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Vacation Rentals in Anna Maria, FL

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All 123 Rentals in Anna Maria
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From
$100
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
8 photos Details Reviews (9) Make Inquiry
From
$268
Per Night
5 Bedrooms, 3 Bathrooms, Sleeps 12
Bookings
37 photos Details Reviews (3) Make Inquiry
From
$145
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
12 photos Details Reviews (6) Make Inquiry
Also consider
Ocean Walk
4 Bedrooms, sleeps 14
$250 - $700 / night
Sapphire Surf - Heated Pool, North End, 1 Level
2 Bedrooms, sleeps 6
$189 / night
4 bed luxury upscale executive waterfront home
4 Bedrooms, sleeps 8
$300 / night
Blue Dolphin Inn - Heron
2 Bedrooms, sleeps 6
$170 - $231 / night
From
$450
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
20 photos Details Reviews (1) Make Inquiry
From
$183
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
29 photos Details Make Inquiry
From
$357
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 10
18 photos Details Make Inquiry
From
$179
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 6
24 photos Details Make Inquiry
From
$170
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
20 photos Details Make Inquiry
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From
$115
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
14 photos Details Make Inquiry
From
$257
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 10
24 photos Details Reviews (5) Make Inquiry
5 of 5 stars Reviewed August 24, 2014
We rented this house thru Coastal Cottages in August 2014. They were very friendly and professional- making the process a breeze. Both couples were thrilled with our stay. The...
5 of 5 stars Reviewed June 28, 2014
Rented this house through Coastal Cottages. Everyone was very helpful and friendly. It was an easy process. House was great! Plenty of room for everyone. It had everything we...
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From
$275
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 10
14 photos Details Reviews (10) Make Inquiry
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
$568
Per Night
5 Bedrooms, 6 Bathrooms, Sleeps 10
24 photos Details Reviews (7) Make Inquiry
5 of 5 stars Reviewed August 14, 2014
I searched for the perfect house for a family of 10 to celebrate our niece's vacation. All I can say is there was nothing on everyone's list that this house didn't have! We...
5 of 5 stars Reviewed August 2, 2014
This house was exactly as pictured and described. The attention to detail in how it was build was amazing. This place had everything you could imagine or want. Pool was...
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From
$283
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
28 photos Details Reviews (2) Make Inquiry
From
$400
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 12
27 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed August 19, 2014
We stayed here for two weeks this past August. This was our second trip to AMI - such a lovely place. This house was perfect for us. It is very spacious. All the bedrooms are...
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From
$240
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
25 photos Details Reviews (2) Make Inquiry
From
$471
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
29 photos Details Reviews (3) Make Inquiry
From
$400
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 8
23 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed February 20, 2014
When we walked into this adorable cottage, we couldn't believe our eyes. This place is too cute for words! It is the kind of rental you dream about with clean bathrooms...
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From
$250
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 12
17 photos Details Reviews (33) Make Inquiry
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
$300
Per Night
3 Bedrooms, 7 Bathrooms, Sleeps 9
26 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed July 20, 2013
We love Anna Maria and decided to splurge and rent a house on the north end right on the beach. This was a winner, a 180 degree view of the gulf, sunrises from the master bedroom...
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From
$221
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
18 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed December 2, 2011
everything spot on,between the 2 piers ,both walking distance,2 minutes stroll to the park opposite with the beach ,sea and picnic area,lovely. a clean peacefull area .
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From
$309
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
23 photos Details Reviews (2) Make Inquiry
From
$157
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
19 photos Details Reviews (6) Make Inquiry
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
5 of 5 stars Reviewed July 29, 2014
It's very clear the owners and agents care very much for their property. Beautifully maintained and very comfortable for a family of 4. The location is ideal as it's halfway...
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From
$317
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 9
24 photos Details Reviews (1) Make Inquiry
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
$121
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
19 photos Details Reviews (4) Make Inquiry
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
$1,400
Per Week
3 Bedrooms, 3 Bathrooms, Sleeps 8
11 photos Details Reviews (1) Make Inquiry
From
$102
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
10 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed August 21, 2014
Amei conhecer a ilha Anna Maria! tanto que estou pretendendo voltar no próximo ano para passar pelo menos um mês inteiro! Alugamos essa casa pela internet com poucos dias de...
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From
$186
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details Reviews (6) Make Inquiry
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...
5 of 5 stars Reviewed August 3, 2014
This place was so comfy & cute! Older & a bit small but updated & had everything we needed!! I would definitely go back!
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From
$189
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 7
24 photos Details Reviews (7) Make Inquiry
4 of 5 stars Reviewed August 26, 2014
We spent a week here with our teenage boys and my parents. The house was large and clean with everything needed to cook full meals. Large balconies and patio to spend the...
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From
$145
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 8
18 photos Details Reviews (2) Make Inquiry
4 of 5 stars Reviewed October 4, 2014
You can look at the photos - the house is every bit as good as the description. Everything worked, there were no problems at all with the property. We called Anna Maria Vacations...
5 of 5 stars Reviewed May 13, 2014
We stayed at Whisper Winds,3 houses to the wonderful White Sand... Great house with 4 bdrm ,heated pool, great location with plenty of room for Family Vacation.. This is our 2nd...
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From
$343
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 11
37 photos Details Reviews (2) Make Inquiry
From
$129
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
23 photos Details Reviews (2) Make Inquiry
From
$94
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
15 photos Details Reviews (4) Make Inquiry
5 of 5 stars Reviewed August 18, 2014
We've stayed at 4 other rentals and Gentle Bens was by far the best! Beautiful rooms,pool and location to all that we were there to see and do!!
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From
$243
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details Reviews (4) Make Inquiry
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
$171
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
24 photos Details Reviews (6) Make Inquiry
5 of 5 stars Reviewed September 2, 2014
Best vacation in a long time. Our house was great. The pool was so nice after a long day at the beach. The beach was perfect, warm, clear water, little waves. We rented from...
4 of 5 stars Reviewed August 18, 2014
This property is in a great location for the beach, local restaurants, cafés and local stores. The pool is super and ideal for spending time around. The property is spacious for a...
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From
$274
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 8
28 photos Details Reviews (6) Make Inquiry
From
$141
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
33 photos Details Reviews (1) Make Inquiry
From
$200
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details Reviews (3) Make Inquiry
5 of 5 stars Reviewed August 16, 2014
Having stayed on AMI before, we knew that we would love the island, but the location of this home made our trip even more successful. The property is on Pine Avenue, so walking...
5 of 5 stars Reviewed June 14, 2013
This was the best holiday rental (sorry Sue) we've ever had. Right in Pine Street, where all of the boutiques and local stores are, but within 100 yards of the beach and City...
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From
$141
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
25 photos Details Reviews (2) Make Inquiry
From
$171
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
23 photos Details Reviews (4) Make Inquiry
From
$171
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details Reviews (4) Make Inquiry
5 of 5 stars Reviewed October 5, 2014
This vacation rental is just perfect - the interior is so lovely, the kitchen well equiped,the surrounding amazing! We can totally recommend this home and would love to come back!
5 of 5 stars Reviewed July 17, 2013
My husband and I took a friend here for the weekend. It was very tropical around the pool. The house was clean and I loved the rain shower in my bedroom. Huge house with very...
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Book Online(13)
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Suitability

  • Wheelchair access (4)
  • Elder access (50)
  • Suitable for children (63)
  • Pet friendly (25)
  • Smoking allowed (0)

Amenities

  • Internet (104)
  • Grill (78)
  • All pools (75)
  • Other outdoor space (75)
  • Washer/Dryer (72)
  • View all amenities
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Book Online(13)

Suitability

  • Wheelchair access (4)
  • Elder access (50)
  • Suitable for children (63)
  • Pet friendly (25)
  • Smoking allowed (0)

Amenities

  • Internet (104)
  • Grill (78)
  • All pools (75)
  • Other outdoor space (75)
  • Washer/Dryer (72)
  • View all amenities