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Anna Maria Island Cottages

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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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    5 of 5 bubbles (2) Excellent
    Holmes Beach
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 16
    5 of 5 bubbles (1) Excellent
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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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    • Ocean Views
    • Patio
    • Grill
    • DVD Player
    • Internet Access
    • Washer
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    "Cracker Cottages" Features Two Comfortable Bedrooms, One with a King-size Bed, and the Other with a Queen. Both Have Flat-panel Televisions So Everyone Can Watch What They'd Like. a Full Bath with a Combination Tub and Shower Sits at the End of the Hall Between the Two Bedrooms.Although You Can... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    4 of 5 bubbles Reviewed 28 December 2015
    We spent Christmas week on Bradenton Beach in this comfortable rental. There was plenty of room and it was comfortable. Everything we needed was close by and the beach was...
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    1 / 23
    5 of 5 bubbles (1) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Balcony
    • Satellite TV
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    • Grill
    • Patio
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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.... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 25 July 2016
    Great location, walk to beach or bay side from the house. Very quiet, but close to all things going on if you want to get food or drinks. The kitchen is stocked well and we felt...
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    1 / 21
    Anna Maria
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Balcony
    • Terrace
    • Washer
    • Waterfront
    • Grill
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Sea Breeze cottage is located at north end of Anna Maria island. Brand new renovation, 2 bedrooms with 2 bath rooms, 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
    1 / 25
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Balcony
    • DVD Player
    • Internet Access
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    20771st Beach Villa -Duplex 2 Bedroom/ 2 Bath , maximum occupancy of 4 people. The perfect spot for the budget-conscious, beach-loving vacationer! This comfortable and clean 2 bedroom/2 bath elevated duplex is only 200 yards from the fabulous white sand beach and crystal-clear waters of the Gulf... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 22
    5 of 5 bubbles (1) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
    • Air Conditioning
    • Grill
    • DVD Player
    • Balcony
    • Washer
    • Patio
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    ANNA MARIA ISLAND #3 TOP 10 ISLAND'S IN U.S.A. Palm Isle 3203,our 2 bedroom island decorated condo is across the street from the beaches of Anna Maria Island. Steps from the heated pool and fully landscaped setting, along with all the amenities of home, your family will enjoy our beach get... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 1 December 2014
    LOVED, LOVED, LOVED this property! It's perfectly located right in the heart of Anna Marie island - easy in and out parking RIGHT in front of the villa. The villa was roomy for us...
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    1 / 20
    5 of 5 bubbles (1) Excellent
    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
    • Air Conditioning
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    "Cracker Cottages" Features Two Comfortable Bedrooms, One with a King-size Bed, and the Other with a Queen. Both Have Flat-panel Televisions So Everyone Can Watch What They'd Like. a Full Bath with a Combination Tub and Shower Sits at the End of the Hall Between the Two Bedrooms.Although You Can... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 21 June 2016
    We loved the cottage and its location. Every morning we would walk the beach and have breakfast in the Gulf Drive Cafe'. In the evening we would return to the beach for a stroll...
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    1 / 16
    5 of 5 bubbles (2) Excellent
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Charming cottage-style duplex 2 blocks from beach with sugary sand and safe swimming in the beautiful Gulf of Mexico. Walk to restaurants, shops, library, laundry, & more. Clean & well appointed with tasteful modest furnishings provide a comfortable relaxing & quiet home away from home, or base... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 9 July 2016
    Clean,spotless. Close to everything. We had a great time here. The beach and the restaurants were awesome. Would return. Definite plan to come back.
    5 of 5 bubbles Reviewed 13 August 2015
    My girlfriend and I had a great experience the Dolphin Duplex. We were in town for a big family reunion and had a lot to coordinate. The owner of Dolphin Duplex was...
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    1 / 7
    Anna Maria
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
    • Private Garden
    • Satellite TV
    • Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Carissa Coastal Cottage B is a beach get away, approximately 150+/- steps to the sandy white beach! This property has been completely renovated, new kitchen and bath, new AC. Beacy decor, nice size rooms. It is located in Holmes Beach on Anna Maria Island and is in a quiet neighborhood. You can... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34217
    1 / 15
    4.5 of 5 bubbles (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    Amenities & Details
    • Satellite TV
    • Grill
    • Parking
    • Shared Garden
    • Air Conditioning
    • Wi-Fi
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Shell Cottage is situated just 200ft away from the beautiful white sandy beach of Anna Maria which is 7 miles long. Set in a quiet leafy lane Shell shares our heated pool with our other 2 cottages and can be rented together or separately. Shell Cottage has a small sofa-bed therefore enabling it to... View all property information
    Location Information
    Anna Maria Island, Florida FL34216
    5 of 5 bubbles Reviewed 3 July 2016
    Was worried that sharing the pool with two other villas, but we shouldn't have been. Situated very close to a beautiful beach and all amenities and restaurants, but in a very...
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    1 / 39
    5 of 5 bubbles (2) Excellent
    Anna Maria
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Amenities & Details
    • Waterfront
    • DVD Player
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Newly Remodeled 1 Bedroom/1 Bath Cottage in a serene north end location. The allure of the Gulf of Mexico Beach just 250 steps away. A back yard dock on Lake LaVista Bayou with a patio table, umbrella, and sling back chairs. Launch the provided kayaks right from the dock or choose to bring your own... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 bubbles Reviewed 25 August 2015
    Having visited AMI before we knew the place was fantastic and renting Summer Breeze made it even more so. The cottage has every modern facility, all of top notch specification...
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    1 / 30
    3 of 5 bubbles (1) Average
    Anna Maria
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
    • Parking
    • Wi-Fi
    • Grill
    • Washer
    • DVD Player
    • Satellite TV
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Beautiful 2B/1B cottage on the quiet North end, only 5 houses to the beach, and no streets to cross. Beautiful new Heated Pool. Twins can be converted to King in all bedrooms. NO dishwasher, no garbage disposal.Rear trash pick up! Charcoal Grill, not gas. Both units also include private... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    3 of 5 bubbles Reviewed 26 September 2015
    We stayed here in May, and the unit was tastefully decorated, and had a cozy feel to it. However, my husband and I were getting bitten at night, and we called management to have...
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    1 / 20
    5 of 5 bubbles (3) Excellent
    Anna Maria
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
    • Waterfront
    • Patio
    • DVD Player
    • Grill
    • Satellite TV
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Great 1 Bedroom/1 Bath remodeled cottage on the quiet North End with outdoor patio, ceramic tile throughout, and granite countertops. The allure of the Gulf of Mexico Beach just 250 steps away. A back yard dock on Lake LaVista Bayou with a patio table, umbrella, and sling back chairs. Launch the... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 bubbles Reviewed 20 January 2014
    We were very pleased with our stay at Snails Pace. Not being familiar with the area and booking online, one is never quite sure what to expect. The location was great, just a...
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    1 / 30
    5 of 5 bubbles (2) Excellent
    Anna Maria
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Washer
    • Satellite TV
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The Shady Mango was originally built in 1925. According to local history<BR>the heart pine used in constructing the original house came by steam boat<BR>to the City Pier and was hauled by horse-drawn lorry up Pine Avenue to the<BR>home's present site.<BR><BR>In 2004 the home was given a major... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 bubbles Reviewed 21 September 2013
    My husband, 2 kids & I stayed at the Shady Mango & LOVED it! It's the perfect place for a vacation for a small family. It's in a great location with walking access to the beach...
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    1 / 24
    5 of 5 bubbles (5) Excellent
    Anna Maria
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Porch
    • Wi-Fi
    • Grill
    • Waterfront
    • Satellite TV
    • DVD Player
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Take just four steps from Wave Crest's back door and sink your toes into the white sand beach of Anna Maria Island or enjoy views of the Gulf of Mexico from the deck, Florida room, or the four Adirondack chairs right on the sand. This gulf-front cottage is located directly on the beach and will... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 bubbles Reviewed 23 May 2016
    We were excited about renting Wave Crest due to the pictures and information we had previously received. However, nothing prepared us for this beautiful cottage with the...
    5 of 5 bubbles Reviewed 14 July 2013
    If you want the beach as your back yard, along with a quiet and empty beach, you just found it. This house was perfect for my wife and I and our two daughters. Having been to...
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    1 / 33
    4 of 5 bubbles (4) Very good
    Anna Maria
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Wi-Fi
    • Parking
    • Grill
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Beautiful 2B/1B cottage on the quiet North end, only 5 houses to the beach, and no streets to cross. Beautiful new Heated Pool. Twins can be converted to King in all bedrooms. NO dishwasher, no garbage disposal.Rear trash pick up! Charcoal Grill, not gas. Both units also include private... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    4 of 5 bubbles Reviewed 13 January 2016
    This was our first time on the island. This house is a short 5 minute walk from a fabulous beach, and you share a pool with the other side of the duplex. The neighbourhood...
    5 of 5 bubbles Reviewed 8 June 2015
    The cottage was just as the picture depicts. It was close to the beach and we only had to worry about 1 other rental on the property. A lot of privacy and all the amenities...
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    1 / 24
    5 of 5 bubbles (9) Excellent
    Anna Maria
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • DVD Player
    • Wi-Fi
    • Grill
    • Washer
    • Satellite TV
    • Private Outdoor...
    • Patio
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Pineapple Cottage, centrally located on historic Pine Avenue in the city of Anna Maria, is the perfect place to slow down and catch your breath! This Anna Maria Island cottage is tastefully decorated with wood floors, granite and stainless kitchen, tiled shower and comfortable furnishings. The... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 bubbles Reviewed 9 February 2016
    411 Pine B. Very nice cottage. Feels like home away from home. We have stayed twice. Walking distance to the City Pier, shopping & restaurants. Definitely would recommend to...
    5 of 5 bubbles Reviewed 30 June 2015
    Very nice cottage. Within walking distance to beaches and Piers. We enjoyed so much we are going back again this next Jan.
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    1 / 23
    5 of 5 bubbles (2) Excellent
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
    • Wi-Fi
    • Outdoor Dining Area
    • Patio
    • Air Conditioning
    • Satellite TV
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Part of the Spinnakers Vacation Cottages Cabin 1 is a one bedroom, one bath cottage nestled in a lush tropical landscape. Great for an anniversary celebration, honeymoon or just a getaway! Want to bring the kids? No problem, they will love it here as well! Cabin 1 sits beside the pool area, so... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 7 May 2016
    Beach was only a block away. Trolley was free and ran all day. Many shops and eateries to choose from. Nice swimming pool right outside our door. Would recommend this property...
    5 of 5 bubbles Reviewed 11 December 2015
    We loved our cottage, it's location, the decor, cleanliness, layout. The only necessary change would be the bedding, it could use an upgrade!
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    1 / 24
    Anna Maria
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    • Satellite TV
    • Washer
    • Porch
    • Air Conditioning
    • Wi-Fi
    • Outdoor Dining Area
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This charming, quiet, cozy, Enchanted Cottage is just steps to Tampa Bay and the Historic Anna Maria City Pier, a fun place to fish! A short five blocks to the beautiful powder-soft, white sand and turquoise Gulf water of Anna Maria Island. You may also enjoy the beautiful sunrise from the pier... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    1 / 23
    5 of 5 bubbles (1) Excellent
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Look no further for the perfect vacation rental! This three bedroom vacation rental is located on the serene north end of Anna Maria Island. Tastefully decorated with beautiful beach décor, and boasting a wonderfully open living and dining space, this vacation rental creates an exceptionally... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    5 of 5 bubbles Reviewed 2 July 2016
    This was our first visit to AMI. My booking of Bean Point Cottage was solely based on the pictures online, as it did not have any reviews. Bean Point Cottage was the perfect beach...
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    1 / 24
    4 of 5 bubbles (5) Very good
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
    • Outdoor Dining Area
    • Parking
    • Satellite TV
    • Patio
    • Air Conditioning
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Part of the Spinnakers Vacation Cottages Cabin 2 is a one bedroom, one bath cottage nestled in a lush tropical landscape. Surrounded by palms, plumeria, jasmine and more palms you will find our little paradise the perfect spot for a getaway! Cabin 2 offers a comfortable queen size bed as well as a... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 22 May 2016
    This was our third stay in a Coastal Cottages rental and we couldn't be happier. Spinnakers cabin #2 was very cozy, like a home away from home. It had all of the amenities for...
    5 of 5 bubbles Reviewed 7 March 2016
    Cabin 2 at Spinnakers was clean and well maintained. The location was perfect; close to the beach and close to the dog park. It was great to have beach chairs, umbrellas...
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    1 / 5
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • x
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    About this property
    Lovely 2 bedroom, 1.5 bath Bay front home with boat/fishing dock. Beautiful views of the Bay. Located on a quiet street just one block to the beach. Located on Ana Maria Island. View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 21
    4 of 5 bubbles (5) Very good
    Bradenton Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other traveller has booked this property
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    • Patio
    • Wi-Fi
    • Washer
    • Ocean Views
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    3 of 5 bubbles Reviewed 13 April 2016
    The unit itself was very clean and decorated nicely. However, the beach across the street was under construction and closed. The view was of construction equipment, cranes, and...
    3 of 5 bubbles Reviewed 24 April 2015
    Enjoyed the island, it was our first time to Anna Maria and we definitely enjoyed ourselves. I wasn't impressed with the cottage. Upon arrival there was an empty lotion in the...
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    1 / 20
    Anna Maria
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
    • Wi-Fi
    • Washer
    • Parking
    • Outdoor Dining Area
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Salt Box Cottage is newly renovated, bright, clean, cozy and the perfect place for an Anna Maria Island vacation. This quaint vacation rental cottage is just steps to Tampa Bay and five blocks to the beautiful powder-soft, white sand beach and turquoise water of the Gulf of Mexico! Accommodations... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    1 / 24
    4.5 of 5 bubbles (4) Very good
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • Air Conditioning
    • Balcony
    • DVD Player
    • Parking
    • Wi-Fi
    • Satellite TV
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    **SPECIAL** Receive more than $280 off weekly rentals through December 15, 2016! To take advantage of this offer use the promo code CROWS when reserving Crows Nest! -------------------- Part of the Spinnakers Vacation Cottages, Crows Nest is what some have called an adult version of a tree house,... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 bubbles Reviewed 20 February 2016
    We thought almost everything about our stay at Spinnakers was good. The location was fantastic. The grounds, the amenities (awesome pool area), and the cleanliness of the place...
    5 of 5 bubbles Reviewed 28 January 2016
    We loved 202 56th St. (Spinnakers Cottages). We stayed in the Crows Nest. The location was perfect as it was really close to the beach and easy to take the Trolley or Monkey Bus...
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    1 / 8
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.;   When a starfish needs to get away, it is more than prepared to detach an arm in order to do that. Don’t let yourself get that stressed! Stay for a week... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 15
    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
    • Terrace
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Includes swimming pool and partial views of the gulf, and only 1/2 block from the incredible beaches of Anna Maria Island, this adorable vacation rental in... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 24
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; All of the Palm Isle Villages are a good choice for family vacations.  But PIV 3206 is particularly perfect for vacations with kids thanks to a charming set... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 13
    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
    Brand New! This is a fabulously styled cottage is just 20 yards from the Gulf ocean, and the white sandy beaches that make Anna Maria Island so famous. Large open rooms with lots of sunlight and charming style will give your vacation the perfect kickoff. The modern kitchen is fully loaded with... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 17
    Bradenton Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Palm Cottage is a beautiful newly remodeled vacation rental located in Bradenton Beach, just a few steps from the sandy beaches. This 1 bedroom rental offers... View all property information
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    Bradenton Beach, Anna Maria Island 34217
    1 / 23
    5 of 5 bubbles (1) Excellent
    Bradenton Beach
    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    other traveller has booked this property
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This adorable vacation rental in Bradenton Beach is actually three 2 bedroom condos combined into one vacation rental package, for a total of 6 bedrooms and 3 bathrooms, and one nice swimming pool. Enjoy the sandy gulf beaches 1/2 block away. Located on Anna Maria Island, this rental package has... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 11 August 2015
    Such a wonderful house. Perfect size for our family of 4. We had two children aged 9 + 6 and they were reluctant to leave the house to even visit the parks in Orlando because of...
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    1 / 20
    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    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 / 21
    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Absolutely adorable vintage Bradenton Beach vacation rental cottage “A Pirates Cove” will have you wishing you could stay here forever! This two bedroom one... View all property information
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    Bradenton Beach, Anna Maria Island 34217
    1 / 23
    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other traveller has booked this property
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    • x
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    • 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
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    Bradenton Beach, Anna Maria Island 34217
    1 / 23
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Plum Cottage 324 is professionally decorated with a laidback island flavor, and offers everything you'll desire for a truly memorable vacation! This single... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 24
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.;   Willow Cottage is a lovely ground level bungalow in Anna Maria just waiting to give you that tropical vacation you dream of and deserve! This private... View all property information
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    Anna Maria, Anna Maria Island 34216
    1 / 21
    5 of 5 bubbles (4) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Outdoor Dining Area
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    • Pet-friendly
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    • ?
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    • x
    About this property
    <BR>Please note: we welcome only stays of seven nights or more, and require Saturday arrivals.<BR>--------------------------------------------------------------------------------------------------<BR><BR>This delightful cottage isn't just a place to stay – it's your means to a truly tranquil state... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 29 August 2016
    This cottage is absolutely ideal for a stay on AMI - just steps from a quiet white sandy beach, away from any main roads but within easy walking distance of a stop for the free...
    5 of 5 bubbles Reviewed 9 October 2015
    This property was excellent and we plan to go back in the future. It was clean, safe, and quiet. It was close to beach and a small shopping center which came in so handy for...
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    1 / 12
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; To say we live in paradise is no exaggeration and we’d like to invite you to experience it yourself with a week at Sea Palm Cottage! This vacation rental... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 57
    5 of 5 bubbles (28) Excellent
    Bradenton Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    A unique beach cottage with a Caribbean flair and Oh sooo close to the open beach. This colorful beachy cottage features 3 bedrooms & 2 full baths with a large screened lanai overlooking a private tropical heated pool. High speed internet with domestic long distance calling is included. We provide... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 3 May 2016
    Imagine our surprise when us winter weary northerners pulled up in front of the cutest Florida bungalow we had ever seen! Three bedrooms, two full and beautifully appointed...
    5 of 5 bubbles Reviewed 9 July 2015
    It was everything they said and so much more.close to the beach and the bay my wife and I took a long walk every morning while waiting for the kids to get up trolly was a big help...
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    1 / 11
    Bradenton Beach
    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Includes swimming pool and partial views of the gulf, and only 1/2 block from the incredible beaches of Anna Maria Island, this adorable vacation rental in... View all property information
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    Bradenton Beach, Anna Maria Island 34217
    1 / 23
    4.5 of 5 bubbles (6) Very good
    Anna Maria
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This vacation rental is located on Anna Maria Island's historic Pine Avenue, halfway between the Gulf of Mexico and the Anna Maria City Pier! This adorable, one bedroom cottage, with high beamed ceilings, wood floors and shabby chic décor throughout is ideal for a vacation getaway! This quaint... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 bubbles Reviewed 6 June 2016
    This was our first time to Anna Maria Island. Didn't know where to stay. We picked Island Place Cottages. It is a great place to stay! Close to everything. We were only a couple...
    5 of 5 bubbles Reviewed 11 June 2015
    We absolutely loved this place!! It was right in the middle of Pier and Beach easy walking to both actually easy walk to donut shop, pizza , ice cream or dinner. We usually come...
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    1 / 24
    4.5 of 5 bubbles (19) Very good
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
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    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Your time on Anna Maria Island should be perfectly charming in this classic beach-style cottage perfectly located on the west side of Gulf Drive in the city of Anna Maria. Only steps away from the azure blue waters of the Gulf of Mexico, this unique vacation rental boasts two very large bedrooms... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    4 of 5 bubbles Reviewed 2 weeks ago
    Let me start off by saying I have nothing BAD to say about this property, however there are a few suggestions I would like to make. We stayed at the Gulfshore Cottage for 4 nights...
    4 of 5 bubbles Reviewed 6 October 2016
    It was very easy to acquire this rental. Everything was better than I expected. I would recommend this site to friends and family.
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    1 / 24
    5 of 5 bubbles (9) Excellent
    Anna Maria
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • DVD Player
    • Patio
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This two-bedroom, two-bath vacation rental is located on the quiet north end of Anna Maria Island. Whispering Pines is just three houses from one of the most beautiful beach accesses on the island. This classic 1920's beach cottage has been lovingly restored. The original wood molding, fireplace,... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 bubbles Reviewed 29 February 2016
    Loved this Beautiful Cottage! Steps from the White Sand and Peaceful Beach. I will be back to this Sweet Island!!
    5 of 5 bubbles Reviewed 26 October 2015
    As I was looking for a place to stay on AMI I came across Whispering Pines and this quaint cottage caught my eye, I kept coming back to it as I was searching. I was planning a...
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    1 / 12
    Holmes Beach
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; The right company can be a retreat all in themselves. When you’re looking for an escape in Anna Maria Island with someone special, consider a week spent at... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 16
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; 2 Bedroom, 1 Bath (sleeps 4-6) - 'Playa Casanas North' - 3222 Gulf Drive unit B in Holmes Beach. Welcome to the direct gulf front vacation you’ve been... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 9
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Carissa Coastal Beach Cottage has just been updated with everything you need for your stay, and has a Great Location, only 150+/- steps to the Sugary White Sand Beach! Carissa Cottage has "beachy" decor, nice size living room space with large sofa sleeper and two additional comfy chairs, Flat... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 24
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Periwinkles are small, sunshine loving flowers with a color so distinct they name crayons after it. On a street baring their name in Anna Maria Island,... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    1 / 12
    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Parking
    • Terrace
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Includes swimming pool and partial views of the gulf, and only 1/2 block from the incredible beaches, this adorable vacation rental in Bradenton Beach comes... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217