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Holiday Rentals in Anna Maria Island

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    Travellers to Anna Maria Island are booking July dates now. Secure your holiday home today, and have the perfect trip.
    1 / 35
    5 of 5 bubbles (12) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 32
    5 of 5 bubbles (17) Excellent
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 40
    5 of 5 bubbles (12) Excellent
    Anna Maria
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 52
    5 of 5 bubbles (26) Excellent
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
    • Air Conditioning
    • DVD Player
    • Patio
    • Wi-Fi
    • Washer
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 15 March 2017
    The pictures and previous great reviews are right on the money! We were very happy with this home, its features, layout, proximity to beach, restaurants, etc. Loved the outdoor...
    4 of 5 bubbles Reviewed 24 September 2016
    We drove down to AMI after two hectic weeks in Orlando. What a contrast! The house was beautiful and exactly as described and just minutes from a very quiet beach. Alex came to...
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    1 / 4
    5 of 5 bubbles (2) Excellent
    Holmes Beach
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
    • Washer
    • Air Conditioning
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Located in the center of beautiful Anna Maria Island at the Manatee Public Beach. Castnetter 10 is a Pool - Side Studio with (1) full Bath, Queen size bed, and Queen size sleeper sofa. Refrigerator and microwave.... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 28
    5 of 5 bubbles (9) Excellent
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Balcony
    • Patio
    • DVD Player
    • Grill
    • Satellite TV
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 heated... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 32417
    5 of 5 bubbles Reviewed 9 May 2016
    North Beach Village, unit 59, is a wonderful place to stay. The unit is fully equipped, and it is close to the beach. The pool is nearby, also. It was enjoyable to sit on the...
    5 of 5 bubbles Reviewed 22 August 2015
    We stayed on Anna Marie Island with several grandchildren. We had everything that we possibly needed for an enjoyable stay. The kids loved the feel of being in a jungle like...
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    1 / 17
    4.5 of 5 bubbles (5) Very good
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
    • Waterfront
    • Washer
    • Shared Outdoor Pool...
    • Air Conditioning
    • Porch
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    One bedroom one bath condo located on the beach. 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 double... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 bubbles Reviewed 19 August 2015
    Right on the beach! Perfect view and immediate access to the warm Gulf water. Basic accomodation, nicely done recent upgrades to unit. Mentioned to office staff under bed dust...
    4 of 5 bubbles Reviewed 15 August 2015
    great location , right on the beach, no need to drag beach equipment or look for toilets , Ideal for family with children, stayed in 106, access to the beach from unit, seen...
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    1 / 29
    5 of 5 bubbles (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Satellite TV
    • Patio
    • Sauna
    • Grill
    • Waterfront
    • DVD Player
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to Your Anna Maria Island Paradise!! Vacation on a beautiful island that is surrounded by the warm Florida sun. This paradise getaway, known as Anna Maria Island, is seven miles of warm-white sandy beaches on the Gulf of Mexico where you can swim, walk, relax, and collect shells. This... View all property information
    Location Information
    Anna Maria Island, Florida 34217
    5 of 5 bubbles Reviewed 31 August 2016
    The whole family really enjoyed the stay it was a quiet complex with a beautiful view and short walk to the beach
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    1 / 17
    4 of 5 bubbles (3) Very good
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
    • DVD Player
    • Satellite TV
    • Waterfront
    • Air Conditioning
    • Ocean Views
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Come and put your toes in the sand! These large studios with a balcony sleep a maximum of 4 guests. This room has one King bed and 2 twin pull-outs, and are beautifully decorated. Relax on your private balcony and enjoy the breathtaking view of the sunsets and the beach. This unit features a... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    3 of 5 bubbles Reviewed 14 April 2016
    The only good thing about this room was the view of the ocean. The actual room itself was very dirty and dingy. We had to request the sheets be changed as soon as we got there...
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    1 / 24
    5 of 5 bubbles (29) Excellent
    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Private Garden
    • DVD Player
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Aloha and welcome to our Island Home. Ohana is Hawaiian for family and that is who you are when you stay with us. Our retreat is nestled on Anna Maria Island, Florida and is a short 5 minute walk to the white sand beaches and turquoise waters of the Gulf of Mexico. Your vacation Hale (home) has... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 21 November 2016
    We have rented with Danny & Brenda for four years now. I originally found them on Trip Advisor and was so impressed with their reviews. Dealing directly with the owners is top...
    5 of 5 bubbles Reviewed 24 October 2016
    We rented Suite D (2bedroom) upstairs, it was quiet lovely we loved the place and Brenda and Danny were very accommodating The place was immaculate clean and the sunsets from...
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    1 / 57
    5 of 5 bubbles (20) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Private Outdoor...
    • Grill
    • Internet Access
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    FAMILY/CHILD FRIEDLY CONDOMINIUM. Surrounded by water with the Gulf of Mexico to the west, the Intra-Coastal Waterway to the east, Tampa Bay to the north and Sarasota Bay to the south. We have the best location on Anna Maria Island where the island is only 150 yards wide. Our complex stretches from... View all property information
    Location Information
    Anna Maria Island, Florida 34217
    5 of 5 bubbles Reviewed 22 March 2016
    Had condo 101 which faced directly onto the sea, lovely condo decorated with seaside colors, hundreds of towels and everything you could need, we had a great vacation Anna Marie...
    5 of 5 bubbles Reviewed 30 November 2015
    Hi Terry and Sandy, We really enjoyed our stay at your Anna Marie Island condo unit #110. . We were impressed with the spacousness, tasteful furniture and decor, the wall...
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    1 / 31
    5 of 5 bubbles (8) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • Satellite TV
    • Terrace
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Washer
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 3 small blocks away with its bright white sand and aquamarine waters. For... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 1 week ago
    Really cute, clean condo in a great location. It was really well stocked with everything you could need, lots of dishes and kitchen things as well as tons of beach gear. It was...
    5 of 5 bubbles Reviewed 11 November 2016
    Exellent holiday, everything we needed. brilliant accomadation and priced very reasonable. Thankyou.
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    1 / 17
    5 of 5 bubbles (24) Excellent
    Bradenton Beach
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
    • Washer
    • Parking
    • Satellite TV
    • DVD Player
    • Patio
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 24 November 2016
    Can't speak too highly about the Little Mermaid and Anna Maria Island. What you see is what you get. Every possible utensil and beach toy is to hand and all spotlessly clean. The...
    5 of 5 bubbles Reviewed 5 October 2016
    Wonderful place to stay. Very clean. Hope to be a repeat guest. Pet friendly. Very close to the beach.
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    1 / 23
    5 of 5 bubbles (1) Excellent
    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Grill
    • Washer
    • Satellite TV
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This charming 2 bedroom in Bradenton Beach is just steps from the spectacular beaches of Anna Maria Island and only 2 blocks from Historic Bridge Street and all the charm of our locally owned shops and restaurants. This is one of 3 units that share a beautiful pool with a small waterfall in a very... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 1 week ago
    We loved our stay at Casa Dol Sol A! It was perfect for the four of us. The beds were great. The kitchen was well stocked with utensils and pans. Super close to the beach...
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    1 / 6
    4.5 of 5 bubbles (6) Very good
    Bradenton Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
    • Ocean Views
    • Washer
    • Internet Access
    • Parking
    • Waterfront
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Retro/surf style studio condo across from Bradenton Beach with a Gulf view that sleeps 2-4. Convenience is at your fingertips with this location. Just step out, cross Gulf Drive and you are on the beach in exactly 1 minute. A short 3 minute stroll behind the unit takes you to the bay front Public... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 2 weeks ago
    A great place for a romantic getaway. Beach is right across the street and so many things are within walking distance. Had a great stay and cannot wait to go back!
    5 of 5 bubbles Reviewed 13 March 2017
    Nice, well maintained efficiency unit located between Manatee and Cortez. Cross the street to public beach access. Rent a bike or use the free trolley and AMI is yours. Owner is...
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    1 / 17
    4.5 of 5 bubbles (23) Very good
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Aloha and welcome to our Island Home. Ohana is Hawaiian for family and that is who you are when you stay with us. Our retreat is nestled on Anna Maria Island, Florida and is a short 5 minute walk to the white sand beaches and turquoise waters of the Gulf of Mexico. We offer three locations on... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 1 March 2016
    We stayed one week and it was great. 2 1/2 blocks to the beach, we watched the sunsets at the beach. Unit is set up very well, they thought of everything. Kitchen has everything...
    5 of 5 bubbles Reviewed 20 July 2015
    I was very impressed, so convenient and well taken care of. I loved being so close to the beach and right next to the store where our needs were immediately available. The...
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    1 / 33
    5 of 5 bubbles (13) Excellent
    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Patio
    • DVD Player
    • Porch
    • Air Conditioning
    • Outdoor Dining Area
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    4 of 5 bubbles Reviewed 4 weeks ago
    Pros: great location in a quiet neighborhood and within walking distance of beaches and restaurants; well-stocked home with lots of small touches to add comfort (blankets to...
    5 of 5 bubbles Reviewed 12 April 2017
    Our stay was great! Our house was clean and well-stocked. It had everything we needed for a comfortable and relaxing vacation. Laurie was helpful and very friendly. We would...
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    1 / 16
    5 of 5 bubbles (3) Excellent
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • DVD Player
    • Satellite TV
    • Grill
    • Waterfront
    • Patio
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Sea Waves cottage is located at north end of anna maria island. Brand new renovation, 3 bedroom with 2 bath room, with private dock, sailboat direct to bimini bay, unobstructed , natural view of bimini bay. Less than three minute walk to beach, walking distance to pine ave and the city pier and... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 bubbles Reviewed 2 weeks ago
    Located on a quiet street, this cottage was exactly as advertised. It is updated and tastefully decorated. All beds (1 king, 2 queens) were very comfortable. Water pressure was...
    5 of 5 bubbles Reviewed 16 March 2017
    We were please to find this very clean unit on the ground floor of a two story house with private entrance, private deck, and parking. It is a 10-15 minute walk to the Anna Maria...
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    1 / 17
    4.5 of 5 bubbles (5) Very good
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Patio
    • Grill
    • Air Conditioning
    • Parking
    • Satellite TV
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 23 September 2016
    We really enjoyed our stay here. It is an older house that has been updated into a very nice rental. Just about everything that is needed is provided. This includes all the...
    5 of 5 bubbles 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...
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    1 / 65
    5 of 5 bubbles (12) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Grill
    • DVD Player
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    FAMILY/CHILD FRIEDLY CONDOMINIUM. Surrounded by water with the Gulf of Mexico to the west, the Intra-Coastal Waterway to the east, Tampa Bay to the north and Sarasota Bay to the south. We have the best location on Anna Maria Island where the island is only 150 yards wide. Our complex stretches from... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 bubbles 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 bubbles 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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    1 / 12
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Private Garden
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Satellite TV
    • Ocean Views
    • Grill
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    2 Bedroom 1 Bath Cottage On The Beach This cottage is located "on the beach" 3007 Avenue F on beautiful Holmes beach. It is the upstairs unit (2 of 2). The cottage is very comfortable and sleeps 4 comfortably with additional space. This quaint cottage is hidden away on a dead end street, away from... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 15
    4.5 of 5 bubbles (5) Very good
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • Parking
    • Grill
    • Air Conditioning
    • Waterfront
    • DVD Player
    • Washer
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • ?
    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
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 9 November 2016
    This condo was a block from the free trolley that can take you around the island to shops and restaurants, and a quick transfer to St. Armand's Circle. It was literally only steps...
    4 of 5 bubbles Reviewed 19 April 2016
    The place was just what I expected. The rooms were large, pool was warm, it was close to the ocean. The people were friendly. If you want maid service I do not think they have it...
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    1 / 25
    5 of 5 bubbles (14) Excellent
    Bradenton Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Grill
    • Hot Tub
    • Ocean Views
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    RENOVATED HOUSE like new. Now with new mattresses and a new XBOX ONE WITH WITH KINETIK AND SOME GAMES! Use Video SKYPE at the XBOX ONE to call your friends! Beautiful Townhouse with beach and ocean view on Anna-Maria-Island, Florida. A few steps to the snow-white, fine coral sand. Crystal blue... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 26 March 2017
    Loved the location and had all we needed. Walked the very close beach and enjoyed the winter break. The house was very clean and updated with. We will be back. And hopefully be...
    5 of 5 bubbles Reviewed 2 November 2016
    Great accommodation. Close to beach. Perfect location in that you have local facilities nearby but in a very relaxed environment. Ideal for a family. Well decorated and laid out...
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    1 / 21
    5 of 5 bubbles (8) Excellent
    Bradenton Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Air Conditioning
    • DVD Player
    • Grill
    • Washer
    • Satellite TV
    • Hot Tub
    • Wi-Fi
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 25 August 2016
    Awesome place in a great location. Superb service from the owners and Rick on an issue with the dryer. Place was awesome, clean and perfect for our vacation. Everything for the...
    5 of 5 bubbles Reviewed 16 July 2016
    We had a fab stay for a very relaxing week here after the madness of Disney. Everything was just perfect in the condo. The attention to detail just made it for us and all the...
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    1 / 10
    Bradenton Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Terrace
    • Shared Outdoor Pool...
    • Balcony
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    2307 AVENUE C - Duplex 3 Bedroom / 2 Bath with pool, maximum occupancy of 6 people. Come and swim with the turtles!~ Adorable and totally renovated 3 bedroom and 2 bath duplex on the second floor, one street back from Gulf Drive on the beach. The first floor is storage for pool toys, pool and... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 10
    4 of 5 bubbles (9) Very good
    Bradenton Beach
    Studio, 1 Bathroom, Sleeps 5 | Quick View
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    • Balcony
    • DVD Player
    • Air Conditioning
    • Patio
    • Satellite TV
    • Waterfront
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
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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
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    3 of 5 bubbles Reviewed 19 November 2016
    OK. This is going to be a complicated review because of Hurricane Matthew. We originally wanted to come here for our 24th anniversary October 8-10. But because of Hurricane...
    4 of 5 bubbles Reviewed 22 December 2015
    The condo was perfect for the two of us. King size bed and the kitchen made it possible for us to not eat out for every meal. The view is spectacular and they had a nice pool. I...
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    1 / 19
    5 of 5 bubbles (1) Excellent
    Anna Maria
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    Our 2 bed/2 bath cottage is the perfect home to spend your vacation. Located on a canal, you can bring your boat or rent kayaks. Fishing is great from the dock. House and yard is very private. Soak in the jacuzzi after a long day at the beach or relax in the hammock. We have 2 bikes, beach... View all property information
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    Anna Maria, Anna Maria Island 34216
    5 of 5 bubbles Reviewed 4 weeks ago
    I loved that the owner went our of her way to reserve pack and plays for our two little ones. They had everything for beach trips including a wagon, beach toys, and umbrellas and...
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    1 / 17
    3 of 5 bubbles (1) Average
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Anchors West is a newly refurbished town home condo, located at 120 52nd Street in Holmes Beach. This quiet location is just a short stroll to the beach with no busy streets to cross. Whether you want to spend the day at the beach or to explore the area shopping and restaurants, this two bedroom,... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34218
    3 of 5 bubbles Reviewed 1 week ago
    Nice, quiet area ( except for occasional fireworks) on Anna Maria Island. One block from beach. Town home, is not being kept up. Dirty. Back door has no security latch, hard...
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    1 / 9
    4.5 of 5 bubbles (22) Very good
    Anna Maria
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    The Becker Beach Bungalow offers a charming, comfortable stay less than 2 blocks from the beach. Accommodates 6 people comfortably; master bedroom with 1 queen bed and second bedroom with 2 twin beds, window air conditioning in both. The living room also has a queen size sofa bed. Relax and enjoy... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 bubbles Reviewed 2 weeks ago
    Sandra was wonderful to us when our plans were suddenly interrupted & we are most grateful! Her home is spotlessly clean ( thanks, Bruce 👍) and supplied with everything you might...
    5 of 5 bubbles Reviewed 21 November 2016
    My husband and I stayed for 6 nights and my in-laws joined us for 3 of those nights. It was perfect for our family. As clean as a luxury hotel. Just a block and a half from the...
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    1 / 24
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
    About this property
    The Cast Villa sits in the heart of Anna Maria Island directly across from the famous Manatee County public beach W/life guard which features a gift/surf shop, restaurant, Tiki bar, live music and more. Beach is groomed daily and has lifeguards. Walk to Publix grocery store, CVS drug store and... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 27
    5 of 5 bubbles (5) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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
    Location Information
    Holmes Beach, Anna Maria Island 33569
    5 of 5 bubbles Reviewed 22 March 2016
    The owners have provided a wonderful living space that was very clean cute and cozy. My guests were very complimentary. I can't emphasize enough the owners' responsiveness and...
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    1 / 20
    4 of 5 bubbles (4) Very good
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    One bedroom one bath condo located on the beach. 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 queen... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 22 January 2017
    We just returned from this condo at the Coconuts Beach Resort and can only say that we wish we could have been there longer ! It is a beachfront unit and we absolutely loved it...
    4 of 5 bubbles Reviewed 9 November 2016
    Unit was nice, comfortable. The best was the balcony, daily we'd sit there and have a drink and watch the sunset. But the complex, washer, pool, location, all were great!.
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    1 / 23
    5 of 5 bubbles (4) Excellent
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Stunning ground level 3 bedroom/2 bath home with luxury finishes at every glance. Brand new to the market and recently renovated, this home is packed with designer finishes throughout from luxury linens in all three uniquely appointed bedrooms to furnishings that make this home feel like you are... View all property information
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    Anna Maria, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 22 November 2016
    Had a wonderful stay at blue heron, the house is beautifully furnished, but main thing about this property is outside. The dock with fishing and the kayaks for kayaking in the...
    5 of 5 bubbles Reviewed 28 June 2016
    Just what our family needed for a relaxing vacation. We loved the swimming pool and that you could kayak a few hundred feet and view the manatees on the canal right from the...
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    1 / 20
    4 of 5 bubbles (1) Very good
    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    This charming 2 bedroom 1 bathroom is only the 2nd house from the beach and only 2 blocks from Historic Bridge Street. Enjoy all that Bradenton Beach has to offer from our world class beaches, to unique local shops and restaurants. This home is perfect for the couple or small family looking to... View all property information
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    Bradenton Beach, Anna Maria Island 34217
    1 / 24
    5 of 5 bubbles (7) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Located in a quiet neighborhood in a narrow part of Anna Maria Island. Being just 60 steps away from a wide and never crowded beach makes it easy to take numerous beach trips throughout the day. The free island trolley is close-by when you want to explore the island and don't feel like driving. An... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 17 September 2016
    It was our first time visiting AMI! The location of the house was fantastic, steps away from a beautiful white sand beach. The house was clean and had everything you need to feel...
    4 of 5 bubbles Reviewed 15 August 2016
    We arrived with a dead fridge and a new fridge with no handles, and with some of the heavy rain, we encountered some minor leaks in the sun room. We had most everything we needed...
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    1 / 27
    5 of 5 bubbles (2) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
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    • x
    About this property
    Pelican Cove 9 - Condo 2 Bedroom /2 Bath bay side, maximum occupancy of 5 people. Florida's Finest Beach to Bay Resort with a Community poo! Located near the shops and restaurants on Bridge Street, Pelican Cove lures those who appreciate a lively vacation. Start your day with a game of tennis,... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 10
    4.5 of 5 bubbles (2) Very good
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    Island Beach Club 24 - Condo 2 Bedroom / 1 Bath gulf front , maximum occupancy of 4 people. Community pool. Escape to the Peaceful Shores of the Island!~ Island Beach Club--Gulf Front Condo---2 bedroom 1 bath ---10 unit building with solar heated shared pool. This condo has a newly renovated... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 bubbles Reviewed 11 April 2016
    We really enjoyed the stay here. Unit 24 has an amazing view and it was pretty well stocked. We liked how close it was to Holmes public beach, publix and even walgreens. We...
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    1 / 24
    5 of 5 bubbles (5) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • ?
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    • x
    About this property
    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 large heated free form... View all property information
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    Bradenton Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 22 October 2016
    We were very pleased & had a wonderful stay. So nice to have personal contact with the owners. The pool & outdoor theater were a hit with my grandkids & they enjoyed it every...
    5 of 5 bubbles Reviewed 23 August 2016
    Beautiful place, spectacular service, highly recommend! We loved every thing and can't wait to return!
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    1 / 24
    5 of 5 bubbles (5) Excellent
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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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
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 2 June 2016
    Awesome, already booked this for next year! Easy to fond, easy to get to beach, great people to work with.
    4 of 5 bubbles Reviewed 19 January 2016
    We were there in January 2016 and we were very happy with the accommodations. The decor is a little dated but all the essentials were there. We enjoyed Holmes Beach and...
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    4.5 of 5 bubbles (4) Very good
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    Horizon West 112 - Condo 2 Bedroom / 2 Bath , maximum occupancy of 4 people. Beach Bound.....This is your place!~ 2 bedroom 2 bath condo 1 very short block to beach. Beautifully decorated with comfortable furniture. Everything you need for a relaxing vacation. Pet friendly Anna Maria Island is... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 39
    5 of 5 bubbles (4) Excellent
    Anna Maria
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    It doesn't get much better than being right on the water, less than one block from the bay beach, and only 7 blocks from Pine Avenue. Sunshine Cottage couldn't be a better name, because this 3 bedroom, 2 bathroom, cottage truly lets you experience the beauty of Anna Maria Island. Enjoy dangling... View all property information
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    Anna Maria, Anna Maria Island 34216
    5 of 5 bubbles Reviewed 28 October 2016
    We had a fantastic time exploring Anna Maria Island and coming home to such a fantastic place made the holiday even more special.
    5 of 5 bubbles Reviewed 18 February 2016
    This home is located in walking distance to restaurants and the beach with bikes available as well. It is very nicely and newly decorated. The kitchen is well stocked as well as...
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    1 / 31
    5 of 5 bubbles (3) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    405 Bay Palms - Private home 2 Bedroom/ 2 Bath with private pool , maximum occupancy of 4 people. If privacy is calling, quit stalling and come and play at 405 bay!~ Home in a very private tropical setting with lush landscaping. Large, open and airy floorplan. Minutes from the beach and local... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 17 April 2014
    This is the second time we stayed at the home. The home is located about a 5 min walk to the beach. The home is in a residential area so it is very quiet. The pool in the...
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    1 / 17
    Anna Maria
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
    About this property
    Anna Maria Island, This property is located directly across from the famous Manatee County Public Beach. Groomed daily, Lifeguards, restaurants, surf shop and more.. Free trolley stops there both northbound and south every 20 minutes. The location is also right in the heart of the island. Walk to... View all property information
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    Anna Maria, Anna Maria Island 34217
    1 / 18
    5 of 5 bubbles (1) Excellent
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    7901 Palm Dr- Duplex-2 bedroom 1 bath- Maximum Occupancy is 4 This is a very cute and well- appointed 2 bedroom 1 bath duplex. It has a Queen size bed in the master bedroom and a 2 twin size beds in the guest bedroom. It has a very nice comfortable sofa in the living room. The kitchen is well... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 14 April 2017
    The accommodations were very nice and clean and well equipped. We were centrally located so could walk or ride our bikes to shopping, restaurants, the fishing pier and, best of...
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    1 / 21
    5 of 5 bubbles (3) Excellent
    Bradenton Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Terrace
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    • x
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    About this property
    Club Bamboo South is a beautiful beach front apartment resort right at the white beach of Anna Maria Island. Sarasota is only 15 minutes by car and gives access to many fantastic restaurants, cultural attractions, and ice-cream parlors. The elegant and spacious one-room studio suite features a full... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 24 December 2016
    Perfect location on Bradenton Beach. The room was clean and comfortable. The sunsets from our balcony were spectacular, there was a supermarket less than a mile down the road for...
    5 of 5 bubbles Reviewed 7 March 2016
    Many Thanks, we had a great stay. The arrival was super flexible, we had no problems throughout the stay and of course the island Anna Maria is a fantastic spot for young couples...
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    1 / 21
    4 of 5 bubbles (1) Very good
    Bradenton Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    This is a unique park on a beautiful barrier island, dating from 1940s with units ranging from vintage restored to luxurious manufactured homes. The park has a 55+ age requirement, no pets, and is perfectly landscaped and maintained. There is a clubhouse, library, boat docks, laundromat, and... View all property information
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    Bradenton Beach, Anna Maria Island 34217
    4 of 5 bubbles Reviewed 1 week ago
    I enjoyed! A truly lovely place.Very comfy and cozy. Also a pleasant bench by the bay- Morning or evening....
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    1 / 13
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Private Garden
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    About this property
    This cottage is located "on the beach" 3007 Avenue F, beautiful Holmes beach. It is the downstairs unit (1 of 2). The cottage is very comfortable and sleeps 4 comfortably with additional space for a pull-out. This quaint cottage is hidden away on a dead end street, away from it all yet close... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 25
    4.5 of 5 bubbles (5) Very good
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Coquina Beach Club 102 - Condo 2 Bedroom/ 2 Bath ocean view, maximum occupancy of 6 people. Beautiful sugar sand beach, brilliant sunsets and balmy breezes await you at this two bedroom, two bath, beachfront condo. With exceptional views of the Gulf of Mexico, enjoy this spectacular view while... View all property information
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    Bradenton Beach, Anna Maria Island 34217
    1 / 28
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    742 Jacaranda- Single Family home 3 bedrooms/ 2.5 baths, maximum occupancy of 6 people. This well appointed home has recently been renovated. The balconies have all been redone, new stairway and all new furniture in the living room and bedrooms The master bedroom boasts a king size bed with a... View all property information
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    Anna Maria, Anna Maria Island 34216
    1 / 30
    Holmes Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    About this property
    Tropical Paradise on Holmes Beach and ONLY 3 blocks to the beach. Anna Maria Island, noted for its old Florida ambiance, offers this Key West styled home, where you may awaken to greet the dawn sipping coffee on the balcony or swimming in your private pool. The modern interior arrangements add to... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    Waterfront holiday rentals on Anna Maria Island

    Whether an experienced or a first-time holiday 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.

    Holiday rental homes, a superb value for families and friends

    Spacious living areas, plenty of baths and bedrooms and every imaginable amenity explain why holiday 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.