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Apartments in Anna Maria, FL

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    123 Holiday Rentals in Anna Maria
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    From
    £334
    / Night
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    1 / 25
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    £150
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    1 / 107
    5 of 5 stars (12) Excellent
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    £239
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    1 / 23
    5 of 5 stars (5) Excellent
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    £194
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    1 / 38
    4.5 of 5 stars (6) Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    £1,627
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    1 / 23
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    £86
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    1 / 25
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
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    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    Enjoy an old fashioned Florida beach vacation at this wonderful cottage just 4 houses from the beach! One Florida family has spent over four decades building happy summer memories right in this spot, and they invite you to create some of your own treasured moments on your next visit to Anna Maria.... View all property information
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    £84
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    1 / 8
    5 of 5 stars (10) Excellent
    Overview Reviews (10)
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    • Dishwasher
    • Dryer
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    • Smoking allowed
    • Suitable for children
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    About this property
    Charming, newly renovated, the Becker Beach Bungalow offers a comfortable stay less than 2 blocks from the beach. Accommodates 6 people comfortably; master bedroom with 1 queen bed, second bedroom with 2 twin beds, and an additional daybed with pop up in the sun room. The living room also has a... View all property information
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    5 of 5 stars Reviewed 6 December 2014
    Wonderful location and exactly as advertised. We used the wired connection for the internet and it worked just fine. Excellent turn-key property which we recommend to others.
    5 of 5 stars Reviewed 6 September 2014
    I planned a surprise trip for my wife and found this place solely based on Trip Advisor reviews. I talked to the owner Sandy who was extremely helpful in giving me more details...
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    £568
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    1 / 14
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    • Safe
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    About this property
    This villa is quaint and adorable tucked in a quiet neighborhood just 9 houses from the Gulf of Mexico and white sandy north end Anna Maria Island beaches. Step outside your door and stroll down the street in 1 minute or less to the quaint shops and cafes along Pine Ave. Walk to everything the... View all property information
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    £167
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    1 / 26
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Dishwasher
    • Internet Access
    • Private Outdoor...
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    • Smoking allowed
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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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    £114
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    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
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    About this property
    As an artist this private three bedroom and two bath elevated vacation home has been a retreat that inspires many paintings of Anna Maria Island. Located on the secluded North End you will enjoy the tranquility of the Island and have an easy stroll to the Gulf of Mexico and the best white... View all property information
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    £267
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    1 / 23
    5 of 5 stars (4) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Overview Reviews (4)
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
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    • Suitable for children
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    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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    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...
    5 of 5 stars Reviewed 20 February 2014
    When we walked into this adorable cottage, we couldn't believe our eyes. This place is too cute for words! It is the kind of rental you dream about with clean bathrooms...
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    £1,203
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    1 / 25
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview Reviews (1)
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
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    About this property
    Gaze out of your living room to the calming serenity of the canal as you sip on your favorite beverage at this comfortable and spacious home located in the prestigious north end of the island. This beautiful 3 bedroom 2 bath tastefully decorated home is invitingly awaiting your arrival for the... View all property information
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    5 of 5 stars Reviewed 12 March 2015
    Great accommodation in an idylic spot close to the beach and all amenities. You are in the best spot on the island.
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    £2,507
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    1 / 25
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
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    • Pets allowed
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    About this property
    Spend your vacation just steps from our beautiful beaches and crystal-clear waters! Casa Blanca is in the heart of the village of Anna Maria, and west of Gulf Drive...there's no better place to be! Only 5 houses from the beach, you'll be steps from the sand AND just moments from shopping,... View all property information
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    From
    £148
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    1 / 24
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Balcony
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
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    • Suitable for children
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    About this property
    Located on one of the prettiest streets in the village of Anna Maria, this lovely 4 bedroom, 2 and a half bath home is just 7 houses away from the beach. The quiet, tree-lined street evokes memories of Florida Gulf Coast islands in days gone by, with a shaded path providing access to the island's... View all property information
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    £100
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    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
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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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    £201
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    1 / 34
    4.5 of 5 stars (7) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Overview Reviews (7)
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Private Outdoor...
    • Satellite TV
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    • Pets allowed
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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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    5 of 5 stars Reviewed 28 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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    £468
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    1 / 21
    5 of 5 stars (16) Excellent
    Overview Reviews (16)
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • x
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    • Elder access
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    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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    5 of 5 stars Reviewed 15 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 11 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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    £134
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    1 / 24
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview Reviews (4)
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
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    • Satellite TV
    • Washer
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    • Pets allowed
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    About this property
    Starfish Dreams is the perfect place to start your vacation! This family-friendly vacation rental is centrally located on Pine Avenue in the city of Anna Maria on Anna Maria Island, halfway between the Gulf of Mexico and Tampa Bay. If that were not enough, it also has a heated pool and is on a... View all property information
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    5 of 5 stars Reviewed 4 November 2014
    My husband and I took our 15 year old son to Anna Maria for a weeks stay at Starfish Dreams. We had a really lovely relaxing holiday and the house is perfect. Excellent position...
    5 of 5 stars Reviewed 16 August 2014
    Having stayed on AMI before, we knew that we would love the island, but the location of this home made our trip even more successful. The property is on Pine Avenue, so walking...
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    £124
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    1 / 24
    5 of 5 stars (7) Excellent
    Overview Reviews (7)
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    This two-bedroom, two-bath vacation rental is located on the quiet north end of Anna Maria Island. Whispering Pines is just three houses from one of the most beautiful beach accesses on the island. This classic 1920's beach cottage has been lovingly restored. The original wood molding, fireplace,... View all property information
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    5 of 5 stars Reviewed 4 November 2014
    We had the most wonderful stay at Whispering Pines, a beautiful cottage on Anna Maria Island. It couldn't have been more perfect. My parents, my two 12 year-olds and I thoroughly...
    5 of 5 stars Reviewed 28 August 2014
    Whispering Pines is an updated and classic Florida home. We traveled with one young child and we all had more than enough space to relax. The beautiful shores of the beach are...
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    £167
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    1 / 30
    5 of 5 stars (2) Excellent
    Overview Reviews (2)
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
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    About this property
    The Shady Mango was originally built in 1925. According to local history the heart pine used in constructing the original house came by steam boat to the City Pier and was hauled by horse-drawn lorry up Pine Avenue to the home's present site. In 2004 the home was given a major renovation... View all property information
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    5 of 5 stars Reviewed 21 September 2013
    My husband, 2 kids & I stayed at the Shady Mango & LOVED it! It's the perfect place for a vacation for a small family. It's in a great location with walking access to the beach...
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    £74
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    1 / 14
    5 of 5 stars (7) Excellent
    Overview Reviews (7)
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Seaside Views - Waterfront, Steps from Beach & Restaurants This water front, two bedroom condominium (ground floor), sits on the end of Pine Avenue, across the street from the beach and has wonderful seaside views of the bay. It also has it's own private fishing dock and boat slip! We have... View all property information
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    From
    £114
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    Overview Reviews (5)
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
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    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
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    About this property
    The adorable Coastal Cottage, located in the laid-back city of Anna Maria, is the perfect place to take a totally carefree vacation. The white sand beach of Anna Maria Island and the azure blue waters of the Gulf of Mexico are only a short stroll from this delightful three-bedroom, two-bath... View all property information
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    5 of 5 stars Reviewed 31 October 2014
    Great, private and quiet location. The house is equipped with all you and your family need. The short distance to the beach made us walk to the beach more than once a day. Any...
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    £143
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    1 / 23
    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Overview Reviews (2)
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
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    • Pets allowed
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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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    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...
    5 of 5 stars Reviewed 14 February 2015
    Our rental property was exactly how it was pictured on the web. Plenty of space with all the amenities you need to prepare food in our go out. The newly installed pool and spa...
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    £105
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    1 / 19
    5 of 5 stars (7) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Overview Reviews (7)
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
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    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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    4 of 5 stars Reviewed 13 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 8 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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    £105
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    Overview
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
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    About this property
    Grab your flip flops and your bathing suit for your fabulous vacation in this well-appointed Anna Maria home! Cook's Cove is located just steps away from the beautiful, white sand beaches of Anna Maria Island and the azure water of the Gulf of Mexico. Both elderly- and family-friendly, this... View all property information
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    £114
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    Overview Reviews (4)
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Satellite TV
    • Washer
    • Waterfront
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
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    About this property
    With its luscious landscaping, eclectic look and colorful Key-West style, Simpatico could be right out of Coastal Living Magazine. This bungalow is perfect for the ideal secluded island vacation! Located on the north end of Anna Maria Island, this canal home, with a boat dock and kayaks,... View all property information
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    5 of 5 stars Reviewed 11 January 2015
    My husband and I and another couple stayed here for one week in December. This was our first stay on the island and we would definitely go back. We have rented homes all over...
    4 of 5 stars Reviewed 29 July 2014
    The entire grounds and unit are artfully decorated with many vignettes located throughout. Very quiet neighborhood but located within easy walking or biking distance of many shops...
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    £332
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    1 / 24
    4.5 of 5 stars (7) Very good
    Overview Reviews (7)
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
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    • Suitable for children
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    About this property
    Located on the north end of Anna Maria Island in the city of Anna Maria, this family-friendly vacation rental was built for rest and relaxation. Beginning with the lush landscaping that meets you at the front door, all the way through to the putting green, kayak launch and boat dock, this house has... View all property information
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    5 of 5 stars Reviewed 15 August 2014
    I searched for the perfect house for a family of 10 to celebrate our niece's vacation. All I can say is there was nothing on everyone's list that this house didn't have! We...
    5 of 5 stars Reviewed 2 August 2014
    This house was exactly as pictured and described. The attention to detail in how it was build was amazing. This place had everything you could imagine or want. Pool was...
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    £81
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    1 / 17
    4.5 of 5 stars (4) Very good
    Overview Reviews (4)
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
    • Elder access
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    About this property
    This vacation rental is located on Anna Maria Island's historic Pine Avenue, halfway between the Gulf of Mexico and the Anna Maria City Pier! This adorable, one bedroom cottage, with high beamed ceilings, wood floors and shabby chic décor throughout is ideal for a vacation getaway! This quaint... View all property information
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    3 of 5 stars Reviewed 18 August 2014
    The location is great, with the bayside on the property along with the pool and the beach just across the street. Our biggest problem was the cell phone signal (VERY LOW) and the...
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    £86
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    1 / 23
    4 of 5 stars (2) Very good
    Overview Reviews (2)
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    The Light House welcomes you in with its tropical landscaping, canal view and calming green exterior. This nicely furnished two-bedroom, one-bath vacation rental on Anna Maria Island has everything you need to begin a relaxing and restful vacation. Newer appliances will make quick work of... View all property information
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    £89
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    1 / 39
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Overview Reviews (1)
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • x
    About this property
    Newly Remodeled 1 Bedroom/1 Bath Cottage in a serene north end location. The allure of the Gulf of Mexico Beach just 250 steps away. A back yard dock on Lake LaVista Bayou with a patio table, umbrella, and sling back chairs. Launch the provided kayaks right from the dock or choose to bring your own... View all property information
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    £114
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    1 / 24
    4.5 of 5 stars (6) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Location, location, location. Welcome to the quaint and quiet north end of Anna Maria Island! This classic AMI elevated, open floor plan vacation rental boasts three bedrooms and two baths with plenty of room for a large family or group to spread out and relax! Two queen-size beds, a full-size... View all property information
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    5 of 5 stars Reviewed 2 September 2014
    Best vacation in a long time. Our house was great. The pool was so nice after a long day at the beach. The beach was perfect, warm, clear water, little waves. We rented from...
    4 of 5 stars Reviewed 18 August 2014
    This property is in a great location for the beach, local restaurants, cafés and local stores. The pool is super and ideal for spending time around. The property is spacious for a...
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    £126
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    4.5 of 5 stars (8) Very good
    Overview Reviews (8)
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    • Air Conditioning
    • Balcony
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
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    About this property
    BON AMI will be your 'good friend' after a vacation stay. Located on the north end of Anna Maria Island and a short distance to Bean Point, this heated pool stilt home will beckon you back year after year! Beautifully decorated, this three-bedroom, two-bath vacation rental is spacious, airy, and... View all property information
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    4 of 5 stars Reviewed 1 November 2014
    We're a family from Germany and booked Bon Ami via Homeaway/FeWo direkt. Our stay was all in all very nice: the location is nearly perfect, only a few steps to the beach. The...
    4 of 5 stars Reviewed 26 August 2014
    We spent a week here with our teenage boys and my parents. The house was large and clean with everything needed to cook full meals. Large balconies and patio to spend the...
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    £114
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
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    About this property
    Come and enjoy your own private Island Oasis! Located on the north end of Anna Maria Island in the city of Anna Maria, one block from the bay and a few blocks from the City Pier, this charming vacation rental will allow for some serious relaxation. This home-away-from-home offers two bedrooms and... View all property information
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    5 of 5 stars Reviewed 5 October 2014
    This vacation rental is just perfect - the interior is so lovely, the kitchen well equiped,the surrounding amazing! We can totally recommend this home and would love to come back!
    5 of 5 stars Reviewed 17 July 2013
    My husband and I took a friend here for the weekend. It was very tropical around the pool. The house was clean and I loved the rain shower in my bedroom. Huge house with very...
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    £172
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    • Air Conditioning
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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
    Just steps from the white sand beaches of Anna Maria Island, this four-bedroom, three bath, family-friendly vacation rental is located on the north end of the island in the city of Anna Maria. With a new heated pool, a large, covered and furnished balcony and patio, a gas grill, plus an organic... View all property information
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    5 of 5 stars Reviewed 5 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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    £160
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    1 / 25
    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview Reviews (2)
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    • Air Conditioning
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    • Dryer
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    • Private Outdoor...
    • Satellite TV
    • Washer
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    • Pets allowed
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    • x
    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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    From
    £86
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    Overview Reviews (1)
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    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • x
    About this property
    Your time on Anna Maria Island should be perfectly charming in this classic beach-style cottage perfectly located on the west side of Gulf Drive in the city of Anna Maria. Only steps away from the azure blue waters of the Gulf of Mexico, this unique vacation rental boasts two very large bedrooms... View all property information
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    5 of 5 stars Reviewed 12 November 2014
    On entering the cottage, the screened porch was a perfect cool place to relax in the evening with a drink or to take morning coffee and watch Anna Maria Island come to...
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    £162
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    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Overview Reviews (4)
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    • Air Conditioning
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    • Satellite TV
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    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
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    About this property
    This gulf-front vacation rental cottage is located right on the beach on the secluded north end of Anna Maria Island. Step out Wave Crest's door and into the waiting lounge chairs and rub your toes in the beautiful white sand beaches of AMI or enjoy the views of the sparkling Gulf of Mexico waters... View all property information
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    5 of 5 stars Reviewed 14 July 2013
    If you want the beach as your back yard, along with a quiet and empty beach, you just found it. This house was perfect for my wife and I and our two daughters. Having been to...
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    £143
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    Overview
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    • Air Conditioning
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
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    About this property
    Life is Good at the Beach, located on the north end of Anna Maria Island, is a fantastic place to start your vacation. This three-bedroom, two-bath, vacation rental is just a five minute walk to the beautiful north end beaches near Bean Point and two blocks to the Rod & Reel Pier. The extra-large... View all property information
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    From
    £124
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    Overview
    Amenities & Details
    • Air Conditioning
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
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    • ?
    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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    From
    £117
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    1 / 22
    4 of 5 stars (6) Very good
    Overview Reviews (6)
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    • Grill
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    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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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. The Blue Dolphin Inn consists of four units surrounding a free style heated pool with fountains and nearby tiki... View all property information
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    From
    £67
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Enjoy your vacation in this charming, one-bedroom, one-bath original house just six houses away from the white sand beaches of Anna Maria Island and sparkling waters of the Gulf of Mexico. Flamingo House is perfect for anyone who needs a quick weekend getaway or an extended stay! Located in Anna... View all property information
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    2 of 5 stars Reviewed 12 April 2015
    Very good: the house is close to a beautiful beach Poor: the house is too close to the noisy street; no place to sit outside; terrible smell of humidity inside; windows dirty...
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    £315
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    • Air Conditioning
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    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
    • x
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    About this property
    Cherryfish is the latest addition to the Pineapplefish collection of houses on Anna Maria Island. It is a spectacular 4 bedroom house, in a fantastic location, just one block from Tampa Bay Beach, the amazing Waterfront Restaurant and the island's most popular tourist destination - City Pier.... View all property information
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    5 of 5 stars Reviewed 29 January 2015
    Flawless! Cherryfish, a tropical hideaway I never want to leave! The landscaping is unsurpassed providing a private tropical oasis retreat. The home itself is so fresh with...
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    £201
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    5 of 5 stars (10) Excellent
    Overview Reviews (10)
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    • Air Conditioning
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    • Private Fishing...
    • Private Outdoor...
    • Safe
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    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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    5 of 5 stars Reviewed 25 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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    £167
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    4.5 of 5 stars (34) Very good
    Overview Reviews (34)
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    • Pets allowed
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    • Suitable for children
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    • x
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    About this property
    Berryfish is a fantastic new Caribbean style, beachfront apartment from Pineapplefish, ideal, due to its flexible accommodation, for larger groups of families and friends. Berryfish is double duplex apartment just a stroll to the beach, with 2 separate accommodations - Berryfish East and West,... View all property information
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    4 of 5 stars Reviewed 13 September 2013
    Pineapple fish we fell in love with berryfish the whole property is an amazing home from the large sun front deck to the back deck ..I want to buy it off you lol seriously it...
    5 of 5 stars Reviewed 21 May 2013
    Visited Anna Maria for the first time and we will visit again! Loved the location, the house and its wonderful furnishings and the nearness of the lovely white sands and blue...
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    4 of 5 stars (1) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Overview Reviews (1)
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    • Pets allowed
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    About this property
    Anna Maria Cottage 104 Magnolia Avenue Anna Maria Island, FL 34216 This beautiful historic beach cottage is a true embodiment of 'Old Florida Charm'. This wonderful home offers 3 suites, each with their own en-suite full bathroom, a wrap around porch with stunning Gulf views and much more!... View all property information
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    4 of 5 stars Reviewed 24 February 2015
    I spent almost 3 weeks on AMI sharing this lovely cottage with my sister and some other friends and family. The location is wonderful, very close to the beautiful beach, so an...
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    4 of 5 stars (1) Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    Overview Reviews (1)
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    • Pets allowed
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    • Suitable for children
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    About this property
    Tortuga Bay 9405 Gulf Dr. Anna Maria, FL 34216 This one is extraordinary! Tortuga Bay is a completely renovated, ground level, 5 bedroom property that has one of the most outstanding tropical pools on the island- featuring a theme-park style water-slide! Located in the prestigious city of... View all property information
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    4 of 5 stars Reviewed 3 April 2015
    The house was beautiful, spotless, and comfortable. The pool area was amazing and the walk to the beach was seriously 2 minutes tops. We like to stay beach front so if the beach...
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    £234
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    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
    Overview Reviews (2)
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    • Pets allowed
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    • Suitable for children
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    About this property
    Seaside 851 N. Shore Dr. Anna Maria, Fl. 34216 Seaside is a private, luxury home located on the very northern tip of Anna Maria Island. It looks directly at the Skyway Bridge, Egmont Key and Downtown St. Petersburg- you will not find a more breathtaking view anywhere on the island. The home... View all property information
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    5 of 5 stars Reviewed 29 October 2014
    What a wonderful vacation rental!! We had a little birthday party with family and friends and this place had it all! I got so many compliments that I had to let you know. The...
    5 of 5 stars Reviewed 20 July 2013
    We love Anna Maria and decided to splurge and rent a house on the north end right on the beach. This was a winner, a 180 degree view of the gulf, sunrises from the master bedroom...
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    £201
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    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Pets allowed
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    About this property
    Ocean Walk 117 Willow Avenue Anna Maria Island, Fl 34216 Ocean Walk is a brand new private home that is now ready for rental! The style of the home offers a very attractive roof line with steep pitches, lots of balconies and being located West of Gulf drive there are no busy roads to cross and... View all property information
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    5 of 5 stars Reviewed 15 March 2015
    Everything in this house is top notch. We've rented lots of places in Florida, but this one is beautiful. Everything is brand new, furniture is all good quality, bedding is great...
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    £334
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    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
    Overview Reviews (1)
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Cayman Bay 505 Magnolia Ave. Anna Maria, Fl. 34216 Cayman Bay may well be one of the most exquisite private homes available for rent on all of Anna Maria Island. This 4 bedroom/4 bathroom 5300 sq. ft. custom home has all the fine touches and professional craftsmanship one would expect in a... View all property information
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    5 of 5 stars Reviewed 19 August 2014
    We stayed here for two weeks this past August. This was our second trip to AMI - such a lovely place. This house was perfect for us. It is very spacious. All the bedrooms are...
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    £251
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Dishwasher
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    • Suitable for children
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    About this property
    Breakaway 891 North Shore Dr. Anna Maria, Fl. 34216 Leaping to the top of the class- this fabulous Bay front home has just undergone a significant renovation inside and out! The makeover includes an addition of a 4th bedroom, remodelled Master bedroom with a walk in closet, new floors in the... View all property information
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    Recent Rental Reviews in Anna Maria
    Holiday Rental House "Fabulous beach house" 5.0 of 5 stars
    "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 bettered. Living on the beach meant we could be up for early morning shell hunts and then have evening strolls to the Sandbar for..." More
    Holiday Rental House "This is a special place" 5.0 of 5 stars
    "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 allowed us to soak up the sun during the day and take in the world class sunsets at night. We rented kayaks and bikes from Beach Bums..." More
    Holiday Rental House "Amazing week in paradise" 4.0 of 5 stars
    "The house was beautiful, spotless, and comfortable. The pool area was amazing and the walk to the beach was seriously 2 minutes tops. We like to stay beach front so if the beach wasn't too far for me it shouldn't be to far for anyone. The negative side - it was on the main road - the traffic never stopped..." More