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Anna Maria Cottages

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    1 / 30
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 23
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 20
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 24
    5 of 5 stars (9) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • DVD Player
    • Wi-Fi
    • Grill
    • Washer
    • Satellite TV
    • Private Outdoor...
    • Patio
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    • 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 stars 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 stars 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 / 24
    5 of 5 stars (5) Excellent
    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 stars 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 stars 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 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
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Balcony
    • Terrace
    • Washer
    • Waterfront
    • Grill
    • DVD Player
    Suitability
    • 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
    Location Information
    Anna Maria, Anna Maria Island 34216
    1 / 30
    3 of 5 stars (1) Average
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • Parking
    • Air Conditioning
    • 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 stars 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 stars (3) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
    • Satellite TV
    • Grill
    • Washer
    • Parking
    • DVD Player
    • Internet Access
    • Patio
    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 stars 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 / 39
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Amenities & Details
    • Satellite TV
    • Washer
    • Grill
    • Air Conditioning
    • Internet Access
    • Parking
    • Patio
    • DVD Player
    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 stars 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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • DVD Player
    • Satellite TV
    • Grill
    • Waterfront
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Sea Waves cottage is located at north end of anna maria island. Brand new renovation, 3 bedroom with 2 bath room, with private dock, sailboat direct to bimini bay, unobstructed , natural view of bimini bay. Less than three minute walk to beach, walking distance to pine ave and the city pier and... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    1 / 33
    4 of 5 stars (4) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Parking
    • Grill
    • Satellite TV
    • Internet Access
    • 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 stars 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 stars 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
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    Amenities & Details
    • 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 / 24
    5 of 5 stars (9) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Satellite TV
    • Grill
    • DVD Player
    • Patio
    • Washer
    • Porch
    • Wi-Fi
    • Air Conditioning
    Suitability
    • 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 stars 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 stars 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 / 23
    4.5 of 5 stars (6) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Parking
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Washer
    Suitability
    • 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 stars 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 stars 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
    5 of 5 stars (16) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Porch
    • Parking
    • Washer
    • Grill
    • Air Conditioning
    • Satellite TV
    • 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
    5 of 5 stars Reviewed 30 May 2016
    This trip was a girls get way and we all had such a great time, that we were planning out next trip away again. :))
    5 of 5 stars Reviewed 12 May 2016
    Laying on the beautiful white sandy beach all day, while dragging my feet back and forth in water as blue and clear as the sky, is exactly what I had in mind when renting this...
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | 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.; 4 Bedroom, 2 Bath (sleeps 8) - "Blue Heron Beach House" - 117 Peppertree Lane in Anna Maria.  Welcome to “Blue Heron Beach House”! This adorable Anna Maria... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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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.; Adorable two bedroom and two bath beach cottage rental so close to the beach you can smell the salt air. The sugar sand beach is only steps away at the end... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Grill
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • 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.;  4 Bedroom, 2.5 Bath (sleeps 8) - "Shoreline Terrace" - 901 North Shore Drive, Anna Maria Anna Maria Island is" Old Florida" – we take things a little... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    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
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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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.; Cozy enough for honeymooners but room for a family of eight, you’re not going to feel any guilt about indulging in a vacation at this holiday cottage rental.... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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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.;   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
    Location Information
    Anna Maria, Anna Maria Island 34216
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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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.; The various shades of blue throughout Sea's the Day make this a  water lover's dream vacation cottage. Sitting about 200 steps to the beach access, it's like... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    2 Bedrooms, 1 Bathroom, Sleeps 4 | 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.; 2 Bedroom, 1 Bath (sleeps 4) - 21 Palms A - Anna Maria This newly remodeled and updated island vacation rental duplex is just a stroll to the Gulf of... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Terrace
    • Balcony
    • Internet Access
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    • x
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    • Smoking allowed
    • x
    About this property
    313 Palm Ave - Duplex 2 Bedroom /1 Bathroom , maximum occupancy of 4 people. Enjoy an old fashioned Florida beach vacation at this wonderful cottage just 5 min walk from the beach! Located right in the heart of the village of Anna Maria, not only can you walk to the beach in a matter of seconds,... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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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.; Staying at Mangrove Cottage, known to some as simply “Mangrove Cottage”, is less about vacationing and more about seeing what it means to live the island... View all property information
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    Anna Maria, Anna Maria Island 34216
    1 Bedroom, 1 Bathroom, Sleeps 4 | 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.; This newly remodeled and updated island vacation rental duplex is just a stroll to the Gulf of Mexico and our beautiful sunsets. This home has been decorated... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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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.; Grant's View is a private bay front home is located on the Tampa Bay where you will enjoy the amazing endless views of the open water, not to mention... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216