
House vacation rentals in Anna Maria
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Top-rated house rentals in Anna Maria
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Popular amenities for Anna Maria house rentals
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!!

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!

(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!
great place recommended .

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 …..

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.

Delightful elegant lake home
Calvin’s place was a wonderful find! The best part was the bird island in the lake behind the house - we really enjoyed listening to the birds and watching them nest and fish. The beds were comfortable, garage parking was easy, and the location was excellent. The pool was beautiful and the kids loved it (it was too chilly for the grownups). Check in was super easy and when we ran into a snag with a broken coffee maker, a new one was delivered right away. We had a lovely stay and would definitely book again.
Weekly house rentals

Seminole Heights Gem
Captain’s place suited our needs. The location worked well with easy access to shops, and restaurants. The place was clean and comfortable with comfortable furniture. A heads up that Captain does not provide any bath soap, shampoo or conditioner. The sheets are nice, 100% cotton, towels are good quality and plentiful. The kitchen is moderately well stocked for preparing meals. The air conditioner worked well. The outdoor spaces are sparsely furnished and not particularly welcoming. There are two large food trucks parked adjacent to the back yard and there was one chair on the deck outside the master bedroom. Overall, it was a pleasant stay.

Pool - Tropical Retreat! Minutes to local Beaches!
Olga’s listing was a perfect home for workcation. Has an office room, looks exactly the same from the picture, very clean, and they’ve got everything you need if you plan to cook. I take sleepy seriously and curtain kept room nice and dark in the morning. Movable shower head and instapot were added bonus for us where we were able to cook rice. Pool was super clean despite hurricane hits hard in the area, too. There has been minor issues here and there due to Hurricane Milton but Olga was very attentive and always promptly helped to solve the issue. Highly recommend to rent it if you plan to be in the area.

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
I always enjoy a bargain and for the going prices of a comparable hotel room with less accommodations this was a great deal. The place was immaculate and when I thought we were missing towels the host was ready to get them there immediately. It felt like I was home and I appreciated the care and cleanliness that made the stay exceptional. Thoughtfully provided a pack and play for my grandchildren. There was nothing lacking. Everything first class and top quality. Highly recommend this home and the host to any future tenant.

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!

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

The Strawberry Field Stilt House
Wow!! This home is so beautiful and comfortable. The host has put time and attention into all the details. The landscaping is amazing, so many tropical plants and well maintained. The home itself is comfortable, from the bedding and beds themselves to the small details and amenities the host provided. We did not want to leave and are already booking again when the strawberries are in season, highly recommend this Airbnb!

3 bdrm Pool Home / Quiet Cul De Sac
Very nice home, plenty of space for larger family. We used the heated pool everyday. Stores within 5-10 driving minutes of property. Would definitely rent in future

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
Chris was a very responsive host. During our stay he spent a day working on his boat in the back. He was very friendly, but also respected our privacy. The house met all of our expectations and our kids loved the pool. The neighborhood was great to walk through and each house offered fantastic curb appeal. With 3 kids under the age of 6, the 10-12 minute walk to the beach was a little long, but Chris’ wagon and beach supplies helped! The golf cart would have been ideal, but without a place to park near the beach we didn’t have much use for it. We thoroughly enjoyed our stay and the entire family agrees we’d love to go back. Thanks Chris!

Tranquil Home. 2 minutes to Indian Rock Beach...
We spent 2 weeks in Gisele’s home…it was exactly as described. We really appreciated the outdoor space/patio. We enjoyed our morning coffee, utilizing the large bbq and outdoor dining area and ending our days with a nightcap in the enclosed patio. The location was great, centrally located with easy access to beaches from Clearwater to St. Pete’s. We will definitely return when back in the area again. Gisele is a great host.

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.

Charming home near the Beach and Punta Gorda.
We had a great time. Loved the location, it was close to pretty much everything. Our two 4 pound, Emotional Support Yorkie’s loved the screened in lanai. They would go out there to play and to get some warm sunshine. It was really cute! I love the laundry room, it was perfect and so convenient, right outside the lanai! The two bathrooms were really nice… They both were beautifully remodeled. All in all… our stay was great and we enjoyed it very much. Thank you Angel. We appreciate it. Debbie, Bob, Luci, and Tito.

Private Luxurious Ground Level Home
Wonderful stay at this special home. Excellent location. Perfectly laid out and well designed home. Really appreciated the separate patio area to the pool area which was very safe with kids. Walk to coffee, restaurants and beach. Quick golf cart ride around the island. 10/10 recommend!
Quick stats about house rentals in Anna Maria
Total rentals
400 properties
Nightly prices starting at
ﺩ.ﺇ404 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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- Anna Maria Island
- Siesta Beach
- Dunedin Beach
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Busch Gardens Tampa Bay
- Amalie Arena
- Raymond James Stadium
- Gulfport Beach Recreation Area
- North Beach
- Clearwater Beach
- Coquina Beach
- Vinoy Park
- Manasota Key Beach
- Fort De Soto Park
- Tampa Theatre
- Curtis Hixon Waterfront Park
- ZooTampa at Lowry Park