Holmes Beach Florida Condominiums for Sale

2 Beds ⋅ 2 Baths ⋅ A4709054 MLS ⋅ Martinique South BLDG.

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

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

$125,000

TB8558546 MLS

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

238 85th Street Unit 20, Holmes Beach

Listing courtesy of RE/MAX REALTY UNLIMITED. 813-684-0016

$549,000

2 Beds ⋅ 2 Baths ⋅ TB8556754 MLS ⋅ 3100 BLDG.

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

3100 Gulf Drive Unit 2, Holmes Beach

Listing courtesy of KELLER WILLIAMS SOUTH TAMPA. murraycoleman@kw.com

600 Manatee Avenue Unit 144, Holmes Beach

$459,000

2 Beds ⋅ 2 Baths ⋅ A4708385 MLS ⋅ 144 BLDG.

Under contract-accepting backup offers. Check out the virtual video ! Discover your island retreat in Holmes Beach—an appealing option for a second home or an investment property with rental potential. Enjoy bay and pool views with the beach within walking distance and convenient access to shops, restaurants, and other Anna Maria Island attractions! Sold furnished. One of the larger west-facing ground level condo features a renovated kitchen and 2 updated bathrooms. Ceramic tile flooring throughout high-traffic areas, including the living room, dining room, kitchen, and bathrooms. The kitchen offers lots of custom white cabinetry with pull outs, granite countertops, and a raised breakfast bar area. Additional features include newer air conditioning and back hurricane-impact slider doors. Per the seller, the residence has experienced no damage or flooding from past hurricanes or storms. Relax on the front lanai with its six-foot privacy fence, or enjoy water and pool views from the back patio, which is open looking toward the pool and kayak area. Community amenities include multiple pools, pickleball areas, and an inviting social patio where neighbors gather and enjoy full bay views. The condo fee includes contributions to the escrow reserve fund, building exterior insurance, Flood insurance, internet, exterior building maintenance, grounds maintenance, pools and pool maintenance, recreational facilities, sewer, trash, and water. Whether you’re seeking a beach getaway or exploring rental income potential, this condo offers an inviting setting to enjoy island living. Sold Furnished with the exception of personal items.

600 Manatee Avenue Unit 144, Holmes Beach

Listing courtesy of RE/MAX ALLIANCE GROUP. 941-778-7777

$895,000

2 Beds ⋅ 2 Baths ⋅ A4708311 MLS ⋅ 215 BLDG.

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

Listing courtesy of RE/MAX ALLIANCE GROUP. 941-758-7777

5325 Marina Drive Unit 423, Holmes Beach

$350,000

2 Beds ⋅ 2 Baths ⋅ A4708624 MLS ⋅ Island Building BLDG.

“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

Listing courtesy of SATO REAL ESTATE INC.. 941-778-7200

$2,300,000

3 Beds ⋅ 2 Baths ⋅ A4708162 MLS ⋅ B BLDG.

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

Listing courtesy of RE/MAX ALLIANCE GROUP. 941-758-7777

$750,000

3 Beds ⋅ 2 Baths ⋅ A4707216 MLS ⋅ 3816 BLDG.

Under contract-accepting backup offers. Set in one of the most convenient locations in Holmes Beach, this three-level island residence features a private elevator connecting all three levels, making the home easy to navigate while still offering the separation and flexibility of a multi-level layout. Everyday essentials, shopping, dining, and the beach are all within easy reach. Located just behind Publix and nearby retail, and only a short distance from Manatee Public Beach, the setting makes it easy to enjoy island life without giving up everyday convenience. The property also offers strong seasonal rental appeal with a 30-day minimum rental period and 2027 season bookings already in place, creating an opportunity for buyers looking for both personal use and income potential. From the moment you arrive, the layout is designed to make island living practical. The ground level offers a 2-car tandem garage with additional storage, plenty of room for beach gear, bikes, or a golf cart, plus a flexible den and access to the outdoor patio area. Take the stairs or the private elevator up to the main living level, where travertine flooring carries through a bright and comfortable living and dining space. French doors open to a covered balcony, creating an easy spot for morning coffee, evening drinks, or simply enjoying the island air. The kitchen features solid wood cabinetry, stone countertops, stainless steel appliances, a pantry, and an eat-at peninsula that keeps the space open and functional for everyday living or entertaining. Also on this level are two additional rooms, one currently used as a flexible office/bedroom, along with a full guest bath, interior laundry, and extra storage. The layout can be returned to a true 3-bedroom configuration, giving future owners flexibility based on how they want to use the home. The entire top floor is dedicated to the primary suite, creating a private retreat away from the main living areas. French doors open to a covered balcony, while the oversized bedroom flows into a large en-suite bath with dual sinks, custom cabinetry, a walk-in shower, and a spacious walk-in closet. Additional storage near the elevator adds even more functionality to the upper level. Impact windows, a 2019 HVAC replacement, generous storage, garage parking, and additional parking across the street round out the practical side of the home. The community also offers a pool and mature landscaping, making it easy to enjoy time at home when you’re not at the beach. Whether you’re looking for a seasonal escape, full-time Holmes Beach residence, or an investment property with future bookings already secured, this home offers the combination buyers are looking for: location, elevator access, flexibility, rental potential, garage parking, and easy proximity to the beach and everyday conveniences.

3816 6th Avenue Unit 3816, Holmes Beach

Listing courtesy of KW COASTAL LIVING III. murraycoleman@kw.com

$709,000

2 Beds ⋅ 2 Baths ⋅ A4707302 MLS ⋅ Martinique South BLDG.

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

Listing courtesy of DUNCAN REAL ESTATE, INC.. 941-779-0304

5325 Marina Drive Unit 133, Holmes Beach

$650,000

2 Beds ⋅ 2 Baths ⋅ A4706140 MLS ⋅ Lodge BLDG.

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

Listing courtesy of SARABAY REAL ESTATE INC. 941-355-7696

5325 Marina Drive Unit 131, Holmes Beach

$650,000

2 Beds ⋅ 2 Baths ⋅ A4706139 MLS ⋅ Lodge BLDG.

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

Listing courtesy of SARABAY REAL ESTATE INC. 941-355-7696

600 Manatee Avenue Unit 226, Holmes Beach

$369,000

1 Beds ⋅ 1 Baths ⋅ A4705033 MLS ⋅ Westbay Cove I #226 BLDG.

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

Listing courtesy of SALTY MERMAID REAL ESTATE LLC. 941-224-3304

$450,000

2 Beds ⋅ 2 Baths ⋅ A4704522 MLS ⋅ 3705 BLDG.

BEST VALUE! 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

Listing courtesy of RE/MAX ALLIANCE GROUP. 941-778-7777

$5,250,000

4 Beds ⋅ 4 Baths ⋅ A4703507 MLS ⋅ 106 BLDG.

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

Listing courtesy of EXP REALTY LLC. 888-883-8509

6250 Holmes Boulevard Unit 24, Holmes Beach

$800,000

2 Beds ⋅ 3 Baths ⋅ A4701776 MLS ⋅ 24 BLDG.

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

Listing courtesy of KELLER WILLIAMS ON THE WATER. 941-729-7400

$599,000

2 Beds ⋅ 2 Baths ⋅ A4700759 MLS ⋅ Unit A Bev's Paradise BLDG.

Canal-Front Investment Opportunity! Contractors, investors, and renovators—don't miss this exceptional waterfront opportunity in Holmes Beach! This 2-bedroom, 2-bath canal-front half duplex is ready for its next chapter and offers tremendous upside in one of Anna Maria Island's most sought-after locations. Situated on a deep-water canal with direct access to open water and no bridges, this property is a boater's dream and is located just a few short blocks from the pristine Gulf beaches. Whether you're looking to renovate and resell, create a high-end vacation retreat, or build long-term equity, the location alone makes this property a standout investment. Following storm damage, the drywall has been removed approximately four feet from the floor, allowing the new owner to begin renovations without the expense of demolition. The property is ready to be rebuilt and customized to your vision. Both bedrooms have ensuite bathrooms with updated showers and walk in closets. The back bedroom has a nice canal view. Major improvements already completed include: Re-pipe entire unit (2020) Replacement of high-end 205mph rated impact windows and sliding doors (2020) Carrier 2-ton Coastal Series A/C system (2022) Shingle roof replaced (2012) Flat roof replaced (2024) Seawall cap replaced (2011) Waterfront properties with bridge-free boating access and this level of renovation potential are becoming increasingly difficult to find on Anna Maria Island. Bring your contractor, your imagination, and your plans to transform this diamond in the rough into an exceptional island property. Being sold As-Is. An outstanding opportunity for cash buyers, investors, builders, or anyone looking to create significant value in a prime Holmes Beach waterfront location.

420 63rd Street Unit 420A, Holmes Beach

Listing courtesy of FRAN MAXON REAL ESTATE. 941-778-2307

6500 Flotilla Drive Unit 235, Holmes Beach

$599,000

2 Beds ⋅ 2 Baths ⋅ A4699795 MLS ⋅ 23 BLDG.

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

Listing courtesy of BOYD REALTY. broker@boydrealty.com

$369,000

1 Beds ⋅ 1 Baths ⋅ TB8524006 MLS ⋅ The Palms Condo BLDG.

*Vintage income producing elevated corner unit on Anna Maria Island. Vacation rentals approved* Discover the perfect blend of beach lifestyle and investment potential ideally located just a short stroll from the sugar-sand beaches of Anna Maria Island. Whether you're searching for a personal island escape, an income-producing vacation rental, or the flexibility to enjoy both, this property checks all the boxes with 7-day minimum rentals permitted. One of the standout features is the rare private covered garage, offering plenty of space for your vehicles, golf carts, bikes, beach gear, and additional storage, an amenity that's increasingly hard to find on the island. The association fee includes water, sewer, trash, exterior insurance, exterior maintenance, and reserves, making ownership simple and predictable with electricity as the only separate utility. Leave the car behind and enjoy one of the Island's most walkable locations, with the beach, restaurants, shopping, grocery store, and local bars just moments away. Clean, well maintained, and ready to enjoy from day one, this is an outstanding opportunity to own a piece of Anna Maria Island at an attractive price point with the income flexibility today's buyers are looking for.

315 58th Street Unit D, Holmes Beach

Listing courtesy of EXP REALTY LLC. 888-883-8509

600 Manatee Avenue Unit 116, Holmes Beach

$439,000

2 Beds ⋅ 2 Baths ⋅ A4683381 MLS ⋅ Westbay Cove BLDG.

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

Listing courtesy of BOYD REALTY. broker@boydrealty.com

600 Manatee Avenue Unit 145, Holmes Beach

$475,000

2 Beds ⋅ 2 Baths ⋅ A4685147 MLS ⋅ 15 BLDG.

New price you can't pass up! This building is built up and never flooded in the 2024 storms. First-floor corner unit with amazing bay views in the waterfront community of Westbay Cove on Anna Maria Island. This 2 bedroom, 2 bathroom condo offers a bright, functional layout with abundant natural light and peaceful views of the bay. The kitchen features custom cabinetry, tile backsplash, and newer appliances, and opens to the main living area and enclosed Florida room. The Florida room adds additional living space and is the perfect place to enjoy morning coffee while taking in the bay breezes and sunrise skies. The primary suite includes a walk-in closet, private sliding-door access to the Florida room, and an updated en suite bath with a quartz vanity and tile flooring. The guest bedroom is generously sized with dual closets and an ensuite bathroom featuring quartz countertops and a custom tiled shower. The guest bedroom also has private access to the screened front lanai. Additional features include hurricane-rated windows (sliders are not hurricane-rated), updated flooring, and a new stackable washer and dryer in the screened front lanai. The unit is being sold turnkey furnished, making it move-in ready for seasonal use, full-time living, or investment. Westbay Cove is a well-maintained bayfront community on Anna Maria Island offering two pools and beautifully landscaped waterfront grounds. Located just minutes from Anna Maria Island beaches, restaurants, and shopping.

600 Manatee Avenue Unit 145, Holmes Beach

Listing courtesy of DUNCAN REAL ESTATE, INC.. 941-779-0304

$785,000

2 Beds ⋅ 2 Baths ⋅ A4679030 MLS ⋅ 5608 BLDG.

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

Listing courtesy of ANNA MARIA LIFE REAL ESTATE. 941-405-7657

$749,900

2 Beds ⋅ 2 Baths ⋅ A4678332 MLS ⋅ Playa Encantada BLDG.

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

Listing courtesy of DUNCAN REAL ESTATE, INC.. 941-779-0304

6400 Flotilla Drive Unit 15, Holmes Beach

$525,000

2 Beds ⋅ 2 Baths ⋅ TB8439383 MLS ⋅ 15 BLDG.

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

Listing courtesy of SANTANA AND COMPANY REAL ESTATE. 941-226-9664

$750,000

2 Beds ⋅ 2 Baths ⋅ 2025018337 MLS

Experience true beachfront living in this stunning corner-unit penthouse overlooking the turquoise waters of the Gulf of Mexico. Floor-to-ceiling glass walls showcase endless ocean views and fill the home with natural light. This beautifully updated condo features two spacious bedrooms and two full baths, along with a modern, coastal, fully equipped kitchen — perfect for entertaining or relaxing after a day on the sand. Located right on the beach in the heart of Holmes Beach on Anna Maria Island, you’ll be just steps from top-rated restaurants, lively bars, boutique shops, and island entertainment. Own a piece of paradise where every day feels like a vacation — it doesn’t get better than this!

5200 Gulf Drive Unit 604, Holmes Beach

Courtesy of John R. Wood Properties

Selling Office: .

6606 Holmes Boulevard Unit 3, Holmes Beach

$869,000

2 Beds ⋅ 2 Baths ⋅ A4639824 MLS ⋅ 3 BLDG.

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

Listing courtesy of ISLAND REAL ESTATE-ANNA MARIA. 941-778-6066

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