Vacation rentals with a pool in Kendall County

Find and book unique homes with a pool on Airbnb

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Popular amenities for Kendall County rentals with a pool

House rentals with a pool

Guest favorite
A wooden deck features several white Adirondack chairs arranged around a circular pool. Lush green trees surround the area, and a colorful rug lies on the deck. The sky displays a mix of clouds and blue hues, adding a serene backdrop to the scene.
Home in Fredericksburg
4.93 out of 5 average rating, 28 reviews

Bamma’s Bluebonnet

RyanRating, 5 stars1 week ago
We had a great stay at this charming two-story country home just outside Fredericksburg. The house was clean, quiet, and had everything we needed for a relaxing getaway. The host was very responsive and accommodating — they even allowed us to check out a little later than planned, which we really appreciated. As a bonus, they provided us with coupons to some of the local wineries, which made exploring the area even better. Would definitely stay here again!
Top guest favorite
An oval-shaped house features a corrugated metal exterior with multiple windows allowing natural light. A vibrant red door adds a pop of color. Several chickens are seen roaming nearby, adding a touch of rustic charm to the peaceful outdoor setting.
Home in Boerne
5 out of 5 average rating, 7 reviews

Hill Country Views at The Oval at Owl Spring Ranch

RandyRating, 5 stars2 months 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.
Guest favorite
A covered outdoor space is showcased alongside a relaxing pool, featuring two sun loungers and a table with chairs. The area is bordered by a wooden fence, and trees provide a backdrop, enhancing the inviting atmosphere for outdoor enjoyment.
Home in Boerne
4.87 out of 5 average rating, 39 reviews

The Not So Ugly Duckling

JamieRating, 5 stars2 weeks ago
Tara was very responsive and helpful. She took care of everything promptly. The house was very well equipped and the kitchen was new, clean and well stocked. The pool was clean and nice. Easy to walk everywhere on Main St in Boerne and River Rd. Excellent stay!
Superhost
An aerial view of an oval swimming pool is presented, surrounded by lounge chairs and umbrellas featuring green and white stripes. Lush greenery lines the edges, enhancing the serene environment.
Home in Comfort
5 out of 5 average rating, 4 reviews

3-bedroom House at The Meyer Hotel w/ Creek View

AlyssaRating, 5 stars11 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
A private swimming pool and hot tub are set within a landscaped outdoor area, surrounded by lush greenery. The pool features natural stone accents, and relaxing lounge chairs are positioned nearby. A modern house with large windows overlooks the serene setting.
Home in Pipe Creek
4.85 out of 5 average rating, 46 reviews

Luxury Hill Country Retreat with Pool & Creek

DeborahRating, 5 stars15 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.
Top guest favorite
A serene salt-water pool glistens under clear blue skies, surrounded by lush greenery and trees. Lounge chairs are placed nearby, and a fire pit is visible in the background, providing a tranquil outdoor space for relaxation.
Home in Kendall County
4.85 out of 5 average rating, 81 reviews

7-Acre Hill Country Haven w/ POOL-Guadalupe River

KylieRating, 5 stars2 weeks ago
Everything we were looking for in a place to stay and enjoy some time pool side.
Top guest favorite
A tranquil outdoor space features a sparkling pool surrounded by natural landscaping, with lush trees providing shade. A playful inflatable swan floats on the water, and comfortable sun loungers are positioned nearby on a stone terrace, inviting relaxation in a serene atmosphere.
Home in Bulverde
4.95 out of 5 average rating, 85 reviews

Bulverde's Gem | Pool & Gazebo & Mini Horses

DevonRating, 5 stars6 days ago
This was the best Airbnb I have stayed at. The host was super welcoming and was very responsive. The place was so clean and ready for anything we wanted to do. We enjoyed our stay and will definitely be booking again. The property was well worth the money. 10/10 recommend. Thank you Yaya for such an amazing stay.
Guest favorite
A backyard view showcases a private pool with tranquil water reflecting the sky. The home features a spacious patio with comfortable seating, and large windows allow for ample natural light. A decorative wall adds a pop of color alongside the pool area.
Home in Fair Oaks Ranch
4.9 out of 5 average rating, 20 reviews

Hill Country Gem with pool

BarbaraRating, 5 stars2 months ago
I booked the home for family visiting Texas for a family event. The house is a ten minute walk to my home. A beautiful home in a gated community. Very safe. The two teenagers liked the media room and big screen tv. The kids are homeschooled and had quiet spaces to study. The outdoor patio and pool is very nice. Thank you for sharing your home.

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