Holmes Beach Homes with Pool Community Features

Holmes Beach Homes with Pool Community Features

Welcome to Holmes Beach, a charming slice of paradise nestled on Anna Maria Island in Manatee County, Florida. Known for its stunning white-sand beaches, crystal-clear waters, and laid-back island vibe, Holmes Beach is the perfect destination for those seeking a tranquil coastal lifestyle. With a population of just over 4,000 residents, this quaint community offers a tight-knit atmosphere while providing easy access to all the amenities you could desire.

When it comes to real estate, Holmes Beach is a haven for homebuyers looking for properties that blend comfort and luxury. Many homes in this picturesque area boast private pools, offering the perfect oasis for relaxation and recreation. Imagine basking in the Florida sunshine, sipping your favorite beverage by the poolside, or hosting unforgettable gatherings with friends and family in your backyard retreat.

In addition to the allure of homes with pool community features, residents of Holmes Beach enjoy a plethora of outdoor activities. From leisurely strolls along the beach to thrilling water sports, there’s something for everyone. The local dining scene is equally enticing, with a variety of restaurants serving fresh seafood and delicious island fare.

Holmes Beach is also conveniently located near shopping, parks, and cultural attractions, making it an ideal spot for families, retirees, and anyone seeking a vibrant lifestyle. Whether you're looking for a vacation home or a permanent residence, Holmes Beach offers a unique blend of relaxation and adventure, making it a true gem in the heart of Florida. Come experience the beauty and charm of this coastal community today!

Newest Holmes Beach Homes with Pool Community Features

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

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

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

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

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

2 Beds ⋅ 2 Baths ⋅ N6143360 MLS ⋅ 5400 BLDG.

BEACHFRONT PROPERTY…...…..... OPEN TO SELLER FINANCING........FULLY FURNISHED........... BUILDING NEVER FLOODED………FULLY RENOVATED…….IMPACT WINDOWS…….........BREATHTAKING OCEAN AND BEACH VIEWS……….HOA PAYS EVERYTHING BUT ELECTRIC……………. Rarely does a beachfront opportunity like this come along. In a community where properties seldom hit the market, this residence stands out as one of the most desirable—MERE STEPS FROM THE SAND, overlooking the Gulf, and located in a building that has never flooded. With only 44 residences in the entire community and fewer than a dozen offering water views like this, opportunities here are incredibly limited. From the moment you step into the living room, your eyes are drawn to the sparkling blue water of the Gulf, reminding you that the beach is not just nearby… it’s part of your everyday life. Walk outside and within moments your feet are in the sand, or spend the afternoon relaxing beside the beautiful community pool just steps from your door. The community itself reflects a level of pride that is immediately noticeable, with beautifully maintained tropical landscaping and grounds that create a true island retreat the moment you arrive. Inside, the home has been fully renovated with thoughtful custom design and a bright open-concept layout, creating a space that feels both refined and relaxed. A custom kitchen anchors the living area, complemented by high-end finishes, California Closets custom storage, and impact windows throughout that bring in natural light while offering protection and efficiency. Being sold fully furnished, the next owner can simply arrive with a suitcase and immediately begin living the island dream—sunrise walks along the Gulf, evenings watching the sunset paint the water, and weekends filled with friends, family, and ocean breezes. With the HOA covering nearly everything except electricity, ownership here is refreshingly simple. Combined with the rare availability in this community and the possibility of seller financing, this is more than just a condo—it’s an opportunity to own a piece of Holmes Beach paradise that very few ever get the chance to call their own.

5400 Gulf Drive Unit 32, Holmes Beach

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

4 Beds ⋅ 4 Baths ⋅ A4683720 MLS

Nestled at one of the highest elevations on Anna Maria Island, this exceptional coastal retreat is located in the highly sought-after North Point Harbour community of Holmes Beach. Built in 2012 with hurricane-rated windows and doors, the home offers both refined elegance and peace of mind, perfectly blending luxury with the relaxed sophistication of island living. A cheerful front porch welcomes you inside, setting the tone for the warmth and charm found throughout. Soaring ceilings and gleaming marble floors create a light, airy ambiance, while coastal architectural details — including multiple porches and charming balconettes — add character and dimension to the design. The beautifully appointed living room is flooded with natural sunlight through two sets of French doors that frame tranquil canal views stretching toward Bimini Bay. These doors open to capture sunny mornings and breathtaking evening sunsets, seamlessly blending indoor and outdoor living. The open floor plan flows effortlessly into the dining and kitchen areas, creating an ideal setting for intimate family meals or hosting guests with ease. The spacious first-floor primary suite serves as a peaceful sanctuary, complete with a lovely ensuite bath and a private deck — perfect for quiet evenings under the coastal sky. Two additional bedrooms are also located on the first floor, including a second ensuite bedroom and a third bedroom with its own bath, offering comfort and privacy for family and visitors alike. Even everyday tasks feel elevated in the expansive and beautifully designed laundry and utility room, conveniently located off the kitchen and garage — a space so thoughtfully appointed it hardly feels like a utility area. The entire second floor is dedicated to a spectacular private suite. This luxurious retreat features two charming balconettes, a large walk-in closet, a spa-like ensuite bath with dual sinks, and a separate office or sitting room — an ideal haven for guests or multi-generational living. Outdoors, boating enthusiasts will appreciate the impressive 20,000-pound boat lift and expansive wraparound dock situated on a short, deep-water canal. With direct access through Bimini Bay to Tampa Bay, the Gulf of Mexico, and the Intracoastal Waterway, this property offers effortless navigation to some of Florida’s most beautiful waters. Life in North Point Harbour is as enriching as it is relaxing. Spend mornings at the nearby Key Royale Golf Club for an early tee time, afternoons joining friends at the community pool or enjoying a friendly match on the tennis courts or padel, and evenings cruising from your private dock into Bimini Bay as the sun melts into the horizon. Here, everyday flows seamlessly from recreation to relaxation, creating a true island lifestyle defined by beauty, convenience, and connection to the water. This extraordinary North Point Harbour residence embodies the very best of elevated coastal living — where thoughtful design, superior craftsmanship, and an unparalleled waterfront location come together to create a truly remarkable island home.

605 N Point Drive, Holmes Beach

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

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

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

2 Beds ⋅ 2 Baths ⋅ A4657522 MLS ⋅ C BLDG.

One or more photo(s) has been virtually staged. NEW ROOF installed in 2025! Welcome to this remodeled and elevated 2-bedroom, 2-bathroom end-unit condo with a flex room at Island Village in Holmes Beach. Perfectly located just one block from the pristine sands of Anna Maria Island. This bright and airy condo has been thoughtfully updated, featuring a clean, modern aesthetic. It includes two dedicated parking spaces under building and includes a storage room. The interior has been freshly painted and new tile floors installed in the kitchen and flex room. One of the upgrades is the enclosed flex room with a closet, now fully under air with the recent extension of the A/C system. This versatile bonus room features a large closet and offers endless possibilities for use. Use it as a sunroom, a comfortable home office or a cozy retreat that effortlessly adapts to your lifestyle needs. This sun-filled retreat is enhanced with sliding glass doors and Phifer weave sunscreen shades, offering views of the lush, park-like surroundings. The kitchen is designed with both style and functionality in mind, featuring durable Corian countertops, a breakfast bar, a Whirlpool full-size stainless-steel refrigerator and freezer, and custom Kitchen Craftmade Cabinetry. The primary bedroom includes sliding glass doors that open to the air-conditioned flex room, a large walk-in closet, and an en-suite bathroom with a walk-in shower. The second bedroom offers another ensuite bath, making it ideal for guests or family members. A dedicated laundry room with a full-size washer and dryer adds everyday convenience. Recent updates include a NEW ROOF in 2025, an upgraded electric meter in 2024, and refreshed exterior paint completed in 2021. The condo also includes an osmosis water filtration system. This condo is part of Island Village condominiums, a well-maintained, maintenance-free community where the HOA covers cable TV, internet, water, sewer, trash, insurance, and upkeep of the grounds, exterior, community pools, and tennis courts. Residents enjoy access to two heated pools and two tennis/pickleball courts, offering ample recreational opportunities year-round. Owners are permitted to rent their condo up to three times yearly, with a minimum rental period of one month. Located only two blocks to direct beach access, this condo is ideally positioned within easy access to over 20 public beach access points, 12 parks, popular restaurants, and local shops. Don’t miss this rare opportunity to own a beautifully updated condo in one of Anna Maria Island’s most desirable communities. Schedule your tour today and experience the relaxed, tropical lifestyle of Island Village. Be sure and check out the 3D walkthrough and floor plan for this lovely condo in Island Village.

4255 Gulf Drive Unit 116, Holmes Beach

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