by buyers and buyers agents.

608 Hampshire Lane, Holmes Beach

6400 Flotilla Drive Unit 56, Holmes Beach
$525,000
2 Beds ⋅ 2 Baths ⋅ Westbay Point SubDv. ⋅ 34217 Zip Code
In the sought-after Westbay Point and Moorings community, this 1,377-square-foot second-floor End unit residence offers an exceptional opportunity to complete a coastal retreat with your custom finishes. This two-bedroom, two-bath condominium is in vanilla shell/box condition, with new sheetrock installed, and major structural and mechanical upgrades completed. Features include a new roof with a tie-down system, new firewall, new air duct system, updated insulation, new electric and plumbing infrastructure, new air handler and new roof-mounted air compressor. All windows have been replaced with hurricane impact-rated glass, including those in the guest bedroom and side elevations. Additional upgrades include a new hurricane-rated front entry door, porch screening system, and laundry room door. Enjoy panoramic water views and an unobstructed view of the Skyway Bridge from this top-floor unit. The residence presents an ideal blank canvas for designing a personalized interior while benefiting from high-cost improvements.

6400 Flotilla Drive Unit 56, Holmes Beach

7002 Marina Drive Unit B, Holmes Beach
$1,140,000
3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
This turnkey, island-style retreat, built in 2013, is offering three bedrooms and two full baths, spanning approximately 1,797 square feet of living space. Though technically part of a condominium association (Marina Drive Condominium Association), this home feels and lives like a detached single-family residence, giving owners/renters the privacy and comfort of a standalone villa. The floor plan is open and flows well for entertaining and family life. Upgrades and finishes are high end, including floors, granite counters and stainless steel appliances. Tray ceilings (11-foot) with indirect lighting throughout lend an elevated, airy feel. The primary suite offers dual closets and a custom spa-style bath with a walk-in shower. The second and third bedrooms are well-sized and share a full bath. After your daily walk on the beach, enter your private tropical oasis, a sparkling heated in-ground pool, surrounded by lush landscaping, offering sun and shade. The outdoor space is intimate, protected and made for relaxing, alfresco meals or casual entertaining. Newer pool heater and pump, insta-water heater and shingle roof. Welcome to island living!

7002 Marina Drive Unit B, Holmes Beach

2305 Avenue C, Bradenton Beach
$2,625,000
7 Beds ⋅ 6 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Welcome to Floridaze! A newly constructed 6-bedroom and 5.5-bathroom luxury home. Located less than a 1-minute walk to the gorgeous beaches of Anna Maria Island. You will feel like the crystal-clear blue waters of the Gulf of Mexico are in your very own backyard! Located between the Gulf of Mexico and the intercoastal waterway, sunshine and sand are a quick walk from your front door. Relax and unwind in this stunning custom built home that will feature all the amenities you would expect from your a luxury home on Anna Maria Island. Take a dip in the private saltwater pool, or simply let your worries melt away in the attached spa. Watch the world-renowned sunsets from the comfort of your own home with the rooftop deck overlooking the beach, or challenge your loved ones to a friendly game in the arcade room. This incredible home is a fantastic island residence, or continue to take advantage of it as a lucrative vacation rental property! This home has plenty of room for everyone with enough beds to comfortably sleep 14 guests. The entire home has been professionally decorated, and the furnishings are all included. When you are ready to explore the island, you’ll find that the location is convenient to all the best that Anna Maria Island has to offer. Whether by golf cart, bicycle, or the island’s trolley system, you're always close to the action. From farm to table dining options to some of the best ice cream you’ll find around-everything is a short distance away. Come and experience the amazing location and amenities of Floridaze for yourself. Schedule your private showing today!

2305 Avenue C, Bradenton Beach

2409 Avenue B, Bradenton Beach
$1,350,000
4 Beds ⋅ 4 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Under contract-accepting backup offers. COASTAL BEACH LOCATION! This beauty sits between one block from the Bay and two blocks from the beach! This has been a one-family-owned home since it was built, enjoyed and loved by the entire family. Surrounded by beauty, sunny skies and a gorgeous beach JUST steps away from your front door! Featuring a four-car garage! Storage galore for your boats, golf carts, kayaks, cars, you name it! This is rare to find in this area. You have options galore! It is currently being used as a Duplex. The setup is all upstairs as a two bedroom, two bathroom in the front and back. On each side, you have a private entrance and a two-car extra-large garage under both sides for a total of four extra-large garages. You can keep it this way, live on one side, rent the other, or rent both, or make it a single-family dream beach getaway. We still have better news here. The home stood strong from the hurricane, minor water came into the garages and that was an easy fix to deal with. No major damage here. The a/c units are only a few years old and the roof was replaced 2023. This home is priced to sell for this area that boasts MANY homes in the multi-millions. IT HAS UNLIMITED POTENTIAL. In addition, you are in the heart of the historic Cortez Beach Village, close to all dining options, shopping and the trolley is always ready to take you for a free stroll on this island. Take advantage today and schedule your private tour!

2409 Avenue B, Bradenton Beach

4307 Gulf Drive Unit 103, Holmes Beach
$515,000
2 Beds ⋅ 2 Baths ⋅ Cayman Cay Villas Condominium SubDv. ⋅ 34217 Zip Code
Turnkey, income-producing boutique beach condo just steps to the sand. Fully furnished and rental ready, this unit has an established revenue history compliant with Holmes Beach's 7-day minimum rental policy, making it the perfect blend of personal use and strong short-term rental potential. Completely renovated with updated electrical, plumbing, modern finishes, and impact-resistant windows, doors, and sliders. The building also remained completely dry during recent storms- an increasingly important factor on the island. Unbeatable location with a 1-minute stroll to the beach, grocery, restaurants, and the town center. Community features include a heated pool with new outdoor furniture, additional storage for bikes and beach chairs, plus pet friendly flexibility. Assigned covered parking, a large private storage closet, and an association benefit that is all inclusive of your utilities, insurance, reserve fund, and building maintenance add even more convenience and value, making this the true path to living on island time.

4307 Gulf Drive Unit 103, Holmes Beach

526 67th Street, Holmes Beach
$1,750,000
Bay Palms SubDv. ⋅ 34217 Zip Code
Prime Waterfront Opportunity on the Grand Canal – Holmes Beach, Anna Maria Island Nestled along the expansive Grand Canal—the largest and most sought after on Anna Maria Island—this rare vacant lot presents an extraordinary canvas for discerning buyers seeking unparalleled waterfront luxury. Fully cleared following the October 2025 demolition of the previous residence, this highly desirable parcel offers sweeping, unobstructed water views and direct, deep-water access ideal for boating, fishing, and the quintessential island lifestyle. In one of Florida's most coveted beach towns—where pristine white-sand shores, boutique shopping, acclaimed dining, and a timeless, laid-back ambiance draw residents and visitors alike—this location is among the most sought-after on the island. Moments from the Gulf of Mexico's turquoise waters, yet embraced by the serene beauty of the canal, the property promises a lifestyle of effortless elegance and natural tranquility. A significant advantage awaits the astute buyer: Manatee County's impact fee policies generally provide credit for the prior residential structure on replacement builds (without a strict 2-year time limit for the credit to apply, though prompt action is recommended amid evolving fee schedules). This can substantially reduce costs for a new custom residence compared to entirely new development elsewhere. (Buyer and buyers representation strongly encouraged to consult directly with Manatee County Development Services for site-specific confirmation, as policies are subject to the current ordinance.) With generous dimensions and the island's signature waterfront allure—qualities increasingly scarce in this paradise—this lot invites the creation of a bespoke estate tailored to your vision: a modern coastal masterpiece with private dock, infinity-edge pool, and expansive terraces framing panoramic sunsets, the possibilities are endless. For those envisioning their ultimate Florida retreat, this is a singular chance to craft a legacy property in one of the nation's premier island destinations. Opportunities of this caliber rarely arise—seize the moment to make this piece of paradise your own. Don't hesitate to make your appointment today for exclusive details and to arrange a private viewing.

526 67th Street, Holmes Beach

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