Refine Search
Map
Sort by
749 Manatee Avenue Unit 749, Holmes Beach
$650,000
2 Beds ⋅ 2 Baths ⋅ Westbay Cove South SubDv. ⋅ 34217 Zip Code
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
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
6300 Flotilla Drive Unit 96, Holmes Beach
$399,000
2 Beds ⋅ 2 Baths ⋅ Shell Point SubDv. ⋅ 34217 Zip Code
Welcome to Shell Point, a peaceful and highly desirable waterfront community nestled along Watson’s Bayou and Anna Maria Sound on Anna Maria Island! This beautifully renovated 2-bedroom, 2-bath condo offers a bright, inviting interior with an open-concept layout designed for comfortable coastal living. The updated kitchen is light and airy, featuring charming peek-a-boo views of the bay from the kitchen window. The spacious living and dining area flows seamlessly into the enclosed lanai, where the sliding doors have been removed to create additional living space and greater flexibility for relaxing, entertaining, or creating your own cozy retreat. The generously sized primary suite features a private en-suite bathroom, while the spacious second bedroom is conveniently located near the hallway guest bath. Offered partially furnished, this condo provides a wonderful head start on creating your own island getaway. Select listing photos have been virtually staged to showcase the condo's full potential and help buyers envision how beautifully these spaces can be transformed with light, bright coastal furnishings and décor. Shell Point offers a true resort-style lifestyle with a refreshing community pool, tennis and pickleball courts, shuffleboard, a putting green, kayak storage, and beautifully maintained grounds. One of the community’s most cherished traditions is gathering with neighbors along the waterfront to enjoy Anna Maria Island’s spectacular sunsets. Known for its welcoming atmosphere and tranquil waterfront setting, Shell Point is tucked away in a quieter section of Holmes Beach, yet just a short stroll from the island’s beautiful beaches, local shops, restaurants, and entertainment. Monthly rentals are permitted, offering flexibility for those who may not use their island retreat year-round, and pets are welcome for owners! Whether you're searching for a full-time residence, seasonal escape, or investment opportunity, this beautifully updated condo offers an exceptional opportunity to enjoy the Anna Maria Island lifestyle at an attractive price point. Your affordable piece of paradise awaits!

6300 Flotilla Drive Unit 96, 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
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
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
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
215 67th Street Unit 6, Holmes Beach
$895,000
2 Beds ⋅ 2 Baths ⋅ The Blue Lagoon SubDv. ⋅ 34217 Zip Code
Resort-style, maintenance-free living awaits just steps from the beach on Anna Maria Island, where this beautifully renovated residence offers the perfect blend of luxury, privacy, and effortless coastal living. Set within an intimate community of only six residences, this exceptional 2-bedroom, 2-bath ground-floor retreat showcases charming Key West-inspired architecture by Emily Anne Smith and stands out with its own private tropical courtyard. Inside, the home feels bright, open, and beautifully finished, with vaulted ceilings, crown molding, designer light fixtures, stylish furnishings, and an easy-flowing floor plan designed for both everyday living and entertaining. The beautifully updated kitchen features crisp white cabinetry, quartz countertops, stainless steel appliances, and a generous breakfast bar that opens to the main living space, creating a natural gathering place for family and guests. Both bathrooms have also been thoughtfully renovated with quartz countertops and fresh, upscale finishes that continue the home’s polished coastal aesthetic. Offered turnkey furnished, every detail has been considered so you can begin enjoying the island lifestyle from the moment you arrive. The private outdoor spaces are equally special, with lush tropical landscaping, a peaceful courtyard, private lanai, and outdoor shower creating your own secluded island oasis. Just outside your door, enjoy resort-style amenities including a lagoon-style pool with a waterfall and a tiki hut, all shared by only six residences for a quiet and relaxed atmosphere. Ownership is designed to be easy, so you can spend more time enjoying the island and less time worrying about upkeep. Weekly rentals are permitted, and the property has a successful history as a vacation rental, offering excellent flexibility for personal use, investment, or both. The community is also pet friendly. The location is everything. Anna Maria Island is loved for its sugar-sand beaches, turquoise Gulf waters, unforgettable sunsets, charming shops, locally owned restaurants, and laid-back Old Florida character. With the beach just steps away, morning walks, sunset swims, paddleboarding, beach days, and evenings by the Gulf can become part of everyday life. Whether you are searching for a full-time island residence, seasonal escape, or proven vacation rental, this property offers an exceptional combination of location, privacy, convenience, style, and lifestyle. Ground-floor living, beautifully renovated interiors, private tropical outdoor space, resort-style amenities, turnkey furnishings, weekly rental flexibility, and incredible proximity to the beach make this one of the most desirable opportunities in this charming boutique community.

215 67th Street Unit 6, Holmes Beach
5325 Marina Drive Unit 423, Holmes Beach
$350,000
2 Beds ⋅ 2 Baths ⋅ Waterline Villas & Marina SubDv. ⋅ 34217 Zip Code
“Exceptional Buying Opportunity,” at the Waterline Villas & Marina Residences. The Autograph Collection Residences are a sophisticated and stylish boutique hotel with 37 fully TURN-KEY furnished condos with a premier waterfront location on Anna Maria Island. 45’, BOAT SLIPS ARE free to use for owners while in residence!!! Built in 2017 all units feature 2 bedrooms, 2 full baths, a gourmet kitchen, separate living area and its own washer & dryer. Unit #423 is located in the southernmost "ISLAND" building detached from the main hotel that allows for more privacy. Owners have access to a boat slip while they are in residence. Nightly rentals can be easily handled by the on-site property management company Mainsail Lodging & Development, an award winning hospitality organization headquartered in Tampa. Enjoy the laid-back, Old Florida feel of Anna Maria Island. Park your car on-site and take the free trolley to explore everything the island has to offer. Waterline amenities include a graceful lobby with front desk, on-site management to assist with guest needs, heated resort-style pool with sun deck overlooking 50-slip marina that accommodates boats up to 45’, boat slips available (free for owners while in residence), on site fabulous "Chateau Anna Maria" restaurant and bar, charter boats for fishing and Eco tours, bicycles, paddle board, and kayaks free for owners, 24 hour fitness center, elegant ballroom for weddings, corporate gatherings, gift shop, complimentary Wi-Fi, Housekeeping and Concierge services. Zoning allows owners to stay in their units up to 120 days per calendar year and the dates do not have to be consecutive. Experience the dream of owning property on Anna Maria Island without the worry associated with management and maintenance!

5325 Marina Drive Unit 423, Holmes Beach
6700 Gulf Drive Unit B8, Holmes Beach
$2,300,000
3 Beds ⋅ 2 Baths ⋅ Gulfplace SubDv. ⋅ 34217 Zip Code
A Gulf-front condo on Anna Maria Island where the investment and the lifestyle work together. This 3-bedroom, 2-bath fully furnished condo in Holmes Beach sits directly on the sugar-sand beach, with panoramic Gulf views, dolphins passing by, and sunsets from your private covered balcony that guests and owners remember long after they leave. Short-term rentals are allowed, so you can welcome vacationers while you're away and keep the Gulf for yourself and your loved ones when you're here. Expansive sliders showcase beautiful Gulf views, while the boutique beachfront community offers a heated Gulf-front pool, sun deck, tennis court, and lush tropical courtyard. The free Anna Maria Island Trolley connects you to Bean Point, Pine Avenue, the City Pier, and Bridge Street, with island cafés, waterfront dining, shops, and bike paths minutes away. Gulf-front properties with this location and these amenities rarely come available, whether you're looking for a vacation rental investment, a seasonal retreat, or a full-time home where every day feels like a getaway.

6700 Gulf Drive Unit B8, Holmes Beach
5200 Gulf Drive Unit 107, Holmes Beach
$709,000
2 Beds ⋅ 2 Baths ⋅ Martinique Condo SubDv. ⋅ 34217 Zip Code
Salt air, swaying palms and the Gulf at your doorstep. This 2-bedroom, 2-bath condo at Martinique South in the heart of Holmes Beach captures the easy rhythm of island life. Start your morning on the enclosed porch with coffee in hand and glimpses of turquoise water through the palms. It's an easy place to unwind any time of day. Inside, the open layout flows from the kitchen to the dining and living areas, made for relaxed everyday living and easy entertaining. The kitchen has granite countertops, generous cabinetry and plenty of room to prep. An in-unit washer and dryer and a new A/C installed in 2026 add comfort and peace of mind. Then there's the storage, a rare find on the island. A private garage gives you your own secure space to park, plus room for kayaks, paddleboards, bikes and fishing gear. Three more storage units hold the beach chairs, umbrellas and seasonal extras, so your condo stays clean, clutter-free and ready to enjoy. Step outside to the community's Gulf-front pool, clubhouse and tennis court, or follow the direct beach access to the sugar-sand shoreline just steps away. Make it your full-time island home or a laid-back weekend escape. This is coastal living with room for it all, on Anna Maria Island.

5200 Gulf Drive Unit 107, Holmes Beach
5325 Marina Drive Unit 133, Holmes Beach
$650,000
2 Beds ⋅ 2 Baths ⋅ Waterline Villas & Marina SubDv. ⋅ 34217 Zip Code
Imagine having your own place on Anna Maria Island where flip-flops are the dress code, sunsets are part of the daily routine, and the beach is always calling. Waterline Villas & Marina offers a truly unique opportunity to own a fully furnished island getaway while enjoying rental income when you're away. Built in 2017, these modern 2-bedroom, 2-bath residences are completely turn-key, with stocked kitchens, in-unit laundry, and a relaxed coastal style that fits perfectly with the Anna Maria Island lifestyle. Owners can enjoy their residence for up to 120 days each year, while professional on-site management handles nightly rentals, maintenance, and guest services when you're not there. When it's time to unwind, enjoy the bayside pool, fitness center, a game room, on-site restaurant, complimentary bicycles, and 45 boat slips available to owners while in residence. Utilities are included in the condo fee, and on-site parking and trolley access make it easy to leave the car behind and explore the island. Spend your mornings with coffee by the water, afternoons at the beach, and evenings watching the sun go down. Waterline makes enjoying Anna Maria Island easy. Own the getaway. Enjoy the island. Let the property work for you when you're away!!!

5325 Marina Drive Unit 133, Holmes Beach
5325 Marina Drive Unit 131, Holmes Beach
$650,000
2 Beds ⋅ 2 Baths ⋅ Waterline Villas & Marina SubDv. ⋅ 34217 Zip Code
Welcome to Waterline Villas & Marina, a boutique waterfront property offering a unique way to own on Anna Maria Island without the expense and responsibility of maintaining a full-time vacation home. Enjoy your residence for part of the year and generate rental income when you're away. Built in 2017, these beautifully appointed 2-bedroom, 2-bath residences are fully furnished and turn-key, featuring stocked kitchens, in-unit laundry, and a relaxed Old Florida atmosphere. Owners can use their residence for up to 120 days each year, while professional on-site management takes care of nightly rentals, maintenance, and guest services when you're not in residence. Waterline offers a wonderful selection of amenities, including a bayside pool, fitness center, on-site restaurant, a game room, complimentary bicycles, and 45 boat slips available to owners while in residence. Utilities are included in the condo fee, and on-site parking and convenient trolley access make enjoying the island easy. Spend your days at the beach, on the water, exploring the island, or simply relaxing by the bay. Whether you're looking for a personal vacation retreat, an income-producing property, or a combination of both, Waterline Villas & Marina offers a rare opportunity to enjoy the Anna Maria Island lifestyle with the convenience of professional management. It is a must see!!

5325 Marina Drive Unit 131, Holmes Beach
600 Manatee Avenue Unit 226, Holmes Beach
$369,000
1 Beds ⋅ 1 Baths ⋅ Westbay Cove SubDv. ⋅ 34217 Zip Code
Turnkey Furnished 1-Bedroom Condo Just a Short Walk to the Beach on Anna Maria Island Enjoy the laid-back Anna Maria Island lifestyle from this elevated, turnkey furnished 1-bedroom, 1-bath condo in the desirable Westbay Cove community. Ideally located just a short walk from the public beach and within easy walking distance of local shops, restaurants, and island favorites. The free Anna Maria Island Trolley is also nearby, providing convenient transportation from the north end of the island all the way to Coquina Beach. This spacious second-floor condo features an open floor plan, abundant natural light, and a private balcony overlooking the pool and lush tropical landscaping. Built-in bunk beds provide additional sleeping space, making the condo especially convenient for visiting family, guests, or grandchildren. Offered fully furnished and move-in ready, the condo includes flat-screen TVs in both the living room and bedroom. Westbay Cove offers a fantastic collection of amenities, including two heated swimming pools, tennis and pickleball courts, outdoor gathering areas, a kayak and paddleboard launch, and beautifully maintained tropical grounds. Large dogs are welcome, adding even more flexibility for owners and guests. *Note: Property Information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verified by buyers and buyers' agent.

600 Manatee Avenue Unit 226, Holmes Beach
3705 E Bay Drive Unit 115, Holmes Beach
$450,000
2 Beds ⋅ 2 Baths ⋅ Sunbow Bay SubDv. ⋅ 34217 Zip Code
AWESOME PRICE REDUCTION!! On the Bay and just 3 blocks to beautiful beaches and Gulf of America on world renowned Anna Maria Island!!! Spacious, turnkey furnished and ready for you to spend the weekend or winter, or rent out. Dog friendly community! Remodeled kitchen and baths, with Full size Washer and dryer in the kitchen! Elevated Building has a new elevator, 2 community pools. Long fishing pier with boating access. Tennis and pickle ball courts. Roof is only 2 years old. Kayaking and paddle boarding are steps away. Store your Kayak or paddle board under the building and launch from the dock and Kayak through mangrove tunnels and Anna Maria Sound. Eat in kitchen or your office space. Under building parking and storage area for beach equipment. Easy access to the mainland. Close to Publix, great cafes and stores. Bike to Robinson Preserve. Beautifully landscaped!

3705 E Bay Drive Unit 115, Holmes Beach
106 74th Street Unit 100, Holmes Beach
$5,250,000
4 Beds ⋅ 4 Baths ⋅ Bella Vista SubDv. ⋅ 34217 Zip Code
A rare Gulf Front Statement Residence in Holmes Beach on Anna Maria Island. Presenting an exceptional gulf front residence where scale, privacy, craftsmanship, and the beauty of Anna Maria Island come together in a truly distinctive offering. Set along the Gulf of Mexico this extraordinary elevated 3,200-square-foot residence offers a rare combination of generous proportions, refined finishes, privacy, and direct access to one of Florida's most celebrated beaches. With only two residences in the building, the setting feels remarkably private more like an exclusive beachfront estate than a traditional condominium. Designed and built by renowned Whitehead Construction in 2006, the residence reflects a level of quality and thoughtful construction rarely encountered in today's market. A private elevator provides direct access to the home adjacent to the kitchen for easy unloading of groceries. The residence offers four large bedrooms, with one currently appointed as a professional home office with room for a sofa bed. The extraordinary primary suite is a retreat in its own right, featuring a separate sitting area, two oversized walk-in closets, dual vanities, a separate soaking tub, and a spacious walk-in shower. At the center of the home, the gourmet kitchen takes full advantage of its gulf setting, overlooking the water and opening naturally toward the living areas. There's an abundance of granite counter space, elegant wood cabinetry, a walk-in pantry, two wine and beverage refrigerators. This area makes a great coffee bar area as well. Open the sliding glass doors for unobstructed views or relax on the screened porch and enjoy the sea breezes. It is equally suited to quiet mornings overlooking the gulf or elegant entertaining with family and friends as the sunsets. The outdoor amenities create an exceptional island lifestyle. The large heated pool and spa provides a private shaded place to relax and entertain, complemented by a shared bonus room adjacent to the pool. The outdoor shower allows everyone to clean up or cool off before coming inside. The green space provides the perfect place for a game of cornhole. A tandem garage provides substantial private parking and storage, while the residence enjoys direct access to a stretch of beach and beachfront firepit, creating an extraordinary setting for sunset gatherings and evenings under the stars. This is a property defined by space, privacy, provenance, and setting. The combination of a two residence building, private elevator, substantial interior scale, gulf front living, resort style amenities, and construction by Whitehead makes this a particularly rare offering on Anna Maria Island. For the discerning buyer seeking a distinctive Florida beachfront residence with the scale and presence of a private estate, this is an exceptional opportunity to own a truly memorable piece of Anna Maria Island.

106 74th Street Unit 100, Holmes Beach
6250 Holmes Boulevard Unit 24, Holmes Beach
$800,000
2 Beds ⋅ 3 Baths ⋅ North Beach Village SubDv. ⋅ 34217 Zip Code
Welcome to Sunsets & Daydreams! Beautiful, light & bright coastal retreat just 2 blocks from the beach! North Beach Village 2 bed 2.5 bath elevated condo with rare find lower level garage & storage area. NEW ROOF 2025! This clean & inviting property is sold turnkey & features all new furnishings, spacious bedrooms, 2023 sliding glass door & screened in lanai, 2021 new PGT impact windows, & newer luxury coastal vinyl plank flooring. North Beach Village is a quiet community with mature landscaping & grounds are meticulously maintained. This community also has one of the lowest condo fees on AMI at $885/mo! Condo fee includes master flood policy, internet, cable, pest control, landscaping & heated community pool. This short term rental can be sold with future bookings for 2027. Close to shopping, dining & just a short walk to the free Anna Maria Island trolley stop! Close to world class medical & within 30 min to IMG sports academy. One hr or less to 3 major airports: Tampa International, Clearwater/St Pete or Sarasota/Bradenton!

6250 Holmes Boulevard Unit 24, Holmes Beach
6500 Flotilla Drive Unit 235, Holmes Beach
$599,000
2 Beds ⋅ 2 Baths ⋅ Westbay Point SubDv. ⋅ 34217 Zip Code
No Storm damage or flooding from hurricanes! Beautifully updated and fully furnished, this second-floor waterfront condo in Westbay Point & Moorings is one of the few units in the community to include both a DEEDED BOAT SLIP and a PRIVATE CARPORT. Enjoy your morning coffee or evening sunsets from the west-facing enclosed lanai overlooking the canal and your boat slip. The spacious floor plan offers two large bedrooms, each with its own private bath, along with generous closet space throughout. A separate utility closet on the screened front lanai includes the stackable washer and dryer and provides extra storage. Whether you enjoy fishing from the dock, taking your golf cart around the island, or heading out by boat for a day on the Intracoastal Waterway and Tampa Bay, this condo makes it easy to enjoy the Florida lifestyle. The updated interior features granite countertops, wood-look ceramic tile flooring, modern appliances, and quality finishes throughout. Remote-controlled electric hurricane shutters on the rear lanai and accordion shutters on the front provide added protection and peace of mind. West bay Point & Moorings is a well-maintained waterfront community with an on-site manager, low condo fees, and a quiet location in the heart of Holmes Beach. local parks, restaurants, and shopping. Whether you're looking for a full-time residence, a seasonal getaway, or an investment opportunity, this condo offers excellent flexibility. Rentals are permitted with a 30-day minimum, giving you the option to generate rental income when you're not enjoying it yourself!

6500 Flotilla Drive Unit 235, Holmes Beach
600 Manatee Avenue Unit 116, Holmes Beach
$439,000
2 Beds ⋅ 2 Baths ⋅ Westbay Cove SubDv. ⋅ 34217 Zip Code
OWNER VERY MOTIVATED!! West Bay Cove in Holmes Beach! This fully updated condo is being offered turnkey furnished, making it an ideal vacation getaway, income-producing rental, or full-time home in paradise. PICKLE BALL! The bright corner layout offers open, inviting living spaces and a peaceful setting overlooking the pool, creating the perfect spot to unwind after a day at the beach. Thoughtful updates throughout give the home a fresh, coastal feel that’s ready to enjoy from day one. Westbay Cove is a beautifully maintained waterfront community on the Intracoastal Waterway with stunning Tampa Bay views, lush tropical landscaping, two heated pools, and tennis court. Just a couple of blocks to the beach and close to the trolley line, pier, local dining, and shopping—with convenient on and off island access. Don’t miss your chance to own a slice of Anna Maria Island.Walk to Publix, Shopping, Dining and the Gulf!

600 Manatee Avenue Unit 116, Holmes Beach
5608 Gulf Drive Unit 104, Holmes Beach
$785,000
2 Beds ⋅ 2 Baths ⋅ Sun Plaza West SubDv. ⋅ 34217 Zip Code
ITS TIME TO Wake up to the sound of waves and endless Gulf views in this beautifully situated two-bedroom, two-bath condo directly on the Gulf of Mexico. Step outside and onto the coveted, sugar-soft sandy beaches that make this area so sought after—perfect for morning walks, sunset strolls, and carefree beach days. Inside, the condo features a newly renovated kitchen that’s both stylish and functional, ideal for entertaining or preparing meals after a day at the beach. The thoughtfully designed layout offers comfortable living spaces and bedrooms with excellent privacy, plus the convenience of an in-unit laundry facility for effortless everyday living. Additional highlights include downstairs storage, perfect for beach chairs and gear, along with underground parking for added peace of mind. Located just minutes from shopping, restaurants, and local dining favorites, this condo perfectly balances relaxed beachfront living with easy access to all the best the area has to offer. Whether you’re seeking a full-time residence, a vacation escape, or an investment opportunity, this Gulf-front condo delivers the coastal lifestyle everyone dreams of. Come live your Anna Maria Life.

5608 Gulf Drive Unit 104, Holmes Beach
6006 Gulf Drive Unit 214, Holmes Beach
$749,900
2 Beds ⋅ 2 Baths ⋅ Playa Encantada Condominium SubDv. ⋅ 34217 Zip Code
Set within the beachfront enclave of Playa Encantada, this beautifully maintained two-bedroom, two-bath residence offers an effortless coastal lifestyle just steps from the sand and the island trolley — placing the area's finest shops, restaurants, and attractions within easy reach. Inside, an open and light-filled layout creates an inviting sense of space. The kitchen is appointed with granite countertops, stainless steel appliances, and generous cabinetry, while the living and dining areas flow seamlessly onto a private balcony overlooking the heated pool — an ideal setting to take in the Gulf breezes and glimpses of the water beyond. Both bedrooms are generously sized, with the primary suite featuring a private en-suite bath. Residents enjoy a thoughtful collection of resort-style amenities, including a heated pool, tennis courts, shuffleboard, and private beach access. A flexible two-week minimum rental policy further enhances its appeal, offering an exceptional opportunity as a seasonal retreat or income-producing investment.

6006 Gulf Drive Unit 214, Holmes Beach
6400 Flotilla Drive Unit 15, Holmes Beach
$525,000
2 Beds ⋅ 2 Baths ⋅ Westbay Point SubDv. ⋅ 34217 Zip Code
Located in Westbay Point & Moorings on ANNA MARIA ISLAND, FULLY FURNISHED 2 bed 2 bath, 1 MILE from the BEACH. Front entrance opens into the shady SCREENED-IN LANAI, LAUNDRY is to the left with stackable WASHER/DRYER. Convenient STORAGE CLOSET/WORKSHOP to the right. Kitchen has a large pass through opening to the dinning room. Home provides a spacious living/dinning room combo. Both primary and guest bedrooms enjoy an en suite bathroom with tub/shower combo and abundant closet space. Enjoy the GLASSED IN FLORIDA ROOM or open the sliding glass doors to feel the breeze. RECENT UPDATES: ROOF, HVAC, WATER HEATER, and CARPET. Remote controlled ELECTRONIC HURRICANE SHUTTERS for extra protection. NEVER FLOODED, in FLOOD ZONE X. Located in WESTBAY POINT & MOORINGS, a waterfront community situated on a quiet bayfront setting on Anna Maria Island. Includes a private BOAT RAMP, BOAT DOCK that doubles as a fishing pier, 2 HEATED POOLS, SPA, TENNIS COURTS, KAYAK/PADDLEBOARD STORAGE and open parking. CONDO FEE INCLUDES: cable tv, high-speed internet, water, sewer, trash, ground maintenance, exterior maintenance, master insurance, pool, spa and more. Just a short walk to the CENTRAL PARK which features a DOG PARK, PICKLEBALL COURTS, SKATE PARK, BASKET BALL, BALL PARK, PLAYGROUND and OUT DOOR FITNESS CENTER. Minutes away from sandy beaches and sunshine, the entire island is GOLF CART FRIENDLY, making it easy to explore. CONDO FEE INCLUDES: water, sewer, trash, cable, internet, pest control, pool and amenities. Enjoy ANNA MARIA ISLAND and a cozy atmosphere with local bike shop, restaurants, shopping options, and multiple access points to the beach.

6400 Flotilla Drive Unit 15, Holmes Beach
6606 Holmes Boulevard Unit 3, Holmes Beach
$869,000
2 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Beautifully renovated two-bedroom, two-bathroom condo short distance to the beach. Everything in the condo is brand new, from the furnishings and kitchen appliances to the decorations on the walls. Kitchen with updated cabinets with soft close and solid granite countertops. Island with plenty of seating for entertaining. Sold as is with all brand new high-end furniture, flat-screen TVs with roku for unlimited entertainment options. It's ready for you to pack your bags and move in, or you can start renting it out and begin making money right away. This condo features a lovely semi-private courtyard that is perfect for entertaining guests at a dinner party or relaxing with a coffee in the morning. There is also a shared pool with a rock waterfall and plenty of space to lay out and soak up the sun. The property is currently a vacation rental with a proven rental history. The landscaping has been cleaned up and is ready for any personal touches you would like to add. The photos in MLS are from before the storms and do not reflect the changes that have been made. Furnishings, appliances, etc. have been replaced and are brand new. Due to property bookings the photos will be scheduled at a later date *** Price adjustment*** Major price drop recently made ** Buyers are motivated to sell** Bring your buyers on over and make an offer ***

6606 Holmes Boulevard Unit 3, Holmes Beach

How much is your home worth?

Get instant property value now!