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Cottages in Anna Maria Island, FL

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    $154
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    1 / 25
    4.5 of 5 stars (3) Very good
    Bradenton Beach
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    $1,703
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    1 / 19
    4 of 5 stars (1) Very good
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 7
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    1 / 19
    4 of 5 stars (1) Very good
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    $771
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    1 / 8
    5 of 5 stars (5) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Satellite TV
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    • Pets allowed
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    • x
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    • x
    About this property
    This well-furnished two bedroom condo is next to a quiet nature preserve and has a fine view of the bay separating Anna Maria Island from Florida's mainland as well as the Sandy Pointe heated swimming pool. The beach is just 2 blocks away with its bright white sand and aquamarine waters. For... View all property information
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    5 of 5 stars Reviewed 10 April 2015
    We loved our condo. It had plenty of room for our family which included 2 teens. The trolley stop a short walk a away and easy walk to the beach. Our condo was fabulous. Well...
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    $1,146
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    1 / 19
    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    • Air Conditioning
    • Balcony
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    • x
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    About this property
    Lovely Bayside Condo recently remodeled, 2 Bedroom, 2 Bathroom, fully air conditioned, screened lanai, heated pool and covered parking. Easy access to: retail shops, grocery store and restaurants. 200 hundred yards to Free Island Trolley. Short walk to white sand beaches. Bike to nearby Robinson... View all property information
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    $288
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    1 / 18
    Holmes Beach
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    About this property
    3 Story 'Nantucket' Style - 4 bedroom/ 3 bath villa is just a 3 minute walk to the beach! - Located at 212 85th Street, Anna Maria Island FL. In a tropical setting, with above ground pool great for cooling off, and large sun deck. 4 Bedrooms/3 baths, large master suite with king size bed and... View all property information
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    1 / 18
    5 of 5 stars (2) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    traveller have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    What a great place! The first time I came to Anna Maria Island, I thought how could I get a place like this! A place where a clean shirt and flip flops are the norm. Where people say hi and the food is great and affordable. I watched my first wedding at sunset while having dinner on the beach.... View all property information
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    5 of 5 stars Reviewed 19 April 2014
    I completely agree with the previous review. We loved the view and certainly appreciated being at a walking distance to the beach and to the stores. Also the kitchen is better...
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    1 / 21
    4 of 5 stars (8) Very good
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Grill
    • Internet Access
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • ?
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    • Elder access
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    About this property
    The Bay Breeze, located at 402 20th Place North, is a lovely, two bedroom and two bath canal front home with a new large deck, boat dock and davits. It has undercover parking and a large screened lanai overlooking the natural canal. There is a gas grill on the new deck. This is a perfect home for... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island
    5 of 5 stars Reviewed 23 March 2015
    This unit had everything necessary for your needs. It was in a quiet area with easy access to the beach. It was also close to the downtown area for shopping and sight seeing...
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    1 / 27
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Satellite TV
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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
    Come and stay at this newly renovated unit; one of two units available at this superb duplex located just 500 meter from beautiful Holmes Beach on Anna Maria Island. This spacious two bedroom two bathroom property can accommodate up to 6 persons with a queen-size bed in the master bedroom with... View all property information
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    $147
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    1 / 21
    5 of 5 stars (16) Excellent
    Bradenton Beach
    1 Bedroom / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    You will enjoy this adorable newly renovated vacation cottage – THE LITTLE MERMAID -- on Anna Maria Island just across the street from the Gulf of Mexico and minutes from shopping and attractions on Bradenton Beach’s popular Bridge Street! Your three parking spaces are right at the front door!!... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island
    5 of 5 stars Reviewed 7 April 2015
    We enjoyed our month stay at The Little Mermaid tremendously. This little cottage is equipped with everything you need. Both the King bed and Queen sleeper sofa are very...
    5 of 5 stars Reviewed 24 October 2014
    Our experience was great from the start. Quick response from the owner Betty, follow up emails with detailed check in information. Upon arrival our first thought was that it was...
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    1 / 24
    5 of 5 stars (28) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (28) Make Enquiry
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    Limefish, from Pineapplefish is one of the most stunning beachfront holiday rentals on Anna Maria Island, with direct access to a beautiful, almost private beach. With spectacular views across the Gulf, Limefish has a wonderful and spacious decked area across the whole of the property, where you... View all property information
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    5 of 5 stars Reviewed 9 November 2014
    We were staying here with friends who were getting married on the beach. It is paradise. The villa was perfect for seven of us, though one couple had to have bunk beds, and we...
    5 of 5 stars Reviewed 7 October 2014
    Limefish has become a yearly destination tradition for my family. It is the ultimate in a beachfront location. Bike paths galore from this house, enabling touring the island...
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    $201
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    1 / 19
    4.5 of 5 stars (11) Very good
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (11) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This island home just one block from the beach offers a one of a kind setting which affordably gives you the pleasures of a spring-fed lake with dock as well as one block walk to the beach with a peek of the gulf. The beautiful lake is stocked with all types of fish ranging from Snapper, Redfish,... View all property information
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    5 of 5 stars Reviewed 8 January 2014
    We have now stayed twice at this vacation house and loved it both times. Ken, the owner makes it so easy to book and is a real pleasure to deal with. Booking direct with the owner...
    5 of 5 stars Reviewed 23 February 2013
    Exactly as advertised. This is not someone's investment property - it is a home. It has every comfort you would need and more. Literally minutes walk from the beach, private back...
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    1 / 20
    4.5 of 5 stars (4) Very good
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Internet Access
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Elder access
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    About this property
    Bridgeport Condo 204, located at 501 Gulf Drive North in Bradenton Beach is a spacious two bedroom, two-bath condo with an elevator, undercover parking and large heated pool. You can enjoy Gulf views from the lanai. Bridgeport Condo is a great Bradenton Beach rental property!This beautiful unit... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island
    5 of 5 stars Reviewed 31 May 2012
    Just as stated, this condo is updated and the decor is great. A beachy getaway feeling in every room! We saw dolphins & manatees from the balcony in midmorning! Loved the close...
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    $1,152
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    1 / 12
    5 of 5 stars (5) Excellent
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Affordable comfort and convenience for your next Florida vacation. Unit 162 at Runaway Bay Resort gives you all the amenities that you need for a wonderfully relaxing vacation on beautiful Anna Maria Island. The fully furnished 2 bedroom, 2 bath condo includes free high speed wireless internet, a... View all property information
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    Bradenton Beach, Anna Maria Island
    5 of 5 stars Reviewed 13 August 2011
    We had a wonderful time! This condo was exceptionally clean and had everything we could have wanted. It is a ground floor unit just a few steps from the pool, with a nice lawn and...
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    $1,791
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    1 / 11
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
    • Grill
    • Ocean Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Beach House II offers the best of Anna Maria's best kept secret, nestled in Holmes Beach just across the beach . The location is perfect , walk to all, Publix shopping center, restaurants, bars and more. This duplex can be rented 3 different ways, 1st level 3 bedrooms and 2 bathrooms .2nd level has... View all property information
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    $768
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    1 / 31
    5 of 5 stars (1) Excellent
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Gym
    • Internet Access
    • Satellite TV
    • Sauna
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Runaway Bay (RAB), located on beautiful Anna Maria Island (AMI) on the Gulf coast of Florida, is an attractive condominium complex with every imaginable amenity. RAB has the Island's largest heated swimming pool, tennis courts, bocce ball, shuffleboard, and an exercise room with plenty of... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island
    5 of 5 stars Reviewed 17 June 2013
    Staying at Unit #285 at Runaway Bay was by far a much nicer choice than staying at one of the local resorts down the road where the rest of my family chose to stay. The unit was...
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    1 / 52
    5 of 5 stars (11) Excellent
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    A brand NEW 2300 sq/ft, 3 bedroom modern beach house with heated and very private pool. A perfect location just steps from the beach, marina and the main plaza with great shops, a grocery store and restaurants. No need to drive anywhere. Located in a quiet neighborhood with tropical greenery, large... View all property information
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    5 of 5 stars Reviewed 19 April 2015
    The house is in walking distance to the beach. Alex's went above and beyond to make sure our trip was perfect. He gave many recommendations of where to eat and places to stay...
    5 of 5 stars Reviewed 28 March 2015
    We have been renting on AMI for 6 years and Happy Island Cottage is by far the best. This new and spacious and beautifully decorated house has everything you could wish for in a...
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    $4,608
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    1 / 13
    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 5
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Safe
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    This a luxurious gulf front villa, ground floor, walk directly to the beach. One of 12 units, but separate villa. Master suite with king size bed. Second bedroom, 2 twin beds beautifully decorated, and den/3rd bedroom with queen sofa bed can sleep 1 or 2. Two baths, laundry room, gourmet... View all property information
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    5 of 5 stars Reviewed 6 November 2012
    This villa is beautiful and in a wonderful location on a quieter stretch of the beach. Very upscale furnishings, and perfectly outfitted. The two porches - one shady and one sunny...
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    1 / 12
    4 of 5 stars (1) Very good
    Holmes Beach
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    Come relax and enjoy your beach vacation at The Cast Away! Located conveniently across from the Manatee Public Beach and the Gulf of Mexico. This two bedroom and one bath unit sleeps six with a queen size bed, two twin beds and a sofa bed. A full size kitchen and living room are included for your... View all property information
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    4 of 5 stars Reviewed 3 April 2015
    Mark was great to work with. He was very accommodating. As an extra bonus breakfast at the cafe was included which was delicious. We would stay there again.
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    1 / 25
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Gym
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    Enjoy one of the most breathtaking views on the island from this lovely two bedroom/two bath upstairs unit at West Bay Point Moorings. Not only are the views spectacular, but the entire complex is unique on Anna Maria, with large, open vistas, lush landscaping, four heated swimming pools, two... View all property information
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    1 / 12
    5 of 5 stars (1) Excellent
    Holmes Beach
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    The 'Flip Flop' duplex is a fantastic recently remodelled duplex located one block from the white sandy beaches boasting professional landscaping, beautiful retro interiors, and its own private pool for each side of the duplex. Flop (the yellow side of the duplex) is a one bedroom, one bath duplex... View all property information
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    5 of 5 stars Reviewed 8 October 2014
    My husband and I loved Flop Cottage for many reasons. First of all, the landscaping is lush and tropical and the décor is fun and cozy - so you instantly feel like you are on...
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    1 / 17
    5 of 5 stars (1) Excellent
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Dishwasher
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
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    About this property
    Island Paradise #3 3708 Gulf Drive Unit 3 Holmes Beach, Fl. 34217 Island Paradise is just that- the best view on Anna Maria Island. Panoramic views of the beautiful blue waters of the Gulf of Mexico and the white sand beaches. And don't forget the legendary sunsets. It simply does not get any... View all property information
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    5 of 5 stars Reviewed 18 August 2014
    The unit was very clean & well kept as well as the entire building. Our view of the Gulf of Mexico from the living room was breath taking. The pool was nice size and clean. We...
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    1 / 18
    5 of 5 stars (1) Excellent
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    About this property
    Island House 306 A 56th Street Holmes Beach , FL 34217 For true Southern Living and if only the best will do, this beautiful island vacation home has a large private pool that is electrically heated to ensure year round warm water to swim in surrounded by gardens landscaped with tropical trees... View all property information
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    4.5 of 5 stars (2) Very good
    Holmes Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
    About this property
    Spacious 3-level House with 2 large decks overlooking the beautiful Gulf of Mexico. House is fully furnished with a large flat screen TV and Bose Stereo System. Great Gulf views from living room and Master Bedroom. One Guest room also has a gulf view. Large garage is fully equipped with beach... View all property information
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    4 of 5 stars Reviewed 11 April 2015
    This house is lovely. It is well maintained and clean and has good sized rooms. The description is accurate. It is in an excellent location if you are looking for a beach week...
    5 of 5 stars Reviewed 23 January 2015
    A fantastic home, very well appointed, very clean and the perfect size for a group of 6. The location is spectacular, only steps from the beach and in the heart of Anna Maria...
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    1 / 22
    Holmes Beach
    4 Bedrooms / 3 Bathrooms / Sleeps 9
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
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    About this property
    At 4 bedrooms and 3 full bathrooms, this is one of the best rentals on Anna Maria Island. A few short blocks to the beach, and around the corner to restaurants, pubs & stores. Featuring a heated pool to relax in after your busy day, Amarillo Beach House West is a luxurious and welcome retreat in... View all property information
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    $183
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    1 / 28
    5 of 5 stars (5) Excellent
    Holmes Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    About this property
    Grab your flip-flops and beach chairs! This family-friendly 3-bedroom, 2 1/2 -bath townhouse is just two quick blocks to the pristine, white sandy beaches of Anna Maria's gorgeous blue waters of the Gulf Coast. And after a relaxing day of sand and sun, come back for a refreshing dip in the... View all property information
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    5 of 5 stars Reviewed 10 October 2014
    Loved this town house perfectly appointed for a family vacation. Beautiful tommy bahama furniture, comfortable living space, lots of bed space, well equipped kitchen. Beautiful...
    5 of 5 stars Reviewed 30 September 2014
    This beach condo is like staying in your own home. It is very comfortable, clean and spacious. Only a short walk to the beach makes it the perfect location! You can also bike...
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    5 of 5 stars (12) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 10
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    Mintfish is a fantastic 4-bedroom waterfront rental home on Anna Maria Island from Pineapplefish Villas. Our latest and one of our most exclusive offerings: this home enjoys and incredible waterfront location with spectacular views across Bimini Bay. A single-storey, spacious rental, with open... View all property information
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    5 of 5 stars Reviewed 16 January 2015
    The accommodations at "Mint Fish" we're superb. The views, the deck, the layout was everything we could want or expect. The four bedrooms accommodated all 11 of our family. The...
    5 of 5 stars Reviewed 10 October 2014
    A stunning property in a beautiful location. Well equipped, comfortable and tasteful. Pool and decking area - amazing! Probably best suited to a family with younger children as...
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    5 of 5 stars (1) Excellent
    Bradenton Beach
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Dryer
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    • Satellite TV
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    • Pets allowed
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    • x
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    About this property
    AWESOME is the word describing this darling getaway. With tropical murals abounding and colorful furniture you will surely know THIS is a vacation! This one bedroom, one bath unit is located diredtly on the pristine Gulf of Mexico Beach. You will enjoy the sruf, miles of powder-white sandy beach,... View all property information
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    Bradenton Beach, Anna Maria Island
    5 of 5 stars Reviewed 30 March 2015
    We loved this space. It was just the right size for us and right on the beach. The Sandy area prior to beach area allowed us to have our dog share the beach with us. For us...
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    4 of 5 stars (1) Very good
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
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    About this property
    When you stay in this spacious two-bedroom family-friendly condo you will definitely become a beach potato! Just steps from Anna Maria Island's beautiful white sand beach in the city of Holmes Beach, with 1,349 square feet, this vacation rental provides plenty of space to relax and enjoy your time... View all property information
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    4 of 5 stars Reviewed 12 January 2015
    My husband and I traveled with our son and his fiancée. The condo is very clean, with several upgrades especially in the kitchen. Counters, appliances and provided dishes...
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    Bradenton Beach
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    About this property
    Enjoy a fantastic Bradenton Beach vacation in this colorful duplex filled with charming beach décor and special touches that will make your stay extra special. 'Fish Tales' features two comfortable bedrooms, one with a king-size bed, and the other with two twin beds. Both bedrooms have... View all property information
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    Bradenton Beach, Anna Maria Island
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    5 of 5 stars (8) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Hot Tub
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    About this property
    606 hampshire lane, holmes beach fl 34217... Exquisite home on a great extra wide canal across the street from the key royale golf club. Designer furnished with top of the line amenities. 3 king bedrooms with tvs in each, 2 bath and a bright sunroom overlooking the dock, pool and outside sitting... View all property information
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    4.5 of 5 stars (7) Very good
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    Spend your vacation enjoying the Island life in a quiet and well-kept family neighborhood snuggled between the Gulf of Mexico and Anna Maria Sound. Our house is less than a mile north of the Cortez bridge (SR 684) affording easy access to the mainland. Each unit has 2 bedrooms, 2 baths, A/C,... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island
    5 of 5 stars Reviewed 6 July 2014
    recently spent a relaxing time at the beach. great weather, beautiful beaches, walking distance to a variety of restaurants, enjoyed the 4th of july celebrations on the beach. a...
    5 of 5 stars Reviewed 22 June 2014
    When owner John Donato said "just a block away", he meant it! In fact one or two blocks either way got one to lovely beaches on Anna Maria Island in Florida. The rental had a...
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    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Grill
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    • Pets allowed
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    • x
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    About this property
    Welcome to Bluefin Cottage on Anna Maria Island. This completely remodeled duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood. The Bluefin Cottage side includes a private heated pool (not shared), hot/cold outdoor shower, lush... View all property information
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    5 of 5 stars Reviewed 7 February 2015
    Bill and I arrived at Bluefin Jan 10 for 2 weeks. I have never rented a more beautiful clean accomodation ever. We loved it so much we would have moved it to BC if...
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    4 of 5 stars (1) Very good
    Anna Maria
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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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
    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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    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Wi-Fi
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    • Pets allowed
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    • x
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    About this property
    Island Paradise is just that - the best view on Anna Maria Island. Panoramic views of the beautiful blue waters of the Gulf of Mexico and the white sand beaches. And don't forget the legendary sunsets. It simply does not get any better than this. It is like you are sitting on the deck of a cruise... View all property information
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    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • x
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    About this property
    Once you open the door to this Gulf View, you will begin to relax. Restful and soothing beach colors throughout this two-bedroom, two-bath condo will encourage you to have a fabulous vacation on Anna Maria Island. The breathtaking view of the sparkling water through floor to ceiling windows in the... View all property information
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    4 of 5 stars (1) Very good
    Bradenton Beach
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Air Conditioning
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    • Pets allowed
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    • x
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    About this property
    Relax in the casual comfort of an island paradise, and have a true Old Florida experience on Anna Maria Island, where riding bikes is the preferred way to travel and indulging in the simple pleasures of life - sun, beach, scuba dive, Snorkel and relaxation are the favorite past times. Enjoy and... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island
    4 of 5 stars Reviewed 10 March 2015
    We enjoyed our holiday on AMI. Our condo was very comfortable, clean and complete. We toured the island by bicycle and car. The beach is just across the street
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    5 of 5 stars (3) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
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    • Private Outdoor...
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • x
    About this property
    Adorable and Updated 2 BR/2BA villa with a private heated pool. This villa is located on a quiet residential street, just a short walk to the beautiful beach, with no busy streets to cross to get there, and easily walkable to the 'downtown' Holmes Beach area for shopping and restaurants and more!... View all property information
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    5 of 5 stars Reviewed 25 July 2014
    This home was nicely furnished, clean, and in a great location. It was a short walk (4-5 minutes pulling a wagon and walking with kids) to the beach. We had no busy streets to...
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    5 of 5 stars (2) Excellent
    Bradenton Beach
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    • x
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    About this property
    2br/1ba elevated turnkey steps from the bay, 2 blocks from the Gulf of Mexico. Fully furnished. Children's Park and kayak launch at end of street. Beach chairs, towels, grill provided. Gorgeous view of bay from front porch swing. Perfect place for relaxing family vacation. White sand beach, bay... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island
    5 of 5 stars Reviewed 12 September 2014
    This house is the perfect beach house. Located in a nice and quite neighborhood. Walking distance to the beach both sides and so close to a small park with a playground (I watched...
    5 of 5 stars Reviewed 12 August 2014
    What a wonderful place to stay! Beautiful view of the bay from my porch. Right next door there was a playground for my children to play on, after spending the day on the beach...
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    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • x
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    About this property
    Adorable, ground level, vintage cottage with modern conveniences and private pool is all you could desire for a vacation. Tasteful décor, comfortable furnishings and peaceful surroundings await. 3 bedroom, 2 bath sleeps 6. Blocks from the gulf. Additional amenities include: washer & dryer. View all property information
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    5 of 5 stars (2) Excellent
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Suitable for children
    • x
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    • x
    About this property
    Beautiful 3 bedroom/2 bath beach house with Florida style furnishings! Corian countertops, beautiful Ceramic tile throughout, and high ceilings with crown molding. Private backyard with Heated Pool, waterfall, tropical landscape, and covered patio. Sleeps up to 8 people. Main house 1116 Sq. ft.,... View all property information
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    4.5 of 5 stars (4) Very good
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pets allowed
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    • Suitable for children
    • x
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    • x
    About this property
    This charming 2 Bedroom 2 Bath is the fourth house from the gorgeous white sand beach on the Gulf of Mexico. Remodeled and updated, this fully furnished home features 1450 sq ft, plus garage and patio. Amenities include living room plus family room with TVs in both, fully equipped kitchen, laundry... View all property information
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    5 of 5 stars Reviewed 20 June 2014
    This place is absolutely magnificent. I would advise to travel light. The house has anything and everything you would need, housewares, bicycles, floats, towels, washer and dryer...
    4 of 5 stars Reviewed 19 May 2014
    Very well equipped for families perfect location will definately go back. Free trolley is excellent and easy to access, also for the attractions if you would like some fast fun...
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    5 of 5 stars (13) Excellent
    Bradenton Beach
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    Delightful getaway located on Bradenton Beach on Anna Maria Island. This first floor condo with beautiful views is directly across the street from the white powder sand beach. Slow down and experience the charm of 'Old Florida'. Enjoy beautiful sunsets. Walk to nearby unique shops and restaurants,... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island
    4 of 5 stars Reviewed 10 March 2015
    As beautiful as pictures presented. Very clean with adequate supplies furnished. A beautiful view of ocean across road from us....wonderful beautiful beach just a short walk...
    4 of 5 stars Reviewed 6 March 2015
    Our family enjoyed our stay in this condo by the beach, especially its convenient location to shops, restaurants and walking paths. We would rent this place again and would...
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    4.5 of 5 stars (4) Very good
    Bradenton Beach
    1 Bedroom / 1 Bathroom / Sleeps 5
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    • Air Conditioning
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    Watch the sunsets over the Gulf of Mexico from your private beachfront balcony. Beautifully decorated studio apartment sleeps four adults and 1 child. King size bed and a new full size Murphy bed accommodate the adults and a fold-a-bed from the ottoman will sleep a child. The free trolley will pick... View all property information
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    Bradenton Beach, Anna Maria Island
    5 of 5 stars Reviewed 20 April 2015
    The owner Steven is very helpful, answering emails usually within a few hours. The pictures in the description are true, you are basically staying on the beach. The sand dune...
    3 of 5 stars Reviewed 12 February 2015
    The location was excellent- balcony looked right onto the gulf so we saw beautiful sunsets and the price was fair. The pool was heated and the staff was over co-operative in...
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    1 / 20
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Located in the heart of Anna Maria Island in the sun-drenched community of Holmes Beach is “Seacrest” where you can enjoy island living at its best in this affordable island vacation destination. This roomy 2 bedroom condo is a recently updated and well maintained unit with covered parking & a... View all property information
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    4 of 5 stars (2) Very good
    Holmes Beach
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
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    • Waterfront
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    • Pets allowed
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    • Suitable for children
    • x
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    • x
    About this property
    One bedroom one bath condo located in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are... View all property information
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    3 of 5 stars Reviewed 7 April 2015
    You are steps from a great beach, but the rental could use some updates. Mattress on one bed badly in need of replacement. A faulty air conditioner kept us awake every night.
    5 of 5 stars Reviewed 11 August 2014
    What can one say about the Coconuts Resort on Holmes Beach, FL. Well we have spent two months of every year for ten years there and expect to do so in 2015. They are a friendly...
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    4 of 5 stars (1) Very good
    Holmes Beach
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    About this property
    One bedroom one bath condo located in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are... View all property information
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    4 of 5 stars Reviewed 3 September 2014
    Yes, the room was very dated, as the pictures showed. It would seem for $200 a night, an upgrade in furnishings is due. But, it was clean, and the short walk to the beach made...
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    5 of 5 stars (11) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Ocean Views
    • Satellite TV
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    • x
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    About this property
    6 reasons why you will love our condos as much as we do: *VIEW! So close to the beach, with a wonderful view from the living room and master bedroom - not to mention from the roof-top terrace! *LOCATION! Close to the beach, grocery store, restaurants and everyday needs. 'We... View all property information
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    4.5 of 5 stars (3) Very good
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
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    • Satellite TV
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    • Water Views
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    • Pets allowed
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    • Suitable for children
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    About this property
    Escape to the Breakers in Holmes Beach, one of the finest luxury gulf front vacation homes on Anna Maria Island. Enjoy the tropical breezes and aqua-blue surf from the deck overlooking the white sand beach and sparkling Gulf of Mexico. Watch the dolphins cavort in the surf. Relax at the end of a... View all property information
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    4 of 5 stars Reviewed 19 November 2013
    Nice home, with the best view on the island we reckon. Beach one step away, wonderful silver sand and warm sea. House needs a bit of T.L.C. Paintworks need redoing and...
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    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Grill
    • Internet Access
    • Satellite TV
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    You will enjoy this adorable newly renovated vacation cottage on Anna Maria Island just across the street from the Gulf of Mexico and minutes from shopping and attractions on Bradenton Beach’s popular Bridge Street! Your parking is right at the front door!! This duplex offers privacy and a spacious... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island
    Waterfront vacation rentals on Anna Maria Island

    Whether an experienced or a first-time vacation home renter, you’ll enjoy the many choices for beachside getaways on Anna Maria Island. Luxury gulf side villas, quaint beach cottages and canal front condos offer breathing-room space and countless amenities that traditional hotel stays can’t match. Beyond the advantage of preparing some meals at home, your beach rental allows you to slide right into islander life and feel very much at home.

    “Old Florida” charm and easy island living

    Three small communities share Anna Maria Island – Bradenton Beach, Holmes Beach and Anna Maria. Each gathers along 7 miles of silky white beach overlooking the Gulf of Mexico. The island offers the village feel of Old Florida, with simple beach cottages and sandy lanes dipping under lazy Florida oaks and beachfront villas overlooking turquoise bays. There’s plenty to do on the family-friendly island, but nothing quite as important as simple relaxation. Rent a bike to roam the island or a kayak to explore the waterways. Fish, sail, comb the beaches for shells, and pack a little picnic for a sunset meal.

    One-of-a-kind dining and shopping

    Shop names reveal that island boutiques are anything but ordinary. The Painted Gate, Egret’s Landing, Paper Panache and other local establishments offer everything from resort wear to arts and crafts. The free island trolley runs North and South, as a convenient way to explore. Ginny's and Jane E's at the old IGA is a popular spot, where vintage furniture mixes with home-baked quiches and brioches in an internet café setting. One restaurant you can’t miss is Rod & Reel located at the end of a wooden pier jutting out into the bay. Kick back, fish, eat and let that tropical seascape deliver complete relaxation.

    Take a side trip south to “Shangri-la”

    Don your best resort wear and head south along Highway 789 that links Anna Maria Island to Longboat and St. Armand Keys. The gulf front drive leads you to famous St. Armand’s Circle, where elite shopping and pampered dining venues merge in an elegant European atmosphere. After a gourmet lunch, venture over to Sarasota for a visit to the cherished Ringling enclave, home to the Museum of Art and Ca d’Zan Mansion. Set in a lush 20-acre garden overlooking the water, the Venetian mansion is considered “the last of the Gilded Age mansions” built in America.

    Vacation rental homes, a superb value for families and friends

    Spacious living areas, plenty of baths and bedrooms and every imaginable amenity explain why vacation homes are today’s most popular travel choices. From the comfort of your own island getaway, you’ll enjoy every pleasure Anna Maria Island offers.