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Holiday Rentals with Pools in Anna Maria

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    Travellers to Anna Maria are booking July dates now. Secure your holiday rental today, and have the perfect trip.
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    5 Bedrooms / 4 Bathrooms / Sleeps 12
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    5 of 5 stars (2) Excellent
    5 Bedrooms / 4 Bathrooms / Sleeps 12
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    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    5 of 5 stars (3) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    801 Jacaranda located just two blocks from Bean Point on beautiful Anna Maria Island, FL. This recently totally remodeled home offers designer features throughout and upscale furnishings. There are 3 bedrooms and 2 bathrooms with large living room and dining area. The kitchen has an open floor plan... View all property information
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    Anna Maria, Anna Maria Island 34217
    5 of 5 stars Reviewed 2 October 2013
    We (family of 4 adults) have just returned from 2 weeks on Anna Maria Island and not only are we missing it but already making plans for a return visit to Pina Colada. The house...
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    4 of 5 stars (1) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Completely remodeled 2 bedroom/2 bath duplex, with a beautiful tropical HEATED pool, just over a block to the beach, and the free island Trolley! There is a King and a Queen bedroom in the North Unit, and a King and Twin Bedroom in the south unit. Both units also have a queen sleeper sofa.. 708... View all property information
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    Anna Maria, Anna Maria Island 34216
    4 of 5 stars Reviewed 31 December 2014
    BLN is very well located in the quieter northern part of the island. It is just a very short walk from the beach and Ginny and Jane Es. Likewise, a short walk in the opposite...
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Completely remodeled 2 bedroom/2 bath duplex, with a beautiful tropical HEATED pool, just over a block to the beach, and the free island Trolley! There is a King and a Queen bedroom in the North Unit, and a King and Twin Bedroom in the south unit. Both units also have a queen sleeper sofa. Sleeps... View all property information
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    Anna Maria, Anna Maria Island 34216
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    1 / 25
    5 of 5 stars (2) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Great Ground Level 3 Bedroom/2 Bath Home with a Heated Pool located in the quiet north end and just 3 houses to the beach!! King-Sized master bedroom with TV, Queen in the 2nd Bedroom with TV, and Twins in the Third with TV. Cable TV, DVD, and Flat Screen TV in Living Room. High speed Internet,... View all property information
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    Anna Maria, Anna Maria Island 34216
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    3 Bedrooms / 3 Bathrooms / Sleeps 7
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    About this property
    It doesn't get much better than being right on the water, ½ block from the bay beach, and only 7 blocks from Pine Avenue. Sunshine Cottage couldn't be a better name, because this 3 bedroom, 2 bathroom, cottage truly lets you experience the beauty of Anna Maria Island. Enjoy dangling your feet off... View all property information
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    Anna Maria, Anna Maria Island 34216
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    1 / 33
    3 Bedrooms / 1 Bathroom / Sleeps 8
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    About this property
    Beautifully redone 3 bedroom/2.5 bath home! Ceramic tile throughout, and brand new open kitchen area with breakfast bar. Beautiful large caged pool area with huge covered patio! Only a block to the beach, the Sandbar Restaurant, Ginny and Jane E's, Rudy's Subs, Feeling Swell and more. Just a... View all property information
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    Anna Maria, Anna Maria Island 34216
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    4.5 of 5 stars (3) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    Located in the city of Anna Maria on the north end of Anna Maria Island, this gorgeous three-bedroom dog-friendly vacation rental is the perfect place for a vacation retreat! With an estimated 2100 square feet, AMI Retreat has plenty of room to kick off your flip flops and enjoy your down time.... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    4 of 5 stars Reviewed 16 April 2015
    Our group of 4 adults and 2 children stayed at this home over Spring Break and had a fantastic time. The house is decorated and laid out very well, and is optimized for comfort...
    5 of 5 stars Reviewed 12 March 2015
    Enjoyed our stay here. Close to nicest beach, saw dolphins at each sunset so far, very colorful and clean house, great new pool, good location in quiet neighborhood. We liked...
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    4.5 of 5 stars (7) Very good
    5 Bedrooms / 3 Bathrooms / Sleeps 12
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    About this property
    WELCOME TO ALL DECKED OUT! Whether getting away for a family vacation, with a group of friends, for a wedding or any other occasion, our gorgeous 5 Bedroom home offers everything you could want for a relaxing holiday on Anna Maria Island.... with incredible views of the Bay! Sit by the tropical... View all property information
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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 24 May 2015
    Having spent hours and hours viewing many different Anna Maria houses on the internet, we eventually picked All Decked Out, as it appeared to cater for all our requirements, we...
    5 of 5 stars Reviewed 21 February 2015
    One of the deck's rails at one end was broken in several places. Needs to be fixed. Other decks were in good shape.
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    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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    Anna Maria, Anna Maria Island 34216
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    1 / 14
    5 of 5 stars (10) Excellent
    5 Bedrooms / 4 Bathrooms / Sleeps 10
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    About this property
    This is our personal Vacation Home. C-view is managed by a team we have selected, not a property management company. C-view Florida is one of the few canal homes (29 foot dock) close to the Gulf of Mexico. This newly renovated, 5 bedroom, 3 1/2 bathroom home has a large and beautifully... View all property information
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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 26 April 2011
    I'm torn; I want to keep this amazing house a secret, but I also want to give Ann props for building & maintaining such a gem. She thought of everything, right down to napkin...
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    Right across from the beach! This new ground level home awaits you and your family for a wonderful vacation. Enjoy everything from the heated pool to the soft sand beaches of Anna Maria Island. Everything is new and top of the line for your all of your holiday needs. This is a well sought after... View all property information
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    Anna Maria, Anna Maria Island 34217
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    $1,146
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    8 Bedrooms / 7 Bathrooms / Sleeps 22
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    About this property
    Blue Bay is a gorgeous brand new, custom luxury home that is now completed and ready for rental. This stunning high end home is comprised of two separate buildings, a main house and a guest house, with a tropical pool with tiki, spa, out door kitchen, sun deck and fire pit, in between the two.... View all property information
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    Anna Maria, Anna Maria Island 34216
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    1 / 26
    5 of 5 stars (4) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Hot Tub
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
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    About this property
    Newly remodeled 2 bedroom/2 bath home. Brand new pool, hot tub, and landscape with a serene canalfront setting. Located on a quiet dead-end street, close to the trolley, the beach, and walking distance to Anna Maria shops and restaurants. Bring your boat and take part in some of the best fishing on... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 14 January 2014
    We have just come back from a 2 week stay at Lazy Lagoon. House beautiful, all on one level and flooded with light. Pool and hot tab a fantastic feature. House fully equipped and...
    5 of 5 stars Reviewed 11 January 2014
    Lazy Lagoon was more than we hoped for. The pictures don't do the house justice. Sun shines through the whole house. The high ceilinged lounge was perfect to relax after a day...
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    5 of 5 stars (1) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Pets allowed
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    • x
    • x
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    About this property
    Welcome to Peony House! This brand NEW, custom-built, elevated vacation rental home features four bedrooms, three baths, a large living room, and a dining room area for entertainment. From the moment you walk through the front door into this light and airy house, you will be happy that you chose... View all property information
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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 8 August 2014
    The house was awesome. The only thing that could have been better was the location on the island. It wasn't a far walk from the beach but most other things were a little out of...
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Steps to the beach - 'Old Florida' beach cottage located at 11107 Gulf Drive, Anna Maria, Anna Maria Island, FL -- (3) Bed: (2 ) Bath: Accommodates up to (6) people: 1 Kings 2 Queens, Adorable three bedroom and two bath beach cottage rental so close to the beach you can smell the salt air. The... View all property information
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    Anna Maria, Anna Maria Island 34216
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    1 / 26
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    About this property
    Heron House 213 Elm Ave. Anna Maria, Fl. 34216 Wow, this luxury 3/3 North-end elevated home has it all! Just newly remodeled and ready to go! Just a short walk to it all- the beautiful Gulf beach, the fun and entertainment of Pine Ave. and even walk to the fantastic Sandbar restaurant. The... View all property information
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    Anna Maria, Anna Maria Island 34216
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    5 of 5 stars (6) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (6) Make Enquiry
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    • x
    • x
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    About this property
    Steps from the white sand beaches of Anna Maria, this four-bedroom, three bath, elevated house is just the place to build sand castles and memories! Located on Pine Avenue in Anna Maria, this charming beach vacation rental with a new backyard pool is beckoning you to start your vacation now. A... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 6 January 2015
    We rented the house for a family Christmas vacation. The process was easy and the staff at AMI were very helpful and friendly. The house was large enough for our family of 8 to...
    5 of 5 stars Reviewed 24 August 2014
    We rented this house thru Coastal Cottages in August 2014. They were very friendly and professional- making the process a breeze. Both couples were thrilled with our stay. The...
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    1 / 10
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    About this property
    Southern Breeze #1 607 Fern Street #1 Anna Maria, Fl. 34216 ISLAND 6-PLEX - Newly renovated top to bottom June 2013! These are 2 bedroom, 1 bath ground level units located at the tip of Anna Maria Island just steps from the Bay. Heated pool with nicely landscaped surroundings. Each is... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 31 May 2015
    a goon nice quit time was had by the three of us, Took a day to learn about getting around a map might help.
    5 of 5 stars Reviewed 22 August 2014
    Amei conhecer a ilha Anna Maria! tanto que estou pretendendo voltar no próximo ano para passar pelo menos um mês inteiro! Alugamos essa casa pela internet com poucos dias de...
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    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • x
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    About this property
    Begin your relaxing vacation at Sea Oats, located just a block from the white sand beaches of Anna Maria Island. This lovely two-bedroom, one-bath vacation rental has just been completely remodeled and fabulously decorated! Cozy and relaxing furnishings await you and your friends and family during... View all property information
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    Anna Maria, Anna Maria Island 34216
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    1 / 15
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    Begin your relaxing vacation at Beach Walk, located just a block from the white sand beaches of Anna Maria Island. This lovely two bedroom, one bath, home has just been completely remodeled and fabulously decorated! Cozy and relaxing furnishings await you and your friends and family during your... View all property information
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    Anna Maria, Anna Maria Island 34216
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    3 of 5 stars (1) Average
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • x
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    • Elder access
    • x
    About this property
    Beautiful ground level 3 bedroom/2.5 bath home, with a quiet north end location only a block to the beach! There is a King in the master with a private patio, a Queen in the second, twin beds in the third, and a queen sleeper sofa in the sunroom (which has blinds for privacy), all accommodating up... View all property information
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    Anna Maria, Anna Maria Island 34216
    3 of 5 stars Reviewed 2 July 2014
    We had a great time on Anna Maria with our two college-aged sons. This house is very nicely located, and the pool is wonderful. The home was spacious and comfortable for four...
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    5 of 5 stars (5) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Hot Tub
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    Ahhhhhh. Welcome to Beach Nest! Ready to satisfy that oh-my-gosh-we-need-a-vacation? Kick off your shoes and throw them in the back of the closet. Promise yourselves to live in bathing suits from breakfast to bedtime! Vacationers, dreamers, honeymooners, would-be family-reunion planners and just... View all property information
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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 24 January 2015
    From the blessed sunny moment we arrived until the morning we left-we smiled. Beach Nest is absolutely enchanting! We saw manatees playing off the dock in our backyard and watched...
    5 of 5 stars Reviewed 8 July 2014
    Five of us ranging in age from 7 to 80 had the pleasure of staying in this home for a week. Everyone had a fantastic time! Many hours were spent in the pool and at the beach. We...
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Looking for that place to kick back and relax your cares away? Check out ‘Triple Play Guest House.' There's a triple chance to play: (1) walk to the beach, (2) lounge in the pool or spa or patio or (3) launch a kayak, fish or just relax on one of our two docks on the canal. Nothing quite compares... View all property information
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    Anna Maria, Anna Maria Island 34216
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    4.5 of 5 stars (7) Very good
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Gym
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    About this property
    Upscale luxury executive four bedroom waterfront home with private pool dock and elevator. Stylishly furnished and dressed, modern build 2006 - this is our family second home - and is home from home available to you. This exclusive executive property is in the heart of lovely Anna Maria... View all property information
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    Location Information
    Anna Maria, Anna Maria Island FL34216
    5 of 5 stars Reviewed 29 July 2014
    This was a return visit as we loved it so much last time. We felt really relaxed here with the wonderful views from the house and the laid back attitude on the island. We were...
    5 of 5 stars Reviewed 10 July 2014
    This is the perfect vacation home!! Located on a canal with bay views, steps from the city pier and many restaurants and boutiques, this home feels like a slice of heaven. The...
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    4 of 5 stars (1) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
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    • Dryer
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • x
    About this property
    Copacabana is a 2 bedroom, 2 bath private canal front home with a pool; with tile floors throughout and a designer's stylish touch, you will feel you have found your home away from home! Copacabana will accommodate 6-8 people and offers a separate family room with a large flat screen TV that is... View all property information
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    Anna Maria, Anna Maria Island 34216
    4 of 5 stars Reviewed 16 May 2015
    We fell for this precious place the moment we walked in the door, This will become an annual rental. It's exactly what we need. A real old Florida home with a great pool...
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    5 of 5 stars (2) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    Beautiful, Brand New, Ground Level 4 bedroom/3 bath home, just around the corner from the Rod & Reel Pier, Bayfront Park, and just a couple of blocks to Fabulous Bean Point Beaches and Sunsets. Beautiful back yard with Heated Pool surrounded by a large paver deck and beautiful outdoor lounging... View all property information
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    Anna Maria, Anna Maria Island 34216
    From
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    1 / 29
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • 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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    Anna Maria, Anna Maria Island 34216
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    1 / 28
    5 of 5 stars (2) Excellent
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (2) Make Enquiry
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Beautifully remodeled 3 bedroom/2.5 bath home with luxury amenities on the North End of Anna Maria, just 4 houses to Bean Point, one of the quietest beaches on the island, and 2 blocks to the famous Rod & Reel Pier! Private Backyard with Heated Pool, and an open floor plan with vaulted ceilings!... View all property information
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    Anna Maria, Anna Maria Island 34216
    From
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    1 / 30
    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    Canal Place is a restored three bedroom, three bath Old Florida island home with a pool and hot tub; neutral and relaxing decor with a spacious living room and just a short stroll to the white sand beaches if Anna Maria. Direct waterfront with beautiful canal views. Sleeps upto 8 people. Amenities... View all property information
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    Anna Maria, Anna Maria Island 34217
    From
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    1 / 25
    5 of 5 stars (2) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 9
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    Newly remodeled, 4 bedroom/3 bath home, just 90 Steps to the beach, with a large private HEATED pool! Quiet setting in the beautiful north end of Anna Maria, and located west of Gulf Drive for easy beach access with no streets to cross. Easy walking distance to many shops and restaurants, and... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 28 October 2013
    My parent rented this house when they came to visit last winter. We stayed for a week in late January(?) to early Feb and my 3 year old son still asks to go back. Personally I...
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    5 of 5 stars (2) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Located four houses (2 min stroll) from Anna Maria's sugary beach, 'Cozy Cottage' is the ultimate retreat for relaxation and reconnecting with family or friends. Nestled on Anna Maria's cherished North End, this luxurious home features (3) bedrooms and (3) baths - two bedrooms have en-suite... View all property information
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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 23 December 2013
    Anna Maria Island is one of the nicest, most laid-back islands I have ever visited, and Cozy Cottage was a wonderful home that held our family of five very well. Everything was...
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    5 of 5 stars (5) Excellent
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
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    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    We call this home 'A Time Out' cottage and you will definitely say, 'We deserve a time out at this place!' This completely remodeled private home on Anna Maria Island's north end features four bedrooms, two baths and the most wonderful tropical and lush pool and patio area! On the main level of... View all property information
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    Anna Maria, Anna Maria Island 34216
    4 of 5 stars Reviewed 28 May 2015
    Overall, this place is beautiful! Every room is well decorated and comfortable. We loved having our morning coffee on the front porch looking at the bay. We enjoyed lunch and...
    5 of 5 stars Reviewed 8 April 2015
    This special house is located perfectly away from the hustle and bustle, but at the same time everything is easily accessible. The beautiful beach is just a short stroll, and...
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    5 of 5 stars (16) Excellent
    4 Bedrooms / 5 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    4 Bedroom 5 bath luxury beach front house sleeping 8 with heated pool separate spa numerous decks and stunning beach views from every room. We are located on the desirable family friendly island of Anna Maria. The house is direct beach front on the quiet upmarket north end of the island. Recently... View all property information
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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 16 April 2015
    After a mad week doing the theme parks in Orlando we came here for some serious relaxation - and what a great choice it was. The house is stunning and the location couldn't be...
    5 of 5 stars Reviewed 12 March 2015
    Hi Nigel and Maggie. We have enjoyed your place 3 weeks this year. Had one week in January and the other 2 in Feb/Mar. We could hardly wait to go back after our first...
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
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    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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
    From
    $320
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    1 / 30
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
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    • Private Outdoor...
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    Anna Maria, Anna Maria Island 34216
    From
    $185
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    4 of 5 stars (2) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Shared Outdoor Pool...
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    • Pets allowed
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    • Suitable for children
    • x
    • ?
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    • x
    • ?
    About this property
    This lovely ground level vacation rental home -- three bedrooms and two full baths private home in a quiet Anna Maria City neighborhood. Beautiful tropical setting with a brand new heated salt water pool. Lovingly and locally decorated to make you feel right at home! Walking distance to the... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    4 of 5 stars Reviewed 12 December 2014
    The house was clean and had plenty of space for my teenage daughter, her friend and my friend. It is located on a quiet road which was great for going on morning runs. We did...
    4 of 5 stars Reviewed 21 July 2014
    Gladiolus on Anna Maria was super comfortable for a great family vacation. A good living area, a big dining table for all of us, a garage spot, a private pool, and comfortable...
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    4.5 of 5 stars (3) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    This adorable remodeled duplex sits quietly in the highly desirable north end of the Island in the City of Anna Maria. It is a short walk of only a little more than a block to the Gulf beach where the sand is sugary white and the water is a beautiful blue-green color. There is a King in the... View all property information
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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 22 January 2015
    we loved staying at Tutrtle Trax. The house is so nicely decorated, was very clean & had everything we needed. We rented bikes & enjoyed the pool greatly. We will stay there...
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    5 of 5 stars (2) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 11
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    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    When you 'have anna maria' on your mind, you'll want 'hav'anna hideaway' for your vacation home. This newly constructed 4 bedroom, 4 bath home is located just one short block to the beautiful and sparkling gulf beach. The main floor of the home consists of an open concept living room, kitchen with... View all property information
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    Anna Maria, Anna Maria Island 34216
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    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
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    1 / 40
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Located in the heart of Anna Maria, a gorgeous and spacious Mediterranean style 4 Bedroom/3 Bath Home with a Heated Pool in a very private and peaceful setting. Only steps to Pine Avenue shopping and Trolley Stop, 2 blocks to the Beach, and walking distance to the Pier. The open floor plan features... View all property information
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    Anna Maria, Anna Maria Island 34216
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    1 / 22
    4.5 of 5 stars (5) Very good
    4 Bedrooms / 4 Bathrooms / Sleeps 14
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    • Grill
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    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
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    • Elder access
    • ?
    • ?
    About this property
    The Golden Dolphin, located at 801 North Shore Drive in Anna Maria, is the ultimate in beach front luxury. This executive level gulf front home has a tropical heated pool with waterfalls, four bedrooms, a library, three and one half baths a gourmet kitchen and much more. It was custom built with... View all property information
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    Anna Maria, Anna Maria Island 34216
    4 of 5 stars Reviewed 14 July 2014
    Great location, great size for multiple families. impressive kitchen and great for preparing large breakfasts/dinners; Master Suite very impressive and the showers where awesome...
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    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Beautiful 2B/1B cottage on the quiet North end, only 5 houses to the beach, and no streets to cross. Beautiful new Heated Pool. Twins can be converted to King in all bedrooms. NO dishwasher, no garbage disposal.Rear trash pick up! Charcoal Grill, not gas. Both units also include private... View all property information
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    Anna Maria, Anna Maria Island 34216
    From
    $206
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    1 / 19
    5 of 5 stars (7) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Pineapple Cottage, centrally located on historic Pine Avenue in the city of Anna Maria, is the perfect place to slow down and catch your breath! This Anna Maria Island cottage is tastefully decorated with wood floors, granite and stainless kitchen, tiled shower and comfortable furnishings. The... View all property information
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    Anna Maria, Anna Maria Island 34216
    4 of 5 stars Reviewed 14 November 2014
    The weather was nice several of the days and we really enjoyed less people than we encounter in July. Lots of beach walks and bike rides. My only issues were the dirty rug in...
    5 of 5 stars Reviewed 9 August 2014
    great home, the owners have thought of every mortal thing.. would def stay again and have also recommmended already to friends of mine
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    4.5 of 5 stars (6) Very good
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Beautiful, cheerful and tropucal 4 bedroom/2 bath home with beautiful new furnishings throughout! Comfortable and roomy with split floor plan (two bedrooms on each side!). Ceramic tile throughout, beautiful open kitchen area with breakfast bar and granite countertops. The living room opens up onto... View all property information
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    Anna Maria, Anna Maria Island 34216
    From
    $242
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    1 / 21
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
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    • Private Outdoor...
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This lovely two bedroom family- and pet-friendly Anna Maria Island vacation rental is just a few houses from the island's white sand beach and azure blue waters of the Gulf of Mexico. Located on the quiet north end of the island in the city of Anna Maria, at 950 square feet, this classic elevated... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    $185
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    1 / 30
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Beautiful 2B/1B cottage on the quiet North end, only 5 houses to the beach, and no streets to cross. Beautiful new Heated Pool. Twins can be converted to King in all bedrooms. NO dishwasher, no garbage disposal.Rear trash pick up! Charcoal Grill, not gas. Both units also include private... View all property information
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    Anna Maria, Anna Maria Island 34216
    From
    $245
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    1 / 22
    4.5 of 5 stars (12) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    The Flamingo unit at the Blue Dolphin Inn, located at 780 Jacaranda in the Historic Village of Anna Maria is a wonderful and spacious three bedroom, two bath upstairs unit furnished in a tropical theme. The Blue Dolphin Inn consists of four units surrounding a free style heated pool with fountains... View all property information
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    Anna Maria, Anna Maria Island 34216
    2 of 5 stars Reviewed 14 January 2015
    clean and nice location. the appliances are out dated as the decor and linens. both queen mattresses where so uncomfortable my spouse and i slept in separate beds.the kitchen is...
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