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Pet Friendly Rentals in Holmes Beach, FL

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    Travelers to Holmes Beach are booking March dates now. Secure your vacation rental today, and have the perfect trip.
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    $150
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    3 Bedrooms / 4 Bathrooms / Sleeps 11
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    4 of 5 stars (1) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
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    4 of 5 stars (1) Very good
    4 Bedrooms / 3 Bathrooms / Sleeps 12
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    • Hot Tub
    • Private Outdoor...
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    About this property
    Anna Maria Island offers a family oriented vacation destination, laid back feel ...very relaxing. The island's beauty, world famous white beaches and friendly atmosphere will make you want to come back. The four bedroom home with a Golf Cart to bop around the island. The home is furnished with a... View all property information
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    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed October 2, 2014
    We enjoyed our stay at Casa Laguna. Great location just a few blocks from the beach and the option to use the golf cart was a nice perk for getting there easily. The pool and spa...
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    $970
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    1 / 11
    5 of 5 stars (129) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Internet Access
    • Stereo System
    • Hot Tub
    • There Are Tennis...
    • Watersports Nearby
    • Satellite TV
    • DVD Player
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    • Pet-friendly
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    • x
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    • Elder access
    • x
    About this property
    'Island Garden Villas is the most enchanting spot on Anna Maria Island.' Imagine yourself surrounded by lush tropical gardens with the soft sounds of water trickling in the nearby fountain. Our six luxurious villas are beautifully decorated and just steps from the spectacular Gulf beaches.... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed July 1, 2015
    My husband and I travelled to beautiful Anna Maria Island June 2015 and stayed at Island Garden Villas. The villa was wonderful. It was decorated beautifully, cozy, efficient...
    5 of 5 stars Reviewed June 15, 2015
    We live on the Florida east coast and wanted a caribbean vacation feel without having to get on a plane or cruise and I'm so glad I took the countless hours on-line to find this...
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    4.5 of 5 stars (7) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Grill
    • Shared Outdoor Pool...
    • Internet Access
    • Water Views
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    • Pet-friendly
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    • Child-friendly
    • ?
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    • Elder access
    • ?
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    About this property
    Villa de la Playa is a luxurious three bedroom, three bath town home with a private pool and spa, located at 3603 4th Avenue in Holmes Beach, less than a block to the white sandy beach. It is a top of the line Anna Maria vacation rental!This totally renovated property left nothing undone! A new... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    1 / 11
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    • Parking
    • Stereo System
    • Internet Access
    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to the Surf Camp 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 Surf Camp side includes a private heated pool (not shared), hot/cold outdoor shower, lush... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed May 12, 2015
    From the moment we walked in, it was perfect. Truly two blocks to the beach. Anna maria is a truly unspoiled beach- you can walk for miles and enjoy the peace, surf and sand. The...
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    1 / 12
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Internet Access
    • Stereo System
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to Castaway 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 Castaway Cottage side includes a private heated pool (not shared), hot/cold outdoor shower, lush... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed July 3, 2015
    My family scheduled a quick trip to Holmes Beach. We found this rental and we are so happy we did. First, the staff at the rental agency were so pleasant. We arrived a little...
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    $665
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    1 / 20
    4.5 of 5 stars (7) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Shared Outdoor Pool...
    • Internet Access
    • Dishwasher
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Seabreeze Condo B, at 403 39th Street in Holmes Beach, is a very nicely furnished, well maintained, and comfortable two bedroom, two bath unit with a heated pool. This smaller complex is located just a few short steps to the beach and it's just a short stroll down a newly created path to, shopping... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island
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    $165
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    1 / 11
    5 of 5 stars (13) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    other travelers have booked this property
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Washer
    • Satellite TV
    • Internet Access
    • Shared Outdoor Pool...
    • Grill
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Very spacious two bedroom Condo with a patio area off the living room. Recently remodeled and very nicely furnished. Flat screen TV, fully equipped kitchen with all the appliances. Across the street from the beach, and short distance to area shopping. Unit has waterfall pool, and a relaxing Pool... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed July 9, 2015
    We had a great time there. Wonderful place to stay, nice,cozy and the balcony. I definitely recommend this place to anyone. Thank you Richard.
    4 of 5 stars Reviewed February 23, 2015
    We stayed in Calm Horizon Unit B for 2 weeks. Pros- great location, literally several hundred yards from beach. Easy to get to all other parts of Anna Maria Island and a short...
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    From
    $725
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    1 / 16
    4 of 5 stars (5) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 7
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    Amenities & Details
    • Dryer
    • DVD Player
    • Stereo System
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Washer
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This beautifully decorated 2 bedroom, 1 bath and 3 bedroom, 2 bath duplex is just a short half block from the white sand beaches of Anna Maria Island. The 2 bedroom unit sleeps 7 people and the 3 bedroom sleeps up to 10 people. Palm Haven is the perfect vacation spot for anyone! Amenities Include:... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 of 5 stars Reviewed April 20, 2015
    I would like to start this review by saying that we have been renting condos on Holmes Beach and elsewhere for the past 12 plus years and this is the first negative experience I...
    5 of 5 stars Reviewed August 20, 2014
    I booked this place because I wanted a pet friendly rental close to the beach. Our plans changed and our dog didn't travel with us, but it would have been a great location for...
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    $1,650
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    1 / 29
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    other travelers have booked this property
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    Amenities & Details
    • Stereo System
    • Air Conditioning
    • TV
    • Water Views
    • Internet Access
    • Watersports Nearby
    • Waterfront
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Adriel's Place in Anna Maria...located in upscale private golf club neighborhood, a stone throw from pristine beaches, restaurants and island entertainment ( less than 1 mile ). An expansive backyard dotted with majestic palms, papered terrace and pool overlooking sailboat water. Fishing 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 / 5
    5 of 5 stars (6) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 6
    Overview Reviews (6) Make Inquiry
    Amenities & Details
    • DVD Player
    • Washer
    • Air Conditioning
    • Dryer
    • Private Outdoor...
    • Water Views
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    If you are looking for a simple, quiet, stress-free place to enjoy the beach, Heron House on Anna Maria Island is it! Heron House is a cozy, Old Florida-style duplex. There is a new pool and tiki bar in our yard next door to the rental units that is available for all our guests! The beach is only... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed January 15, 2015
    We have stayed here multiple times!! We have also referred others to stay here as well!! You feel like you are at Home with Diane and Paul! They always take care of anything...
    5 of 5 stars Reviewed December 4, 2013
    We recently stayed at the side unit of the Heron House on Anna Maria. Paul and Diana keep the property in tip top shape with lots of amenities such as free use of bikes, beach...
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    1 / 8
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Stereo System
    • Parking
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to the Citrus 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 Citrus Cottage side includes a master suite complete with a private patio and private hot/cold... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed November 19, 2014
    Brand new five-star cottage with luxury sheets, fluffy towels, great dishes, warm swimming pool, big TV, snuggly blankets for watching big TV, and light fresh decor. The cottage...
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    $700
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    1 / 16
    3.5 of 5 stars (9) Average
    2 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (9) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Bollinger Duplex, side A is a very comfortably furnished and spacious duplex apartment located at 6909 Gulf Drive in the preferred, quiet area of northern Holmes Beach. This property is located about one-half block to beautiful Gulf of Mexico where you can walk for miles in either direction on... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $175
    / Night
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    1 / 13
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
    other traveler has booked this property
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    Amenities & Details
    • Internet Access
    • Parking
    • Stereo System
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to the Seahorse Beach House 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 Seahorse Beach House 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
    5 of 5 stars Reviewed May 23, 2015
    We completely enjoyed our stay at The Seahorse vacation home. It was clear the home was recently renovated and is meticulously cared for. The pictures don't do it justice! Ben the...
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    $175
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    1 / 12
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
    other traveler has booked this property
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    Amenities & Details
    • Stereo System
    • Internet Access
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to the Starfish Shack 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 Starfish Shack side includes a private heated pool (not shared), hot/cold outdoor shower, lush... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed September 22, 2014
    The use of the mobile app prior to attending was a godsend, very useful and informative. The apartment was spotless and fulfilled our needs exactly. The description was wholly...
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    $160
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    1 / 8
    5 of 5 stars (2) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Parking
    • Stereo System
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to Yellowfin 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 Yellowfin Cottage side includes a private heated pool (not shared), hot/cold outdoor shower,... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed April 12, 2015
    We loved this rental! From the moment we walked in, we felt welcomed and pampered. The home gleams and every little amenity was carefully and thoughtfully laid out for us. The...
    5 of 5 stars Reviewed July 31, 2014
    Anna Maria is our favorite place to escape for a beach trip, and I'm so glad we found Lizzie Lu's because their properties are top notch. The duplex we stayed in was recently...
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    $175
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    1 / 13
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Internet Access
    • Parking
    • Stereo System
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to the Sand Dollar Shack 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 Sand Dollar Shack 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
    5 of 5 stars Reviewed January 27, 2015
    We had a wonderful stay at AMI with Lizzie Lu/Sand Dollar Shack! From the moment we got there, the owner Ben took great care of us. The location is in a great spot towards the...
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    $167
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Parking
    • Pool
    • Air Conditioning
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Brand new remodeled cottage with a beautifully landscaped private backyard, Heated pool, paver deck, full kitchen with Granite countertops and Stainless Steel appliances. Sleeps up to 6 people. 874 Sq. ft. 5609B Guava St., Holmes Beach 2 Bedroom/2 Bath Villa Private HEATED pool! Just a block... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $189
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    1 / 14
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Stereo System
    • Parking
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to Bluefin 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 Bluefin Cottage side includes a private heated pool (not shared), hot/cold outdoor shower, lush... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed February 6, 2015
    Bill and I arrived at Bluefin Jan 10 for 2 weeks. I have never rented a more beautiful clean accomodation ever. We loved it so much we would have moved it to BC if...
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    $175
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    1 / 14
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    Amenities & Details
    • Stereo System
    • Parking
    • Internet Access
    • 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
    From
    $800
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    1 / 19
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Parking
    • Stereo System
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Experience Anna Maria Island at its best! This luxury beach-front home located in Holmes Beach is available for a minimum of 2 weeks and at a discounted rate monthly. An expertly decorated home that reflects the calming and relaxing atmosphere of the beach, Island Dance offers just what you are... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $400
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    1 / 11
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • Internet Access
    • Stereo System
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to the Aqua Oasis on Anna Maria Island. This brand new duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood and provide views of the Gulf of Mexico from the Master Suite. The Aqua Oasis side includes a private heated pool... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $2,527
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    1 / 22
    4 of 5 stars (1) Very good
    4 Bedrooms / 4 Bathrooms / Sleeps 14
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Waterfront
    • Shared Outdoor Pool...
    • Water Views
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Island Bay House is a glorious four bedroom four bathroom bay front duplex located at 232 South Harbor Drive in Holmes Beach. This spacious duplex features an elevator, boat dock, heated indoor pool and spa. This property features spectacular panoramic views of the Intracoastal and Tampa Bay... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $425
    / Night
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    1 / 21
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Stereo System
    • Grill
    • Internet Access
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to Sunset Beach House on Anna Maria Island. This brand new duplex is comprised of two stunning new beach homes that are close to the beach in a quiet residential neighborhood and provide views of the Gulf of Mexico from the Master Suite. Sunset Beach House is the west side of the duplex... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $175
    / Night
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    1 / 11
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Inquiry
    Amenities & Details
    • Stereo System
    • Internet Access
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to the Loggerhead Beach House 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 Loggerhead Beach House side includes a private heated pool (not shared), hot/cold... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $285
    / Night
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    1 / 25
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Stereo System
    • Grill
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to the Coral Cabana on Anna Maria Island. This brand new duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood. Coral Cabana is the eastern side of the duplex and provide views of the Gulf of Mexico from both Master Suites.... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $400
    / Night
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    1 / 14
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Grill
    • Stereo System
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to the Coconut Hideaway on Anna Maria Island. This brand new duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood and provide views of the Gulf of Mexico from the Master Suite. The Coconut Hideaway side includes a private... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $1,163
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    1 / 21
    5 of 5 stars (1) Excellent
    3 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Bollinger Duplex is a very comfortably furnished and spacious duplex located at 6909 Gulf Drive, in the preferred, quiet area of northern Holmes Beach. This property is located about one-half block to the beautiful Gulf of Mexico where you can walk for miles in either direction on the white,... View all property information
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    Holmes Beach, Anna Maria Island 34217
    From
    $700
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    1 / 15
    3.5 of 5 stars (2) Average
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • DVD Player
    • Internet Access
    • Stereo System
    • Satellite TV
    • Air Conditioning
    • Deck
    • Washer
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    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
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed March 2, 2014
    I am so glad that I read the last review after we started our stay at Endless Summer, and not before. We had no problem with the beds -The Queen size bed was very comfortable...
    3 of 5 stars Reviewed July 31, 2012
    The house was comfortable and had all the amenities we needed. There is only two complaints we had about the house itself. First was that the master bedroom only had a double bed...
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    $875
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    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Sauna
    • Stereo System
    • DVD Player
    • Washer
    • Satellite TV
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This beautifully decorated 2 bedroom, 1 bath and 3 bedroom, 2 bath duplex is just a short half block from the white sand beaches of Anna Maria Island. The 2 bedroom unit sleeps 7 people and the 3 bedroom sleeps up to 10 people. Palm Haven is the perfect vacation spot for anyone! Amenities Include:... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $193
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    1 / 16
    3 Bedrooms / 3 Bathrooms / Sleeps 16
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Stereo System
    • Air Conditioning
    • Water Views
    • Waterfront
    • Satellite TV
    • Deck
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This 3 bedroom 2.5 bath villa with garage is steps from the pristine white sandy beaches on the Gulf of Mexico. This unit is fully furnished in tropical decor and has all the luxuries of home for a stress free vacation. Optional rental of private boat slip. The villa's main features are the pool... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $143
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    1 / 19
    4.5 of 5 stars (2) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Patio
    • Internet Access
    • Washer
    • Satellite TV
    • DVD Player
    • Stereo System
    • Dryer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed March 10, 2015
    This was my second birthday celebration at this location. Myself and about 8 of my girlfriends gather to unwind. The location is perfect, we find that shopping at Publix and...
    5 of 5 stars Reviewed October 21, 2014
    This place met all our needs for our beach getaway. Location is close to everything but when you go on the back balconies make you feel like you are on a private getaway on the...
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    $1,155
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    1 / 15
    3.5 of 5 stars (6) Average
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Internet Access
    • Grill
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Pool Party South side, located at 6102 Marina Drive in Holmes Beach, is a beautiful two bedroom, two bath duplex with a pool area that is unsurpassed! This unit features a heated pool with a spa surrounded by mature, native plantings as well as a shaded hammock and an outdoor bar with charcoal... View all property information
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    Holmes Beach, Anna Maria Island 34217
    3 of 5 stars Reviewed April 7, 2015
    Pool Party South is much nicer inside than the north side. The pool, spa, and dining table are shared by both families. The dining table is the most difficult to deal with because...
    3 of 5 stars Reviewed July 7, 2014
    The house and pool area are wonderful. We had a great vacation. The other side of the duplex was not being used and I was very thankful for that because we wanted privacy.I would...
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    $214
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    1 / 20
    5 of 5 stars (5) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • Washer
    • DVD Player
    • Patio
    • Satellite TV
    • Boat Available
    • Dryer
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    High-end, high quality smaller units are almost non-existent as short term vacation rentals. So if you’re looking for a “comfortable, updated, style and convenience driven home” for a smaller number of guests, that usually means getting more space than you really need. With the Palm Shores... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed August 27, 2014
    Condo was clean nice with full kitchen. Nice pool and patio. Walking distance to beach. Great restaurants nearby, ....try lobstahs
    5 of 5 stars Reviewed March 14, 2014
    Lovely unit, fully furnished kitchen, 1/2 block to beach, great location, easy to get around, clean pool, easy parking, comfortable beds.
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    $1,085
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    1 / 21
    4.5 of 5 stars (2) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Water Views
    • Waterfront
    • Dishwasher
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Welcome to the Four Beach Lovers (Formerly Dawg Daze). Located at 2908 Avenue E in Holmes Beach, this gulf front tropical paradise features four well-appointed and comfortable one bedroom units. Each of the four units is fully equipped and tastefully furnished. All four units feature a private... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed July 5, 2015
    This is the best property I am been Going to Anna Maria island annually for the past 8 years. Of all the properties, this is my favorite. The location, amenities , the quality...
    4 of 5 stars Reviewed August 25, 2014
    We have stayed in this unit several times and have never been disappointed. We first stayed here because the unit is "pet friendly" and it is hard to find a place in this area...
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    $945
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    1 / 22
    5 of 5 stars (9) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (9) Make Inquiry
    Amenities & Details
    • Water Views
    • Dishwasher
    • Internet Access
    • Shared Outdoor Pool...
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Anna Cabana Bungalow #4 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... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed July 3, 2015
    The bungalow 4 rental was excellent. Although not directly on the beach, the proximity to it was excellent.. The location was convenient to restaurants and boutique stores as well...
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    $1,995
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    4 of 5 stars (14) Very good
    4 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (14) Make Inquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Pool Party, located at 6102 Marina Drive in Holmes Beach, is a beautiful duplex featuring two bedrooms and two baths on each side with a pool area that is unsurpassed! This property features a heated pool with a spa surrounded by mature, native plantings as well as a shaded hammock and an... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed June 18, 2015
    I did my homework before booking a place for my family and friends to stay and despite the fewer recent reviews of this property, I went with it anyhow and boy am I glad for that...
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    $650
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    4.5 of 5 stars (9) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (9) Make Inquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Terrace Condominium #2, located at 3100 Gulf Drive in Holmes Beach is a beautifully and comfortably furnished, two bedroom, two bath town home condo with heated pool, private garage and three separate lanais. The pool area is beautifully landscaped with native plants and features a pergola and... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $1,645
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    4.5 of 5 stars (33) Very good
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (33) Make Inquiry
    Amenities & Details
    • Grill
    • Water Views
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Serenity is a custom built four bedroom, four bath pool home located at 2914 Avenue E in Holmes Beach. Just one house from the beach, the Serenity has sweeping views of the Gulf of Mexico from the master bedroom suite. Additional features include tile and natural wood floors throughout,... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed July 12, 2015
    We celebrated my husbands 60th birthday with a week at Serenity. The house was exactly as it was represented. Both our sons are married so we were 3 families, but still there was...
    5 of 5 stars Reviewed August 7, 2012
    I’m writing this review for those of you planning a trip with your kids. Our stay at Serenity was perfect for our family [of five] in every way, and we certainly had the space...
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    $840
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    1 / 21
    5 of 5 stars (3) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Shared Outdoor Pool...
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Bman Beach Cottage located at 2812 Avenue B in Holmes Beach is a cute 2 bedroom 2 bath private home. This ground level home has two screened lanais one overlooking the pool and Jacuzzi. The kitchen has been newly updated as well as one of the bathrooms. This property has long distance and WiFi... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed July 18, 2015
    My family of 5, 2 adults 3 kids ages 9 to 15, stayed for a week. The house had everything we needed and even things we forgot. We all fit nicely and having the wifi was great...
    5 of 5 stars Reviewed July 13, 2015
    Bman cottage was very well maintained and had everything you could possibly need! The house had it all! The pool was awesome and the beach was very close! Def would go there...
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    4.5 of 5 stars (19) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (19) Make Inquiry
    Amenities & Details
    • Water Views
    • Grill
    • Internet Access
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    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... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed June 23, 2015
    The family just returned from a fantastic trip to Anna Maria Island. The "Tiki" was a very clean and well appointed beach home right on beautiful Holmes Beach. The home was well...
    5 of 5 stars Reviewed August 17, 2014
    Home was perfect for our family of 6. Beach was beautiful, as was water. Close to stores was nice also.
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    $805
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    4 of 5 stars (27) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (27) Make Inquiry
    Amenities & Details
    • Waterfront
    • Internet Access
    • Water Views
    • Shared Outdoor Pool...
    • Grill
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Alamanda Villas, located at 102 39th Street in Holmes Beach is a charming beachside complex featuring eight units surrounding a heated pool, tropical landscaping, multi-level decks and built in BBQ area. Anna Maria's white sandy beaches and the emerald green water of the Gulf of Mexico are just... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed May 3, 2015
    This location was perfect for us. Close to beach...across parking lot, close too food and entertainment at a very affordable price at the public beach cafe/bar/live music.
    5 of 5 stars Reviewed September 3, 2014
    My husband and three kids stayed in unit #2. In that unit it had two beds in the bedroom. I heard most of the other units only had one bed in the bedroom. Everything was very and...
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    $1,330
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    4 of 5 stars (1) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Grill
    • Shared Outdoor Pool...
    • Internet Access
    • Water Views
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Island Bay House upstairs unit is a glorious two bedroom two bathroom bay front duplex located at 232 South Harbor Drive in Holmes Beach. This spacious duplex features an elevator, boat dock, heated indoor pool and spa. This property features spectacular panoramic views of the Intracoastal and... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $840
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    1 / 15
    3.5 of 5 stars (3) Average
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The While Away, located at 6203 Holmes Blvd. in Holmes Beach is a two bedroom, two bath, ground level duplex with a private heated pool. This very spacious duplex is located in a quiet, residential neighborhood just a short stroll to the beach, shopping or the library. It’s a perfect spot to... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34218
    4 of 5 stars Reviewed June 22, 2015
    While away is a nice duplex located in Holmes beach, just a short walk to the beach. We walked to the beach 2 times a day with 10yr, 7yr, and 6week old kids, never a complaint...
    3 of 5 stars Reviewed August 21, 2014
    The property was clean and we'll kept. The AC had trouble maintaining a constant, comfortable temp during the day. We arrived on Thursday and discovered on Friday night that the...
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    $450
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    1 / 9
    5 Bedrooms / 5 Bathrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Private Outdoor...
    • Internet Access
    • Stereo System
    • Satellite TV
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Fantastic private custom-built vacation rental home just a few houses to the white sandy beaches of Anna Maria Island and the Gulf of Mexico. Enjoy the large heated pool that boasts a cascading rock waterfall and hot tub all in a tropical paradise setting! Spend the day on the best beaches you will... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $3,591
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    1 / 22
    7 Bedrooms / 7 Bathrooms / Sleeps 24
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • Dishwasher
    • Internet Access
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Anna Cabana Resort, located at 3709 Gulf Drive and 3711 4th Avenue in Holmes Beach consists of five units, all located less than one block to the beach. Four of the units are the Anna Cabana Bungalows. The fifth unit is the Anna Cabana Beach House. All five units have been are decorated in a... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island
    From
    $3,591
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    4 Bedrooms / 4 Bathrooms / Sleeps 16
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Waterfront
    • Dishwasher
    • Grill
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Welcome to the Four Beach Lovers (Formerly Dawg Daze). Located at 2908 Avenue E in Holmes Beach, this gulf front tropical paradise features four well-appointed and comfortable one bedroom units. Each of the four units is fully equipped and tastefully furnished. All four units feature a private... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $3,059
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    1 / 17
    4.5 of 5 stars (12) Very good
    5 Bedrooms / 3 Bathrooms / Sleeps 13
    Overview Reviews (12) Make Inquiry
    Amenities & Details
    • Waterfront
    • Water Views
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    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 covered... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217