We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation Rentals in Anna Maria, FL

Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
All 124 Rentals in Anna Maria
loading...
Sort by
From
$450
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
20 photos Details Reviews (1) 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
Sunny Side Up
2 Bedrooms, sleeps 6
$124 - $300 / night
Sunchase Villa
4 Bedrooms, sleeps 8
$209 - $530 / night
Bay Bungalow
2 Bedrooms, sleeps 6
$156 - $350 / night
Whispering Whale Retreat
4 Bedrooms, sleeps 10
$197 - $530 / night
From
$100
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
8 photos Details Reviews (9) Make Inquiry
5 of 5 stars Reviewed September 5, 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 June 23, 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...
See all reviews
From
$183
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
29 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
From
$354
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 10
18 photos Details Make Inquiry
Get the List
From
$115
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
14 photos Details Make Inquiry
From
$357
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
23 photos Details Reviews (4) Make Inquiry
5 of 5 stars Reviewed July 7, 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 March 30, 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...
See all reviews
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...
See all reviews
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...
See all reviews
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...
See all reviews
From
$400
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 12
26 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...
See all reviews
From
$1,575
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
126 photos Details Reviews (12) Make Inquiry
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...
See all reviews
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...
See all reviews
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!
See all reviews
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...
See all reviews
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...
See all reviews
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...
See all reviews
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!!
See all reviews
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...
See all reviews
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...
See all reviews
From
$171
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
23 photos Details Reviews (4) Make Inquiry
From
$141
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
25 photos Details Reviews (2) Make Inquiry
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...
See all reviews
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...
See all reviews
From
$343
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 11
39 photos Details Reviews (2) Make Inquiry
From
$240
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
25 photos Details Reviews (2) Make Inquiry
From
$133
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
39 photos Details Reviews (1) Make Inquiry
From
$94
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
20 photos Details Reviews (2) Make Inquiry
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...
See all reviews
From
$283
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
28 photos Details Reviews (2) Make Inquiry
From
$171
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 4
24 photos Details Reviews (3) Make Inquiry
4 of 5 stars Reviewed July 29, 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...
See all reviews
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...
See all reviews
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...
See all reviews
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...
See all reviews
From
$223
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
26 photos Details Reviews (4) Make Inquiry
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...
See all reviews
From
$124
Per Night
2 Bedrooms, 7 Bathrooms, Sleeps 4
13 photos Details Reviews (1) Make Inquiry
4 of 5 stars Reviewed September 6, 2013
Lovely property...close to both gulf and bay beaches for sunrise/sunset. Loads of space with a huge master bedroom/bathroom. Clean and well kept but could use a few updates...
See all reviews
Go to map view
Book Online(13)
Use filters to find the best results!

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
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List

More Beach destinations:

More Family destinations:

Filter search results by:
Book Online(13)

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