
Vacation rentals with a pool in Keystone
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Keystone
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Keystone rentals with a pool
House rentals with a pool

Pool Oasis | Karaoke | 5G | Theater 135" | Grill
Lots of different areas to hang out. Movie room was my fav and the video games. The house could be a little updated but it was perfect for what we needed. Thanks again!

Upscale Tampa Dream Home Pool, Golf, Pool Table
Had a great stay at Angel’s place for my bachelor party. The location was central and just a short drive from everything we wanted to do in Tampa, including golf, spring training, and exploring downtown. The house was exactly as described with tons of fun activities and a great outdoor space. Angel was an excellent host—very communicative and flexible, which made the trip even smoother. The only small comment was that the beds weren’t the most comfortable, but that didn’t take away from the overall experience. Would definitely recommend this place for anyone visiting Tampa!

Modern Pool Home Wi Fi Cable, Optional Pool Heat
wow ! beautiful, well maintained home ! the home was clean with lots of natural light. kitchen was well equipped with cooking Utensils. the pool was AMAZING 👏 back yard was full fenced making for lots of Privacy. strongly recommend. the rental agreement was basically the Exact same thing as the airbnb website so no need to be worried. affordable & well wroth it . Melinda was such a pleasure to work with . my family will be returning in sep for another week . plenty of family activities , groceries store and restaurants. located in a quiet and safe neighborhood. lots of towels and cleaning supplies. comfortable beds with lauge master. overall 5 stars.

Hudson retreat, 3 Bedroom Pool Home!
Awesome host clean privet and felt right at home convenient to lots of food and restaurants quiet and relaxing friendly neighborhood would stay again when in this location highly recommend this rental 5stars

4 bedroom and private pool, near to Clearwater
Maria was super responsive and answered any questions we had. The house was great and accommodating. The pool was cold as it’s not heated but was perfect to float in on the hot sunny days! Definitely would stay here again!

Tranquil 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!

Beautiful house with pool, fire pit, billiard room
This home is beautiful, in a quiet neighborhood! The thoughtful owners have really gone the extra mile to include everything to make your stay fun for all ages, with lots of games for younger and older kids. The property inside and out is spotless and super organized to make everything easy for you! The best part is you can walk to local town centers with great restaurants, cafes, parks, bike and walking trails!

Spacious House w/ Pool & Hot Tub near Tampa
Loved it ! Would definitely book again. Conveniently located 8-10 minutes to tons of restaurants and activities. Everything was super smooth.
Condo rentals with a pool

POOL 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.

*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.

Tiki Themed Waterfront Condo on Tampa Bay
I stayed in the Tiki condo for 2 nights when I came into town for a wedding with my husband and two young kids. Chris is an excellent host! He was very responsive and provided the most clear information regarding the condo that we have ever experienced! The condo was clean and cute and met our needs well. The pool area was full of friendly vacationers, music and a bar with tasty treats. The pool was very warm even on a chilly day (68 and windy). Construction due to hurricane damage was minimal and did not impact our stay at all. Laundry facilities are extremely easy to access on the same floor as the condo. The drive into downtown Tampa was about 15 minutes. Overall we had a great stay. Chris is a top of the line host and did everything he could to make our stay convenient and comfortable! Highly recommend the tiki condo!

Lovely 2 bedrooms condo with pool in Boca Ciega
Matt was the best at explaining everything and. Was so quick. To respond and answer and questions I had as well as give me great info around the area. Would rent from him again for sure and recommend him to anyone looking for a great place and helpful with any questions you might have.

SUNNY DELIGHT! HEATED POOL 2 miles to the beach🐶
Sandra’s 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!

Lovely Water View Condo, Top Floor, Steps to Beach
My husband and I thoroughly enjoyed this beach getaway! The location is great - right across the street from the beach (with public access), walking distance to John's Pass (restaurants and shopping), near fun little beach bars/cantinas, and just a short ride to plenty more beaches with additional restaurants and fun. We loved Sweet Sage, Salt Rock Grill, and Crabby Bill's up the road to the north. We also spent a lovely morning at Pass-A-Grille beach to the south. Pro tip - you can park the car and take the trolley all the way to Clearwater. We also appreciated the beach equipment provided. Already making plans for the next trip!

5 *Waterfront Condo,3 Beds,2 Baths, Pool, HOT-TUB.
David's place was absolutely amazing! We have never stayed in an AirBNB before, but the next one will definitely have big shoes to fill. David has everything you could want and more. The pictures matched exactly what we got. He had beach toys, beach towels, coolers. wagon, beach chairs. umbrella, and many other things. Kitchen had everything you would have at home. The only thing you will need to bring is clothes. Every time I contacted David before our vacation, he responded usually within a few hours. While we were there he answered almost immediately. I can't say enough good things about David's condo and him as an owner. Highly recommend! Watching the dolphins during breakfast was a plus! Thank you for everything David!

Intracoastal | Indian Shores | Beach across street
Perfect slice of paradise! Peace of the intercostal out the back door and beach right across the street. Accommodations were cozy and comfortable and loved having the throw blankets for a chilly rainy day. Everything we needed was thoughtfully procured in a very efficient kitchen space. Loved our stay! Can’t wait to return.
Quick stats about vacation rentals with a pool in Keystone
Total rentals
110 properties
Nightly prices starting at
$29 CAD before taxes and fees
Total number of reviews
4.1K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
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