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Holmes Beach House Rentals

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    Travellers to Holmes Beach are booking August dates now. Secure your holiday rental today, and have the perfect trip.
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    4 of 5 stars (1) Very good
    8 Bedrooms, 5 Bathrooms, Sleeps 18 | Quick View
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    5 of 5 stars (1) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Beautiful, Brand New, 5 bedroom/3.5 bath Waterfront home with Heated Pool, Hot Tub, Dock, and just over a block to the beach! Covered Patio by pool area and peeks of the Gulf and Bay from the top patios. Great location in a quiet neighborhood, a few steps to the Trolley Stop, and a short walk to... View all property information
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    Holmes Beach, Anna Maria Island 34217
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; 7001 B Holmes Boulevard is where Anna Maria Island vacations become lifetime memories! This beautiful Holmes Beach vacation rental home provides... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 stars (5) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Beautifully furnished 4 bedroom/3.5 bath home just a block to the beach! Large greatroom layout with four separate balconies, high ceilings, and tropical hardwood floors throughout. Master Suite on the main floor has large walk-in closet and ensuite bathroom with Jacuzzi soaker tub and separate... View all property information
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    Holmes Beach, Anna Maria Island 34217
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Paradise Found at this Anna Maria Island canal front pool home with private dock. Located just 3 blocks from the beach, this spacious and recently renovated home boasts two master suites and comfortably sleeps eight. Just steps to free island trolley and two blocks from shops and restaurants. Other... View all property information
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    Holmes Beach, Anna Maria Island 34217
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Make memories that last a lifetime when you stay at gorgeous Anna Maria Island vacation rental home 7001 A. Rooming up to eight guests this spacious three... View all property information
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    Holmes Beach, Anna Maria Island 34217
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Welcome to Tropical Oasis, NEW to our vacation rental program! Located in the heart of Anna Maria Island, you will endure the ultimate relaxation within this... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 24
    4.5 of 5 stars (6) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This beautifully furnished four-bedroom, 3.5-bath vacation rental is just a little more than a block to the beach! With a large great room layout and balconies in the front and back there is plenty of room for vacationing in this Anna Maria Island home. The master bedroom on the main floor has a... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4.5 of 5 stars (8) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    This four-bedroom pet-friendly vacation rental with a heated pool is just a block to the white sand beaches of Anna Maria Island and the Gulf of Mexico. Located in Holmes Beach, Beautiful Villa by the Sea offers an open floor plan with plenty of space to accommodate 10. On the main floor you will... View all property information
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    Holmes Beach, Anna Maria Island 34217
    6 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    Come enjoy a large family and friends gathering at this spacious brand new luxury home just a few minutes stroll to the beach. One of the larger homes on the island, with 6 bedrooms and 4.5 bathrooms and over 3200 sq. ft, this home has plenty of room to be together but yet not feel overcrowded.... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    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 Rates from... View all property information
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    Holmes Beach, Anna Maria Island 34217
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Holmes Beach, Anna Maria Island 34217
    4 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; 4 Bedroom, 3 Bath (Sleeps 14) - “Tina's Piece of Paradise” - 407 80th Street in Holmes Beach. When looking to accommodate a large group during you... View all property information
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    Holmes Beach, Anna Maria Island 34217
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Elegant and comfortable, Anna Maria Island vacation rental home “Neolinda” is the luxurious vacation destination you’ve been dreaming of! This stylishly... View all property information
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    Holmes Beach, Anna Maria Island 34217
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.;   Close to the Beach, classic, and cute!  Welcome to Little Miss Magic located at beautiful Anna Maria Island on the West Coast of Florida. Beach access... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    6 Bedrooms, 5 Bathrooms, Sleeps 15 | Quick View
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    About this property
    SUNSET SHORES is a brand new construction home that features 6 bedrooms and 4.5 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! The backyard is an oasis with... View all property information
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    Holmes Beach, Anna Maria Island
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Updated Holmes Beach Island home just steps to the Gulf of Mexico beaches. Enjoy this vacation rental with a caged heated pool and a brand new paver area... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.;   Windshore is an all new property that showcases designer quality furnishings and is fully equipped with all the most updated features. The brand new... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; “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... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Welcome to Bella Vida, a Brand New vacation home in our rental program! Some may know that "Bella Vida" means "Beautiful Life", and your time spent at this... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; "Forever Flip Flops" 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... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; “Ariel’s By the Sea” is a lovely ground level 3 bedroom 2 bathroom duplex style Holmes Beach vacation rental home suited for up to 6 vacationers. Plenty of... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; The patio area and tropical palms create the perfect venue for grilling and time with friends. This beautifully decorated 3 bedroom and 2 bathroom... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; 3 Bedroom, 2 Bath (sleeps 8) - "Almost Heaven" - 205 72nd Street, Holmes Beach Welcome to Almost Heaven! A charming single family pool home which is a... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 stars (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Formerly "Mellow Yellow". Awesome 4 bedroom/2.5 bath home with an over-sized garage and private elevator access to all 3 levels Gorgeous tropical pool setting with large deck. Beautifully decorated furnished throughout sporting granite counter tops, stainless appliances, wood floors, and 10'... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; When a starfish needs to get away, it is more than prepared to detach an arm in order to do that. Don’t let yourself get that stressed! Stay for a week in... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 40
    5 of 5 stars (2) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Welcome to the ultimate in large family luxury vacation homes, with peeks of the Gulf of Mexico from the balconies! This 6 bedroom/4.5 bath beauty features a large, private, tropically landscaped backyard with heated pool and hot tub, gas grill, swim up tiki, and covered tiki bar area with flat... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    611 Gladstone - Private home 4 Bedroom / 3 Bath with private pool , maximum occupancy of 6 people. This very spacious four bedroom and three bath home is located in the quiet yet very popular Key Royale community. Just a short stroll to the beach, shopping, restaurants or the library. It features... View all property information
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    Holmes Beach, Anna Maria Island
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    520 67th - Private canal home 2 Bedroom / 2 Bath with private pool , maximum occupancy of 4 people. Fabulous canal-front two bedroom and two bathroom home with all the comforts of home. Filled with lots of sitting areas to read a book or totally relax looking at the water view. Located on a quiet... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.;  3 Bedroom, 2 Bath (sleeps 8) - "Coco Cabana" - 309 A 58th Street, Holmes Beach Welcome to Coco Cabana located at 309 58th Unit A! This property showcases... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 30
    4.5 of 5 stars (3) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Gorgeous, remodeled home on the west side of Gulf Drive, no streets to cross to the Gulf of Mexico! Queen-sized master bedroom with Flat screen TV/DVD and quiet patio, Queen in Second Bedroom with Flat Screen TV/DVD and patio to pool area, and 2 twin trundle beds in guest room with Flat screen... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 23
    3.5 of 5 stars (3) Average
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Porch
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    About this property
    Just one short block away from the pristine water of the Gulf of Mexico and Anna Maria Island's gleaming white sand beaches, this two-bedroom, one-bath vacation rental has been updated inside and out for your vacationing pleasure. A well-appointed kitchen and outdoor grill may entice you to create... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 19
    3.5 of 5 stars (3) Average
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This townhouse is beautifully decorated and completely modern with everything you need for the perfect vacation in paradise! The townhouse is convenient to everything on the island - walk to the beach, supermarket, retail shops, and restaurants. Or catch the local trolley and cruise the island to a... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Come and stay in Holmes Beach at this contemporary, custom, elevated, single family home with spectacular Bimini Bay frontage. This magnificent home has all the bay-front views you would ever want from almost every room. This home was remodeled in 2013 to include a great open floor plan with 3,676... View all property information
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    Holmes Beach, Anna Maria Island
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    Only 2 houses away from the beautiful white sandy beaches of Anna Maria Island. This newly constructed Holmes Beach 2 bedrooms and 1- 1/2 bathroom house is over 2000 square foot with a heated private saltwater pool. Open floor plan, flat screen TV's, and two balconies overlooking the beach are... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.;   Enjoy a magical sunset in this well maintained Gulf of Mexico direct beachfront Condo... Perfect get away condo. The large heated pool and nestled right... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    8 Bedrooms, 6 Bathrooms, Sleeps 22 | Quick View
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    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Enjoy this set of elevated vacation homes with two private lagoon style perfect for large family getaways. (8) Bedroom, (7) Bath, accommodates up to (23)... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 17
    3.5 of 5 stars (2) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This 2 bedroom, 2 bath home is located in Holmes Beach just 3 blocks from the beach in a quiet residential neighborhood. The home offers a large open floor plan with a bonus room on the lower level with a sleeper sofa and a game room. Amenities Include: Full kitchen, dishes, cook ware, utensils,... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; 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... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Terrace
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    • x
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    • x
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.;  It’ll be hard to miss the style, taste, and indulgence waiting for you at this three story, Holmes Beach vacation home. From the moment you pull into the... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 stars (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
    • Patio
    • Private Outdoor...
    • Washer
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    • DVD Player
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    • Pet-friendly
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    • x
    • ?
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    • x
    About this property
    Very spacious 4 bedroom/3 bath home, just a short block to the beach (just over 100 yards), and a couple houses to the free Island trolley! Beautifully tropical landscaped back yard with a Heated Pool surrounded by a large paver deck and plenty of seating options. Huge open Living/Family Room area... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
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    Stunning canal front Anna Maria Island vacation rental home “3 Oars” is the perfect destination for your next luxury getaway! With everything you expect from a fun and relaxing vacation, “3 Oars” has it all! Spaciously accommodating up to eight guests with four bedrooms and four bathrooms no... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    6 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
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    • x
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    • x
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; A dream come true holiday oasis perfect for large families. (6) Bedrooms, (4.5) Bath, accommodates up to (16) people: 4 King, 1 Queen, 2 Twin, 2... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; 4 Bedroom, 3.5 Bath (Sleeps 12) - “Mango Tango” - 145 50th Street in Holmes Beach. Experience a tropical memory maker vacation of a lifetime when you... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
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    • x
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    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Key Lime Cottages 202 & 204  welcomes you to this recently re-done and updated island duplex. Just steps from the Gulf of Mexico and the pure white sandy... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Luxurious custom built multi-level tropical oasis and pool paradise. (6) Bedroom, (4.5) Bath, accommodates up to (14) people: 3 Kings, 2 Queens, 1 Bunk Bed,... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • Parking
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    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,... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 12
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Casa Del Mar is a 4 bedroom, 2.5 bath chic Key West style island home with a brand new heated swimming pool located in northern Holmes Beach. Designer decorated from top to bottom. Close to shopping, restaurants, and the trolley stop. Come and enjoy the island life at its very best! Sleeps upto 6-8... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217