House holiday rentals in Siesta Beach

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Popular amenities for house rentals in Siesta Beach

House rentals with a pool

Guest favourite
Home in Sarasota
4.97 out of 5 average rating, 58 reviews

2223 Doud Street, Sarasota, FL

MicheleRating, 5 stars1 month ago
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!
Superhost
Home in Sarasota
4.93 out of 5 average rating, 135 reviews

Centrally located oasis.

JacobRating, 5 stars9 months ago
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.
Guest favourite
Home in Sarasota
4.94 out of 5 average rating, 98 reviews

Beautiful heated pool home, minutes from beaches

KatarzynaRating, 5 stars3 weeks ago
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.
Superhost
Home in Venice
4.56 out of 5 average rating, 16 reviews

Lovely pool house 5 minutes from the beach

LindaRating, 5 stars12 months ago
Had a lovely stay here. Communication with Carmen was fantastic. Decorating in home was tasteful and lovely and we felt right at home.
Superhost
Home in North Port
4.81 out of 5 average rating, 134 reviews

Luxury villa 4 bdr with a heated pool (14guests)

TroyRating, 5 stars2 months ago
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.
Superhost
Home in North Port
4.81 out of 5 average rating, 105 reviews

Well Appointed and relaxing Pool Home

DonnaRating, 5 stars3 months ago
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.
Guest favourite
Home in Venice
4.91 out of 5 average rating, 183 reviews

Vacation Rental with private swimming pool

MarieRating, 5 stars1 week ago
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
Superhost
Home in Bradenton
4.87 out of 5 average rating, 291 reviews

Large 4 bedroom pool home tiki bar close to Ami

JohnRating, 5 stars2 weeks ago
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

Superhost
Home in Siesta Key
4.88 out of 5 average rating, 127 reviews

"Safe & Clean" Palm Oasis - Relax in comfort!

SarahRating, 5 stars1 month ago
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!
Guest favourite
Home in Holmes Beach
5 out of 5 average rating, 19 reviews

6 Bed/5.5 Bath Heated Pool -1 Minute Walk to Beach

KristinRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Venice
5 out of 5 average rating, 8 reviews

Pool - Tropical Retreat! Minutes to local Beaches!

RisaRating, 5 stars5 months ago
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.
Superhost
Home in Bradenton
4.83 out of 5 average rating, 257 reviews

Comfortable & modern house in Central Bradenton

DesireeRating, 5 stars1 week ago
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.
Top guest favourite
Home in Sarasota
4.95 out of 5 average rating, 165 reviews

Wood Street Retreat 4/2 Near Beaches & Downtown

JasonRating, 5 stars1 week ago
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
Guest favourite
Home in Sarasota
4.93 out of 5 average rating, 68 reviews

The Happy House - Seeing is Believing!

AmberRating, 5 stars3 weeks ago
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.
Guest favourite
Home in Holmes Beach
4.9 out of 5 average rating, 58 reviews

Sea Glass Cottage

MadisonRating, 5 stars2 weeks ago
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!
Top guest favourite
Home in Sarasota
5 out of 5 average rating, 19 reviews

Elegant Newly Remodelled Spacious HOME

SharonRating, 5 stars1 month ago
We loved this house, high end appliances and furniture! Everything was squeaky clean and very organized! Will definitely be back!

Private house rentals

Guest favourite
Home in North Port
5 out of 5 average rating, 8 reviews

Tropical Paradise - Modern Home

MarieRating, 5 stars3 months ago
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.
Superhost
Home in Bradenton
4.95 out of 5 average rating, 38 reviews

Now Booking for Summer - heated pool & grill!

DrewRating, 5 stars2 months ago
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.
Superhost
Home in Venice
4.91 out of 5 average rating, 56 reviews

The Ripple Inn At Fennario

TamaraRating, 5 stars1 week ago
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!!
Top guest favourite
Home in Sarasota
4.9 out of 5 average rating, 41 reviews

Sea la Vie - heated pool, 4b2b, stocked kitchen

JisungRating, 5 stars5 days ago
Great place for relaxing get together with friends. Pool and outdoor area was simply amazing. Close by the beach and downtown sarasota!
Superhost
Home in Longboat Key
4.88 out of 5 average rating, 120 reviews

Summer House longboat key

AndreaRating, 5 stars1 week ago
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.
Guest favourite
Home in Sarasota
4.94 out of 5 average rating, 127 reviews

Lake Front House with a Pool

MichelleRating, 5 stars1 week ago
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!
Guest favourite
Home in Siesta Key
4.92 out of 5 average rating, 115 reviews

Siesta Peace Retreat a private home rental

Isabel CristinaRating, 5 stars9 months ago
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.
Top guest favourite
Home in North Port
4.95 out of 5 average rating, 38 reviews

Entire Home. 2/bd & 2/bath with Pool.

BarbRating, 5 stars1 month ago
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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