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

Home in Comfort
4.69 out of 5 average rating, 42 reviewsHilltop Retreat
JuneRating, 5 stars4 months ago
It was a perfect size and location for lots of family going to a wedding in Comfort. We were able to spend more time together than we would have in separate Airbnbs. And it was just a few minutes away from the wedding venue. The downtown shops and cafes were fun, too.
Guest favorite

Home in Fredericksburg
4.9 out of 5 average rating, 20 reviewsBamma’s Bluebonnet
MicahRating, 5 stars2 weeks ago
We really enjoyed staying at Breck & Mike’s place! They were both incredibly friendly and helpful - from allowing us an earlier check-in, to showing us around the property and being available if anything went wrong. They were excellent hosts and we hope to stay again sometime soon! :)
Top guest favorite

Home in Boerne
5 out of 5 average rating, 6 reviewsHill Country Views at The Oval at Owl Spring Ranch
RandyRating, 5 stars2 days ago
This has been one of my favorite Airbnb stays. Personally loved the peace and quiet of being out in the hills. The house was spotless and unique. Our son loved the pool and the frequent visits from the chickens. Overall a wonderful stay.
Superhost

Home in Comfort
5 out of 5 average rating, 4 reviews3-bedroom House at The Meyer Hotel w/ Creek View
AlyssaRating, 5 stars9 months ago
We enjoyed our stay at this property while passing through on a family vacation. It was exactly what we were looking for—clean, spacious, and full of history. The location itself was beautiful, like a little piece of art. We would definitely like to come back and stay again. We plan on booking this place on our next trip this way. It’s a hidden gem that you should see. The pool and bar were nice, and the host provided great food recommendations. They were super helpful and made sure we were well taken care of. 5 Star review all the way!
Superhost

Home in Pipe Creek
4.85 out of 5 average rating, 46 reviewsRockin' B Ranch | Summit | Texas | Vacation
DeborahRating, 5 stars13 months ago
The ranch house was perfect for our family gathering. We all had plenty of room for private moments and plenty of shared space for gathering, gaming, cooking and meal-sharing. The Grandkids loved the pool, pool table and especially the chickens! Our family highly recommends Rockin B Ranch.

Home in Comfort
4.69 out of 5 average rating, 36 reviewsLuxury 3-bedroom House with Airstream & Cabin
MaddieRating, 5 stars2 months ago
We had a great time! The place was great and we would definitely stay here again!
Top guest favorite

Home in Bulverde
4.95 out of 5 average rating, 80 reviewsMoya Ranchette | Pool, Horses, & More
Richard Aka RockRating, 5 stars1 month ago
The stay at Yaya's was perfect for what we were looking for: an escape into the Texas Hill Country with our family where we could spread out, relax, and enjoy fun games and conversations. The layout of the place allowed for casual interactions and memory building. The heated pool was especially lovely, and the girls loved visiting with the miniature horses. All around a big hit with the family.
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