
House holiday rentals in Siesta Beach
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Top-rated house rentals in Siesta Beach
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Popular amenities for house rentals in Siesta Beach
House rentals with a pool

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!

Centrally located oasis.
The place was mostly what it said it would be, the pictures are accurate. Was pretty nice and cozy. Had lots of privacy, which was really nice. House was clean and had all of the amenities that were promised. Bed was really comfortable. The only drawback was that the pool was a little dirty, looked like it hadn’t been cleaned for a few days before we got there but it wasn’t that big of a deal.

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.

Lovely pool house 5 minutes from the beach
Had a lovely stay here. Communication with Carmen was fantastic. Decorating in home was tasteful and lovely and we felt right at home.

Luxury villa 4 bdr with a heated pool (14guests)
Leyla's property was perfect for our stay. Came to visit our grandkids who lived in North Port and gave us a great spot to relax at the end of the night.

Well Appointed and relaxing Pool Home
Paul’s house is in a very quiet neighborhood. We found the house clean, the kitchen was well stocked, there were nice beach chairs and beach towels to use and the pool was well heated. The beds were comfortable with nice linens. Paul was quick to respond to our question we had. It’s definitely a place we will stay again.

Vacation Rental with private swimming pool
Great place to stay, convenient to all beaches, shopping and restaurants. I highly recommend staying here. Thanks Jan, I’ll be back for sure . Marie

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.
Weekly house rentals

"Safe & Clean" Palm Oasis - Relax in comfort!
Virginia & Vanessa were fantastic hosts. Thoughtful professionals who communicate at a high level. The property was perfect for our family. It was clean, safe, private, and spacious. The house was free of clutter, which was particularly helpful given that we had a toddler in tow. The beach was walkable, lots of restaurant options close by, and great playgrounds. Thank you so much for the great stay, we hope to come back again!

6 Bed/5.5 Bath Heated Pool -1 Minute Walk to Beach
Our family (three generations) just returned from a week at Weldon’s beautiful home! We couldn’t have asked for a more perfect home. Plenty of space to spread out with all of the bedrooms and living spaces. The spaces seemed to be even larger than the photos portrayed. Check in was easy and Weldon was accommodating to us getting groceries delivered prior to our arrival (thanks again!). The kitchen was well stocked with all of the basics we needed to cook meals for a large group. The outdoor living space was so helpful for a quick bite between dips in the pool. THE POOL!! It was a resort like oasis that young and old loved. The slide was a hit as well as the spa. Exceeded our expectations! The location was also perfect- we could easily walk to the beach with young children in minutes. The house was equipped with a variety of beach/pool toys and carts/wagons for easy transportation. We did notice the WiFi was a little slow but we were on vacation so it wasn’t a problem. Highly recommend!

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
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!
Very nice home. Cozy space and beds. Nice pool. Our electric went out for about 12 hours so we couldn’t see anything the last night, but they were very attentive. It wasn’t their fault at all. Other than that, wonderful stay.

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

Tropical Paradise - Modern Home
My family and I had a marvelous time at this home. Our host at RentalStar LLC is very kind and was helpful during our stay. The kitchen is so modern and divine! The bedrooms are spacious and the beds are soft and comfortable. The neighborhood is very quiet and peaceful. We had a blast and we will definitely return! Book this home for your next stay! You won't regret it.

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.

The Ripple Inn At Fennario
Brian’s Superhost status is 100% accurate- he was great! The house was clean, easy to navigate and Brian was super responsive and gracious. The pool area is divine and the screened in porch overlooking the backyard was a great place to curl up with a book. We were within minutes of groceries, restaurants and shopping but the street was not busy or noisy. Definitely plan to stay again!!

Sea la Vie - heated pool, 4b2b, stocked kitchen
Great place for relaxing get together with friends. Pool and outdoor area was simply amazing. Close by the beach and downtown sarasota!

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.

Lake Front House with a Pool
Our stay was wonderful. We enjoyed being able to look out over the water in the back and watch the animals. The pool was fantastic and the house was just like photos, well taken care of and the host was very responsive. We loved it!

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.

Entire Home. 2/bd & 2/bath with Pool.
This house was great for our family wanting a quiet get away! Deanna provided beach items, a cozy atmosphere, and a seamless check in. We would love to come back!!
Destinations to explore
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- Crescent Beach
- John's Pass
- Cortez Beach
- Bean Point Beach
- Lido Key Beach
- Amalie Arena
- Raymond James Stadium
- North Beach
- Vinoy Park
- Coquina Beach
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Fort De Soto Park
- Streamsong Resort
- Jannus Live
- Manasota Key Beach
- Myakka River State Park
- Lakewood National Golf Club
- Splash Harbour Water Park
- River Strand Golf and Country Club
- Van Wezel Performing Arts Hall
- Tropicana Field
- Alafia River State Park
- Boca Beach