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Anna Maria Island Vacation Rentals

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    Travelers to Anna Maria Island are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 52
    5 of 5 bubbles (26) Excellent
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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 / 17
    5 of 5 bubbles (24) Excellent
    Bradenton Beach
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
    • Washer
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    • Satellite TV
    • DVD Player
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    • Pet-friendly
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    About this property
    You will enjoy this adorable newly renovated vacation cottage – THE LITTLE MERMAID -- on Anna Maria Island just across the street from the Gulf of Mexico and minutes from shopping and attractions on Bradenton Beach’s popular Bridge Street! Your three parking spaces are right at the front door!!... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed November 24, 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 October 5, 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 / 40
    5 of 5 bubbles (12) Excellent
    Anna Maria
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    About this property
    Description We are located in the heart of the beautiful city of Anna Maria FL. We are one block from the historic Pine Ave with free trolley service to the entire island. We are two blocks to the beautiful white sand beach. Three blocks in the opposite direction is the bay and the historic City... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 bubbles Reviewed January 17, 2017
    Crescent Wave was the perfect place for us to stay. We came down to surprise our parents for their 50th Wedding Anniversary (there were three couples) and this was just the...
    5 of 5 bubbles Reviewed November 28, 2016
    We stayed Thanksgiving week. House was as advertised and the family loved the heated pool and hot tub. No complaints and location of the house is perfect. Would definitely...
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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...
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    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 March 21, 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 November 30, 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 November 11, 2016
    Exellent holiday, everything we needed. brilliant accomadation and priced very reasonable. Thankyou.
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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 March 25, 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 November 2, 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 / 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 Yard
    • 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 November 21, 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 October 24, 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 / 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 April 11, 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 / 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 May 9, 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 August 21, 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 / 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 April 16, 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 February 11, 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 / 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 March 12, 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 (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
    • 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 August 19, 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 August 15, 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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    • Waterfront
    • Washer
    • Sauna
    • Patio
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Wi-Fi
    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 August 31, 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 / 4
    5 of 5 bubbles (2) Excellent
    Holmes Beach
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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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 / 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
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    • 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 August 24, 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 July 16, 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 / 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 / 9
    4.5 of 5 bubbles (22) Very good
    Anna Maria
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • DVD Player
    • Air Conditioning
    • Private Yard
    • Satellite TV
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    • Grill
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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 November 21, 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
    5 of 5 bubbles (7) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Grill
    • Outdoor Dining Area
    • Parking
    • DVD Player
    • Wi-Fi
    • Patio
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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 September 17, 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 August 15, 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 / 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 February 29, 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 July 20, 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 / 17
    4.5 of 5 bubbles (5) Very good
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • DVD Player
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    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 September 23, 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 June 19, 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 / 39
    5 of 5 bubbles (4) Excellent
    Anna Maria
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Housekeeping...
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    • DVD Player
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    • Ocean Views
    • Waterfront
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 bubbles Reviewed October 28, 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 February 17, 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 / 10
    Bradenton Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Terrace
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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 / 21
    5 of 5 bubbles (3) Excellent
    Bradenton Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Terrace
    • Balcony
    • Parking
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    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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 December 24, 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 March 6, 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 / 20
    4 of 5 bubbles (1) Very good
    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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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 / 16
    5 of 5 bubbles (3) Excellent
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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
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    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 March 15, 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 / 10
    4 of 5 bubbles (9) Very good
    Bradenton Beach
    Studio, 1 Bathroom, Sleeps 5 | Quick View
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    • x
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    About this property
    Watch the sunsets over the Gulf of Mexico from your private beachfront balcony. Beautifully decorated studio apartment sleeps four adults and 1 child. King size bed and a new full size Murphy bed accommodate the adults and a fold-a-bed from the ottoman will sleep a child. The free trolley will pick... View all property information
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    Bradenton Beach, Anna Maria Island 34217
    3 of 5 bubbles Reviewed November 19, 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 December 22, 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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    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 / 23
    5 of 5 bubbles (3) Excellent
    Bradenton Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • x
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    About this property
    This tropical retreat single family home boasts 1800sq. ft.of living space on the in the Braden River Lakes subdivision. The home is nestled among lush tropical palms and Florida vegetation. The expansive plantings provide privacy and a natural preserve setting in the backyard tropical paradise.... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34208
    5 of 5 bubbles Reviewed 2 weeks ago
    Such a joy to rent this beautiful home. Warm pool and all the extras. ..,, soft towels, kitchen supplies and dishes, bath soaps, a garage to use and lots of seats, space and beds...
    5 of 5 bubbles Reviewed December 3, 2016
    We were having family with children from California and Colorado visit for Thanksgiving Week and needed a home with a heated pool for their stay. This rental was perfect: roomy...
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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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    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 bubbles Reviewed October 22, 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 August 23, 2016
    Beautiful place, spectacular service, highly recommend! We loved every thing and can't wait to return!
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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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    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
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    Bradenton Beach, Anna Maria Island 34217
    1 / 21
    4.5 of 5 bubbles (5) Very good
    Bradenton Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    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 in Anna Maria Island, Florida. Ohana Hale Beachside is 150 feet to the white sand beaches and turquoise waters of the Gulf of Mexico. Beachside is 4 suites... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    3 of 5 bubbles Reviewed March 21, 2016
    Suite is in a great location, near to the beach but also nearby to lots of great restaurants. Accommodation comfortable. However the stay would have been better if owners had...
    5 of 5 bubbles Reviewed May 27, 2015
    This is a perfect place for two people. We were able to make small meals, and we were provided with beach towels, chairs and umbrellas. The studio is across from the beach; this...
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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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    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
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    4 of 5 bubbles Reviewed 2 weeks 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 / 23
    5 of 5 bubbles (4) Excellent
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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 November 22, 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 June 28, 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 / 14
    5 of 5 bubbles (9) Excellent
    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    • 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 in Anna Maria Island, Florida. Ohana Hale Beachside is 150 feet to the white sand beaches and turquoise waters of the Gulf of Mexico. Beachside is 4 suites... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34221
    5 of 5 bubbles Reviewed February 10, 2017
    Wonderful one week stay. Rooftop deck great for watching sunset while enjoying and adult beverage, which you can't do on the beach here. Many restaurants within walking...
    5 of 5 bubbles Reviewed August 28, 2016
    Thank you Brenda & Danny for being a wonderful host. Our stay was short but it was well worth it. We arrived really late and Danny stopped by to make sure everything was alright...
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    1 / 27
    5 of 5 bubbles (5) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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 March 22, 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 / 12
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    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
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    Holmes Beach, Anna Maria Island 34217
    1 / 25
    4 of 5 bubbles (1) Very good
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    GULF FRONT CONDO - Direct gulf front 2 bedroom 2 bath upstairs condo with a breathtaking view of the Gulf of Mexico. Large private screened balcony overlooking the beach. Fully equipped kitchen. Owner has provided many extras for your enjoyment. Heated pool and assigned covered parking. Stroll down... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    4 of 5 bubbles Reviewed May 22, 2014
    Also would recommend eating at Eat Here the food was so so good. Loved shopping at The Sand Dollar Shop
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    1 / 65
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
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    About this property
    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 the Gulf to the Intra-Coastal... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 15
    4 of 5 bubbles (1) Very good
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    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 / 65
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • ?
    About this property
    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 the Gulf to the Intra-Coastal... View all property information
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    Bradenton Beach, Anna Maria Island 34217
    1 / 32
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
    About this property
    We have just purchased this 2 bedroom 2 bath condo in August 2016 and just completed many improvements to make sure our guests are comfortable. We are offering a special rate of $650 per week* for stays through Dec 23, 2016 (so book now!) and have many available dates on our calendar! This... View all property information
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    Bradenton 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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    • x
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    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 November 9, 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 April 18, 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 / 59
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The Anna Maria Island Retreat is a gorgeous two bedroom, two bathroom condo sleeping six. The Anna Maria Island Retreat is completely surrounded by water with Florida's Intra-Coastal Waterway 20 feet from the east balcony and the Gulf of Mexico 100 yards to the the west which is a one minute walk.... View all property information
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    Bradenton Beach, Anna Maria Island 34217
    1 / 42
    5 of 5 bubbles (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • x
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    • x
    About this property
    606 hampshire lane, holmes beach fl 34217... Exquisite home on a great extra wide canal across the street from the key royale golf club. Designer furnished with top of the line amenities. 3 king bedrooms with tvs in each, 2 bath and a bright sunroom overlooking the dock, pool and outside sitting... View all property information
    Location Information
    Anna Maria Island, Florida 34217
    1 / 17
    4 of 5 bubbles (3) Very good
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    • 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 April 13, 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 / 28
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • ?
    About this property
    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 the Gulf to the Intra-Coastal... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 14
    5 of 5 bubbles (3) Excellent
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Terrace
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    • x
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    • x
    About this property
    7310 Holmes - Duplex 1 Bedroom / 1 Bath , maximum occupancy of 4 people. Fun in the Sun!~ Ground level duplex that's fun and adorable. This one bedroom, one bath unit has a private outdoor patio area. This unit has recently been renovated and is perfect for a couple with visiting guests.... View all property information
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    Holmes Beach, Anna Maria Island 34217
    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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    • x
    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 April 17, 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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    Anna Maria Island Flight and Weather Info
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    Additional Anna Maria Island Info

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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.