
House holiday 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!!

IMG Academy-Modern Home Heated Pool Beaches 8 min
Went to Bradenton for a couple of days and decided on staying in Andrew’s wonderful house. The location is great, lots of shops and restaurants and close to Anna Maria Island. The house was spacious, clean, had all the amenities and the pool was a huge plus! Andrew was quick in his responses and very friendly. Had a great time and will definitely come again in the future.

(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.

HTD Salt Water Pool house monthly or long term
We enjoyed our stay as we transitioned from one home to another. The host was responsive and fixed any issues immediately. We made it through 2 hurricanes safely, and it was a great location. The pool was a nice addition to enjoy as well.

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!
Private house rentals

The Strawberry Field Stilt House
Being in Florida, I expected to feel sand on the tile floor. It was immaculately clean! Very peaceful. Beautiful, cozy, stay. Thank you!

Now Booking for Summer - Beach Gear, 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!

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

Poolside Paradise, Near Beach
We usually go to Florida for spring break and this house stood out! It was incredibly clean! We felt as if we were at home. The host is so nice and responsive. We had everything we needed. The kitchen was well stocked with pots and pans and utensils. The house is so comfortable! The couch was so nice to relax on after a long day at the beach (which is just 5 min drive away). We went to Indian rocks beach which is so peaceful and Clearwater beach is also nearby. There are so many restaurants nearby, plenty of ice cream shops for desert as well. We loved the house itself , All the furniture was really nice and the entire house was carefully thought out and designed. My kids loved the pool! The pool was clean and so much fun to use. The backyard is beautiful. I wouldn’t change anything about the stay. We are coming back again next spring!

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.

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...
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.
Quick stats about house rentals in Anna Maria
Total rentals
400 properties
Nightly prices starting at
$169 AUD 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
- Anna Maria Public Beach
- Dunedin 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
- Clearwater Beach
- North Beach
- Coquina Beach
- Vinoy Park
- Manasota Key Beach
- Fort De Soto Park
- Tampa Theatre
- Curtis Hixon Waterfront Park
- ZooTampa at Lowry Park