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Beach Rentals and Cottages in Anna Maria, FL

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    All 125 Rentals in Anna Maria
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    Travelers to Anna Maria are booking December dates now. Secure your vacation rental today, and have the perfect trip.
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    $357
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    1 / 23
    5 of 5 stars (5) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    $160
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    5 of 5 stars (15) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    $119
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    3 Bedrooms / 3 Bathrooms / Sleeps 7
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    1 / 14
    5 of 5 stars (10) Excellent
    5 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Private Outdoor...
    • Water Views
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Satellite TV
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    • Pet-friendly
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    • Child-friendly
    • x
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    • Elder access
    • x
    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 April 25, 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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    $290
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    1 / 38
    4.5 of 5 stars (7) Very good
    5 Bedrooms / 3 Bathrooms / Sleeps 12
    travelers have booked this property
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    • Water Views
    • TV
    • DVD Player
    • Internet Access
    • Stereo System
    • Private Outdoor...
    • Air Conditioning
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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 May 23, 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 February 20, 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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    $274
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    1 / 20
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • DVD Player
    • TV
    • Air Conditioning
    • Hot Tub
    • Stereo System
    • Wi-Fi
    • Private Outdoor...
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Description We are located in the heart of the beautiful city of Anna Maria FL. We are one block from the historic Pine Ave with free trolley service to the entire island. We are two blocks to the beautiful white sand beach. Three blocks in the opposite direction is the bay and the historic City... View all property information
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    Anna Maria, Anna Maria Island 34216
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    $125
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    1 / 8
    5 of 5 stars (13) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travelers have booked this property
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    • TV
    • Wi-Fi
    • Dryer
    • Air Conditioning
    • Washer
    • DVD Player
    • There Are Tennis...
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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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    Anna Maria, Anna Maria Island 34216
    4 of 5 stars Reviewed May 13, 2015
    The accommodations were extremely reasonable for what was received. The property manager was more than accommodating, dropped off a cooler for me to use to transport flowers for...
    4 of 5 stars Reviewed April 29, 2015
    Stayed in this bungalow for 4 nights and very pleased . It was like home from home and had a very relaxing feel with all facilities,and an excellent location with good...
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    $850
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    1 / 14
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    • Internet Access
    • Air Conditioning
    • Dryer
    • Deck
    • Washer
    • Patio
    • Stereo System
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    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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    Anna Maria, Anna Maria Island 34216
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    1 / 25
    4 Bedrooms / 3 Bathrooms / Sleeps 12
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    Amenities & Details
    • Patio
    • TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Tarpon Pointe 306 Tarpon St. Anna Maria, Fl. 34216 Tarpon Pointe is a newly remodeled property on the exclusive Northern-End of Anna Maria Island! This gorgeous private home embodies all of the best that the Island has to offer including a private heated pool, a dock, several porches,... View all property information
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    Anna Maria, Anna Maria Island 34216
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    $3,400
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    1 / 17
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Washer
    • Air Conditioning
    • Stove
    • Deck
    • Satellite TV
    • Wi-Fi
    • Refrigerator
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    Location Information
    Anna Maria, Anna Maria Island 34217
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    1 / 23
    5 of 5 stars (5) Excellent
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Washer
    • Dryer
    • Private Outdoor...
    • Air Conditioning
    • Water Views
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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 May 28, 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 April 7, 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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    $980
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    1 / 20
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Water Views
    • Ocean Views
    • DVD Player
    • Wi-Fi
    • Watersports Nearby
    • Air Conditioning
    • TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    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 its own private fishing dock and boat slip! This unit has been completely remodeled and newly furnished to give you the... View all property information
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    Anna Maria, Anna Maria Island 34216
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    $1,700
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    1 / 24
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • TV
    • Game Room
    • Watersports Nearby
    • Private Outdoor...
    • Ping Pong Table
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    The lovely Dolphin Pointe resides on the highly desirable north end of Anna Maria, just a three houses away from the beach at Bean Point and a short walk to Rod and Reel Pier. The spacious open concept living area is perfect for spending quality time with the family. The home exudes an Island charm... View all property information
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    Anna Maria, Anna Maria Island 34216
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    $250
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    1 / 17
    4.5 of 5 stars (35) Very good
    6 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (35) Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    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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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed June 10, 2015
    We stayed at Berryfish for our Wedding Weekend with some of our bridal party. It was perfect for us! The rooms were spacious and clean, the living room and kitchen were huge and...
    4 of 5 stars Reviewed September 12, 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...
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    $351
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    1 / 25
    5 of 5 stars (2) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 9
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Patio
    • Private Outdoor...
    • DVD Player
    • Satellite TV
    • Dryer
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed October 27, 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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    $471
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    1 / 29
    4 of 5 stars (5) Very good
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Water Views
    • Washer
    • Garage
    • Refrigerator
    • Satellite TV
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    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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    Location Information
    Anna Maria, Anna Maria Island 34216
    1 of 5 stars Reviewed July 8, 2015
    On arrival, as we walked up the stairs of the property, we were welcomed to a smell of rotten sewage and flies. Bins had not been emptied and we had to wheel the bins out on bin...
    5 of 5 stars Reviewed January 29, 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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    $143
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    1 / 18
    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Patio
    • DVD Player
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Bay Bungalow 607 N. Bay Blvd. Anna Maria, Fl. 34216 Brand new heated pool! Bay Bungalow is a newly updated elevated bungalow located on the North end of the island, just across from the famous Rod and Reel Pier and only 2 blocks from Bean Point beach. The custom decoration includes nautical... View all property information
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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed June 5, 2015
    First I have to tell you this home has been remodeling in the living room and downstairs garage area. They have removed the front deck and extended the living space. The...
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    $500
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    1 / 26
    5 of 5 stars (1) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • TV
    • DVD Player
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed August 19, 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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    $1,950
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    1 / 34
    4.5 of 5 stars (7) Very good
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (7) Make Inquiry
    Amenities & Details
    • Hot Tub
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Satellite TV
    • Watersports Nearby
    • Water Views
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    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 July 28, 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 July 10, 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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    $257
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    1 / 15
    3 of 5 stars (1) Average
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    Amenities & Details
    • Air Conditioning
    • Private Outdoor...
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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 July 1, 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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    $110
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    1 / 14
    5 of 5 stars (7) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (7) Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    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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    Anna Maria, Anna Maria Island 34217
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    $700
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    1 / 21
    5 of 5 stars (16) Excellent
    4 Bedrooms / 5 Bathrooms / Sleeps 8
    Overview Reviews (16) Make Inquiry
    Amenities & Details
    • Hot Tub
    • Stereo System
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Private Outdoor...
    • Deck
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    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 April 15, 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 March 11, 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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    $325
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    1 / 18
    4 of 5 stars (7) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 9
    Overview Reviews (7) Make Inquiry
    Amenities & Details
    • Water Views
    • Internet Access
    • Stereo System
    • Washer
    • Deck
    • Air Conditioning
    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    This 3 bedroom/2 bath beachy home has views of the gulf from all but 1 bedroom. It has a 600 sq.ft. deck. The sand is sugary white and this is a private beach, but if you want some action, you can walk to some of the nicest restaurants on the water, or drive 5 or 6 minutes into town. I have had... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed July 12, 2015
    We only were there a few days, but all we could say when we got there was "Is this for real?" It was such a wonderful place for our reunion. Very clean in all ways. We all sat...
    5 of 5 stars Reviewed June 5, 2015
    I have rented this house on the beach for the last nine years. The owner has made some much needed improvements............such as new kitchen cupboards and granite top cabinets...
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    $257
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    1 / 24
    5 of 5 stars (6) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (6) Make Inquiry
    Amenities & Details
    • Patio
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Washer
    • Dryer
    • Wi-Fi
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed January 5, 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 August 24, 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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    $285
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    1 / 20
    5 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Private Outdoor...
    • Washer
    • Air Conditioning
    • DVD Player
    • Patio
    • Satellite TV
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Villa Marianne is the ultimate beach getaway for you and your family. Located on the north end of Anna Maria Island in the city of Anna Maria just steps from the white sand beach, this five bedroom, four bath vacation rental will make you never want to leave! Exquisitely decorated with beach... View all property information
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    Anna Maria, Anna Maria Island 34216
    From
    $496
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    1 / 24
    4.5 of 5 stars (7) Very good
    5 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (7) Make Inquiry
    Amenities & Details
    • Sauna
    • Waterfront
    • Satellite TV
    • Air Conditioning
    • Stereo System
    • Private Outdoor...
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed August 14, 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 August 2, 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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    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • DVD Player
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    • Satellite TV
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    • Hot Tub
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    • Pet-friendly
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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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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed September 21, 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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    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Water Views
    • Air Conditioning
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    • Hot Tub
    • Waterfront
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    • Pet-friendly
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    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
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    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • DVD Player
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    • Deck
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    • Washer
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    • Grill
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    • Pet-friendly
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    • x
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    About this property
    Bay View Villa is a three bedroom, three bath private Key West style island home with bay views; tile and bamboo floors, spacious living room with large open decks, and just a short stroll to Bean Point and Bayfront Park. Very desireable area on the North end of Anna Maria Island. Sleeps up to 6... View all property information
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    Anna Maria, Anna Maria Island 34217
    5 of 5 stars Reviewed December 2, 2011
    everything spot on,between the 2 piers ,both walking distance,2 minutes stroll to the park opposite with the beach ,sea and picnic area,lovely. a clean peacefull area .
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    5 of 5 stars (2) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Dryer
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    • Patio
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    • Satellite TV
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    • Pet-friendly
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    • x
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    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
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    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • x
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    About this property
    Limelight 771 Jacaranda Rd. Anna Maria, Fl. 34216 Limelight is a gorgeous newly renovated home, inside and out, located on the prestigious North End of Anna Maria Island. Only a brisk 3 minute walk away from the sandy white beaches, this home offers everything you are looking for in an Island... View all property information
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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed January 11, 2015
    We loved the location and the house was beautiful and well equipped. It was a perfect place for us to vacation with our three adult children. The kitchen was top notch with...
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    5 of 5 stars (3) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 9
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    • TV
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    • Pet-friendly
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    • x
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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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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed April 20, 2015
    I had never been to Anna Maria Island before, and the rental agent said I would fall in love with it on our first trip; she was so right. That island, with its crystal clear blue...
    5 of 5 stars Reviewed October 29, 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...
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    5 of 5 stars (1) Excellent
    5 Bedrooms / 4 Bathrooms / Sleeps 12
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    • Dishwasher
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    • Pet-friendly
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    • x
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    About this property
    Villa Marianne 111 Maple Ave. Anna Maria, Fl. 34216 Wow, you just can't say enough great things about this beautiful beach villa! This 5 bedroom, 4 bathroom home so close to the beach- no more than a 1 minute stroll and located on the prestigious North end of the island. Every room is... View all property information
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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed March 22, 2015
    We just returned from our week long stay at Villa Marianne and couldn't be happier. We were two families- mine and my cousin and hers. 4 adults total, and 5 kids ages 8,6, 4,3...
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    5 of 5 stars (1) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • TV
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    • Pet-friendly
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    • x
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    About this property
    Sundown South 300 N. Shore Unit A Anna Maria, Fl. 34216 This is a one of a kind brand new construction on Anna Maria Island. Sundown South has 4 bedrooms and 3 full baths and a private heated pool. Located on a beautiful lake on the prestigious North Shore Drive and only a very short walk to... View all property information
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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed July 6, 2015
    We had a very enjoyable week at this vacation home. Plenty of space to roam and have family relaxation time. We had so much fun in the pool and enjoyed the fishing right off of...
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Satellite TV
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    • Washer
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    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • x
    About this property
    Beachcombers is a spacious 3 bedroom/2 bath home with all of the 'Old Florida Charm' you could ask for. Situated on Spring Avenue, just a couple of blocks to the Gulf of Mexico on Anna Maria's beautiful north end! Easy walking distance to many shops, restaurants, the Anna Maria City Pier and a... View all property information
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    Anna Maria, Anna Maria Island 34216
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    4 of 5 stars (1) Very good
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • x
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    About this property
    Sunchase Villa 302 Gulf Blvd Anna Maria, Fl. 34216 Sunchase Villa is a true Old Florida, ground level beach cottage nestled on the north end of Anna Maria Island only a short walk to restaurants and shopping. There are fantastic Gulf Views from this well-appointed 4 bedroom, 4.5 bath private... View all property information
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    Anna Maria, Anna Maria Island 34216
    4 of 5 stars Reviewed December 15, 2014
    The location of this house is great---right on the beach and close to many restaurants! The house is roomy and nicely furnished, including multiple TVs for anyone who is...
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    5 of 5 stars (1) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 14
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    • x
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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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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed March 15, 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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    5 of 5 stars (1) Excellent
    5 Bedrooms / 3 Bathrooms / Sleeps 14
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    • Pet-friendly
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    • x
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    About this property
    Villa Del Sol 211 Chilson Avenue Anna Maria, FL 34217 This is an exquisite, newly remodeled 5 bedroom, 3 bath ground level home with available boat dock. Inside the home you will find quality furnishings with a Caribbean decor. The open floor plan provides the perfect space for spending... View all property information
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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed May 17, 2015
    Villa Del Sol is a Fabulous comfortable house in Paradise. We had 14 people stay at the house for a week. The house fit us very comfortably with awesome beds, bathroom and a...
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    5 of 5 stars (1) Excellent
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • x
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    About this property
    Breakaway 891 North Shore Dr. Anna Maria, Fl. 34216 Leaping to the top of the class- this fabulous Bay front home has just undergone a significant renovation inside and out! The makeover includes an addition of a 4th bedroom, remodelled Master bedroom with a walk in closet, new floors in the... View all property information
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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed June 15, 2015
    From the moment you walk in this house you are blown away by the view. Beautiful home, great location, private pool, grill, plenty of room for the 8 of us...and so much more...
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    5 of 5 stars (2) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    • Air Conditioning
    • Grill
    • Patio
    • Satellite TV
    • Internet Access
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • 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
    5 of 5 stars Reviewed June 8, 2015
    The cottage was just as the picture depicts. It was close to the beach and we only had to worry about 1 other rental on the property. A lot of privacy and all the amenities...
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    4 of 5 stars (1) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • x
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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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    Anna Maria, Anna Maria Island 34216
    4 of 5 stars Reviewed February 23, 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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    4.5 of 5 stars (2) Very good
    5 Bedrooms / 3 Bathrooms / Sleeps 12
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    • TV
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    • Pet-friendly
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    • x
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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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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed July 7, 2015
    We spent Thanksgiving weekend here and had flown our 5 kids in from various locations. The home was perfect from the pool and hot tub to the 200 yard walk to the beach and canal...
    4 of 5 stars Reviewed April 2, 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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    5 of 5 stars (2) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Shared Outdoor Pool...
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    • x
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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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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed May 30, 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 August 21, 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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    4 of 5 stars (1) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    About this property
    Birds Eye View 802 Gladiolus Street Anna Maria, FL 34216 This spacious and charming 2 bedroom, 2.5 bath elevated home is just three houses from the Gulf of Mexico! It is located near popular Bean Point at the prestigious northern tip of Anna Maria Island. It has fabulous island style... View all property information
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    Anna Maria, Anna Maria Island 34216
    4 of 5 stars Reviewed September 6, 2013
    Lovely property...close to both gulf and bay beaches for sunrise/sunset. Loads of space with a huge master bedroom/bathroom. Clean and well kept but could use a few updates...
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Private Outdoor...
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    • Pet-friendly
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    • Child-friendly
    • x
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    • 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
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    4.5 of 5 stars (2) Very good
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    Whispering Winds 210 Sycamore Avenue Anna Maria, Fl 34216 Key West style 4 bedroom, 2 bath home just a short walk from the Gulf of Mexico. This home offers private heated pool, three covered decks overlooking pool, BBQ grill, two car garage, cathedral ceilings, tile, carpet, open floor plan... View all property information
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    Anna Maria, Anna Maria Island 34216
    4 of 5 stars Reviewed October 4, 2014
    You can look at the photos - the house is every bit as good as the description. Everything worked, there were no problems at all with the property. We called Anna Maria Vacations...
    5 of 5 stars Reviewed May 13, 2014
    We stayed at Whisper Winds,3 houses to the wonderful White Sand... Great house with 4 bdrm ,heated pool, great location with plenty of room for Family Vacation.. This is our 2nd...
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    3 of 5 stars (1) Average
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    Casa Muratti 210 Palmetto Avenue Anna Maria Fl. 34216 This is an exceptional 4 bedroom 3.5 bath Mediterranean style home just a short walk to the Gulf of Mexico. With its modern decor and bright open floor plan this home is perfect for your vacation getaway! There is a private heated pool and a... View all property information
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    Anna Maria, Anna Maria Island 34216
    3 of 5 stars Reviewed June 24, 2015
    This is the second time we have stayed in this house. The first time being several years ago. The house needs some TLC. The living room rug was filthy and the coffee table needed...
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    4 Bedrooms / 2 Bathrooms / Sleeps 10
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    About this property
    Cabana Breeze 511 Spring Avenue Anna Maria Island, Fl 34217 Cabana Breeze is a newly and completely renovated 4 bedroom 2 bathroom home with multiple outdoor shaded living areas, a large lot, and a brand new custom pool and pool-side cabana. This gorgeous home is located on the prestigious... View all property information
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    Anna Maria, Anna Maria Island 34216
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    $189
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Dolphin's Dream 855 North Shore Drive Anna Maria, Fl. 34216 Dolphin's Dream is a totally updated Florida beach house ideal for those who want Old Florida charm with updated decor. This 3 bedroom 2 bath ground level home is a short walk to the Rod-n-Reel Pier and Bean Point on the Gulf of Mexico.... View all property information
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    Anna Maria, Anna Maria Island 34216
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    $157
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    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Wi-Fi
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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