Vacation rentals with a pool in Cibolo

The Glory Nest Cabin by 180 Acres of Nature

Welcome to the Glory Nest at Olliewoods Oasis—a groovy place to gather. Our oasis borders 180 acres of nature trails. Whether you're staying in our cozy cabin or one-of-a-kind air-conditioned teepee, you'll be surrounded by nature, recreation, and local goodness. From peaceful mornings on the trails to pickleball, poolside relaxation, and a welcoming gathering atmosphere, there's a little something for everyone here. Nature lovers, adventure seekers, and gatherers alike will feel right at home.

Value · Family · Cleanliness

Lux Retreat in DWELL mag! BURNING CREEK w/Pool&SPA

Designed by renowned architect Craig McMahon, this award-winning Hill Country cabin sits on 14 quiet acres and was featured in Dwell Magazine for its thoughtful design. Cool off in the beautiful pool, then explore the area: 5 minutes to the Outlet Malls, 10 to Gruene, 15 to New Braunfels, and 30 to both Austin and Wimberley. Perfect for a girls' shopping weekend, a romantic getaway, a guys' golf trip, or families and friends ready to explore the Hill Country between Austin and San Antonio.

Family · Value · Backyard

PaPa’s Casita at SoJo Ranch

ADULTS ONLY!! Escape to our private poolside casita on a charming Texas micro-ranch near Randolph Air Force Base. Ideal for pilot training, TDY stays, travel nurses, business travelers, and weekend getaways. Enjoy a queen bed, convertible queen bed, full bath, kitchenette, Wi-Fi, and pool access. Relax in a peaceful country setting with easy access to San Antonio, Austin and New Braunfels attractions, dining, shopping, and outdoor adventures. Your perfect Texas retreat awaits!

Value · Location · Pool

Private house on same property as another house.

Very quiet neighborhood located in the country. On same property as Mini Golf. Sleeps 5. 2 bedrooms one with queen the other with 3 twin beds. 2 full bathrooms. Kitchenette. Patio. Living Room. Large ready to use Hot tub. Small refreshing swimming pool. Must notify us before stepping foot on property if have service animal. No pets other than service animals allowed. 2 bedrooms, 2 bathrooms. One bedroom downstairs has a queen bed. The upstairs bedroom has 3 twin beds.

Location · Value · Breakfast

W hotel sanctuary spa house w/ hotub & $30kshowers

This is the most luxurious, unique, contemporary, and relaxing Airbnb in all of San Antonio. The recent FULL HOUSE RENOVATION surpasses the level of quality one would expect at a high end resort since it boasts brand new bathrooms filled with marble, body jets, rain showers, Philips LED app controlled lighting, and new contemporary vanities and LED mirrors. We spared no expense and furnished the house with high end furniture, making it look like a Zgallerie showroom.

Value · Family · Backyard

Hill Country Views | Pool + Hot Tub | Sleeps 12

•Space to Gather, Views to Remember. •Scenic Vista is a spacious Hill Country retreat designed for families and groups who want room to spread out and enjoy time together. •Take in sweeping views, relax in the hot tub, cool off in the swimming pool, and enjoy a warm, comfortable home that sleeps up to 12 guests. •Perfect for family vacations, friend getaways, or celebrations, this property offers both privacy and space in a setting everyone will love.

Value · Family · Grill

Cozy Cottage with heated pool and amazing views.

The Cozy Cottage is your ideal spot for relaxation and rejuvenation! It's nestled on a hilltop in a semi-secluded area of the Texas Hill Country. Escape to a warm, welcoming, and private, pet-friendly home offering all the comforts of cozy living. Located just minutes from restaurants, shopping, and Canyon Lake. Only 8 miles to the Guadalupe River and the Whitewater Amphitheater, and 19 miles to the charming town of Gruene. There's something for everyone!

Location · Value · Parking

Contained in Gruene *Cowboy* Heated Pool

Yeehaw! Splash into the heated cowboy pool at this modern shipping container hideaway with full-on Texas-cowboy charm. Just 1.5 miles to Gruene Hall and minutes from everything New Braunfels. Queen bedroom sleeps 2 adults with a pull out couch sleeping another adult or 2 kids comfortably. Full sized kitchen and bath. Outside: firepit, gas grill, and a private outdoor shower under the stars. One-of-a-kind, unforgettable, and perfectly Texan — saddle up.

Value · Location · Comfort

Big Home! POOL! Family Friendly

Bring the whole family to this great place with lots of room for fun! plenty of games for the family, Not to mention a BBQ pit and beautiful inground pool in the backyard to cool down in! The house is a fully furnished and equipped with just about everything you would need!#ExploreSA Some Local Amenities: Morgan's Wonderland 10 min Sea World 25 mins Fiesta Texas 25 mins Randolph AFB 15 mins Downtown/Riverwalk 20 mins Schlitterbahn 30 mins

Family · Value · Wifi

Cibolo Chase private oasis awaits w/hot tub & pool

Discover a rare luxury escape where privacy, elegance, and natural beauty converge. Set on 11 secluded acres in the heart of the Texas Hill Country, The Villa at Cibolo Chase is an exclusive retreat designed for guests seeking refined comfort, open space, and complete tranquility. Just 25 minutes north of San Antonio along Highway 281, this hidden sanctuary feels worlds away while remaining close to the region’s finest destinations.

Family · Location · Grill

The Chaparral - A Hill Country Haven

Enjoy an early morning breeze or a fabulous evening sunset on a large deck overlooking our 20 acre nest. Birds and deer are abundant. And if you’re lucky, you might catch a glimpse of Chappy, our resident chaparral. The Chaparral makes a great home-base for those looking to explore New Braunfels, Canyon Lake, Wimberley, and the Guadalupe River. We are located just minutes from both Gruene and Whitewater Amphitheater.

Value · Family · Decor

Serene Views | Luxury Pool Retreat Sleeps 10 +Fun!

Welcome to Serene Views—your private luxury retreat with a resort-style pool, designed for BMT families, group getaways, and extended stays. This designer 5BR/3.5BA home in Schertz sleeps 10 and features a private pool, game room, and stylish living spaces. Minutes to Randolph AFB and within the Lackland AFB travel radius. Enjoy Wi-Fi, full kitchen, washer/dryer, and pet-friendly comfort for a seamless, relaxing stay.

Location · Family · Sleep quality