Holiday rentals with a pool in Timberwood Park

Remote Tiny / Plunge Pool / Hiking / Breakfast

• Private couples getaway in the Texas Hill Country - Awarded Airbnb’s coveted top 5% of homes and “Guest Favorite”. • The beautiful view, plunge pool, and private hiking trails are what guests love the most about this secluded tiny home. The "Tiny" is perched on a hilltop (elevation 1800 feet!) overlooking some of the prettiest landscape in all of Texas and is a great choice for a romantic getaway or a quiet escape from the city. • Unique amenities: Private hiking trails & Plunge Pool for 2!

Family · Location · Wi-Fi

Nice Oasis in N Central San Antonio w/ Heated Pool

Relax at our fully remodeled home conveniently located off 1604 and 281. Just 20 minutes from The Pearl, Downtown, Six Flags, La Cantera & the airport. Spend your days exploring San Antonio and then lounge by the pool or play basketball. Either way we hope you create lifelong memories! This home is perfect for any and all travelers to spread out and enjoy all that San Antonio has to offer. Note: pool heater is OFF during warmer months and ON during cooler months. No additional charge for heater

Family · Value · Cleanliness

Cozy Villa-Style Flat

Unwind in our urban Villa! Located near the Medical Center, explore local shops or dining within walking-distance! Ten-minutes from the thrills of Six Flags Fiesta Texas, & the luxury-finds exclusive to La Cantera Mall. Minutes from the River Walk, check out the Riverboats, upscale dining, nightlife, & shops. Close-by is The Rim’s Top Golf, or others it has to offer; Food, Fun, & Shopping! End your day with an Alamo City Sunset, complete with a skyline view, painted by the South Texas skies.

Location · Family · Checkout

Relax & Recharge | Heated Pool | Family-Friendly

Whether you're traveling to San Antonio for business, nursing, vacation with family to Riverwalk, Sea World or Six-Flags; University or military graduations; Enjoy a swim or soak in our centrally located, family friendly home with your own backyard heated pool/hot tub oasis! This rare find is centrally located to Incarnate Word, Ft. Sam Houston, Medical Center, Lackland AFB, The Alamo & Pearl Brewery. Just 3 miles from UTSA & 5 miles from Six-Flags Fiesta Texas! Come and stay a while!

Value · Family · Backyard

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.

Family · Value · Heating

Cedar Shack - cozy getaway minutes from Wimberley

Escape from the busy city life and come visit our little ‘Cedar Shack’ oasis situated minutes from Wimberley and San Marcos. Enjoy the fresh air, visit the local wineries, take a splash in one of the spring-fed swimming holes, check out any one of the unique shops and lovely restaurants, and soak in all the beauty that the Texas Hill Country has to offer. Sit by the propane fire pit between two custom chairs after a relaxing dip in the stock tank pool that is heated!

Value · Location · Accuracy

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 · Location · Bathroom

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

Location · Family · Biking

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.

Value · Location · Checkout

Casa Bella Hideaway Retreat with Pool

Forget your worries in this serene space. Our home is ready to give you a “retreat” experience outside of the city with a hill country flavor, and close enough to enjoy the restaurants and shopping centers in the city. Full of trees and wildlife. Enjoy the pool and many secret places to watch the sunset with cup of coffee or a glass of wine. If you are a golfer we are near to Canyon Springs Golf Club, Sonterra and PTC Golf Club.

Location · Family · Layout

Hill Country Outdoor Retreat | Bluebonnet Oasis

Modern country guest house just 4 miles from Downtown Boerne with easy access to San Antonio and the Hill Country. Built in 2020, it features 2 spacious bedrooms, a granite kitchen with a large island, and an open-concept layout. Relax with a 75” 4K TV or enjoy the front porch. Step outside to a large shared pool, shaded seating, and firepit—shared only with one other guesthouse. Perfect for a weekend getaway or extended stay.

Location · Value · Hiking

SKYHOUSE Canyon Lake: Private Pool and Lake Views

SKYHOUSE Collection is your choice for sky high luxury. Set on a steep slope in the beautiful Texas Hill Country, the ultra-modern SKYHOUSE is an engineering marvel with sweeping views of Canyon Lake and the surrounding landscape. Although shopping, dining, and outdoor recreation are within easy reach, you may find you never want to leave this bright, airy sanctuary, high above the fray of everyday life.

Location · Value · Indoor spaces