House vacation rentals in Siesta Key

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Popular amenities for Siesta Key house rentals

House rentals with a pool

Guest favorite
Home in Sarasota
4.97 out of 5 average rating, 59 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!
Guest favorite
Home in Bradenton
4.9 out of 5 average rating, 101 reviews

Large Sparkling Clean Pool Home West Bradenton

JesseRating, 5 stars2 weeks ago
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!
Superhost
Home in Sarasota
4.93 out of 5 average rating, 135 reviews

Centrally located oasis.

JacobRating, 5 stars10 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 favorite
Home in Sarasota
4.94 out of 5 average rating, 98 reviews

Beautiful heated pool home, minutes from beaches

KatarzynaRating, 5 stars1 month 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.
Top guest favorite
Home in North Port
5 out of 5 average rating, 13 reviews

Stylish New Build with Pool, Spa, and Design

ShanaeRating, 5 stars2 weeks ago
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 !
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 stars3 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.
Guest favorite
Home in Venice
4.91 out of 5 average rating, 185 reviews

Vacation Rental with private swimming pool

WendyRating, 5 stars1 week ago
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!
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 stars1 month 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.

House rentals with free parking

Top guest favorite
Home in Bradenton
5 out of 5 average rating, 14 reviews

Casa Milly

LeonRating, 5 stars1 week ago
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.
Guest favorite
Home in St. Petersburg
4.88 out of 5 average rating, 118 reviews

Hibernate in our Bear Creek Home

BrittanyRating, 5 starstoday
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!
Superhost
Home in Bradenton
4.79 out of 5 average rating, 166 reviews

Hot tub/Pool! Pet friendly (for fee) Fenced yard

MelanieRating, 5 stars1 month ago
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 💕
Superhost
Home in Downtown Sarasota
4.76 out of 5 average rating, 116 reviews

Downtown New Construction House

VirginiaRating, 5 stars2 weeks ago
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.
Top guest favorite
Home in North Port
5 out of 5 average rating, 8 reviews

Cozy new house

DonnaRating, 5 stars1 month ago
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.
Top guest favorite
Home in Bradenton
4.98 out of 5 average rating, 129 reviews

Downtown Bradenton & close to Beaches, quiet area

LindseyRating, 5 stars2 weeks ago
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!
Guest favorite
Home in Port Charlotte
4.9 out of 5 average rating, 42 reviews

Charming home near the Beach and Punta Gorda.

DebraRating, 5 stars3 weeks ago
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.
Guest favorite
Home in North Port
4.94 out of 5 average rating, 18 reviews

Luxury House Near Shopping Center w/4 King Beds

TaniaRating, 5 stars3 weeks ago
it was a lovely stay. The host was very accommodative and responsive. i will stay there again.

Family-friendly house rentals

Top guest favorite
Home in Bradenton
4.95 out of 5 average rating, 247 reviews

Paradise Cove

SydneyRating, 5 stars3 months ago
Clean and neat, friendly and when we wanted to extend was quick and easy to enjoy our stay longer. Thank you again
Top guest favorite
Home in North Port
4.79 out of 5 average rating, 152 reviews

3 bdrm Pool Home / Quiet Cul De Sac

JeffRating, 5 stars1 week ago
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
Guest favorite
Home in Holmes Beach
4.97 out of 5 average rating, 132 reviews

Twin Palms: Big House Steps to Beach w/Lush Pool

MeganRating, 5 stars1 month ago
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!
Guest favorite
Home in St. Petersburg
4.91 out of 5 average rating, 108 reviews

Cozy Dream FL Vacation Home Pool is heated!

Walt And MicheleRating, 5 stars7 months ago
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.
Guest favorite
Home in Sarasota
4.95 out of 5 average rating, 206 reviews

2bed/2bath with POOL house, close by SIESTA KEY!!!

JoelRating, 5 stars1 month ago
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.
Guest favorite
Home in Sarasota
4.96 out of 5 average rating, 124 reviews

5 Star! Walk/Bike DTN ~ 5 mi to Lido Beach Pets Ok

ElizabethRating, 5 stars1 month ago
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.
Superhost
Home in Sarasota
4.76 out of 5 average rating, 134 reviews

"Charming Pool Home 1 Mile from Siesta Key"

LynetteRating, 5 stars4 months ago
We enjoyed a very comfortable stay. Everything was clean, in good condition, and pleasant. The bed was very comfortable. The pool was beautiful.
Guest favorite
Home in Venice
4.89 out of 5 average rating, 182 reviews

Venice Pool Villa with Bikes Kayaks & fun!

LauraRating, 5 stars3 weeks ago
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

Destinations to explore

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  2. United States
  3. Florida
  4. Sarasota County
  5. Siesta Key
  6. House rentals