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Cottages in Anna Maria, FL

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$183
Per Night
1 / 29
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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$141
Per Night
1 / 33
2 Bedrooms, 1 Bathroom, Sleeps 5
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$133
Per Night
1 / 39
1 Bedroom, 1 Bathroom, Sleeps 2
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$94
Per Night
1 / 20
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Microwave
  • DVD Player
  • Refrigerator
  • Ceiling Fans
  • Parking
  • Dryer
  • Dishwasher
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • 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
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5 of 5 stars Reviewed January 20, 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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From
$141
Per Night
1 / 30
2 Bedrooms, 1 Bathroom, Sleeps 5
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Amenities & Details
  • Stove
  • Parking
  • Patio
  • Grill
  • Dishwasher
  • Washer
  • Ceiling Fans
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • 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
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From
$129
Per Night
1 / 23
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Dryer
  • Dishwasher
  • DVD Player
  • Stove
  • Parking
  • VCR
  • Grill
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • 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
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5 of 5 stars Reviewed November 12, 2014
On entering the cottage, the screened porch was a perfect cool place to relax in the evening with a drink or to take morning coffee and watch Anna Maria Island come to...
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From
$186
Per Night
1 / 24
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Parking
  • Dishwasher
  • Fireplace
  • Microwave
  • Washer
  • Stove
  • Stereo System
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • 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
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5 of 5 stars Reviewed November 3, 2014
We had the most wonderful stay at Whispering Pines, a beautiful cottage on Anna Maria Island. It couldn't have been more perfect. My parents, my two 12 year-olds and I thoroughly...
5 of 5 stars Reviewed August 28, 2014
Whispering Pines is an updated and classic Florida home. We traveled with one young child and we all had more than enough space to relax. The beautiful shores of the beach are...
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From
$157
Per Night
1 / 19
2 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Stereo System
  • Washer
  • Parking
  • Refrigerator
  • Patio
  • Grill
  • Microwave
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • 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
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4 of 5 stars Reviewed November 13, 2014
The weather was nice several of the days and we really enjoyed less people than we encounter in July. Lots of beach walks and bike rides. My only issues were the dirty rug in...
5 of 5 stars Reviewed August 8, 2014
great home, the owners have thought of every mortal thing.. would def stay again and have also recommmended already to friends of mine
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From
$243
Per Night
1 / 24
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (4) Make Inquiry
Amenities & Details
  • Ceiling Fans
  • Dryer
  • Patio
  • Refrigerator
  • DVD Player
  • Washer
  • Parking
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
This gulf-front vacation rental cottage is located right on the beach on the secluded north end of Anna Maria Island. Step out Wave Crest's door and into the waiting lounge chairs and rub your toes in the beautiful white sand beaches of AMI or enjoy the views of the sparkling Gulf of Mexico waters... View all property information
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5 of 5 stars Reviewed July 14, 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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From
$121
Per Night
1 / 19
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (4) Make Inquiry
Amenities & Details
  • Washer
  • Stove
  • Dryer
  • Grill
  • Microwave
  • Stereo System
  • Refrigerator
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • 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
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3 of 5 stars Reviewed August 18, 2014
The location is great, with the bayside on the property along with the pool and the beach just across the street. Our biggest problem was the cell phone signal (VERY LOW) and the...
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From
$250
Per Night
1 / 30
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (2) Make Inquiry
Amenities & Details
  • Stove
  • Dishwasher
  • Fireplace
  • Hot Tub
  • Washer
  • Grill
  • DVD Player
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
The Shady Mango was originally built in 1925. According to local history the heart pine used in constructing the original house came by steam boat to the City Pier and was hauled by horse-drawn lorry up Pine Avenue to the home's present site. In 2004 the home was given a major renovation... View all property information
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5 of 5 stars Reviewed September 21, 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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Suitability

  • Wheelchair access (0)
  • Elder access (10)
  • Suitable for children (10)
  • Pet friendly (7)
  • Smoking allowed (0)

Amenities

  • Air Conditioning (11)
  • Grill (10)
  • Internet (10)
  • Parking (10)
  • Washer/Dryer (10)
  • View all amenities