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Holiday Rentals in Anna Maria Island

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    Travellers to Anna Maria Island are booking December dates now. Secure your holiday home today, and have the perfect trip.
    All 1,333 Rentals in Anna Maria Island
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    Crescent Wave1 / 40
    (24)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Gorgeous views,spectacular home!1 / 46
    (33)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    A Pearl of a Beach Home - with luxury private heated pool and hot tub1 / 32
    (30)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    AnnaMariaBeachCondo - Bright and Spacious Condo w Heated Pool!1 / 37
    (15)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Washer
    • Ocean Views
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 April 2018
    Roomy 2 bed condo, well maintained, with a great location a block from the beach, and 2 blocks from manatee beach restaurants and bars. Free trolley bus takes you anywhere else...
    Reviewed 10 October 2017
    Marie and Tomas's Condo is no more than 50 m from the beach; close to Walgreens and Publix; as well as a loads of eateries. Skinny's burgers are great.The Condo itself is very...
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    About this property
    5 reasons why you will love our condos as much as we do: *LOCATION! Close to the beach, grocery store, restaurants and everyday needs. 'We really appreciate not having to use a car to buy milk. Also, with several restaurants within half a mile, it's so nice not to have to take turns...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location, location, location, this cozy quaint beach house is centrally located on Anna Maria Island and is less than a 2 minute walk from Holmes Beach. The 2 bedroom and 1 bathroom unit is not only a very short walking distance to the beach, but is also a short walking distance to shopping and...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    CHARMING 2 Bed 2 Bath with Heated PRIVATE HEATED Pool SPA Sleeps 6 F1 / 26
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Reviewed 2 weeks ago
    This little bungalow was perfect for our group of four! We’ve stayed at a number of AMI rentals. Each one holds special memories for us. The pool and hot tub set this one apart...
    Reviewed 4 weeks ago
    Fit all of our needs - had a great time with our family .I would recommend the area and this Villa . Lots of things to do on the island and drive done to Sarasota for shopping.
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    About this property
    Relax and unwind in this gorgeous, newly renovated 2 bedroom, 2 bath home close to everything! Salt Air West , located only a short walk to the powdery white sandy beach of the Gulf of Mexico and ½ a mile from historic Pine Avenue on Anna Maria Island. Not in the mood for the beach? No Problem!...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Private Tropical Paradise in Holmes Beach!  Large home with Pool and fenced yard1 / 25
    (4)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Grill
    • Wi-Fi
    • Patio
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 September 2018
    Our family loves Anna Maria Island. This house is conveniently located within walking distance to beautiful beach. The house itself is fully stocked with everything we needed...
    Reviewed 20 September 2018
    Location was great, in the middle of everything the island has to offer. Beautiful private beach just a few blocks away. We enjoyed the pool and the hot tub It was nice and...
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    About this property
    Tropical Paradise on Holmes Beach and ONLY 3 blocks to the beach. Anna Maria Island, noted for its old Florida ambiance, offers this Key West styled home, where you may awaken to greet the dawn sipping coffee on the balcony or swimming in your private pool. The modern interior arrangements add to...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    'Elegance' 100 Steps from the Beach!1 / 24
    (11)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Patio
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Grill
    • Washer
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 April 2018
    We all really enjoyed our stay at Elegance villa, pool was amazing, location was excellent and Shawna was very helpful. We hope to visit again soon.
    Reviewed 2 November 2017
    Just returned from 6 nights stay at this beautiful house. The house was just lovely- clean, well equipped and very comfortable. The provision of plenty clean towels including...
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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...
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    Bradenton Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Crow's Nest, located directly on the beach at 2416 Gulf Drive in Bradenton Beach is a unique three bedroom, two bath home that was designed by a man with a passion for boats and a love of the sea. From its lofty view, enjoy a perspective of Bradenton Beach from the spacious screened lanai that...
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    Bradenton Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    250 Feet from the Beach1 / 25
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Air Conditioning
    • Cable/satellite TV
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 April 2017
    Just came back from 4 days on AMI with my 3 sisters and daughter. What a nice little place and even though 5 of us we were very comfortable. Two blocks from the beach. We sat on...
    Reviewed 7 September 2016
    The pictures don't do it justice! Charming beach cottage that we'll book again. It was the perfect trip.
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    About this property
    *NOTE: If you cannot find availability for this unit, please contact us, there is an additional unit. 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...
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    Bradenton Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Anna Maria Great Townhouse, Great Value!1 / 28
    (14)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Balcony
    • Patio
    • DVD Player
    • Grill
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 February 2018
    We've stayed at a number of places on Anna Maria Isl. and this beautiful house is one the best. You can see the new heated pool from the kids bedroom. Holmes Beach is only a 5-6...
    Reviewed 8 August 2017
    Tranquil and friendly people good beaches. Very family friendly,good neighbor Doddy, Very close to markets and restaurants.
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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...
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    Holmes Beach, Anna Maria Island 32417
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Happy Island Cottage with heated private Pool1 / 52
    (31)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • DVD Player
    • Patio
    • Wi-Fi
    • Washer
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 September 2018
    Just back from a lovely stay in Happy island cottage, Anna Maria Island. This was our first trip abroad with our 15 month old son. The owner, Alex, went out of his way to...
    Reviewed 8 July 2018
    Alex answered any question i had. the house was everthing it was suppose to be.it was an amazing vacation.
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    About this property
    A brand NEW 2300 sq/ft, 3 bedroom modern beach house with heated and very private pool. A perfect location just steps from the beach, marina and the main plaza with great shops, a grocery store and restaurants. No need to drive anywhere. Located in a quiet neighborhood with tropical greenery, large...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Coconuts Tahitian 2051 / 14
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Located in Holmes Beach, on Anna Maria island. This one bedroom two bath unit is a full size apartment with full size kitchen all appliances dishwasher, stove full size refrigerator, living area, dinning area and a separate bedroom has 2 full size beds. Its just steps to the beach. Covered parking....
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    • Private Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!! The Anna Maria Island Beach Palms 7A has just been completely remodelled with all new flooring, all new contemporary doors, all new baseboards, completely repainted from wall to wall and much more..... See our upated...
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    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Absolute Anna Maria1 / 100
    (20)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Parking
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 March 2016
    Had condo 101 which faced directly onto the sea, lovely condo decorated with seaside colors, hundreds of towels and everything you could need, we had a great vacation Anna Marie...
    Reviewed 30 November 2015
    Hi Terry and Sandy, We really enjoyed our stay at your Anna Marie Island condo unit #110. . We were impressed with the spacousness, tasteful furniture and decor, the wall...
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    About this property
    FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!! Absolute Anna Maria is completely surrounded by water with the Gulf of Mexico to the west, Florida's Intra-Coastal Waterway to the east, Tampa Bay to the north and Sarasota Bay to the south. Absolute Anna Maria offers...
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    Anna Maria Island, Florida 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Palm Cottage ~ This beautiful condo is just steps from the Beach!1 / 28
    (7)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Wi-Fi
    • Washer
    • Ocean Views
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    The place was fantastic. It's all you could want; if you enjoy the beach. Everything in the condo worked properly. We had a blast.
    Reviewed 18 May 2017
    The unit was very clean and pretty. Kitchen and linens were well stocked. Located right across the street and right down the road from restaurants. Our first time to the...
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    About this property
    We all know Location! Location! Location! Just yards from the beach, Palm Cottage is a beautiful cottage located in Bradenton Beach and is just steps from the Gulf. This 1 bedroom condo offers a full size, fully equipped kitchen with refrigerator, dishwasher, microwave, oven, ample cookware and...
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    Bradenton Beach, Anna Maria Island 34217
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    BEACHFRONT HOME, TRUE PARADISE , DOGS STAY FREE, GREAT VIEWS, WALKING BEACH1 / 22
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Wi-Fi
    • Waterfront
    • Washer
    • Cable/satellite TV
    • Grill
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 September 2018
    Six of us ladies had a great time and loved the house! Laura was very helpful. Hope we can do it again.
    Reviewed 30 September 2018
    Very nice location, perfect if seeking a private and quiet location. All amenities necessary for us were included. Will return.
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    About this property
    This stunning BEACHFRONT home was designed by an award winning Architect and is true paradise. The plan is open with the Living, Dining, Kitchen and Master Bedroom on the Waterfront adjacent to the deck which runs the entire length of the home. The elevated deck is a mere 10' from the waters edge....
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    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3B Villas on Anna Maria Island Two Bedroom1 / 12
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 August 2017
    Had a wonderful time and accommodations were great! Pool was warm and beach was awesome. My family enjoyed our stay and will definitely visit again!
    Reviewed 3 August 2017
    You know how some places look nice in the online photos, and then when you see it in person you wonder??? That is not the case here. This place was perfect for our family stay...
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    About this property
    This lovely property features a tropical setting surrounding a heated swimming pool. The six unit complex is located one block from the beach. Great for family reunions or wedding parties. This unit is a two bedroom one bath full size apartment. King bed in bedroom and 2 full size beds in second...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    AMI Coastal Retreats- Beach Dreams 'DreamBoat'1 / 26
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Balcony
    • Grill
    • Parking
    • Wi-Fi
    • Ocean Views
    • Terrace
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 July 2018
    We immediately fell in love with the appartment once entering. The owner put so much love in small details like accessoires, which really make the place something special. But...
    Reviewed 14 May 2018
    This is a perfect getaway for a couple. Stunning location. The condo is absolutely breathtaking! All new and very comfortable. Only wish we could have stayed longer. Close to...
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    About this property
    This is property lies directly north of Coquina beach, walking distance to Bridge street and the newly finished pier in Bradenton beach. It doesn't get any better than this. Coquina Beach is located on the southern end of Anna Maria Island. It is the longest stretch of beach on the entire island....
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    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Beachfront One Bedroom Suite With Balcony Over The Pool1 / 12
    (1)Excellent
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Ocean Views
    • Balcony
    • Grill
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 February 2018
    Every spring my wife and I vacation on Anna Maria Island, and every spring we stay at a different place. Each and every place we have stayed at was nice, but this place is # 1...
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    About this property
    This beachfront vacation rental is perfectly suited for a family of 4 or a couple looking for a weekend getaway. The rental is in Bradenton Beach and equipped with 1 California King and 2 twin sleepers. The balcony features a fantastic view of the Gulf of Mexico where you can enjoy some of the most...
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    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    5 Star - Private Pool & Dock, and Steps Away from the Beach - Fall Availability1 / 39
    (5)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Waterfront
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2017
    The house was gorgeous. Pretty and comfortable furnishings. Loved all the Anna Maria touches. Fantastic kitchen appliances - I wish my washing machine was so good! We all loved...
    Reviewed 28 October 2016
    We had a fantastic time exploring Anna Maria Island and coming home to such a fantastic place made the holiday even more special.
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    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...
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    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Absolute Anna Maria1 / 87
    (29)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Housekeeping Included
    • Air Conditioning
    • Cable/satellite TV
    • Ocean Views
    • Wi-Fi
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 October 2017
    Amazing beach. Kids friendly. Great restaurants alongside the beach with great seafood. Nice size swimming pool. Great condo, very well organized, has everything you needed for...
    Reviewed 23 March 2017
    Well obviously we liked it well enough to rebook after two days at home. We have rented a lot of properties both here and in Europe, and I must say that this was the most well...
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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...
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    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Coconuts Tahitian 2071 / 13
    (3)Average
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Air Conditioning
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 September 2015
    It is very close to the beach. You don't have to cross a street when walking to the beach, which is a plus. The unit could benefit from some TLC. The furniture are dated. The...
    Reviewed 19 May 2015
    The location and price is what makes this place so great. It outdated, not the cleanest, and not the most comfortable BUT it's in a perfect location with all the necessities...
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    About this property
    Located in Holmes Beach, on Anna Maria island. This one bedroom two bath unit is a full size apartment with full size kitchen all appliances dishwasher, stove full size refrigerator, living area, dinning area and a separate bedroom has a king size bed. Its just steps to the beach. Covered...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Watch Sunsets, Dolphins, or Just Relax - Bermuda Bay 14531 / 27
    (12)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • DVD Player
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    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 July 2018
    We fully enjoyed our week at Bradenton Beach. Bermuda Bay 1453 was wonderful and highly recommend staying when visiting the area. A great relaxing and quiet week of sunshine...
    Reviewed 26 August 2017
    We stayed here in August 2017 for 2 weeks and it is a perfect location. The condo is spacious, bright, airy and spotlessly clean. The beach is just steps away across the road...
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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,...
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    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Casa Playa West  is a Luxury 4 bedroom home with a pool and elevator!1 / 37
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Ocean Views
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home provides you with your own private pool. It has virtually EVERYTHING you need for a perfect Island vacation. This home has a private pool and is less than a block to the beach and 1 block to Sarasota Bay for fishing. Walk to Sarasote Bay and watch the big yachts and boats pass by on the...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Absolutely Perfect - Cove at Sandy Pointe #2071 / 21
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
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    • Balcony
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 November 2017
    Perfect location close to excellent shops, restaurants and beaches. Very clean and well equipped. Wunderbar!
    Reviewed 28 July 2017
    Clean and neat condo - ideal for family. Close to beach and other amenities, beautiful location. We love this area having been before and we were very happy with the...
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    About this property
    Very contemporary condo (danish style), just refurnished and remodeled, and equipped with more than everything you need for a relaxing and unforgettable vacation in Paradise. The unit is inspiring and gives you a laid back feeling immediately after entering. A huge pool with lounges and sun...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    The Anna Maria Island Beach Retreat1 / 45
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!! The Anna Maria Island Beach Retreat is a completely remodeled two bedroom one bathroom condo, located four houses from Anna Maria Island’s exquisite white powder sand beaches. Included with your stay is one free...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Ohana Hale North  2  Bedroom on Anna Maria1 / 17
    (23)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 March 2016
    We stayed one week and it was great. 2 1/2 blocks to the beach, we watched the sunsets at the beach. Unit is set up very well, they thought of everything. Kitchen has everything...
    Reviewed 20 July 2015
    I was very impressed, so convenient and well taken care of. I loved being so close to the beach and right next to the store where our needs were immediately available. The...
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    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...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Coconuts Beach Front 106 Ground Floor1 / 17
    (6)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 June 2018
    This is a beautiful spot just steps from the beach and close to everything. Just be careful if you need full wheelchair accessibility for yourself or someone you are traveling...
    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...
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    About this property
    One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    The Anna Maria Island Beach Sands 2011 / 61
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 November 2017
    We stayed here for nearly three weeks. Communication with the owner was excellent and helpful. The apartment was excellent, very comfortable, clean and well equipped. The...
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    FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!! 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...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Balcony
    • Hot Tub
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bermuda Bay is a beautiful Gulf to Bay property that is located 1/2 block away from the beautiful beaches offering you all of the conveniences you would want in an island stay. The complex has a large heated pool and spa, from the pool you can stroll down the boardwalk to the bay where you can take...
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    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    New Waterfront 'HideAway Bay' Best panoramic bay view on AMI. Just remodeled!1 / 24
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 July 2018
    We absolutely loved Hideaway Bay! The sunrises every morning on the bay were stunning. The birds that came to visit, the hammock were a perfect start to every day! The unit was...
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    About this property
    We wanted to offer a vacation rental with the most spectacular location anywhere on the island. After searching long and hard we came across this property that unlike other Bay front properties that looks across the width Bay, ours faces up the length of the Bay. On clear days you can even see the...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Ohana Hale Seaside 2 Bedroom1 / 23
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Internet Access
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Anna Maria Island, Florida 34217
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Charming cottage w/ island views, entertainment & nearby beach access!1 / 33
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 July 2018
    If your looking for a laid back beach cottage in a laid back beach community this is it. Little delay getting in the door because the key pad didn’t work, but once I stepped...
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    About this property
    A dose of sunshine and relaxation awaits you at this comfortable cottage on Anna Maria Island, featuring island views, entertainment, and easy access to the beach. Located immediately east of Gulf Drive, a quick 200-yard walk will bring you right to the white-sand beach and crystal-clear waves. Go...
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    Location Information
    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautiful Beaches and Gorgeous Sunsets. Unit 2141 / 20
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Housekeeping Included
    • Air Conditioning
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    • Wi-Fi
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 July 2016
    Shared the condo with my wife, son, his wife and my beautiful grand daughter (16 months old) who we don't see often enough. Very comfortable accommodations. Nicely equipped...
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    About this property
    Enjoy paradise in this 2 bedroom, 2 bath suite. Newly renovated with all the amenities. The master suite features a king size bed with new dresser and night stands. The second bedroom has a queen bed with new dresser and night stands with large double closet. Each bathroom is full with either walk...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Anna Maria Island Beach Palms 5B1 / 86
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 June 2018
    We loved our stay in this condo and Anna Maria Island! Terry was a great help and always quick to respond. He provided a lot of helpful tips and information. We loved how...
    Reviewed 4 October 2017
    Firstly clear directions to property and how to access it. The description given is very accurate. Clean, well presented apartment with good supply of bin bags, soap and toilet...
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    FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!! Anna Maria Island is not a place where you go to the beach. When you are on Anna Maria Island you are at the beach. The Anna Maria Island Beach Palms 5B is completely surrounded by water and has just been completely...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sunset Terrace Beachfront 205 - Enjoy the gulf coast waters and sandy beaches!1 / 25
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Hot Tub
    • Washer
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    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 June 2018
    Condo was a little dated for the price but wonderful location and great gulf views from balcony. Quiet with just about every thing you need during a family vacation.
    Reviewed 26 May 2018
    Perfect in every way - immaculate, well stocked with everything needed, perfect location... faultless and highly recommended
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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...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Casa Playa East is a Luxury 4 bedroom home with a pool and elevator!1 / 33
    (2)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Patio
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    • Washer
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    • Ocean Views
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 October 2017
    We booked our stay here for our family (6 adults, 2 kids) totally unfamiliar with Anna Maria Island, coming for a wedding at a nearby venue. We couldn't have been happier...
    Reviewed 8 August 2015
    We rent a home in Anna Maria every year. Hands down, for my active group, this is the best location. Two blocks from hopping Bridge Street. Beach access 1/2 block away. Bay...
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    About this property
    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 everything you need for a wonderful vacation on this beautiful barrier island. Your accommodations are less than 1/2 block from the beach and 1...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!! 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...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
    • Wi-Fi
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Ocean Views
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bay view Home, located at 404 21st Place in Bradenton Beach is a hidden treasure! This wonderful home features 4 bedrooms and 3 bathrooms on a quiet street ending at the water. Best of all, this beautiful home is canal front with beautiful views of the bay! It features a private heated pool, BBQ...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Anna Maria Island Beach Sands1 / 99
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
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    • DVD Player
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 August 2018
    My family and I stayed at this condo and it was amazing. From the moment you walk in for the first time, you are taken back by the beauty this unit has to offer. Everything...
    Reviewed 16 April 2015
    This was our fifth year returning to AMI and this condo. Our condo is up to date, clean andvery well kept. The view from the balcony is breathtaking and are able to enjoy the...
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    About this property
    FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!! The Anna Maria Island Beach Sands.' Just completely remodelled for your vacation comfort' -new designer kitchen -quartz counter tops -matching quartz backsplash -all new state of the art black graphite appliances -two...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
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    About this property
    Shell Cove Condominium 9, located at 2310 Gulf Drive in Bradenton Beach, is a two bedroom, one bath Gulf front unit that will sleep six. The beach stretches for miles in either direction! This unit has just undergone major renovations, including a new kitchen, new flooring and paint throughout, an...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Ohana Hale Beachside  Suite D 2 Bedroom with Gulf View1 / 14
    (12)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Parking
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    • Outdoor Dining Area
    • Wi-Fi
    • Ocean Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 July 2018
    Great stay! So close to beach, shopping and restaurants. Extremely clean and great amenities. I would definitely recommend this place!!
    Reviewed 20 January 2018
    Ohana Suite D, a 2 bedroom condo on second floor of building. 2 bedrooms, one king and the other with 2 twins, one bathroom with large shower. The kitchen and bathroom are both...
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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...
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    Location Information
    Bradenton Beach, Anna Maria Island 34221
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    The Tree House1 / 22
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Balcony
    • Cable/satellite TV
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    • Air Conditioning
    • Grill
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 March 2018
    We had a family of 6 of us stay last week, had everything we needed there. it was close to the beach! It was clean and had ample room for us all to sleep. We would definitely...
    Reviewed 5 July 2017
    Nice quiet location Has everything you need. We enjoyed our stay and would come back. Easy access. Clean!
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    About this property
    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....
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    On the Beach Paradise d1 / 26
    (5)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Garden
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Ocean Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 August 2018
    Great time in this lower level 2 bdr unit that is about 50 yards away from the beach. Nice clean unit with just about everything that you need to make your vacation complete...
    Reviewed 11 July 2018
    We had such an amazing time at Mike's place. We rented the downstairs unit... it was right on the beach. It was clean and had everything we needed. Lots of stores are walking...
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    About this property
    This cottage is located 'on the beach' 3007 Avenue F, beautiful Holmes beach. It is the downstairs unit (1 of 2). The cottage is very comfortable and sleeps 4 comfortably with additional space for a pull-out. This quaint cottage is hidden away on a dead end street, away from it all yet close...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Stunning 5 bedroom Pool Home just steps from the beach!1 / 49
    (4)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Ocean Views
    • Washer
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 October 2017
    This wonderful house is located about in the middle of the island, close to Walgreens (if you forgot something) and a couple of minutes from Publix (for your culinary needs...
    Reviewed 3 March 2013
    We had the most wonderful four days in this house with our baby son. The house is just two blocks from the beach and comes with basic gear (towels, umbrella, chairs, wagon...
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    About this property
    Beautiful 5 bedroom 4 bathroom vacation home in Holmes Beach, just steps from the beach with fantastic Gulf views. This home is the perfect beach getaway with everything you could want while enjoying Anna Maria Island. Just imagine waking up to the sound of the surf rolling in. Enjoy a cup of...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
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    • Wi-Fi
    • Housekeeping Included
    • Ocean Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beachside Palms Anna Maria Island Resort is extremely conveniently located directly across from the famous Manatee County Public Beach on the gorgeous Gulf of Mexico. All 3 of our units were completely updated in 2016. They feature new cabinets, stainless steel appliances and granite countertops....
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • DVD Player
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!! Anna Maria Island is not a place where you go to the beach. When you are on Anna Maria Island you are at the beach. The Anna Maria Island 'Beach Paradise 6 is located on Holmes Beach directly in the middle of Anna Maria...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Anna Maria Island Nantucket1 / 29
    (23)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 January 2018
    My extended family stayed here this past December, and it was perfect. The place is showing it's age a bit, and there is a rather steep set of stairs to get to the main floor...
    Reviewed 10 April 2017
    We rented this home over Spring Break with my brother and his family. The layout of this house is great as well as the location of the home on the island. There were 2 master...
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    About this property
    3 Story 'Nantucket' Style - 4 bedroom/ 3 bath villa is just a short walk to the beach - Nestled in a tropical setting, only a few blocks to the Gulf beach; heated private pool great for cooling off and a large sun deck. 4 Bedrooms/3 baths, large master suite with king size bed and a roman tub,...
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    Location Information
    Anna Maria, Anna Maria Island 34217
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Anna Maria Island #2 Beachside Palms1 / 17
    (3)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Ocean Views
    • Housekeeping Included
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 May 2018
    The Rental was very relaxing, clean and easy to find. Location to the beach was excellent. The deadbolt lock was broken, this was unfortunate as one night someone was outside...
    Reviewed 24 February 2017
    Excellent spot. Immaculate. Close to beach (3 minute walk), Publix, Walgreens and CVS. Owner (Jerry) is super nice to deal with. You can book directly from Property...
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    About this property
    Beachside Palms Anna Maria Island Resort is extremely conveniently located directly across from the famous Manatee County Public Beach on the gorgeous Gulf of Mexico. All 3 of our units were completely updated in 2016. They feature new cabinets, stainless steel appliances and granite countertops....
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Waterfront holiday rentals on Anna Maria Island

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

    “Old Florida” charm and easy island living

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

    One-of-a-kind dining and shopping

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

    Take a side trip south to “Shangri-la”

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

    Holiday rental homes, a superb value for families and friends

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

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