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Vacation rentals in Anna Maria, FL

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All 124 Rentals in Anna Maria
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From
$301
Per Night
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5 Bedrooms, 3 Bathrooms, Sleeps 12
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37 photos Details Reviews (3) Make Enquiry
From
$505
Per Night
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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20 photos Details Reviews (1) Make Enquiry
From
$163
Per Night
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2 Bedrooms, 1 Bathroom, Sleeps 6
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12 photos Details Reviews (6) Make Enquiry
Also consider
Moondance
2 Bedrooms, sleeps 4
$196 - $361 / night
Lighthouse Lagoon
5 Bedrooms, sleeps 16
$273 - $926 / night
Ocean Walk
4 Bedrooms, sleeps 14
$281 - $786 / night
Windsong Cottage
2 Bedrooms, sleeps 4
$168 - $275 / night
From
$112
Per Night
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2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
8 photos Details Reviews (9) Make Enquiry
5 of 5 stars Reviewed 5 September 2014
I planned a surprise trip for my wife and found this place solely based on Trip Advisor reviews. I talked to the owner Sandy who was extremely helpful in giving me more details...
5 of 5 stars Reviewed 23 June 2014
Location Location Location. In walking distance to all the great restaurants and beach was just a block way. Place had everything you needed and more. Clean and than owners are...
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From
$205
Per Night
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3 Bedrooms, 2 Bathrooms, Sleeps 8
29 photos Details Make Enquiry
From
$400
Per Night
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4 Bedrooms, 4 Bathrooms, Sleeps 10
18 photos Details Make Enquiry
From
$129
Per Night
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2 Bedrooms, 1 Bathroom, Sleeps 5
14 photos Details Make Enquiry
From
$191
Per Night
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3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
20 photos Details Make Enquiry
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From
$201
Per Night
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4 Bedrooms, 3 Bathrooms, Sleeps 6
24 photos Details Make Enquiry
From
$105
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
15 photos Details Reviews (4) Make Enquiry
5 of 5 stars Reviewed 18 August 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
$288
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 10
24 photos Details Reviews (5) Make Enquiry
5 of 5 stars Reviewed 24 August 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 28 June 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
$273
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details Reviews (4) Make Enquiry
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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From
$1,453
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 10
21 photos Details Reviews (17) Make Enquiry
From
$401
Per Night
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4 Bedrooms, 3 Bathrooms, Sleeps 8
23 photos Details Reviews (4) Make Enquiry
5 of 5 stars Reviewed 7 July 2014
Five of us ranging in age from 7 to 80 had the pleasure of staying in this home for a week. Everyone had a fantastic time! Many hours were spent in the pool and at the beach. We...
5 of 5 stars Reviewed 30 March 2014
We had a fabulous week staying at Beach Nest. We've been vacationing in the area for almost 20 years and this was our most favorite rental home. It's location is ideal, on a...
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From
$105
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
20 photos Details Reviews (3) Make Enquiry
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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From
$449
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 12
26 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 19 August 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
$6,397
Per Week
4 Bedrooms, 4 Bathrooms, Sleeps 14
22 photos Details Reviews (5) Make Enquiry
4 of 5 stars Reviewed 13 July 2014
Great location, great size for multiple families. impressive kitchen and great for preparing large breakfasts/dinners; Master Suite very impressive and the showers where awesome...
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From
$449
Per Night
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4 Bedrooms, 2 Bathrooms, Sleeps 8
23 photos Details Reviews (3) Make Enquiry
5 of 5 stars Reviewed 20 February 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
$337
Per Night
3 Bedrooms, 7 Bathrooms, Sleeps 9
26 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 20 July 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
$281
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 12
17 photos Details Reviews (33) Make Enquiry
5 of 5 stars Reviewed 20 May 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
$212
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 19 August 2013
After 10 days in Orlando we wanted to close our vacation with a week by the ocean. Anna Maria Island was recommended and we found Sapphire Surf on the web. The accommodation is...
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From
$212
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 7
24 photos Details Reviews (7) Make Enquiry
4 of 5 stars Reviewed 26 August 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
$209
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details Reviews (6) Make Enquiry
5 of 5 stars Reviewed 28 August 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 3 August 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
$637
Per Night
5 Bedrooms, 6 Bathrooms, Sleeps 10
24 photos Details Reviews (7) Make Enquiry
5 of 5 stars Reviewed 14 August 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 2 August 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
$337
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 12
17 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 22 April 2013
We loved this house. The location was ideal - the perfect midpoint between the bay and the beach. We saw a mother and baby manatee swim by in the canal behind the house and some...
5 of 5 stars Reviewed 30 July 2012
This house was designed as a vacation rental, and everything about it is designed for a vacation. There are also lots of thoughtdul amenities, like sun hats, pool floats, beach...
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From
$2,200
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 8
22 photos Details Reviews (14) Make Enquiry
3 of 5 stars Reviewed 23 August 2014
The views and the location of this house were simply amazing. The beach is clean, the sand is soft and white and the beach is very wide. There were a lot of sea turtle nests...
5 of 5 stars Reviewed 15 July 2014
The location of this property is amazing. You walk through the front door to be greeted by the most amazing view of the white sandy beach and jade green ocean. We had a...
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From
$1,767
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
126 photos Details Reviews (12) Make Enquiry
5 of 5 stars Reviewed 12 August 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 28 July 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
$248
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
18 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 2 December 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
$114
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
10 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 21 August 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
$529
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
29 photos Details Reviews (3) Make Enquiry
From
$309
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 9
12 photos Details Reviews (1) Make Enquiry
4 of 5 stars Reviewed 30 August 2014
What an amazing location: right on one of the best beaches in Florida. The house is old but well maintained and has everything you need, from a washing machine to internet and air...
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From
$281
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
30 photos Details Reviews (2) Make Enquiry
5 of 5 stars 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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From
$673
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 8
21 photos Details Reviews (13) Make Enquiry
5 of 5 stars Reviewed 21 June 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 13 September 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
$1,571
Per Week
3 Bedrooms, 3 Bathrooms, Sleeps 8
11 photos Details Reviews (1) Make Enquiry
From
$192
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 4
24 photos Details Reviews (3) Make Enquiry
4 of 5 stars Reviewed 29 July 2014
The entire grounds and unit are artfully decorated with many vignettes located throughout. Very quiet neighborhood but located within easy walking or biking distance of many shops...
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From
$337
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
34 photos Details Reviews (7) Make Enquiry
5 of 5 stars Reviewed 28 July 2014
This was a return visit as we loved it so much last time. We felt really relaxed here with the wonderful views from the house and the laid back attitude on the island. We were...
5 of 5 stars Reviewed 10 July 2014
This is the perfect vacation home!! Located on a canal with bay views, steps from the city pier and many restaurants and boutiques, this home feels like a slice of heaven. The...
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From
$269
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
25 photos Details Reviews (2) Make Enquiry
From
$149
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
39 photos Details Reviews (1) Make Enquiry
From
$318
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
28 photos Details Reviews (2) Make Enquiry
From
$309
Per Night
Payment Protection
5 Bedrooms, 4 Bathrooms, Sleeps 10
14 photos Details Reviews (10) Make Enquiry
5 of 5 stars Reviewed 25 April 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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Suitability

  • Wheelchair access (4)
  • Elder access (50)
  • Suitable for children (63)
  • Pet friendly (26)
  • Smoking allowed (0)

Amenities

  • Internet (105)
  • Grill (79)
  • All pools (76)
  • Other outdoor space (76)
  • Washer/Dryer (73)
  • View all amenities
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