Vacation rentals with a pool in Cibolo

Buffalo Knights Tipi by 180 Acres of Nature

Welcome to Buffalo Knights at Olliewoods Oasis—a groovy place to gather. Our oasis borders 180 acres of nature trails. Whether you're staying in our one-of-a-kind air-conditioned teepee or cozy cabin, 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.

Location · Family · View

Charming 1BR Retreat - Walk to Gruene Hall, Upsca

Escape to this stunning luxury apartment just a short stroll from the iconic Gruene Hall. Perfectly situated in the heart of historic Gruene, this beautifully appointed 1-bedroom apartment offers everything you need for a memorable getaway. Traveling with a group? We manage multiple units in this complex and may be able to accommodate 8-16 person groupsadults. Message us for multi-unit availability and booking! 🏡 About the Space: Spacious Living: Enjoy a cozy living area, modern furnishings

Family · Value · Hospitality

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.

Value · Location · Sleep quality

Luxury River Retreat in New Braunfels

Located on the beautiful Guadalupe River within minutes of Schlitterbahn, downtown New Braunfels, and close to Historic Gruene Hall, this is the ideal vacation spot to enjoy beautiful scenery, great Texas music, relaxing river trips and waterpark fun in the sun. Relax at the 2 pools/4 hot tubs, enjoy the large grill/picnic area, or just kick back on the balcony! Private access to river for condo guests, with a football field sized lawn for picnicking and bbqing between condos & river.

Family · Location · Comfort

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 · Quiet

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.

Value · Family · TV

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.

Location · Value · Pets

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!

Value · Family · Decor

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 · Layout

skyhouse Guadalupe Blanca +cliffside+pool+hot tub

SKYHOUSE Collection is your choice for sky high luxury. Set on a cliff above the Guadalupe River in the beautiful Texas Hill Country, the trendy-modern Guadalupe Blanca by skyhouse collection has sweeping views of the Guadalupe River and the surrounding landscape. Although shopping, dining, and outdoor recreation are just minutes downstream in Gruene, you may find you never want to leave this bright, airy sanctuary, above the fray of everyday life.

Location · Family · Pool

Hill Country LUX | Pool & Horses

Escape to a serene retreat on 8 picturesque acres, where peace and tranquility meet convenience. Despite the secluded feel, you’ll find popular spots like H-E-B, IHOP, Starbucks, Burger King, and Taco Bell just a 2-minute drive away. Enjoy easy access to local attractions, with the Guadalupe River just 15 minutes away, and New Braunfels and Canyon Lake only 25 minutes from the property. Plus, the San Antonio Airport is just a short 25-minute drive

Value · Location · Pool

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.

Location · Family · Cleanliness