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Holmes Beach House Rentals

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    Travellers to Holmes Beach are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    293 Matching Rentals in Holmes BeachView all 589 rentals
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Jo-Joes Beach Place1 / 24
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    REDUCED TO $179 NIGHTLY -SLEEPS 6 PRIVATE POOL/SPA1 / 17
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    About this property
    Welcome to On Island Time; a stunning, entirely new luxury rental home only 3 minutes' walk from the powdery white sand beaches and Gulf of Mexico. With its own private heated salt water pool with spa, 3 bedrooms and 2 bathrooms this is the epitome of luxury. Everything is brand new!!! 3 flat...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    About this property
    This beach house is "A Shore Thing" for creating fantastic vacation memories. This newly furnished ground level home is decorated in coastal living motif and has no stairs to climb. The open floor plan is ideal for one or two families to have a fantastic vacation. The living room, Florida room...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    ISLAND GIRL WEST1 / 36
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    COMPLETELY REMODELED 2 bedroom/ 2 bath duplex unit. Tastefully furnished and decorated, you will feel right at home. A plush King bed in one bedroom and queen bed in the other. It's just over a block to the beach, and a block to the free Island trolley! Elevated, with one car garage underneath...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Key Lime Cottage East, 3 bedroom 2 bath new duplex with private heated pool.  Sleeps up to 6. Key Lime Cottage East welcomes you to this recently re-done and updated island duplex. Just steps from the Gulf of Mexico and the pure white sandy beaches of Anna Maria Island. All new furniture and...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Anna Maria Island's Castnetter Beach Resort 6, located at 4102 4th Avenue in Holmes Beach is a delightful island locale located directly across the street from the seven acre Manatee Public Beach and the Gulf of Mexico. This beautiful and totally renovated two bedroom unit with two full baths...
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    Holmes Beach, Anna Maria Island 34218
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Stunning 6 Bed 5 Bath Heated Pool Spa Water Slide1 / 46
    (1)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    OCEAN VIEW is a brand new construction home that features 6 bedrooms and 5.5 bathrooms and a fantastic location-just a 1 minute stroll to the White sandy beaches at the 65th st access! This lovely property offers a private heated pool with a spa, water slide and grotto. The backyard is an oasis...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 Bedroom, 2 Bath (sleeps 6) - 'Almost Heaven' - 205 72nd Street, Holmes Beach Welcome to Almost Heaven! A charming single family pool home which is a very short stroll to the beautiful gulf beaches. This tropical 3 bedroom and 2 bath beach vacation rental cottage is completely renovated with...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    While Anna Maria Island is a place that you can go barefoot about twenty two hours of the day, we still don’t like to skip on luxury.  (2) Bedrooms, (1) Bath, accommodates up to (4) people: 1 King, 2 Twins. Blue Wave Villas are cozy, comfortable, and above all, classy, making this a dream vacation...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Fantastic private 'Coastal Cottage' vacation home just a few houses to the white sandy beaches of Anna Maria Island and the Gulf of Mexico. Enjoy the large heated pool with large tiki umbrella in pool bar area all in a tropical paradise setting! Enjoy the feel of this cottage for your next holiday...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Elegant and comfortable, Anna Maria Island vacation rental home “Neolinda” is the luxurious vacation destination you’ve been dreaming of! This stylishly decorated 3 bedroom, 2 bathroom vacation rental home accommodates up to 6 guests with 1 king bed, 1 queen bed and a twin bunk bed. This newly...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    • Private Outdoor Pool (Heated)
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    This brand new Stunning 3 bedroom 3.5 bathroom + den . This home is ideally located just down the street from the white sand beaches, restaurants and shops. After a day of fun in the sun relax by the heated pool in your own backyard oasis. This house has every luxury you could want, Flat screen...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    The Captains House welcomes you! Living at the beach is like living anywhere else except it's BETTER in almost every way imaginable! Experience it for yourself in all the comfort of a hotel combined with the personality of this charming single family home. With room for up to six people, you can...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Welcome to Seaglass!! This home was completely remodelled from the ground up, so everything is new. The designer decor is sophisticated, yet fun and perfect for the island atmosphere.  The new kitchen with granite counters, and beautiful stainless steel appliances is equipped with indoor and...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    8 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    Enjoy these new elevated vacation rental homes with two private lagoon style pools and lush tropical plants about two blocks to the beach in Holmes Beach. Fashionably yet comfortably decorated living rooms offers big comfy furniture centered around a new 50' flat screen TV with DVD/BluRay player...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 16
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
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    About this property
    Island life is simpler and slower than life anywhere else in the world. It's just hard to get too worked up about anything when you're living life with salty, gulf coast waves crashing in the distance and a seagull song overhead. Get into that mellow frame of mind, by spending your next Anna Maria...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    “Salt Shack” is an adorable 3 bedroom 2 bathroom Anna Maria Island vacation rental home spacious enough for up to 7 guests. This ground level duplex in Holmes Beach has everything you need for a luxurious island vacation in a great location. Offering 1 king bed, 1 queen bed, 2 twin beds & full...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Beautiful light, bright and beachy relaxing seasonal rental. (4) Bedroom, (4) Bathroom, accomodates up to (8) people: 2 Kings, 1 Queen, 2 Twins. Private heated pool with spa, free wireless, sorry no pets allowed, less than two blocks to the beach. Know what it really means to have the world as...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Sprawling single family home with private pool and spa1 / 20
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Ideally located this 5 bedroom 4 bathroom is the prefect vacation home for any large family or multi family get away. With an open floor plan there is plenty of sitting room for everyone to hang out together and yet with the 5 bedrooms and a separate sitting area there is always somewhere quiet...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    The Bollinger Duplex, Side B is a ground level one bedroom, one bath duplex located at 6909 Gulf Drive, in the preferred northern area of Holmes Beach. It only one-half block to a beautiful beach where you can stroll from one end of Anna Maria Island to the next! This ground level unit is newly...
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    Holmes Beach, Anna Maria Island 34218
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    'Flip Flops Forever' welcomes you to this recently re-done and updated island home. Just steps from the Gulf of Mexico and the pure white sandy beaches of Anna Maria Island. All new furniture and custom touches throughout make your stay a pleasant and peaceful one. This five bedroom three bathroom...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Spend your Anna Maria Island vacation in five star luxury when you visit “Fernweh”. This new Holmes Beach vacation rental offers both a stylish and relaxing destination for up to eight guests. If you experience wanderlust “Fernweh” is truly the place for you with a fabulous location, gorgeous...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Anna Cabana Bungalow #1 located at 3711 4th Avenue in Holmes Beach is in a ground level five unit complex that’s fun and affordable. It adjoins three other of the Cabana Bungalow units and is next door to the Cabana Beach House. With the numerous room configurations this is a perfect complex for...
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    Holmes Beach, Anna Maria Island 34218
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    2 Bedroom, 2 Bath (sleeps 6) - 202 78th Street - Holmes Beach A perfect beach is one where all you need is a bottle of sunscreen and a towel. All you need to relax is somewhere beautiful to get away from your stressors. (2) Bedrooms plus loft, (2) Bath, accommodates up to (6) people: 1 King, 1...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Anna Cabana Bungalow #3 located at 3711 4th Avenue in Holmes Beach is in a ground level five unit complex that’s fun and affordable. It adjoins three other of the Cabana Bungalow units and is next door to the Cabana Beach House. With the numerous room configurations this is a perfect complex for...
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    Holmes Beach, Anna Maria Island 34218
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    \Three bedroom, two bath totally redone home with gorgeously landscaped backyard and heated pool! Only houses to the Gulf of Mexico and a beautiful white sand stretch of beach! This home has been updated with Mexican tile, granite countertops, and stainless kitchen! King-sized master bedroom,...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Welcome to Turtle Nest just a short walk to the Gulf of Mexico and the sugar sand beaches of Holmes Beach. This vacation rental duplex has everything to offer with two bedrooms, kitchen, 2 bathrooms ,TV's in each room and all the comforts of home.The cozy decor is tasteful, fun and perfect for the...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Beautifully renovated tropical paradise for your holiday getaway.Private heated pool, free wireless internet, pet friendly (up to 25lbs) with fee, less than two blocks from the beach. Appletini is an all new beautifully renovated duplex only a short 5 minute walk to the beach. This property...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Seabreeze Villa is a fabulous home for your vacation on Anna Maria Island. This beautiful Mediterranean designed home is located in central Holmes Beach, and is within walking distance of shopping, restaurants, and the white sand beach! This spacious home is equipped with a fantastic kitchen,...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Welcome to Sunset Glow - a Brand New vacation home in our rental program! Live the life of luxury right in the heart of Anna Maria Island. This home was designed from the ground up to inspire the ultimate family vacation. Sunset Glow's light and coastal themed architecture makes for a truly relaxed...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Welcome to Blue Lagoon!  This complex has one of the best community pools on the island!  Large, tropical pool with a 10' waterfall right outside your back door! The lovely upgraded kitchen offer granite countertops, stainless appliances and ample counter space for prepare meals or just hanging...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    Anna Cabana Bungalow #2 located at 3711 4th Avenue in Holmes Beach is in a ground level five unit complex that’s fun and affordable. It adjoins three other of the Cabana Bungalow units and is next door to the Cabana Beach House. With the numerous room configurations this is a perfect complex for...
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    Holmes Beach, Anna Maria Island 34218
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    SIMPLY CHIC1 / 38
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
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    About this property
    Beautiful, Brand New, Ground Level 4 bedroom/3 bath home, just a short block to the beach. Beautiful back yard with Heated Pool surrounded by a large paver deck and beautiful outdoor dining and gas grill area by pool. Open Living/Family/Dining Room area for everyone to gather, and attention to...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    On Anna Maria Island, the Mediterranean design of Beach Escape promises you exactly the same enjoyment. This home is just the sort of place where relaxing will become second nature, and enjoying the company of family and friends is made so easy. (3) Bedroom, (3) Bath, accommodates up to (6): 2...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Enjoy your own slice of island life with a week at 25 Seaside Court!  (2) Bedrooms, (2) Bathrooms, accommodates up to (4) guests. 1 Queen, 2 Twins. Highspeed internet, pets welcome with fee, bay front location with boat access, not far from the beach. Located in a quiet but vibrant neighborhood...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
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    Enjoy this new elevated vacation rental home, (4) Bedroom, (3.5) Bath, accommodates to (8) people: (2) Kings, (1) Queen, (2) Twin Bunks, (1) Queen Sleeper Sofa. Private lagoon style pool with lush tropical plants about two blocks to the beach in Holmes Beach. Fashionably yet comfortably decorated...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Cory’s Coastal Cottage, located at 2703 Gulf Drive in Holmes Beach is an Old Florida Cottage and is steps to the emerald green waters of the Gulf of Mexico. This cottage has a screened in patio overlooking the lush, tropical backyard. It is a cute and cozy Holmes Beach vacation retreat. The...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Shore Leave is a 1 bedroom, 1 bath private cottage located on the West side of Gulf Drive just across the street from the beach. It has a large backyard, refinished tarazzo floors, and some new furnishings. Amenities Include: Small kitchen, dishes, cook ware, utensils, microwave, toaster,coffee...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Enjoy a laid back tropical paradise vacation when you visit Anna Maria Island vacation rental “Catchin’ Rays”. Just a short block to Gulf of Mexico beaches, “Catchin’ Rays” is the perfect beach vacation destination for up to eight guests. This easy going home offers everything you and your...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Holmes Beach vacation rental “Rest Assured” is a fun tropical inspired ground level home comfortably accommodating up to 8 vacationers. Located in beautiful Holmes Beach, “Rest Assured” has 3 bedrooms, a den and 2.5 bathrooms with 2 King beds, 1 Queen bed and 2 twins in the den. Tastefully designed...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    On Anna Maria Island, you hear a lot about visitors experiencing love at first sunset. By the time sun is setting on your first day, most people are hooked. But when you pull up the east side of this elevated vacation home at 131 White Ave, it might be good old fashioned love at first sight....
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Have some fun entertaining friends under the covered patio next to the refreshing pool. Brand new 5 bedroom 4 bathroom vacation home in Holmes Beach, just steps from the beach with fantastic Gulf views. This home is the perfect beach getaway  with everything you could want while enjoying Anna...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    The Valhalla located at 3216 Gulf Drive in Holmes is a wonderful five bedroom, three bath Gulf front duplex on a secluded beach. While the Valhalla is tucked away in a quiet area, it is within walking distance to shopping and restaurants. The location is perfect! Each unit features a large...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 13
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    The Tiki, located at 3214 Gulf Drive in Holmes Beach is a spectacular three bedroom, two bath home directly on the emerald waters of the Gulf of Mexico. While the Tiki is located in a very quiet area on a secluded beach area, it is within a five minute walk to shopping and restaurants. Recent...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
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    Gulf Sound is a gulf side, ground level tri-plex located at 2814 Gulf Drive in the southern end of Holmes Beach. This two bedroom one bath unit is fully equipped with everything you need for your stay. Each unit has been updated and is comfortably furnished. It's quiet, yet close to shopping,...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Aqua Maria1 / 21
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    Located in Holmes Beach on Florida's beautiful Anna Maria Island, Aqua Maria is just steps to the beach. Newly decorated and updated, this two bedroom, two bath vacation rental is inviting and relaxing. Gorgeous furnishings from The Pamaro Shop gives this vacation rental an incredible beachy feel....
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    The Anna Cabana Resort, located at 3711 4th Avenue in Holmes Beach consists of four units, all located less than one block to the beach. All four units have been are decorated in a festive, tropical decor. There is also an onsite laundry room for provided for your use. A brand new heated pool has...
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    Holmes Beach, Anna Maria Island 34218
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 18
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    4 Bedroom, 3.5 Bath (Sleeps 8) - “Mango Tango” - 145 50th Street in Holmes Beach. Experience a tropical memory maker vacation of a lifetime when you visit “Mango Tango”! This four bedroom home accommodating up to 8 guests is a lovely place to unwind with family and friends on tropical Anna Maria...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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