Vacation rentals with a pool in Timberwood Park

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 · Location · Nearby

Elite Vacation Entertainment- 5 Stars (discounts)

A luxurious new five-star home in the Northside of San Antonio is now available.This property boasts 4 bedrooms and 2.5 bathrooms, including a master bedroom, a spacious open kitchen, a living room, a dining area, a theater room, a washer/dryer, and a lounge.The second story features three guest rooms and a full bathroom. The backyard is a true paradise, featuring a pool, spa,lounging bar with TV, relaxing cabana, and a grill for cooking. Additionally, there is a four-car parking lot driveway.

Value · Family · Hospitality

Heated Pool Luxury Oasis 5 bed/2 master suites

Experience the ultimate getaway in this luxurious residence, perfect for multi family gatherings or business stays! 5 spacious bedrooms, 4 bathrooms (9 total beds). Enjoy 2 master suites w walk-in closets, 2 living rooms, fully stocked chef's kitchen & pantry, ping-pong table, toys and games for all ages. Step outside to a backyard oasis featuring a beautiful pool, smoker grill, dinning table set and outdoor sofa set. Cozy, comfortable, and truly inviting—book your unforgettable stay today!

Family · Location · Sleep quality

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 · Getting around

The Treehouse At La Cantera | 5 Min to Six Flags

Discover your perfect San Antonio escape! Enjoy our home with an above-ground pool set against Texas Hill Country views, yet only minutes from Six Flags, Fogo De Chao & Brazao, Top Golf, The Rim, and The Award Winning La Cantera Mall. Ideal for relaxation or adventure, this spot offers a unique blend of privacy in a treehouse setting with access to the best of North San Antonio in the tight-knit neighborhood of Legend Hills. Perfect for any family getaway!

Value · Family · 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!

Location · Family · Access

5BR w/ Pool, Hot Tub, Game Room, BBQ – Sleeps 14

🎉 Family & Group Fun — 15 Min to Downtown, 20 to Six Flags! 🏡 Your perfect San Antonio base! Packed with entertainment & comfort for families, friends & groups. 🕹️ Epic Game Room 5 big-screen TVs, theater seating 5 arcade machines, Xbox Game Pass YouTube TV, NFL RedZone, NBA League Pass 💦 Outdoor Oasis Hot tub (free) + heated pool ($40/day) Pool table, ping pong, foosball Grill & San Antonio mural 🍽️ Fully stocked kitchen | ⚡ Fast WiFi

Family · Value · Beach

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 · Hiking

Cibolo Chase private resort 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 · Value · Pets

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 · Getting around

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 · Check-in

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.

Family · Location · Sleep quality