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Vacation Rentals in Anna Maria, FL

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All 172 Rentals in Anna Maria
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Travelers to Anna Maria are booking March dates now. Secure your vacation rental today, and have the perfect trip.
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From
$268
Per Night
1 / 37
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5 Bedrooms, 3 Bathrooms, Sleeps 12
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From
$125
Per Night
1 / 8
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2 Bedrooms, 1 Bathroom, Sleeps 6
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$170
Per Night
1 / 20
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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$450
Per Night
1 / 20
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Refrigerator
  • Patio
  • Dishwasher
  • Microwave
  • Washer
  • Stove
  • Fireplace
  • Garage
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Our home is a Direct Beach Front 3 bedroom- 1 & 1/2 bath residence furnished with all the comforts of home. Panoramic view of the Gulf of Mexico from your soothing beach cottage style home and decor. The living level has a full size kitchen, half bath, great room and dining room in an open floor... View all property information
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From
$145
Per Night
1 / 12
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2 Bedrooms, 1 Bathroom, Sleeps 6
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Details Reviews (6) Make Inquiry
Amenities & Details
  • Dishwasher
  • Air Conditioning
  • Dryer
  • Washer
  • Ceiling Fans
  • Refrigerator
  • Stove
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
1940’s Classic beach cottage located at 9901 Gulf Drive Anna Maria, recently renovated, two bedrooms, one bath, with an eclectic, artistic decorating style that will bring a smile to your face and make your stay here a memorable experience. Located only five houses from the white, sugar sand... View all property information
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5 of 5 stars Reviewed July 10, 2014
MY husband and I go away every year for our anniversary,and this year I chose this location.WE loved it the place was the cutest,we had everything from food...
4 of 5 stars Reviewed June 27, 2014
If you've never been to Anna Maria before, and are reading this review, I want to make it clear that this house is exactly in the middle of everything there. It's sandwiched...
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From
$319
Per Night
1 / 23
4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Dishwasher
  • Parking
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Now until December 31st 2014 Weekly Special of $1,549.00 ( no other discounts would apply and NON-holiday week.) Enjoy fantastic sunsets and views of the aqua blue waters of the Gulf of Mexico from this 4 bedroom 3 bath Anna Maria City vacation rental home. Enjoy the best location on Anna... View all property information
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From
$2,813
Per Week
1 / 23
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4 Bedrooms, 3 Bathrooms, Sleeps 10
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From
$121
Per Night
1 / 14
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2 Bedrooms, 1 Bathroom, Sleeps 5
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Amenities & Details
  • Refrigerator
  • Dryer
  • Stove
  • Grill
  • Dishwasher
  • Patio
  • TV
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This villa is quaint and adorable tucked in a quiet neighborhood just 9 houses from the Gulf of Mexico and white sandy north end Anna Maria Island beaches. Step outside your door and stroll down the street in 1 minute or less to the quaint shops and cafes along Pine Ave. Walk to everything the... View all property information
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From
$200
Per Night
1 / 12
1 Bedroom, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Patio
  • Microwave
  • Ceiling Fans
  • Washer
  • TV
  • Stove
  • Dryer
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This is a beautiful beach home located on Anna Maria, Florida. This home has 1 bed room, 1 bath room, a garage with accessible laundry equipment, and an outdoor patio. The beach is just across the street. $800.00 a week. Exceptions can be made. Beds: 1 King Bed, 1 Sofa Bed View all property information
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From
$500
Per Night
1 / 27
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4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Grill
  • Patio
  • Parking
  • Air Conditioning
  • Terrace
  • Number Of Bedrooms
  • Balcony
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Villa Marisol, on the enviable north beach of Anna Maria Island and nestled on the shores of the Gulf of Mexico, offers breathtakingly beautiful views of the crystal blue waters of the gulf. This is unquestionably one of Anna Maria's loveliest homes. Designated a Platinum property because of the... View all property information
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From
$142
Per Night
1 / 25
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
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Amenities & Details
  • Patio
  • Air Conditioning
  • # Of Bathrooms
  • Number Of Bedrooms
  • Gym
  • Satellite TV
  • Internet Access
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Enjoy an old fashioned Florida beach vacation at this wonderful cottage just 4 houses from the beach! One Florida family has spent over four decades building happy summer memories right in this spot, and they invite you to create some of your own treasured moments on your next visit to Anna Maria.... View all property information
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From
$99
Per Night
1 / 22
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Number Of Bedrooms
  • Ceiling Fans
  • Terrace
  • # Of Bathrooms
  • Guest Count
  • Gym
  • Balcony
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Only a block to the pristine white sands of our Gulf of Mexico beaches, this lovely two bedroom/two bath duplex is nestled at the end of a long shell driveway, and overlooks picturesque Lake LaVista, a body of water that began its life as a natural lake frequented by the island's early settlers.... View all property information
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From
$3,750
Per Month
1 / 25
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3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
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Amenities & Details
  • Terrace
  • Garage
  • Guest Count
  • Patio
  • Ceiling Fans
  • Internet Access
  • Grill
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Spend your vacation just steps from our beautiful beaches and crystal-clear waters! Casa Blanca is in the heart of the village of Anna Maria, and west of Gulf Drive...there's no better place to be! Only 5 houses from the beach, you'll be steps from the sand AND just moments from shopping,... View all property information
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From
$200
Per Night
1 / 24
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4 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Gym
  • Internet Access
  • Satellite TV
  • Parking
  • Ceiling Fans
  • Grill
  • Garage
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Located on one of the prettiest streets in the village of Anna Maria, this lovely 4 bedroom, 2 and a half bath home is just 7 houses away from the beach. The quiet, tree-lined street evokes memories of Florida Gulf Coast islands in days gone by, with a shaded path providing access to the island's... View all property information
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From
$179
Per Night
1 / 31
4 Bedrooms, 2 Bathrooms, Sleeps 10
Details Reviews (15) Make Inquiry
Amenities & Details
  • Pool
  • Dishwasher
  • Internet Access
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
** Some Fall weeks as low as $1400 - grab your week now before the owner comes to his senses ** Steps to the beach - "Old Florida" large beach cottage located at 117 Peppertree Avenue, Anna Maria, Anna Maria Island, FL -- (4) Bed: (2 ) Bath: Accommodates up to (10) people: 2 King, 2 twins, 2 bunk... View all property information
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From
$1,575
Per Week
1 / 126
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3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (12) Make Inquiry
Amenities & Details
  • Parking
  • Grill
  • Stove
  • DVD Player
  • TV
  • Patio
  • Washer
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Just steps to the sugar sand beaches in Anna Maria, FL. Your 3 bedroom, 2 bath, pool home with sweeping gulf views from two elevated front porches is located in the charming northern end of Anna Maria on North Shore Drive. If you are looking for a tropical vacation home to just relax, take long... View all property information
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5 of 5 stars Reviewed August 12, 2014
We booked this home based upon other Trip Advisor reviews and were more than pleased! We have talked about booking it again for a stay next year! We had two different family...
5 of 5 stars Reviewed July 28, 2013
We stayed in the house at the end of June 2013. We had done a lot of research to find an affordable rental for our 6 person group and ended up with this house. Green Realty was...
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From
$274
Per Night
1 / 40
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (6) Make Inquiry
Amenities & Details
  • Refrigerator
  • Ceiling Fans
  • DVD Player
  • Washer
  • Stove
  • Grill
  • Dryer
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Beautiful, cheerful and tropucal 4 bedroom/2 bath home with beautiful new furnishings throughout! Comfortable and roomy with split floor plan (two bedrooms on each side!). Ceramic tile throughout, beautiful open kitchen area with breakfast bar and granite countertops. The living room opens up onto... View all property information
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From
$141
Per Night
1 / 33
2 Bedrooms, 1 Bathroom, Sleeps 5
Details Reviews (1) Make Inquiry
Amenities & Details
  • Grill
  • Patio
  • Dishwasher
  • DVD Player
  • Dryer
  • Parking
  • Stove
  • Washer
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
$141
Per Night
1 / 25
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (2) Make Inquiry
Amenities & Details
  • Dishwasher
  • Stove
  • Dryer
  • Microwave
  • Parking
  • DVD Player
  • Ceiling Fans
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This adorable remodeled duplex sits quietly in the highly desirable north end of the Island in the City of Anna Maria. It is a short walk of only a little more than a block to the Gulf beach where the sand is sugary white and the water is a beautiful blue-green color. There is a King in the... View all property information
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From
$136
Per Night
1 / 21
3 Bedrooms, 2 Bathrooms, Sleeps 9
Details Reviews (1) Make Inquiry
Amenities & Details
  • Internet Access
  • Parking
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Three Bedroom elevated recently renovated private home. This property in Anna Maria City and West of Gulf Drive! Gorgeous outdoor elevated covered deck is a perfect spot to relax and let your cares be whisked away by the Gulf Breezes. Just a few hundred steps from the Gulf of Mexico with no... View all property information
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5 of 5 stars Reviewed July 15, 2014
Where do I start! First, if you live anywhere near central Florida, this is one of those magical FL west coast places you must visit. A little, secluded, but quaint paradise just...
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From
$343
Per Night
1 / 39
4 Bedrooms, 4 Bathrooms, Sleeps 11
Details Reviews (2) Make Inquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Patio
  • Garage
  • Refrigerator
  • Stove
  • Dryer
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
When you 'have anna maria' on your mind, you'll want 'hav'anna hideaway' for your vacation home. This newly constructed 4 bedroom, 4 bath home is located just one short block to the beautiful and sparkling gulf beach. The main floor of the home consists of an open concept living room, kitchen with... View all property information
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From
$250
Per Night
1 / 17
6 Bedrooms, 4 Bathrooms, Sleeps 12
Details Reviews (34) Make Inquiry
Amenities & Details
  • Number Of Bedrooms
  • # Of Bathrooms
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Berryfish is a fantastic new Caribbean style, beachfront apartment from Pineapplefish, ideal, due to its flexible accommodation, for larger groups of families and friends. Berryfish is double duplex apartment just a stroll to the beach, with 2 separate accommodations - Berryfish East and West,... View all property information
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4 of 5 stars Reviewed September 12, 2013
Pineapple fish we fell in love with berryfish the whole property is an amazing home from the large sun front deck to the back deck ..I want to buy it off you lol seriously it...
5 of 5 stars Reviewed May 20, 2013
Visited Anna Maria for the first time and we will visit again! Loved the location, the house and its wonderful furnishings and the nearness of the lovely white sands and blue...
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From
$240
Per Night
1 / 25
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (2) Make Inquiry
Amenities & Details
  • Dryer
  • Stove
  • Dishwasher
  • Ceiling Fans
  • DVD Player
  • Patio
  • Parking
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Great Ground Level 3 Bedroom/2 Bath Home with a Heated Pool located in the quiet north end and just 3 houses to the beach!! King-Sized master bedroom with TV, Queen in the 2nd Bedroom with TV, and Twins in the Third with TV. Cable TV, DVD, and Flat Screen TV in Living Room. High speed Internet,... View all property information
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From
$133
Per Night
1 / 39
1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (1) Make Inquiry
Amenities & Details
  • Dryer
  • DVD Player
  • Washer
  • Grill
  • Parking
  • Ceiling Fans
  • Patio
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • 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
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From
$175
Per Night
1 / 15
4 Bedrooms, 2 Bathrooms, Sleeps 10
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Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Cabana Breeze 511 Spring Avenue Anna Maria Island, Fl 34217 Cabana Breeze is a newly and completely renovated 4 bedroom 2 bathroom home with multiple outdoor shaded living areas, a large lot, and a brand new custom pool and pool-side cabana. This gorgeous home is located on the prestigious... View all property information
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From
$94
Per Night
1 / 20
1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (3) Make Inquiry
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
$283
Per Night
1 / 28
3 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (2) Make Inquiry
Amenities & Details
  • Dryer
  • DVD Player
  • Grill
  • Parking
  • Patio
  • Washer
  • Microwave
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Beautifully remodeled 3 bedroom/2.5 bath home with luxury amenities on the North End of Anna Maria, just 4 houses to Bean Point, one of the quietest beaches on the island, and 2 blocks to the famous Rod & Reel Pier! Private Backyard with Heated Pool, and an open floor plan with vaulted ceilings!... View all property information
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From
$317
Per Night
1 / 25
4 Bedrooms, 3 Bathrooms, Sleeps 9
Details Reviews (2) Make Inquiry
Amenities & Details
  • DVD Player
  • Ceiling Fans
  • Dryer
  • Grill
  • Refrigerator
  • Stove
  • Dishwasher
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Newly remodeled, 4 bedroom/3 bath home, just 90 Steps to the beach, with a large private HEATED pool! Quiet setting in the beautiful north end of Anna Maria, and located west of Gulf Drive for easy beach access with no streets to cross. Easy walking distance to many shops and restaurants, and... View all property information
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5 of 5 stars Reviewed October 27, 2013
My parent rented this house when they came to visit last winter. We stayed for a week in late January(?) to early Feb and my 3 year old son still asks to go back. Personally I...
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From
$223
Per Night
1 / 26
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (4) Make Inquiry
Amenities & Details
  • DVD Player
  • Stove
  • Dryer
  • Washer
  • Grill
  • Microwave
  • Hot Tub
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Newly remodeled 2 bedroom/2 bath home. Brand new pool, hot tub, and landscape with a serene canalfront setting. Located on a quiet dead-end street, close to the trolley, the beach, and walking distance to Anna Maria shops and restaurants. Bring your boat and take part in some of the best fishing on... View all property information
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5 of 5 stars Reviewed January 13, 2014
We have just come back from a 2 week stay at Lazy Lagoon. House beautiful, all on one level and flooded with light. Pool and hot tab a fantastic feature. House fully equipped and...
5 of 5 stars Reviewed January 10, 2014
Lazy Lagoon was more than we hoped for. The pictures don't do the house justice. Sun shines through the whole house. The high ceilinged lounge was perfect to relax after a day...
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From
$271
Per Night
1 / 24
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Parking
  • Dishwasher
  • Microwave
  • Patio
  • Refrigerator
  • Dryer
  • Stove
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Located in the city of Anna Maria on the north end of Anna Maria Island, this gorgeous three-bedroom dog-friendly vacation rental is the perfect place for a vacation retreat! With an estimated 2100 square feet, AMI Retreat has plenty of room to kick off your flip flops and enjoy your down time.... View all property information
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From
$309
Per Night
1 / 23
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (2) Make Inquiry
Amenities & Details
  • DVD Player
  • Patio
  • Garage
  • Dryer
  • Microwave
  • Washer
  • Refrigerator
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Beautiful, Brand New, Ground Level 4 bedroom/3 bath home, just around the corner from the Rod & Reel Pier, Bayfront Park, and just a couple of blocks to Fabulous Bean Point Beaches and Sunsets. Beautiful back yard with Heated Pool surrounded by a large paver deck and beautiful outdoor lounging... View all property information
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From
$471
Per Night
1 / 29
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (3) Make Inquiry
Amenities & Details
  • Satellite TV
  • Air Conditioning
  • Patio
  • Terrace
  • Microwave
  • Porch
  • Washer
  • Garage
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Cherryfish is the latest addition to the Pineapplefish collection of houses on Anna Maria Island. It is a spectacular 4 bedroom house, in a fantastic location, just one block from Tampa Bay Beach, the amazing Waterfront Restaurant and the island's most popular tourist destination - City Pier.... View all property information
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From
$291
Per Night
1 / 28
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (2) Make Inquiry
Amenities & Details
  • Washer
  • Patio
  • Dishwasher
  • Grill
  • Parking
  • Ceiling Fans
  • Dryer
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Located four houses (2 min stroll) from Anna Maria's sugary beach, "Cozy Cottage" is the ultimate retreat for relaxation and reconnecting with family or friends. Nestled on Anna Maria's cherished North End, this luxurious home features (3) bedrooms and (3) baths - two bedrooms have en-suite... View all property information
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5 of 5 stars Reviewed December 22, 2013
Anna Maria Island is one of the nicest, most laid-back islands I have ever visited, and Cozy Cottage was a wonderful home that held our family of five very well. Everything was...
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From
$257
Per Night
1 / 15
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (1) Make Inquiry
Amenities & Details
  • Number Of Bedrooms
  • # Of Bathrooms
  • Parking
  • Grill
  • Air Conditioning
  • Shared Outdoor Pool...
  • Private Outdoor...
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Beautiful ground level 3 bedroom/2.5 bath home, with a quiet north end location only a block to the beach! There is a King in the master with a private patio, a Queen in the second, twin beds in the third, and a queen sleeper sofa in the sunroom (which has blinds for privacy), all accommodating up... View all property information
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3 of 5 stars Reviewed July 1, 2014
We had a great time on Anna Maria with our two college-aged sons. This house is very nicely located, and the pool is wonderful. The home was spacious and comfortable for four...
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From
$1,295
Per Week
1 / 21
2 Bedrooms, 2 Bathrooms, Sleeps 10
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Amenities & Details
  • Waterfront
  • Dishwasher
  • Grill
  • Water Views
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
The Anna Maria Escape located at 725 North Shore Drive in Anna Maria city is just that - a peaceful, relaxed place to get away from it all. You can stroll on the beach for miles in either direction! It’s a perfect Anna Maria Island vacation home!This spacious and charming two bedroom, two bath Gulf... View all property information
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From
$253
Per Night
1 / 33
3 Bedrooms, 1 Bathroom, Sleeps 8
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Amenities & Details
  • Stove
  • Dishwasher
  • Dryer
  • Patio
  • Washer
  • Ceiling Fans
  • DVD Player
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Beautifully redone 3 bedroom/2.5 bath home! Ceramic tile throughout, and brand new open kitchen area with breakfast bar. Beautiful large caged pool area with huge covered patio! Only a block to the beach, the Sandbar Restaurant, Ginny and Jane E's, Rudy's Subs, Feeling Swell and more. Just a... View all property information
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From
$141
Per Night
1 / 30
2 Bedrooms, 1 Bathroom, Sleeps 5
Details Make Inquiry
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
$244
Per Night
1 / 30
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Patio
  • Grill
  • Washer
  • Stove
  • Ceiling Fans
  • Parking
  • Refrigerator
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Completely Remodeled 3 bedroom/2 bath home with private Heated pool. Beautiful new tile, Granite countertops, all new appliances, and living room overlooking the heated pool. Bright, open kitchen, dining and living area! Sleeps up to 8. 1500 Sq. ft. 204 Archer Way, Anna Maria 3 Bedroom/2Bath... View all property information
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From
$236
Per Night
1 / 18
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Ceiling Fans
  • Stove
  • Microwave
  • Dryer
  • Washer
  • DVD Player
  • Dishwasher
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Beachcombers is a spacious 3 bedroom/2 bath home with all of the "Old Florida Charm" you could ask for. Situated on Spring Avenue, just a couple of blocks to the Gulf of Mexico on Anna Maria's beautiful north end! Easy walking distance to many shops, restaurants, the Anna Maria City Pier and a... View all property information
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From
$429
Per Night
1 / 38
4 Bedrooms, 4 Bathrooms, Sleeps 12
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Amenities & Details
  • Dishwasher
  • Pool
  • Parking
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Casa Bonita located at 230 Oak Ave Anna Maria, FL is a brand NEW custom built home and new to vacation rentals. Come experience this very upscale private single family home on a quiet street in the City of Anna Maria on beautiful Anna Maria Island, FL. just a short stroll to the white sugar sand... View all property information
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From
$223
Per Night
1 / 29
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Guest Count
  • Parking
  • Private Outdoor...
  • # Of Bathrooms
  • Number Of Bedrooms
  • Shared Outdoor Pool...
  • Grill
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This great 2 Bed/2 Bath Home with Private Heated Pool resides in Anna Maria and is only one block to the beach and has no busy streets to cross to get there. You can quickly make your way to the Gulf Sands and to all of the great shops and restaurants that Anna Maria and Holmes Beach have to offer.... View all property information
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From
$150
Per Night
1 / 18
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Parking
  • Grill
  • DVD Player
  • Microwave
  • Ceiling Fans
  • Washer
  • Refrigerator
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Completely remodeled 2 bedroom/2 bath duplex, with a beautiful tropical HEATED pool, just over a block to the beach, and the free island Trolley! There is a King and a Queen bedroom in the North Unit, and a King and Twin Bedroom in the south unit. Both units also have a queen sleeper sofa.. 708... View all property information
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From
$150
Per Night
1 / 23
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Patio
  • Parking
  • DVD Player
  • Stove
  • Dishwasher
  • Microwave
  • Ceiling Fans
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Completely remodeled 2 bedroom/2 bath duplex, with a beautiful tropical HEATED pool, just over a block to the beach, and the free island Trolley! There is a King and a Queen bedroom in the North Unit, and a King and Twin Bedroom in the south unit. Both units also have a queen sleeper sofa. Sleeps... View all property information
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From
$343
Per Night
1 / 40
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Parking
  • Microwave
  • Patio
  • Grill
  • Dishwasher
  • Washer
  • DVD Player
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Located in the heart of Anna Maria, a gorgeous and spacious Mediterranean style 4 Bedroom/3 Bath Home with a Heated Pool in a very private and peaceful setting. Only steps to Pine Avenue shopping and Trolley Stop, 2 blocks to the Beach, and walking distance to the Pier. The open floor plan features... View all property information
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From
$294
Per Night
1 / 26
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Pool
  • Parking
  • Dishwasher
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Paradise Pointe located in the quiet north end of beautiful Anna Maria awaits the vacationer in you. This picture perfect ground level three bedroom two bathroom vacation rental single family home is located on a lagoon canal and has a private heated pool & spa. Also, it is about 2 blocks to the... View all property information
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From
$240
Per Night
1 / 30
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • DVD Player
  • Dryer
  • Parking
  • Patio
  • Dishwasher
  • Washer
  • Grill
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Newly Remodeled 3 Bedroom/3 Bath with Queen Master, Queen 2nd Bedroom, and Twin Bunk Bed with Twin Trundle. New Pool and landscape, with a quiet canalfront setting. Located on a quiet dead end street, close to the trolley, the beach, the city pier, and walking distance to Anna Maria shops and... View all property information
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From
$223
Per Night
1 / 35
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • # Of Bathrooms
  • Grill
  • Air Conditioning
  • Hot Tub
  • Parking
  • Number Of Bedrooms
  • Private Outdoor...
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Looking for that place to kick back and relax your cares away? Check out ‘Triple Play Guest House.' There's a triple chance to play: (1) walk to the beach, (2) lounge in the pool or spa or patio or (3) launch a kayak, fish or just relax on one of our two docks on the canal. Nothing quite compares... View all property information
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From
$700
Per Night
1 / 21
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4 Bedrooms, 5 Bathrooms, Sleeps 8
Details Reviews (13) Make Inquiry
Amenities & Details
  • Microwave
  • Dryer
  • Refrigerator
  • Dishwasher
  • Washer
  • Stereo System
  • Hot Tub
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
4 Bedroom 5 bath luxury beach front house sleeping 8 with heated pool separate spa numerous decks and stunning beach views from every room. We are located on the desirable family friendly island of Anna Maria. The house is direct beach front on the quiet upmarket north end of the island. Recently... View all property information
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5 of 5 stars Reviewed June 21, 2014
From the moment I met with the property manager, everything well exceeded my expectations. The house has everything you could need for a wonderful beach vacation. Breathtaking...
5 of 5 stars Reviewed September 13, 2012
My Family and I rented this home for the last week of August 2012. First of all, as you know, Isaac was also threatening a visit during this time. We had to delay our trip by a...
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From
$275
Per Night
1 / 14
5 Bedrooms, 4 Bathrooms, Sleeps 10
Details Reviews (10) Make Inquiry
Amenities & Details
  • Parking
  • Dishwasher
  • Refrigerator
  • Patio
  • Safe
  • Washer
  • Microwave
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
SEE LOW NOVEMBER AND EARLY DECEMBER RATES. . This is our personal Vacation Home. C-view is managed by a team we have selected, not a property management company. C-view Florida is one of the few canal homes (29 foot dock) close to the Gulf of Mexico. This newly renovated, 5 bedroom, 3 1/2... View all property information
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5 of 5 stars Reviewed April 25, 2011
I'm torn; I want to keep this amazing house a secret, but I also want to give Ann props for building & maintaining such a gem. She thought of everything, right down to napkin...
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From
$209
Per Night
1 / 17
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Reviews (1) Make Inquiry
Amenities & Details
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Sunchase Villa 302 Gulf Blvd Anna Maria, Fl. 34216 Sunchase Villa is a true Old Florida, ground level beach cottage nestled on the north end of Anna Maria Island only a short walk to restaurants and shopping. There are fantastic Gulf Views from this well-appointed 4 bedroom, 4.5 bath private... View all property information
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4 of 5 stars Reviewed December 15, 2014
The location of this house is great---right on the beach and close to many restaurants! The house is roomy and nicely furnished, including multiple TVs for anyone who is...
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Suitability

  • Wheelchair access (5)
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  • Pet friendly (45)
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Amenities

  • Internet (151)
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  • All pools (94)
  • Grill (83)
  • Other outdoor space (80)
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