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House Rentals in Anna Maria Island, FL

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    All 691 Rentals in Anna Maria Island
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    Travellers to Anna Maria Island are booking July dates now. Secure your vacation rental today, and have the perfect trip.
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    1 / 22
    Holmes Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    $229
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    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    $187
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    1 / 28
    Holmes Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    Bradenton Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    Direct Beach Front Sandcastle Condominium Unit # 6 200 Gulf Dr. south Unit # 6 Bradenton Beach, FL 34217 The Direct Beachfront has spectacular million dollar views out over the Gulf of Mexico. This really beautiful, direct beachfront condo has 3 bedrooms, 2 bathrooms and directly overlooks the... View all property information
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    Bradenton Beach, Anna Maria Island 34217
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    $112
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    1 / 22
    Holmes Beach
    5 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Satellite TV
    • Fireplace
    • Washer
    • Deck
    • Internet Access
    • Air Conditioning
    • Water Views
    • Waterfront
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • x
    • ?
    About this property
    Gulf Sound is a gulf side, ground level tri-plex located at 2814 Gulf Drive in the southern end of Holmes Beach. This five bedroom, three bath property 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... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    1 / 30
    Anna Maria
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Washer
    • Water Views
    • DVD Player
    • Private Outdoor...
    • Air Conditioning
    • Dryer
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    • Deck
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Newly Remodeled 3 Bedroom/3 Bath with Queen Master, Queen 2nd Bedroom, and Twin Bunk Bed with Twin Trundle. New Pool and landscape, with a quiet canalfront setting. Located on a quiet dead end street, close to the trolley, the beach, the city pier, and walking distance to Anna Maria shops and... View all property information
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    Anna Maria, Anna Maria Island 34216
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    1 / 19
    Holmes Beach
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • x
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    About this property
    Island Retreat 4805 2nd Avenue Holmes Beach, FL 34217 Key West meets Anna Maria Island in a dream vacation home. Island Retreat combines the best of both worlds, oozing a traditional south Florida style outside, with shaded balconies and intricate wooden architecture, with unrivalled, modern... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    1 / 21
    Anna Maria
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Child-friendly
    • x
    • x
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    About this property
    The Beach House 9308 Gulf Drive Anna Maria, Fl. 34216 Totally updated 3 bedroom 2.5 bath elevated home just six houses from the Gulf of Mexico. French doors and sliders open to your covered wrap-around porches. Listen to the sounds of rustling palms and embrace the gentle gulf breezes while... View all property information
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    Anna Maria, Anna Maria Island 34216
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    $288
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    1 / 25
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Internet Access
    • Patio
    • Satellite TV
    • Refrigerator
    • Private Outdoor...
    • Grill
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    3 Bedroom/2 Bath Villa, with its own Backyard, PRIVATE Heated pool, and only 75 yards to the beach! Beautiful new granite countertops, stainless appliances, and tile throughout. King Master bedroom with TV, Queen Bedroom w/ TV, Full/Twin bunk in the third bedroom with TV, and a full size Sleeper... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $369
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    1 / 19
    Holmes Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Dryer
    • Internet Access
    • DVD Player
    • Garage
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Newly built and beautiful is this professionally decorated 3 bedroom/3 bath home with private heated pool, swim-up tiki bar, and stone-scaped waterfall! Amazingly appointed with designer finishes throughout to the 'Island-tune' of travertine, custom hardwood floors, wainscoted walls, vaulted... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $374
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    1 / 30
    Holmes Beach
    5 Bedrooms / 4 Bathrooms / Sleeps 12
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    • Pet-friendly
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    • Child-friendly
    • x
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    About this property
    Bayfront Paradise 238 South Harbor Dr. Holmes Beach, Fl 34217 Bayfront Paradise is an absolutely stunning custom luxury home that is tucked away on a quiet residential street with the most amazing Bay views. As soon as you enter the property you are immediately immersed in the relaxing isle... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $294
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    1 / 18
    Anna Maria
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Grill
    • Washer
    • Private Outdoor...
    • Deck
    • Internet Access
    • Satellite TV
    • Dryer
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beachcombers is a spacious 3 bedroom/2 bath home with all of the 'Old Florida Charm' you could ask for. Situated on Spring Avenue, just a couple of blocks to the Gulf of Mexico on Anna Maria's beautiful north end! Easy walking distance to many shops, restaurants, the Anna Maria City Pier and a... View all property information
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    Anna Maria, Anna Maria Island 34216
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    $196
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    1 / 24
    Anna Maria
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Patio
    • Air Conditioning
    • Deck
    • Fireplace
    • DVD Player
    • Satellite TV
    • Washer
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Grab your flip flops and your bathing suit for your fabulous vacation in this well-appointed Anna Maria home! Cook's Cove is located just steps away from the beautiful, white sand beaches of Anna Maria Island and the azure water of the Gulf of Mexico. Both elderly- and family-friendly, this... View all property information
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    Anna Maria, Anna Maria Island 34216
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    $212
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    1 / 16
    Holmes Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Pet-friendly
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    • Child-friendly
    • x
    • x
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    • x
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    About this property
    Sea Place 215 66th St. Holmes Beach, Fl. 34217 WOW- look at the reduced pricing on this one! This is a ground level island bungalow with 3 bedrooms and 2 full baths. Recently professionally re-decorated in a tasteful tropical island style, it also has a brand new heated pool to enjoy. One of... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $343
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    1 / 25
    Anna Maria
    4 Bedrooms / 3 Bathrooms / Sleeps 12
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Tarpon Pointe 306 Tarpon St. Anna Maria, Fl. 34216 Tarpon Pointe is a newly remodeled property on the exclusive Northern-End of Anna Maria Island! This gorgeous private home embodies all of the best that the Island has to offer including a private heated pool, a dock, several porches,... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
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    $249
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    1 / 20
    Anna Maria
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • x
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    About this property
    A Sandbox by the Sea 507 Spring Avenue Anna Maria, FL 34216 A Sandbox by the Sea has a large luxurious tropical yard with a new private heated pool complete with tanning shelf and a bubbling spa tub!! Both water features have the option of digital light shows for evening fun! A press of a button... View all property information
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    Anna Maria, Anna Maria Island 34216
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    $278
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    1 / 29
    Anna Maria
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Private Outdoor...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This great 2 Bed/2 Bath Home with Private Heated Pool resides in Anna Maria and is only one block to the beach and has no busy streets to cross to get there. You can quickly make your way to the Gulf Sands and to all of the great shops and restaurants that Anna Maria and Holmes Beach have to offer.... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
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    $312
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    1 / 24
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Coastal Sunset 3302 Gulf Dr. Unit 201 Holmes Beach, Fl. 34217 Looking for luxury- you found it! Wow, what can you say about this gorgeous, custom direct Gulf front condo. The views you can take in from most parts of the top floor corner unit are breathtaking. Kitchen, living room, bedroom and... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $150
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    1 / 27
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Patio
    • Washer
    • DVD Player
    • Dryer
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Two bedroom, two bath condo in the quiet, four-unit complex of Seabreeze! Clean and Comfortable! Nicely appointed kitchen with Stainless Steel Applicances. Conveniently located for shopping, restaurants, and the beach, yet tucked back into a quiet area! Just a block to Skinny's for the Best Burger... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $312
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    1 / 14
    Anna Maria
    3 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Las Palmas 212 Palm Avenue Anna Maria, Fl. 34216 North-end location just a few minutes walk to Pine Ave and Gulf beaches! This lovely 3 bedroom 2 bath elevated home with private heated pool is situated in the heart of the island, centrally located to everything fun. Comfortable and charming with... View all property information
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    Anna Maria, Anna Maria Island 34216
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    $935
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    1 / 14
    Holmes Beach
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Internet Access
    • Dryer
    • Linens Provided
    • Air Conditioning
    • Patio
    • Washer
    • TV
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Sea Pirate 1 has been recently renovated throughout and is conveniently located close to shops and restaurants; and most of all; less than 100 feet from the beach. There are eight units total in the complex with a heated pool with easy access to the beach. Amenities Include: Full kitchen, dishes,... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $499
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    1 / 28
    Bradenton Beach
    4 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • x
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    About this property
    Waterside House 2407 Avenue A Bradenton Beach, FL. 34217 This Bay-Front, classical Island design 4 bedroom +den, 5 bathroom house with all-floor elevator sits right on the edge of the water with spectacular panoramic views out over Anna Maria Sound. At night the lights over on the mainland... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
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    $153
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    1 / 12
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • x
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    About this property
    Coral Cottage 6700 Holmes Blvd. Unit B (South Unit) Holmes Beach, Fl. 34217 This is a brand new renovation, ground level 2 bedroom, 2 bathroom bungalow which includes its own private heated pool nestled in lush tropical landscaping. It is only a short 2-3 minute stroll over to the pristine Anna... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $468
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    1 / 17
    Anna Maria
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Breakaway 891 North Shore Dr. Anna Maria, Fl. 34216 Leaping to the top of the class- this fabulous Bay front home has just undergone a significant renovation inside and out! The makeover includes an addition of a 4th bedroom, remodelled Master bedroom with a walk in closet, new floors in the... View all property information
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    Anna Maria, Anna Maria Island 34216
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    $2,528
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    1 / 22
    Holmes Beach
    5 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Gulf Sound is a gulf side, ground level tri-plex located at 2814 Gulf Drive in the southern end of Holmes Beach. This five bedroom, three bath property 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... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $369
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    1 / 38
    Holmes Beach
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    Amenities & Details
    • Patio
    • Private Outdoor...
    • Washer
    • Garage
    • DVD Player
    • Satellite TV
    • Deck
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Huge 4 bedroom/3.5 bath home, just a short block to the beach(just over 100 yards), and a couple houses to the free Island trolley! Beautiful back yard with Heated Pool. Large Master Suite upstairs with private deck Sleeps up to 10. 2830 sq. ft. 210 67th 4 Bedroom/3.5 Bath/House $2325 Weekly... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $436
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    1 / 26
    Holmes Beach
    5 Bedrooms / 4 Bathrooms / Sleeps 14
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    • Pet-friendly
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    • Child-friendly
    • x
    • x
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    • x
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    About this property
    Sunset Landing 4804 Gulf Dr. Holmes Beach, Fl. 34217 Sunset Landing is a brand new 5 bedroom+ bonus room, 4.5 bathroom vacation home sitting West of Gulf Dr. and an easy 2 minute walk to the beach. Professionally decorated, this fabulous vacation home has it all! Granite counters, travertine... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    Holmes Beach
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
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    • x
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    About this property
    Coral Cove 206 N. Harbor Drive Holmes Beach, Fl 34217 Coral Cove is a brand new, bright and cheery 4 bedroom and 3.5 bathroom home located just a short 3 minute walk away from the white sand beaches! Providing a private heated pool, fully stocked kitchen, tropical landscaping and multiple... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $374
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    Anna Maria
    4 Bedrooms / 4 Bathrooms / Sleeps 10
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • x
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    About this property
    Island Dream 157 Crescent Drive Anna Maria, FL 34216 An exceptional property with glorious views of the Sunshine Skyway Bridge from its entrance, this beautiful, newly built and elegantly furnished four bedroom and four bathroom home on the desirable north end of Anna Maria is situated in a... View all property information
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    Anna Maria, Anna Maria Island 34216
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    Holmes Beach
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    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,... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $170
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    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Gulf Shores #106 5616 Gulf Drive #106 Holmes Beach, FL 34217 Enjoy the beautiful, unobstructed views of the Gulf of Mexico from your living room, kitchen or dining room in this lovely Gulf front condo in Holmes Beach. Offering 2 bedrooms and 2 baths, this very spacious direct gulf front condo is... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $199
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    Holmes Beach
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
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    • x
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    About this property
    Hawaiian Hideaway 206 81st Street Unit A Holmes Beach, Fl 34217 Hawaiian Hideaway is a brand new ground level private duplex! A true gem of a home with a private heated pool and tropical landscaping throughout the backyard area for privacy. Centrally located, this property is close to it all -... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $156
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    Holmes Beach
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Pet-friendly
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    • Child-friendly
    • x
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    About this property
    Island Hideaway 6504 Holmes Blvd. Holmes Beach, Fl. 34217 Island Hideaway is just as its name says- a beautiful, tastefully decorated, luxury one bedroom, one bathroom 'hideaway' offering a secluded and private heated pool! It is only a short 2 minute stroll over to the beautiful white sand... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $285
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    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • x
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    About this property
    The Beachfront 3302 Gulf Drive, Unit 101 Holmes Beach, FL 34217 This three bedroom, two bathroom direct Gulf front vacation property is one of a select group of just five beachfront condos, close to Bradenton Beach and the old fishing village of Cortez. Walk out on to your own beachfront... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $281
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    Anna Maria
    4 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Pet-friendly
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    • Child-friendly
    • x
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    • x
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    About this property
    Whispering Whale Retreat 505 Spring Avenue, Anna Maria, Fl 34216 Whispering Whale Retreat is a lovely brand new elevated home with 4 bedrooms and 2 bathrooms. Located on the prestigious Northern end of Anna Maria Island this versatile home incorporates the best of all that Anna Maria Island... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
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    $436
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    1 / 22
    Bradenton Beach
    6 Bedrooms / 4 Bathrooms / Sleeps 18
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    BayBlue 303 23rd St. Bradenton Beach, Fl. 34217 Wow, what views! This newer water-front home has 6 bedroom, 4 bathrooms and features breathtaking views of the gorgeous bay waters, and is only a short 2-3 minute stroll over to the pristine Gulf beaches. Watch the dolphins swim by as you enjoy... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
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    $194
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    Holmes Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 9
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Villa Monica 4108 6th Avenue Holmes Beach, FL 34217 This beautiful Mediterranean Villa has recently undergone a full renovation which includes a brand new tropical pool, pool furniture, all new kitchen with new granite counter-tops and stainless steal appliances, cookware and dinnerware.... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $218
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    1 / 14
    Holmes Beach
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    Amenities & Details
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to the Groovy Gecko Cottage on Anna Maria Island. This completely remodeled duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood. The Groovy Gecko Cottage side includes a private heated pool (not shared), hot/cold outdoor... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $304
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    1 / 30
    Anna Maria
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    Amenities & Details
    • Patio
    • Refrigerator
    • Satellite TV
    • Internet Access
    • Private Outdoor...
    • Deck
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Completely Remodeled 3 bedroom/2 bath home with private Heated pool. Beautiful new tile, Granite countertops, all new appliances, and living room overlooking the heated pool. Bright, open kitchen, dining and living area! Sleeps up to 8. 1500 Sq. ft. 204 Archer Way, Anna Maria 3 Bedroom/2Bath... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    $436
    / Night
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    1 / 22
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    La Plage Unit # 7 6424 Gulf Dr. Unit #7 Holmes Beach, Fl. 34217 La Plage, unit # 7, it just does not get any better than this direct Gulf front, 3rd floor corner unit. Located in the prestigious La Plage condominium complex, this unit has it all. These luxury Mediterranean style condos are... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $212
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    1 / 20
    Anna Maria
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Private Outdoor...
    • Deck
    • Cooker
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Heron unit at the Blue Dolphin Inn, located at 404 Alamanda in the Historic Village of Anna Maria is a wonderful two bedroom, two bath upstairs unit furnished in a tropical theme. This unit will sleep six with a queen size bed, two twin beds and a sofa bed. Many new upgrades to this unit have... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    $4,233
    / Week
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    1 / 32
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Waterfront
    • Grill
    • TV
    • Wi-Fi
    • Washer
    • Garage
    • Dryer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    La Plage 9 is the cream of the crop. Direct Gulf Front, high-floor views make this one of the most spectacular luxury condos on all of Anna Maria Island. What you get on the inside is no less outstanding. The deep cherry wood island style furniture is the finest around. Granite counter tops, crown... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $320
    / Night
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    1 / 23
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Refrigerator
    • Elevator/Lift access
    • Balcony
    • Dryer
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Just steps from the beach and breathtaking views of the Gulf of Mexico from almost every room you may never want to leave this two-bedroom, two-bath Anna Maria Island vacation rental. Starfish Villa is located in Holmes Beach, and with 1100 square feet this family-friendly home gives you a... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $374
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    1 / 31
    Holmes Beach
    5 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Gulf View Cottage 113 36th St. Holmes Beach, Fl. 34217 Gulf View Cottage has just completed a major renovation and is ready for rental. It has all new bedrooms, bathrooms, kitchen, private heated pool, 2 decks and much more! It is only a short 1 minute stroll over to the beach and there are no... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $267
    / Night
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    1 / 23
    Anna Maria
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Havana Cay 109 Cedar St. Anna Maria, Fl. 34216 With this secluded and historic property, you will feel like you are vacationing at your own private 5-star resort. Havana Cay sits only 4 houses in from the beach and there are no busy streets to cross and zipping to and from the beach will be so... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    $236
    / Night
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    1 / 14
    Anna Maria
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Dolphin's Dream 855 North Shore Drive Anna Maria, Fl. 34216 Dolphin's Dream is a totally updated Florida beach house ideal for those who want Old Florida charm with updated decor. This 3 bedroom 2 bath ground level home is a short walk to the Rod-n-Reel Pier and Bean Point on the Gulf of Mexico.... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    $176
    / Night
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    1 / 25
    Holmes Beach
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    2 Bedroom/1 Bath Duplex, with a HEATED POOL, and only 75 yards to the beach! Connecting door to make it a 4 Bedroom/2 Bath. Great location close to trolley stop. Sleeps up to 4 each side! 798 Sq. ft.. 203 71st St. east HB 2 Bedroom/I Bath duplex Heated pool 75 yards to the beach... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $160
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    1 / 12
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Cooker
    • Washer
    • Balcony
    • Wi-Fi
    • Grill
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sun-Day West is the picture-perfect name for this two-bedroom, two-bath, elevated duplex. Located in Holmes Beach on Anna Maria Island, this vacation rental features a large, west-facing balcony that allows for plenty of sunshine in the afternoon and shade in the morning for that early cup of... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $717
    / Week
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    1 / 8
    Holmes Beach
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Water Views
    • Refrigerator
    • Cooker
    • Air Conditioning
    • Patio
    • Internet Access
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This beautifully decorated unit is right across the street from the beach with 2 bedrooms and 1 bathroom. Sea Pirate has all brand new furniture, ceramic tile floors, and new kitchen and bathroom & a partial Gulf view. There are eight units total in the complex with a heated pool and easy access to... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $213
    / Night
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    1 / 18
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 9
    Overview Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Starfish 105 79th Street Holmes Beach, Fl 34217 Location, location, location! This home is literally just steps to the beach- about a 30 second walk! It sits one house in, at the end of a dead-end, very quiet street. It just does not get much more convenient than this. It has 3 bedrooms and... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217