
House holiday rentals in Anna Maria
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Top-rated house rentals in Anna Maria
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Popular amenities for house rentals in Anna Maria
House rentals with a pool

Pool Oasis | Karaoke | 5G | Theater 135" | Grill
Everything was just like the listing stated. Easy access to everything and plenty to do in the house itself. Its funny but they have notes posted around the house with different instructions or just to let you what light switches you are using. Only problem I had, I couldnt beat PAC MAN!!!!!! WOULD definitely recommend!!

IMG Academy-Modern Home Heated Pool Beaches 8 min
Andrew was a very helpful and responsive host. The house was beautiful, clean and has described. we love Bradenton and will be back. Neighborhood was nice and quiet and location provided easy access to other areas.

(HGR) Poolside Paradise: Airbnb Retreat
We had a great stay!! The house was clean and comfortable and spacious for our family. Vildana was very responsive when we needed anything and was easy to get in touch with. We would love to stay again!

Beautiful heated pool home, minutes from beaches
Great host and house. We enjoyed the layout of the house, awesome kitchen but the most we enjoyed the outside space and pool. Very nice neighborhood for walks in the morning. Easy drive to beaches, quick drive to grocery stores and restaurants.

Huge & Heated Pool Home 5 Minutes Away from Beach!
We stayed at the property for about 5 days over Spring Break. The location of the house is great but you will need a rental car to get around, many beaches, restaurants and other attractions within minutes of the home. We had small children in our group so we appreciated the gated backyard and the high lock on the sliding door in the back to get to the pool. There were plenty of towels and laundry detergent so we could wash them throughout our stay. The kitchen was pretty well equipped for our needs. Luckily, we bought some cheap plastic cups for the kids to use while we were there and we had paper plates. There was limited to no plastic wear or mixing bowls. Place was clean and lots of toiletries provided. There were no blackout curtains on the windows (usually helpful for small kids/babies nap times) We brought our own travel suction cup kind so that wasn't an issue. The thermostat was brand new but we had no idea how to work it - just call them, they're really helpful and responsive

Poolside Bliss in Clearwater! Heated-pool/Spa
This was a great place for me and my family. She was very kind ! Definitely would stay here again …..

Large 4 bedroom pool home tiki bar close to Ami
We were able to book a 3 night stay last minute and the hosts were super easy to work with. The house was more than we needed and everything available to make our stay enjoyable. They were quick to respond and answer questions. House is super clean and location allowed us to get to the beach and away from it when needed. We appreciate the space that allowed us to relax and unwind after a busy week.

Beautiful Heated Pool house, 10 mins to the beach!
The home was exactly as described. The backyard is truly an oasis, very private and peaceful. The pool was wonderful and heated to a comfortable temperature. Grocery stores and restaurants close by. A short drive to Clearwater and St. Petersburg, Anna is a wonderful host, very pleasant, helpful and responsive.
Weekly house rentals

Seminole Heights Gem
We absolutely loved our stay in this house!! Our main priority was separate bedrooms for our teenage son and our preteen daughter to have their own space and this house was perfect!! The rooms were very good size and the master bed/bath was HUGE!!! The beds were very comfy and we loved that the fridge had ice and a water dispenser! We had a little hiccup when originally checking into the house with the passcode not working, but Hannah responded to my message almost immediately, even with it being late at night, and got us into the house in no time!! We would definitely recommend and would love to stay here again on our next trip down to Tampa!!

Comfortable & modern house in Central Bradenton
1. My stay at this Airbnb in Florida was great from start to finish. 2. The place was very clean and well-kept, just as described. 3. I didn’t experience any problems during my stay. 4. The host was responsive and always replied in a timely manner. 5. I would definitely stay here again and recommend it to others.

Wood Street Retreat 4/2 Near Beaches & Downtown
The place was great and very well located, easy to get around town. Very clean, plenty of space, and Wanda was extremely helpful and responsive. Highly recommend

The Happy House - Seeing is Believing!
We absolutely loved everything about our stay! The house was a perfect fit for our family. The layout was great, comfortable rooms, kitchen was complete with everything you need for cooking. Our communication with Sheila was excellent. Will definitely come back again! Thanks for helping us enjoy a wonderful Spring Break!

The A.G.E House Minutes to West Fl. beaches
We had a great stay! The house was very convenient and had everything we needed. All the supplies and amenities worked perfectly, and the beach gear was a fantastic bonus that made our trip even more enjoyable. Would definitely stay here again!

Sea Glass Cottage
We loved our stay at Mike and Wendy’s bnb. Fantastic location with walking distance to the beach, the kids loved the pool which was kept very clean. The house was clean and comfortable, very home-y and did not feel like a rental, it felt like you were staying with a friend who lived there year round. Each room has its own bathroom which was very nice!

Elegant Newly Remodelled Spacious HOME
We loved this house, high end appliances and furniture! Everything was squeaky clean and very organized! Will definitely be back!

Amazing Location! Amazing Amenities!
Jennifer offered a beautiful, clean home that was as described and perfect for our family! She was very accommodating and quick to respond! Our family enjoyed all the home and resort had to offer and can’t wait to book our next vacation using one of Jennifer’s properties!
Private house rentals

Now Booking for Summer - heated pool & grill!
House was spotlessly clean and well maintained. We were really only sleeping there so did not use pool or backyard amenities. Would highly recommend. Only suggestion would be to have coffee and coffee condiments available on check in. Most Air BNBs I have stayed at offer this amenity.

2223 Doud Street, Sarasota, FL
This home was perfect for our group. We loved having 3 en-suite master bedrooms. The location is great for beach(Siesta Key), waterfront restaurants and shopping. We would definitely book again!

Spacious Home Solar-Heated Pool and Spa
Great value!! We loved the pool area and very quiet neighborhood!

The Breeze-private (optional) heated pool house.
We definitely recommend staying here!It's a beautiful apartment in what seems like a nice neighborhood. We were there for 5 days and the neighbors were quiet and the neighborhood felt safe and comfortable. The swimming pool was fantastic, great yard for the kids to play in, pool table was fun to have.

Summer House longboat key
We had a wonderful stay at Chris’s house on longboat key! The pool was so nice for the kids and us adults to swim and relax by. The house was very nice and the beds were very comfortable. There were plenty of towels, extra sheets, and the kitchen was very well stocked with pot and pans. We did find it easier to drive closer to the crosswalk to the beach and park before walking across the street to get to the beach access. The beach was very quiet and beautiful. We found so many shells and our kids loved doing evening swims at sunset! It’s a very quick drive to Anna Maria Island and St Armand’s Circle. We really enjoyed our stay.

Walk to Beach Food Drinks & Shops! “The Big House”
This house was an amazing stay! Jeff and Lynne are amazing host as usual and I even had the pleasure of meeting them both this time. I’d there is anything you may need or even questions they are very responsive and helpful. The house is close to the beach and restaurants with a Publix and even a mall about 5-15 up the road. The house had everything I needed to enjoy a peaceful and relaxing vaccination. They even have necessities for the beach. The setup of the house is spacious which I really loved. Can’t wait to hopefully stay again.

Tranquil Home. 2 minutes to Indian Rock Beach...
Gisele's place was clean and just like the pictures showed. The pool area was nice with a large Weber grill and lots of chairs . There were plenty of pool rafts in the garage for our use. Grocery stores, liquor stores, and restaurants all within a short drive and some within walking distance. The neighborhood was friendly and quiet and had a Catholic church within a 2 minute walk. We would definitely consider staying again!

Siesta Peace Retreat a private home rental
Tracy's place is wonderful, and she is very attentive. She gave us lots of tips on what to do and where to go, which was a big plus. The backyard is very relaxing with a lovely spa where we enjoyed the evenings. The house was super clean, and the beds were very comfortable. If I return to Siesta Key, I will definitely stay there again.
Quick stats about house rentals in Anna Maria
Total rentals
400 properties
Nightly prices starting at
£83 before taxes and fees
Total number of reviews
5.7K reviews
Family-friendly rentals
390 properties are a good fit for families
Pet-friendly rentals
130 properties allow pets
Rentals with a pool
350 properties have a pool
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- John's Pass
- Crescent Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Busch Gardens Tampa Bay
- Amalie Arena
- Raymond James Stadium
- North Beach
- Clearwater Beach
- Vinoy Park
- Coquina Beach
- Manasota Key Beach
- Tampa Theatre
- Fort De Soto Park
- Curtis Hixon Waterfront Park
- Jannus Live
- ZooTampa at Lowry Park
- Adventure Island
- Myakka River State Park
- Splash Harbour Water Park
- River Strand Golf and Country Club
- Clearwater Marine Aquarium
- Fred Howard Park