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Holiday Rentals in Anna Maria Island, FL

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    Travellers to Anna Maria Island are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 45
    4.5 of 5 stars (13) Very good
    Anna Maria
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    1 / 32
    5 of 5 stars (13) Excellent
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 41
    5 of 5 stars (3) Excellent
    Anna Maria
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 35
    5 of 5 stars (11) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Washer
    • Ocean Views
    • Balcony
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
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    • Pet-friendly
    • Wheelchair access
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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
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 20
    4.5 of 5 stars (3) Very good
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
    • Waterfront
    • Parking
    • Air Conditioning
    • Grill
    • Washer
    • Patio
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • 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
    4 of 5 stars Reviewed 18 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...
    5 of 5 stars Reviewed 31 December 2015
    Perfect for a couple, off the main drag and steps to beach. Heated pool and a bench to watch the wonderful sunsets. Will come back to this place. Very affordable with all...
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    1 / 24
    5 of 5 stars (1) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Patio
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    • Private Outdoor...
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    • Pet-friendly
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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
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 4 weeks ago
    We had a terrific stay at this delightful house. Even though we stayed during the busiest tourist week of the year, the house was the perfect oasis of calm.
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    1 / 23
    5 of 5 stars (8) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Washer
    • Satellite TV
    • Porch
    • Hot Tub
    • Air Conditioning
    • Balcony
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • 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
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 25 August 2015
    Great apartment with a gorgeous view of the beach! Perfect location.. walk to restaurants and bars. Very clean and equipped kitchen with everything we needed. We really enjoyed it...
    5 of 5 stars Reviewed 17 June 2015
    We had a great week in this lovely rental,the house was well equipped , very clean and ideally situated.The owners were very friendly and provided everything we needed.It was...
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    1 / 21
    5 of 5 stars (5) 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
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
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    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 stars Reviewed 3 January 2016
    We traveled with our three children for what we hoped would be a completely relaxing vacation filled with sun, sand, laughter, good food and great memories. We were not...
    5 of 5 stars Reviewed 31 May 2015
    We spent two weeks in this gourgeous place with our 3-year old and my parents in law. We all had a great time, the house was perfect and we really enjoyed the stay, all of us!
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    1 / 41
    4.5 of 5 stars (17) Very good
    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
    • Air Conditioning
    • Grill
    • Waterfront
    • Satellite TV
    • Washer
    • DVD Player
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Delightful getaway located on Bradenton Beach on Anna Maria Island. This ground 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
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    3 of 5 stars Reviewed 12 March 2016
    We let the owner know that we could only stay for one week because are grandson was having an operation and we had to get home. As it turned out we only stayed for two nights...
    5 of 5 stars Reviewed 2 March 2016
    Loved this condo! It was clean, nicely decorated, and had everything we needed. The location was perfect (short walk to beach, shops, cafes, and walking trails). Can’t wait to...
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    1 / 10
    4.5 of 5 stars (7) 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
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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
    4 of 5 stars 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...
    5 of 5 stars Reviewed 29 June 2015
    This vacation was absolutely perfect. The location is wonderful and my children and I had an awesome time. I did have to go buy a broom because of the sand traveling back to the...
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    1 / 13
    4.5 of 5 stars (4) Very good
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Balcony
    • Washer
    • Parking
    • Patio
    • Porch
    • Satellite TV
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 19 February 2016
    beautiful apartment just a walk away from the beach! clean, well stocked, decorated in the perfect beach mode!
    5 of 5 stars Reviewed 4 July 2015
    We loved the house, very clean and tidy. The owner checked in multiple times about how things were. Loved the decor and the overall feeling of the place.
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    1 / 23
    3.5 of 5 stars (3) Average
    Holmes Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Grill
    • Washer
    • Balcony
    • DVD Player
    • Air Conditioning
    • Patio
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • 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
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 11 August 2015
    The house is spacious, close to the beach, convenient to numerous stores and the main road of Anna Marie Island. The Anthony beach cottage also has plenty of parking space and is...
    5 of 5 stars Reviewed 8 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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    1 / 33
    5 of 5 stars (10) 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
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 3 days ago
    Anna Maria Island is fantastic. Our place, Beach House, was a short two blocks from a great beach with hardly no other people on the beach. The rental was not fancy but clean and...
    5 of 5 stars Reviewed 22 September 2015
    The house was very well equipped and nicely decorated. Everything was provided for us including bath & beach towels. There were even extra throw blankets for sitting and watching...
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    1 / 25
    5 of 5 stars (7) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Patio
    • DVD Player
    • Private Outdoor...
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Grill
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    3 Story 'Nantucket' Style - 4 bedroom/ 3 bath villa is just a short walk to the beach! - Located at 212 85th Street, Anna Maria Island FL., the home is placed In a tropical setting, with pool great for cooling off and a large sun deck. 4 Bedrooms/3 baths, large master suite with king size bed... View all property information
    Location Information
    Anna Maria Island, Florida 34217
    5 of 5 stars Reviewed 2 September 2015
    My family and some friends rented this home for an extended weekend and it was all it was advertised to be. Comfortable, "beach" with a Cape Cod feel, located in a tropical yard...
    5 of 5 stars Reviewed 23 August 2015
    The house was perfect for my family and I. We enjoyed the beach and beautiful sunsets. The house had a pool for the kids and toys to play with. The game room was an absolute...
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    1 / 23
    5 of 5 stars (2) Excellent
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Air Conditioning
    • Private Outdoor...
    • Wi-Fi
    • Ocean Views
    • Washer
    • Waterfront
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    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
    Location Information
    Anna Maria, Anna Maria Island 34217
    5 of 5 stars Reviewed 18 January 2016
    This canal home (just houses away from the bay) is lovely and well appointed. Our landlords, Mathias and Carren, met us at the home at check-in and showed us everything which was...
    5 of 5 stars Reviewed 25 August 2015
    These house is confortable,clean, cozy!! Confortable rooms!.You can see the fresh water from the window ! Walk 10 steps to a nice private deck, with beautiful birds, manatees...
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    1 / 13
    4.5 of 5 stars (2) Very good
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • Elder access
    • x
    About this property
    Spacious 3-level House with 2 large decks overlooking the beautiful Gulf of Mexico. House is fully furnished with a large flat screen TV and Bose Stereo System. Great Gulf views from living room and Master Bedroom. One Guest room also has a gulf view. Large garage is fully equipped with beach... View all property information
    Location Information
    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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    1 / 16
    5 of 5 stars (1) Excellent
    Bradenton Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Balcony
    • Wi-Fi
    • DVD Player
    • Satellite TV
    • Hot Tub
    • Secure Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 5 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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    1 / 35
    3.5 of 5 stars (3) Average
    Anna Maria
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Washer
    • Satellite TV
    • DVD Player
    • Patio
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    A private single family residence of 4300 square feet under roof and 2800 square feet of air conditioned area. One short block to beach access to Tampa Bay. Executive Island home, located directly on beautiful and desirable Bimini Bay. Wonderful waterfront views of open water and large private... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 4 days ago
    We had a wonderful time at this house! It met every need. It had anything you could imagine, pots, pans, dishes and seasonings of high quality. The beds were amazingly...
    5 of 5 stars Reviewed 16 March 2016
    This place felt like home from Day 1. Steve took the time for several personal messages to orient us before our stay and when we arrived we immediately fell in love with the open...
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    1 / 28
    5 of 5 stars (8) Excellent
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Balcony
    • Patio
    • DVD Player
    • Grill
    • Satellite TV
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Grab your flip-flops and beach chairs! This family-friendly 3-bedroom, 2 1/2 -bath townhouse is just two quick blocks to the pristine, white sandy beaches of Anna Maria's gorgeous blue waters of the Gulf Coast. And after a relaxing day of sand and sun, come back for a refreshing dip in the heated... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 32417
    5 of 5 stars Reviewed 21 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...
    5 of 5 stars Reviewed 11 August 2015
    This condo was very comfortable, clean, beautifully decorated and fully furnished with all the comforts of home. The kitchen had everything we needed and more! We enjoyed eating...
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    1 / 21
    5 of 5 stars (19) Excellent
    Bradenton Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • Satellite TV
    • DVD Player
    • Patio
    • Wi-Fi
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 10 December 2015
    The LIttle Mermaid was a FANTASTIC place to spend the Thanksgiving holiday. We walked to the beach and swam in the gulf each morning and Little Mermaid had everything we...
    5 of 5 stars Reviewed 16 November 2015
    Great location--across the street from the beach. King bed is very comfortable. Beach chairs and towels are there. Public grocery is very close. So are good places to eat...
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    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Balcony
    • Hot Tub
    • Porch
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Overlooking the Gulf of Mexico Beach, on Anna Maria island 2 bedroom unit is arranged on two elevated levels for a total of 1,250 square feet. The apartment is beautifully decorated, fully furnished and has open view of the beach and is one of the Bird's Nest vacation apartments complex. The... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 17
    4.5 of 5 stars (5) Very good
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
    • Waterfront
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    • Shared Outdoor Pool...
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    • Porch
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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 stars 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 stars 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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    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Grill
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Enjoy amazing sunsets from the screened lanai of this recently remodeled 2 bedroom, 2 bath Gulf front tastefully furnished to comfortably fit 4 people. This condo has cable TV in the master bedroom and the living room, towels and linens, kitchen items, cooking utensils and beach chairs. Enjoy a dip... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 19
    4 of 5 stars (1) Very good
    Bradenton Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
    • Balcony
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Parking
    • Waterfront
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Living on the beach is great !!!!! This lovely beach front 1 BR/1BA Condo is located at 1000 Gulf Dr., Bradenton Beach Fl. 1 flight of stairs from the beach with spectacular direct views of the Gulf of Mexico and Bay. Unit comes Turnkey Furnished with top of the line furnishings including a Queen... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 21 March 2016
    We very much enjoyed our stay at the Beach House Resort. Great proximity to the Gulf and the condo was clean and well appointed. Mel and staff were very helpful and...
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    1 / 9
    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Washer
    • Terrace
    • Internet Access
    • Satellite TV
    • DVD Player
    • Balcony
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    • Pet-friendly
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    Our Holmes Beach duplex, 2 bedroom and 2 bath home is just a short walk, (500 feet), from the beach. We are west of Gulf Drive and north of the Holmes Beach public beach. The downstairs living area has a full kitchen with appliances, spacious dining and living area and a full bath. Upstairs are... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 31 December 2015
    This was the most amazing place to stay. From the condo to the location and lets not forget to mention Fran and Bob who by the way was absolutely wonderful. Bob and Fran made us...
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    1 / 6
    5 of 5 stars (1) Excellent
    Bradenton Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    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
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    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 3 weeks ago
    What an amazing place to stay! Our family had a blast ,and would love to come back. Thank You !!!!!!
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    1 / 46
    4.5 of 5 stars (9) Very good
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Enjoy our relaxed house with brand new heated pool and its integrated jet tubes. It is just a few steps from the beach and also to best restaurants and shops on the island. This is not a duplex, this is not a condo. This is a single family house with private garden an pool. A nice dining deck with... View all property information
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    Holmes Beach, Anna Maria Island 34217
    3 of 5 stars Reviewed 20 September 2015
    Having been to Anna Marie several times we decided on Turtle place and booked from the end of August until the 12th September, a total of six weeks. We enjoyed our time there but...
    5 of 5 stars Reviewed 6 October 2014
    Locally known as “The Turtle Place” its in a great location halfway up the island in a quiet residential area between Gulf Drive and Marina Drive. Very easy to find. Easy key...
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    5 of 5 stars (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    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
    Location Information
    Anna Maria Island, Florida 34217
    1 / 20
    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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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    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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    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Exquisite, completely remodeled cottage located just a short walk to the beach. The cottage offers 2 bedrooms, 1 bath, top of the line amenities and tasteful decor. Kitchen has granite countertops and stainless steel appliances. This property has wireless internet, a large flat screen TV in the... View all property information
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    Bradenton Beach, Anna Maria Island 34217
    1 / 13
    4.5 of 5 stars (3) Very good
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Gulf Watch 111 - Condo 2 Bedroom / 2 Bath Gulf to Bay access, maximum occupancy of 4 people. Peaceful Easy Island Living!~ Two bedrooms with en suite full baths this 2nd floor sun filled end unit condo is in the quiet Gulf Watch 32 unit complex with heated pool and sun deck. Open floor plan... View all property information
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    Bradenton Beach, Anna Maria Island
    5 of 5 stars Reviewed 4 July 2015
    104 Gulf Watch was exactly what we were looking for. Location was superb. Close to restaurants, stores and most important right across from the beautiful gulf water. Unit was...
    4 of 5 stars Reviewed 16 March 2012
    We two retired couples had a great time staying on Anna Maria Island again for 2 wks. The condo was very nice and the owner very nice to work with. The pics as shown were just as...
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    Bradenton Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; This Bradenton Beach vacation home provides you and your family or small group with your very own private swimming pool, and comes fully equipped with... View all property information
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    Bradenton Beach, Anna Maria Island 34217
    1 / 19
    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Lovely Bayside Condo recently remodeled, 2 Bedroom, 2 Bathroom, fully air conditioned, screened lanai, heated pool and covered parking. Easy access to: retail shops, grocery store and restaurants. 200 hundred yards to Free Island Trolley. Five minute walk to white sand beaches. Bike to nearby... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 20
    5 of 5 stars (5) Excellent
    Anna Maria
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Description We are located in the heart of the beautiful city of Anna Maria FL. We are one block from the historic Pine Ave with free trolley service to the entire island. We are two blocks to the beautiful white sand beach. Three blocks in the opposite direction is the bay and the historic City... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 6 March 2016
    We spent a wonderful two weeks in this little oasis by the sea. Just blocks from the wonderful beach and little shops, restaurants, and great coffee, it was the perfect venue for...
    4 of 5 stars Reviewed 15 February 2016
    Our stay at Crescent Wave was perfect. The house is great, lots of room for all of us and the pool area was ideal. We didn't get great weather while we were there, but we can't...
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    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
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    Anna Maria Island, Florida 34217
    1 / 15
    3.5 of 5 stars (3) Average
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Pelican Cove 10 - Condo 2 Bedroom /2 Bath bay view, maximum occupancy of 5 people. Florida's Finest Beach to Bay Resort! Beautiful Bay views and Dolphin sightings!~ Pelican Cove #10 is a newly renovated bay-side condo. It offers spectacular views of Sarasota Bay and even some dolphin sightings!... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Gorgeous, fully furnished, 2BD/2BA ground floor condo, directly on the Bay! Wake up each morning with gorgeous sunrises from the master bedroom or living room. You can sit at your dining table, or lanai table, and watch the boats, dolphins, birds on the water. The view is absolutely amazing!!... View all property information
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    Bradenton Beach, Anna Maria Island 34217
    1 / 24
    5 of 5 stars (1) Excellent
    Holmes Beach
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    This newly remodeled Florida gem backs onto 17 acres of mangrove forest and is ideally located only 3 blocks from the beach. Reasonably priced, this quaint 3 bedroom, 1 bath cottage has a spacious backyard equipped with a pool, hammock, patio furniture, grill, brick fireplace, and picket fencing,... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 27 July 2015
    I will be going back! From reservations to communication, from check in to location and the property itself, this place is magnificent!
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    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    You will enjoy this adorable newly decorated 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 large... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Authentic spacious beach cottage charm in a mid-century shell. Located a couple blocks from Florida's best powder sand beach and situated across from Bimini Bay with use of our dock. Explore the quiet paradise where the locals live. The Pine Ave shops and famous Beach Bistro Restaurant are less... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 15
    4.5 of 5 stars (3) Very good
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    103 Pelican - Private canal home 3 Bedroom/ 2 Bath with private pool, maximum occupancy of 6 people. At this spacious, family friendly home with private pool, grab your fishing pole, take the hand of a child and meander to the private dock, cast a line while dangling your feet and spending the... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    5 of 5 stars Reviewed 2 weeks ago
    Hi! My husband and I rented this property and had the wonderful opportunity of having our adult children & their spouses come with us. There was 8 of us in total. We enjoyed...
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    1 / 11
    4 of 5 stars (1) Very good
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    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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    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Thank you for considering my home which has been recently updated to provide the warmth and feel of a true beach cottage. Wooden ceiling planks have been added along with pine beach chic cabinets and decor. I put many hours into the design of the home to provide a feeling of tropical relaxation.... View all property information
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    Bradenton Beach, Anna Maria Island 34217
    1 / 32
    3 of 5 stars (1) Average
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    5 minutes walk to the beach! Totally renovated, furnished 2 bedroom / 2 full bath townhouse. Tile floors, new kitchen & breakfast bar area, granite countertops and stainless steel appliances. Ground floor has additional kitchenette, full bathroom, large living room area. 2nd floor - two large... View all property information
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    Holmes Beach, Anna Maria Island 34217
    3 of 5 stars Reviewed 14 March 2016
    This townhome was graciously rented to us on a Tuesday to Tuesday basis which is not standard in peak season. The location was stellar - 4 minute walk to the beach, very central...
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    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; 7001 B Holmes Boulevard is where Anna Maria Island vacations become lifetime memories! This beautiful Holmes Beach vacation rental home provides... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    WELCOME TO YOUR ANNA MARIA ISLAND PARADISE! Vacation on a tranquil island embraced by the warm Florida sun. This quaint paradise getaway, known as Anna Maria Island, is complete with the 'Old Florida Style' charm. Seven miles of warm-white sandy beaches on the Gulf of Mexico to swim, walk, relax,... View all property information
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    Bradenton Beach, Anna Maria Island 34217
    1 / 31
    5 of 5 stars (1) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    FIVE MINUTE WALK TO THE BEACH - BEACH CART PROVIDED 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,... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 17 June 2013
    Staying at Unit #285 at Runaway Bay was by far a much nicer choice than staying at one of the local resorts down the road where the rest of my family chose to stay. The unit was...
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    1 / 52
    5 of 5 stars (17) Excellent
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    A brand NEW 2300 sq/ft, 3 bedroom modern beach house with heated and very private pool. A perfect location just steps from the beach, marina and the main plaza with great shops, a grocery store and restaurants. No need to drive anywhere. Located in a quiet neighborhood with tropical greenery, large... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 23 December 2015
    This cottage was beautiful; a true home away from home. The owners made sure to include every amenity imaginable. We traveled to Anna Maria Island with my parents and 10 year...
    4 of 5 stars Reviewed 15 December 2015
    Great Place! Great Location! Great Transportation Options! Easy Walk to the Beach! Easier Walk to Great Restaurants Nearby! Clean & Easy To Use Home! Will Definitely Use...
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    1 / 19
    5 of 5 stars (2) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Totally furnished apartment close to the beach. Spend quality time in a nice neighborhood. Enjoy activities such as playing tennis, kayaking, water skiing, fishing, painting, swimming, walking your dog and meeting new people at the dog park , the library or the Community Center. Two bedroom, two... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 7 August 2015
    Nice House with everything you need for a vacation on the beach. The nearest beautiful beach is only half a mile, which is good because it gave me the opportunity to exercise my...
    5 of 5 stars Reviewed 5 June 2015
    We spent nearly two months here, and really enjoyed our stay on Anna Maria! The house is equipped with everything that we needed to be comfortable during our stay, and its...
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    1 / 25
    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Come relax and enjoy your beach vacation at The Dolphin Club! 2 bedrooms and 1 bathroom, the master bedroom has a queen bed and the other has 2 twin beds. There is also a sleeper couch in the living room which can sleep 2 people. Fully air conditioned. Includes covered parking and outdoor deck with... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 22 September 2015
    Beautiful and clean. Had very comfortable beds. Perfect location in the middle of the island. Walk to food, beach, stores. Will definitely rebook!
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    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.