
House vacation rentals in Siesta Key
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Top-rated house rentals in Siesta Key
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Popular amenities for Siesta Key house rentals
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!

Large Sparkling Clean Pool Home West Bradenton
What a wonderful place! I would like to thank the host for providing an exceptional and comforting stay for me and my family. I definitely recommend this place and would return in the future. Thanks for everything!

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.

Stylish New Build with Pool, Spa, and Design
We had an absolutely fantastic time staying at this Airbnb . From start to finish, everything exceeded our expectations. The communication with the host was smooth and prompt, making the booking process hassle-free. The space was immaculately clean and beautifully decorated, providing a cozy and welcoming atmosphere. The amenities provided were top-notch, ensuring that we had everything we needed for a comfortable stay. Overall, our experience was nothing short of amazing. We would love to return. Thank you for such a memorable stay !

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.

Vacation Rental with private swimming pool
This was mine & my husband's 2nd stay at Jan's place because we had such a great experience the 1st time around. The house is located in a quiet neighborhood close to all & any shopping venues you might need while you're there. Jan's place is squeaky clean, family friendly, perfect for a romantic couples getaway, & looks exactly as pictured. Lots of great amenities offered here such as beach chairs, extra patio furniture, coolers, umbrellas, kids sand toys, inflatables for the pool, beach towels, body wash, & shampoo in both bathrooms, & a full sized washer & dryer in the garage for self serve laundry. The master bedroom offers a king sized bed that's super comfortable. Black out shades for those that require a dark room for a good night's sleep. We had a couple of small issues (the tub stopper was missing & the showerhead in the tub broke) but Jan was quick to respond & remidied them right away. Thank you, Jan for everything! We love Venice & will be back again soon!

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.
House rentals with free parking

Casa Milly
We stayed at Bonnie's place since it's centrally located to the everywhere we visited. The pool table is a plus - our 8yo enjoyed learning how to play it in the evenings. It was SO CLEAN and smelled nice without having Glade Plug-ins to unplug 😅 We loved the clean and new appliances, too. Thanks Bonnie! We will definitely be back to "The Blue House" again.

Hibernate in our Bear Creek Home
This was our second stay here. The hosts are helpful and friendly. The house is perfect: well stocked, very clean, great location and amazing pool that our kids love. We highly recommend staying here and will definitely be back!

Hot tub/Pool! Pet friendly (for fee) Fenced yard
My family and I had a great stay during our spring break. We had our 3 kids (ages 2, 7, and 12) and they absolutely loved the pool and hot tub. The house was very clean and the beds were comfortable. Several beaches nearby on Anna Maria Island. We will definitely be back and our kids already want us to plan our next vacay here. Thanks Jen and Brittany 💕

Downtown New Construction House
A small house in a quiet neighborhood close to downtown. It is new and clean, and kitchen was well equipped. Furnishings are basic but adequate. We would stay here again.

Cozy new house
Dan’s place is a beautiful house with new furnishings. The beds were very comfortable, nice linens and plenty of towels. I appreciated the fact that there is attention to the little things such as shampoo, conditioner, bath gel, lotions and even Kleenex! Would definitely stay again.

Downtown Bradenton & close to Beaches, quiet area
This was our second time staying at the Fogarty Manor and it was outstanding once again! It’s a beautiful home and a nice quiet neighborhood. Very clean, everything exceeded expectations. A wonderful place to stay with a family!

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.

Luxury House Near Shopping Center w/4 King Beds
it was a lovely stay. The host was very accommodative and responsive. i will stay there again.
Family-friendly house rentals

Paradise Cove
Clean and neat, friendly and when we wanted to extend was quick and easy to enjoy our stay longer. Thank you 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

Twin Palms: Big House Steps to Beach w/Lush Pool
We enjoyed our stay at Kathleen’s home. This was our first time coming to AMI since the hurricane. Kathleen was sure to send updated photos of the interior following repairs. There were still some repairs needed on the exterior (various exposed construction and holes in soffits). However this did not significantly impact our stay. The home was clean and the kitchen was well equipped. We appreciated the natural shower gels, shampoo and abundance of sunscreen. There were numerous beach toys as described and the beach wagon came in handy. The space felt a little tight with two families (with somewhat older children) but would be perfect for young kids given the quantity of toys and activities. We had an issue with the interior locks at one point but this was handled well by the host. Overall we had a nice experience. Thank you!

Cozy Dream FL Vacation Home Pool is heated!
Very clean, great location to beach and my family. Walking area for our doggie and very close to shopping. We did pack too much. This home has everything you need. Nan is an awesome host.

2bed/2bath with POOL house, close by SIESTA KEY!!!
Romualda’s home was very clean, beautiful, and modern. She was very communicated from the time we booked the AirBnb, to the time we checked in, and the time we checked out. We felt right at home as she had many ameneties that were offered and more. We will definately book again next time we are in town.

5 Star! Walk/Bike DTN ~ 5 mi to Lido Beach Pets Ok
We had a wonderful time in Sarasota. Maureen and Patrick are clearly hosting pros. The kitchen was well-stocked, so we cooked most of our meals, made coffee/tea in the mornings, and kept groceries from the nearby Publix in the fridge. We enjoyed making dinner and sitting out on the screened in porch. The neighborhood was very residential and safe. The bathrooms and bedrooms were well-stocked and comfortable. Five college girls slept comfortably across the three rooms and I would say one more could definitely have fit as well. The house had a carport with a washer and dryer with detergent, beach chairs, umbrellas, and puzzles. Even when it rained, we enjoyed sitting in the house and reading because the space was relaxing and comfortable If you’re planning on going to the beach, download the Bayrunner/Breeze Rider apps to catch the free trolley. The trolley was a short walk away through the neighborhood and we enjoyed riding to the beach every morning.

"Charming Pool Home 1 Mile from Siesta Key"
We enjoyed a very comfortable stay. Everything was clean, in good condition, and pleasant. The bed was very comfortable. The pool was beautiful.

Venice Pool Villa with Bikes Kayaks & fun!
We had a very nice stay here. The house is in a quiet neighborhood, but only 5 minutes from really nice shopping & restaurants, 8 minutes to downtown Venice, and about 15 minutes to the pier on Venice Beach. Host was very responsive and had great suggestions on things to do. Pool and pool area was very clean. Great value.
Quick stats about house rentals in Siesta Key
Total rentals
420 properties
Total number of reviews
6.7K reviews
Family-friendly rentals
390 properties are a good fit for families
Pet-friendly rentals
200 properties allow pets
Rentals with a pool
290 properties have a pool
Rentals with dedicated workspaces
280 properties have a dedicated workspace
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Raymond James Stadium
- Gulfport Beach Recreation Area
- North Beach
- Coquina Beach
- Vinoy Park
- Manasota Key Beach
- Fort De Soto Park
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Streamsong Resort
- Jannus Live
- Splash Harbour Water Park
- Myakka River State Park
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