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Vacation rentals with a pool in Longboat Key
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Longboat Key
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Longboat Key rentals with a pool
House rentals with a pool
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Home in Tampa
4.91 out of 5 average rating, 138 reviewsPool Oasis | Karaoke | 5G | Theater 135" | Grill
Lots for the kids to do and a nice big space quick responses and excellent communicators we have 12 teenagers and 4 adults - somehow we managed with only 2 bathrooms!!!
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-54303001/original/bb53c676-59a0-4baa-95a2-5ee999ac73da.jpeg)
Home in Sarasota
4.63 out of 5 average rating, 19 reviewsVitamin Sea: Private Pool, Downtown, and Beaches!
My family and I stayed here for 10 days and we can say it was one of the best stays. Our flight landed early and we reached out to the host to ask for an early check in, they responded back fast and were able to accommodate us. Once inside the house everything was clean and the kids went right into the pool which was also very clean. Overall we felt right at home and the whole stay was 10/10!
![](https://a0.muscache.com/im/pictures/80768038-0405-4951-bd5f-8201a1091314.jpg)
Home in Largo
4.81 out of 5 average rating, 78 reviewsTranquil Home. 2 minutes to Indian Rock Beach...
This was a great home for our stay! We had a great time and will definitely reach out on our next trip!
![](https://a0.muscache.com/im/pictures/hosting/Hosting-51535203/original/6b17c885-d52c-442e-b948-f566949c51d3.jpeg)
Home in Clearwater
4.87 out of 5 average rating, 167 reviewsPoolside Bliss in Clearwater! Heated-pool/Spa
The place was beautiful and well-located, making it perfect for our stay. The host was incredibly responsive and kind, addressing our questions and concerns quickly. Highly recommend.
![](https://a0.muscache.com/im/pictures/miso/Hosting-802874619895960338/original/d2e75f4d-b0fa-4be3-b57d-e29e29060a60.jpeg)
Home in Siesta Key
5 out of 5 average rating, 27 reviewsBeautiful House with Heated pool
Our girls trip weekend was a huge success!! We all had a wonderful stay here and we didnât have a single complaint. Check in was super easy and went off without a hitch. The house is exactly as pictured, very open and comfortable. We did not have a single issue while staying! Highly recommend staying here, I promise we will be back!
![](https://a0.muscache.com/im/pictures/hosting/Hosting-974654416477584412/original/96303a1b-72f0-475f-82c1-9ab893c522c3.jpeg)
Home in Seminole
5 out of 5 average rating, 23 reviewsAffordable luxe pool home near beaches
Sue and Joe are amazing host. The pictures of the home are beautiful but its even better in person. Both Joe and Sue were very quick to respond to any questions that I had. The home had everything you could need for your vacation. My Family and I will definitely be back to their Airbnb in the future.
![](https://a0.muscache.com/im/pictures/hosting/Hosting-731797165727925740/original/d7e0fc93-71d7-46df-83ac-ed9a10cf9b88.jpeg)
Home in Sarasota
4.92 out of 5 average rating, 25 reviewsBeautiful, Spacious Heated Pool Home
Very comfortable stay would definitely stay again.
![](https://a0.muscache.com/im/pictures/miso/Hosting-50042947/original/59298f10-4502-4d03-86d4-c50c64d239d6.jpeg)
Home in Sarasota
4.87 out of 5 average rating, 82 reviewsSpacious Heated Pool Home Near Siesta Key
The house is a beautiful place, part clean, cozy. And it's centrally located. I just love it
Condo rentals with a pool
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Condo in Bradenton
5 out of 5 average rating, 5 reviewsLovely Condo, Heated Pools, AMI, IMG, Top beaches
This condo was nice for a central location. We went to downtown Bradenton to the Bishop Museum, to Anna Maria Island and to Palmetto. The kitchen had all the basics and the freezer has an ice machine which was nice. We utilized the beach towels only but they also provide beach chairs and some pool noodles. There was some siren noise from the main streets near by, but nothing awful. Lots of closet space, great to have a washer and dryer and the guest bath has been nicely redone. We would stay here again.
![](https://a0.muscache.com/im/pictures/184c96d6-479c-411c-a4b3-3b2630550759.jpg)
Condo in Indian Shores
4.9 out of 5 average rating, 20 reviewsPOOL SIDE right on the BEACH 2 bdrm condo
This condo was perfect for our family vacation! We had everything we could have needed and our host made everything so easy.
![](https://a0.muscache.com/im/pictures/99028a52-fce4-479c-b8bf-4bba94dbfd3f.jpg)
Condo in Tampa
4.93 out of 5 average rating, 76 reviews*Waterfront *2 Bedroom Condo *Amazing Sunsets*Pool
We enjoyed our stay! The property was very clean and comfortable. Helena welcome us and wished us well and safe travels when we departed. We would definitely stay there again.
![](https://a0.muscache.com/im/pictures/89e58dea-9e9e-4702-b14c-3c2a4251d38c.jpg)
Condo in Clearwater
4.96 out of 5 average rating, 79 reviewsWelcome to your vacation home
Very nice condo. It was exactly as advertised very clean and comfortable.. I enjoyed my time there
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Condo in Tampa
4.96 out of 5 average rating, 128 reviewsTiki Themed Waterfront Condo on Tampa Bay
This was a great place to stay. Very clean, decor was unique and fun, location was great. It is located on the bay with beautiful water views and is very close to the airport and downtown. Chris left all we needed for a comfortable stay and was great at communicating. I would definitely stay here again. Thanks Chris!
![](https://a0.muscache.com/im/pictures/b0214d34-cdca-4454-b1ae-ac459035dc89.jpg)
Condo in St. Petersburg
4.91 out of 5 average rating, 22 reviewsLovely 2 bedrooms condo with pool in Boca Ciega
We had a great stay! The views were gorgeous from our balcony each evening and our host Matt was extremely responsive. He had great recommendations on pet-friendly beaches. Location was perfect to get between beaches and downtown St. Pete. We highly recommend this place, host and stay!
![](https://a0.muscache.com/im/pictures/hosting/Hosting-48958981/original/f56d13a6-0534-4524-a6ae-e87aaf464544.jpeg)
Condo in Seminole
4.97 out of 5 average rating, 143 reviewsSUNNY DELIGHT! HEATED POOL 2 miles to the beachđś
Sandraâs place is lovely! Extremely clean, comfortable, and well stocked kitchen and toiletries. She really has thought of everything. It was helpful having ziploc bags and containers for packing food on the go, spices and pantry essentials, first aid kit for a bandaid that was needed, fans for the bedrooms, etc. I stayed here for a girls weekend and the three of us would all highly recommend it!
![](https://a0.muscache.com/im/pictures/miso/Hosting-52518830/original/9fc962cc-de9c-4d07-a381-143cfa358fe0.jpeg)
Condo in Sarasota
4.97 out of 5 average rating, 61 reviewsPeaceful retreat, pool, hot tub, near Siesta Key!
Great place to stay! It was a very safe community with nice extras and was pretty close to the beaches. So nice to have the extra beach supplies to go shark tooth hunting at Caspersen Beach. The condo was clean and spacious.
Quick stats about vacation rentals with a pool in Longboat Key
Total rentals
720 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
6.5K reviews
Family-friendly rentals
580 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with dedicated workspaces
220 properties have a dedicated workspace
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