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Holiday Rentals in Anna Maria Island, FL

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    All 697 Rentals in Anna Maria Island
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    Travellers to Anna Maria Island are booking June dates now. Secure your holiday rental today, and have the perfect trip.
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    1 / 20
    5 of 5 stars (1) Excellent
    Holmes Beach
    1 Bedroom / 1 Bathroom / Sleeps 4
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    €813
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    1 / 19
    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    €118
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    1 / 12
    4 of 5 stars (1) Very good
    Holmes Beach
    1 Bedroom / 2 Bathrooms / Sleeps 2
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    4.5 of 5 stars (4) Very good
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    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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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 19 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 18 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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    €547
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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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    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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    Holmes Beach, Anna Maria Island 34217
    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 / 20
    Anna Maria
    5 Bedrooms / 4 Bathrooms / Sleeps 12
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    • Smoking allowed
    • Suitable for children
    • x
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    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
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    €1,363
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    1 / 18
    5 of 5 stars (2) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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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
    • ?
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    • 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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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 18 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 / 13
    4.5 of 5 stars (2) Very good
    Holmes Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    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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    Holmes Beach, Anna Maria Island 34217
    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 22 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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    €201
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    1 / 24
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • x
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    About this property
    Beach-style living at its best will be evident when you arrive at Breeze On In. Located just three blocks from the beautiful white sand beaches of Anna Maria Island in Holmes Beach, this lovely home will keep you coming back year after year. This beautiful vacation rental boasts a newly remodeled... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    €86
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    1 / 33
    5 of 5 stars (2) Excellent
    Bradenton Beach
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    • Air Conditioning
    • Dishwasher
    • Safe
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    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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    Bradenton Beach, Anna Maria Island 34217
    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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    €136
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    1 / 7
    5 of 5 stars (2) Excellent
    Bradenton Beach
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    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 34218
    5 of 5 stars Reviewed 21 May 2015
    Making reservations online to stay in a place you've never seen makes me always nervous but this place, Happy Ours is just like the picture, the rooms, location, everything! One...
    5 of 5 stars Reviewed 29 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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    4.5 of 5 stars (7) Very good
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • 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 34217
    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 21 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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    €212
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    1 / 33
    5 of 5 stars (8) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    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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    Anna Maria Island, Florida 34217
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    €132
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    4 of 5 stars (2) Very good
    Holmes Beach
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    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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    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 11 May 2015
    Villa clean and very comfortable any queries were answered and delt with quickly. Downside was next busy road.
    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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    €84
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    1 / 27
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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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    Location Information
    Anna Maria Island, Florida 34217
    5 of 5 stars Reviewed 7 May 2015
    My wife and I have been coming to Anna Maria Island for years, and this place was by far one of the best places we have ever stayed at. I loved how centrally located the place...
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    €727
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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
    • Dishwasher
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    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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    Bradenton Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 9 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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    1 / 17
    4 of 5 stars (1) Very good
    Holmes Beach
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • ?
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    About this property
    One bedroom one bath condo located on the poolside. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. 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 two... View all property information
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    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 14 May 2015
    This condo is in the perfect location; pool right outside the door and steps to the beach. The property is well maintained, the pool immaculate. The condo was spacious and...
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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
    • x
    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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    Bradenton Beach, Anna Maria Island 34217
    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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    €273
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    1 / 14
    5 of 5 stars (10) Excellent
    Anna Maria
    5 Bedrooms / 4 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Fishing...
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    About this property
    This is our personal Vacation Home. C-view is managed by a team we have selected, not a property management company. C-view Florida is one of the few canal homes (29 foot dock) close to the Gulf of Mexico. This newly renovated, 5 bedroom, 3 1/2 bathroom home has a large and beautifully... View all property information
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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 25 April 2011
    I'm torn; I want to keep this amazing house a secret, but I also want to give Ann props for building & maintaining such a gem. She thought of everything, right down to napkin...
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    1 / 19
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Ocean Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    About this property
    300 FEET TO THE BEACH 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... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
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    €146
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    1 / 23
    5 of 5 stars (11) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Ocean Views
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • 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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    Holmes Beach, Anna Maria Island 34217
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    4.5 of 5 stars (3) Very good
    Bradenton Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 7
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    • Air Conditioning
    • Balcony
    • 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
    Anna Maria Island boasts one of the longest stretches of sugar white beaches in Florida, and clear, aqua-marine water. Enjoy the natural setting from this spectacular townhouse on Bradenton Beach. This three bedroom, two-and-a-half bath home offers direct Gulf views, a king size master suite,... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 30 December 2014
    Great condo in a great area. My first trip to the gulf side and I would definitely return. Many conveniences near by, downtown Anna Maria is easily walkable. The complex is...
    5 of 5 stars Reviewed 7 June 2014
    We stayed here to go to my sister's wedding at The Beach House. We loved this townhouse. It had spacious rooms, beautiful decor, and a great view of the ocean from the balcony...
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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
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • x
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    About this property
    Gorgeous Efficiency and steps to white sandy beaches from this 1 bedroom, 1 bath elevated vacation rental, one story up overlooking pool area. Stairs go up to small deck in front of the efficiency. With 3 x 8 open deck to enjoy the sunsets, or overlooking pool. Feel the warm gulf breezes lounging... View all property information
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    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 14 May 2015
    I travelled with my husband and teenage daughter (age 18). We stayed an entire week in May. This is an ideal location in that it's walking distance to the beach, grocery store...
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    1 / 10
    4 of 5 stars (5) Very good
    Bradenton Beach
    Studio / 1 Bathroom / Sleeps 5
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    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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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    3 of 5 stars Reviewed 4 May 2015
    The location and the gulf view was beautiful. They provided us free lounging chairs and a beach umbrella in the room. I felt the room was not advertised well. The listing stated...
    5 of 5 stars Reviewed 19 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...
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    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dryer
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    5 of 5 stars (6) Excellent
    Holmes Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
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    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    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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    Location Information
    Holmes Beach, Anna Maria Island 32417
    5 of 5 stars Reviewed 14 May 2015
    No, this is not a bad review, quite the opposite, but I want to keep the paradise that is Anna Maria Island a secret. We live in Bournemouth, which has been voted 4th best beach...
    5 of 5 stars Reviewed 9 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...
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    5 of 5 stars (1) Excellent
    Bradenton Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    Gorgeous unit, three private decks to relax on. Two car garage for secure and covered parking. Fully equipped Kitchen with Refrigerator, Stove, and Microwave, dishwasher, garbage disposal, dishes, pots & pans. TV with cable, VCR & DVD player and high speed internet with Wi-fi. Main bedroom has a... View all property information
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    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 6 June 2014
    My family and I had a great time at this location. Unfortunately, upon arrival I had to work even while on vacation which required immediate access to the wireless internet in...
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    5 of 5 stars (4) Excellent
    Bradenton Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    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
    • ?
    • Wheelchair access
    • Elder access
    About this property
    RATE SPECIAL: Any open week until June 26, 2015 NOW ONLY $1095/week! Contact us TODAY for your quote. (No additional discounts will apply.) Come to Island Sun @ Anna Maria and enjoy a luxurious, relaxing stay at one of the top vacation destinations in the world! This elevated Mediterranean... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 3 January 2015
    Great stay. Newer place with nice furnishings. Lots included such as plates, kids beach toys, baking pans, washing machine, elevator, etc. Very clean. About a one minute walk to...
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    5 of 5 stars (12) Excellent
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    traveller have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    If you decide to rent from us you will receive a new state of the art 14 page digital travel guide plus prior to your arrival you will receive a digital welcome package delivered directly to your phone, tablet or computer containing all the information you will need for your vacation including... View all property information
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    Location Information
    Anna Maria Island, Florida 34217
    5 of 5 stars Reviewed 16 April 2015
    This was our fifth year returning to AMI and this condo. Our condo is up to date, clean and very well kept. The view from the balcony is breathtaking and are able to enjoy the...
    5 of 5 stars Reviewed 11 February 2015
    We absolutely LOVE Anna Maria Island!!! We also love where we stayed. This is our 2nd yr back, we NEVER go to same place twice, but in this case it is necessary. The condo has...
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    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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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
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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 34217
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    €195
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    4 of 5 stars (1) Very good
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Happy Island Castle. An elegant beach-house that redefines the idea of island comfort, built with love and an extreme attention to detail. Every room of the house has a unique ambiance combining color, textures and accent lighting. The outdoor area is one of the most spacious on the island with a... View all property information
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    Bradenton Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 1 March 2015
    Very nice house with plenty of room. Updated kitchen and very tasteful decor. Could have used linens provided for 5th person, had to purchase. If you plan to cook, bring some...
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    5 of 5 stars (6) Excellent
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Overlooking the Gulf of Mexico Beach, these 1250 square feet each two bedroom beach townhouses (complex of 4 apartments) arranged on two elevated levels offer beautiful views of Anna Maria island sound. A nice yard with a access to a barbecue area and a six persons tub make our apartments an ideal... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 23 March 2015
    We had a wonderful time in this beautiful and ideally situated townhouse. Just across the beach, by a shuttle stop and an easy walk to shops and restaurants. It was clean...
    5 of 5 stars Reviewed 3 September 2014
    My husband booked a last minute trip to Bradenton Beach for Labor Day weekend. Sight unseen we booked @ the Birds Nest and were Happily surprised with our townhouse apt. Great...
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    5 of 5 stars (1) Excellent
    Holmes Beach
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Situated 3 blocks from the beach and 2 blocks from the bay with a secluded yard surrounded by mangroves, this two-story pool home includes 3 bedrooms on the first floor and a regal master suite on the second floor. Comes equipped with Wifi, cable TV in all 4 bedrooms, washer/dryer, dishwasher,... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 9 February 2015
    First I want to thank the manager, April, for being helpful in arranging for my family and I to stay at this property at the last minute. She was really amazing to work with. The...
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    4.5 of 5 stars (6) Very good
    Anna Maria
    5 Bedrooms / 3 Bathrooms / Sleeps 12
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • 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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    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 20 February 2015
    One of the deck's rails at one end was broken in several places. Needs to be fixed. Other decks were in good shape.
    5 of 5 stars Reviewed 15 January 2015
    As a group of friends, we rented this home to meet, coming from all over. We enjoyed the home and all it had to offer. There is nothing this house is lacking to make your stay...
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    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Dishwasher
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Island Beach Club #1 3013 Avenue F #1 Holmes Beach, FL 34217 The Island Beach Club #1 is a newly updated ground level condo which is tucked away in the quiet Gulf front community. This 2 bedroom and 2 bathroom home has all new tile floors, fully equipped kitchen and much more as part of its... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    €89
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    5 of 5 stars (3) Excellent
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Gym
    • Internet Access
    • Sauna
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Bay front property - This beautiful 2 bedroom, 2bath, ground floor, water view condo is newly renovated and just lovely with water views from most rooms. Runaway Bay condomiinium resort is a lovely Anna Maria Island vacation rental and multi premied quality resort on beautiful grounds between the... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 30 October 2014
    Already submitted a full review just to confirm that the unit is in a great location with lovely views over the intercoastal The furnishings were new and the bed was really...
    5 of 5 stars Reviewed 30 October 2014
    ottima posizione, casa pulita e accogliente, con tutti i confort che uno cerca, spiaggia a due passi, vista mare e residence attrezzato e ben tenuto. internet wi-fi veloce e...
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    5 of 5 stars (13) Excellent
    Bradenton Beach
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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 34217
    4 of 5 stars Reviewed 9 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 5 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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    €114
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    5 of 5 stars (13) Excellent
    Anna Maria
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    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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    Location Information
    Anna Maria, Anna Maria Island 34216
    4 of 5 stars Reviewed 14 May 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 29 April 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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    €132
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    4.5 of 5 stars (9) Very good
    Holmes Beach
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Apartment 1 is located on the lower level, with a private patio in the back, and the ability to walk straight out to the heated swimming pool. It has one bedroom with a queen size bed and there is a pull-out sofa in the living room. If you are looking for a great, affordable place to stay on Anna... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 15 May 2015
    This is our second year staying in this condo and I guarantee you we will come again year after year. It is foot steps from the beach, or if you prefer, you can sit by the pool...
    4 of 5 stars Reviewed 14 October 2014
    My husband and I were pleasantly surprised with this condo unit. It was so well equipped and nicely appointed with furnishings, lines and the like that we could have seen...
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    €296
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    Holmes Beach
    5 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Make Enquiry
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    • Air Conditioning
    • Grill
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Beautiful, brand new, 5 bedroom/3.5 bath home with large privacy fenced lushly tropical landscaped yard, heated pool, hot tub, elevator, and ping pong table! There is large covered patio by the pool area with outside dining options and plenty of seating in the large great room area. The kitchen... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    €1,726
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    4 of 5 stars (1) Very good
    Holmes Beach
    4 Bedrooms / 3 Bathrooms / Sleeps 12
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Anna Maria Island offers a family oriented vacation destination, laid back feel ...very relaxing. The island's beauty, world famous white beaches and friendly atmosphere will make you want to come back. The four bedroom home with a Golf Cart to bop around the island. The home is furnished with a... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 2 October 2014
    We enjoyed our stay at Casa Laguna. Great location just a few blocks from the beach and the option to use the golf cart was a nice perk for getting there easily. The pool and spa...
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    5 of 5 stars (7) Excellent
    Holmes Beach
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (7) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • 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
    Castnetter Beach Resort is located in the center of beautiful Anna Maria Island and directly across the street from the 7-Acre 'Manatee Public Beach.' Castnetter's has been a family favorite for Beach-Goers, Sun-Seekers, Boaters, Fishermen and Fun-Lovers alike since 1967. Extensive renovations... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 8 April 2013
    We just got back from a GREATweek on Anna Maria island and stayed in Castnetter #6 which is adjacent to and essentially identical to Castnetter 5. The 2 bedroom condo was...
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    5 of 5 stars (19) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Castnetter Beach Resort #6 has been a family favorite for Beach-Goers, Sun-Seekers, Boaters, Fishermen and Fun-Lovers alike since 1967. Located in the middle of beautiful Anna Maria Island and directly accross the street from the 7-Acre 'Manatee Public Beach.' Extensive renovations were completed... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 29 May 2014
    First of all this unit is so beautifully furnished. You feel like you're at home. Plus the private balcony is perfect for laying out or drinking your morning coffee or eating your...
    5 of 5 stars Reviewed 9 November 2012
    We stayed at Castnetter unit 6 for four nights Oct 2012. It had been quite difficult to find a condo for a short stay on AMI so we were pleased to have found this. At first...
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    5 of 5 stars (6) Excellent
    Bradenton Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (6) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    This is a beautifully renovated 2 UNIT 'Old Florida' style cottage......Great Views of the Beach & BAY..... JUST 100 FEET to the most stunning, sugar-sand beaches on the Gulf. 1 BR Beachside Unit sleeps 2-4.......2BR Bayside Unit sleeps 2-6. 2 Families? Grandparents traveling too? Rent the... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
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    1 / 16
    Bradenton Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Internet Access
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Villa Marisol is a spectacular three bedroom two bath, ground level gulf front home located at 2728 Avenue E in Holmes Beach. This home has a large deck directly on the beach as well as an enclosed porch to get out of the sun. This very spacious home with split bedroom design offers a fireplace,... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
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    €141
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    4.5 of 5 stars (4) Very good
    Holmes Beach
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Apartment 8 is located on the upper level. It has one bedroom with a queen size bed and there is a pull-out sofa in the living room. The apartment has its own private balcony with stunning beach and sunset views. There is also a large shared deck with tables and chairs which overlooks the pool.... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    €301
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    4.5 of 5 stars (3) Very good
    Bradenton Beach
    4 Bedrooms / 3 Bathrooms / Sleeps 9
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    3 of 5 stars Reviewed 26 March 2015
    It says that seniors would not have an issue. Just to get to the front door there are over 20 steps. Then the 3rd bedroom is upstairs and the stairs are circular and close. There...
    5 of 5 stars Reviewed 25 December 2014
    We just returned from a great family Holiday get together and could not have been more pleased with this rental! Great location.... Close to beach, trolley stop and restaurants...
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    €182
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    5 of 5 stars (4) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This property is available for rentals 7 nights or more. 99 steps from the beach! Elegantly furnished two bedroom and two bath condo with brand new Tommy Bahama style furnishings. Sit by the heated pool after a stroll on the white, sandy beach of Holmes Beach just across the street! There are 18... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 33569
    From
    €145
    / Night
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    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    ANNA MARIA ISLAND #3 TOP 10 ISLAND'S IN U.S.A. Palm Isle 3203,our 2 bedroom island decorated condo is across the street from the beaches of Anna Maria Island. Steps from the heated pool and fully landscaped setting, along with all the amenities of home, your family will enjoy our beach get... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 1 December 2014
    LOVED, LOVED, LOVED this property! It's perfectly located right in the heart of Anna Marie island - easy in and out parking RIGHT in front of the villa. The villa was roomy for us...
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    From
    €2,812
    / Week
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    1 / 41
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Internet Access
    • Private Outdoor...
    • Washer
    • Waterfront
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    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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    Location Information
    Holmes Beach, Anna Maria Island 34217
    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.