Vacation rentals with a pool in Timberwood Park

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Timberwood Park

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

An open-concept living area features stylish furnishings, including a large sectional sofa with decorative pillows. Natural light floods the space through multiple windows, highlighting the sleek dining area and modern kitchen in the background. Unique light fixtures add character to the inviting atmosphere.

Home in San Antonio

4.97 out of 5 average rating, 181 reviews

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

Guest favorite

An inviting outdoor area features a swimming pool surrounded by lush landscaping and palm trees. A built-in hot tub complements a stone waterfall, creating a serene ambiance. A decorative chandelier hangs from an overhead oak tree, enhancing the private resort feel.

Villa in Bulverde

4.97 out of 5 average rating, 178 reviews

Villa at Cibolo Chase -11 ac private resort w/pool

Enjoy the tranquility and views of the Texas Hill Country at the Villa at Cibolo Chase. This villa consist of a well appointed fully equipped kitchen with a beautiful master bedroom, en-suite jacuzzi tub, a picture window and a separate shower . There’s a private resort style swimming pool and hot tub with a over the top grotto and waterfall, negative edge, fountains and beautiful lighting. This Tuscan Villa sits on 11 acres less than 10 miles north of loop 1604 and Hwy 281 in San Antonio.

Top guest favorite

A serene pool area features a well-designed infinity pool, blending with the natural landscape. Comfortable loungers are positioned by the water's edge, providing a tranquil space for relaxation. The expansive views of the surrounding hills are visible under a clear blue sky.

Guest suite in Helotes

4.94 out of 5 average rating, 828 reviews

Luxurious Retreat Between Six Flags and SeaWorld.

Hill Country retreat overlooking the city. Private quarters with separate entrance, spacious living room, full kitchen, bedroom w/closet, bathroom w/shower, and a covered sitting area overlooking city. 15 minutes from Fiesta Texas and Sea World, 25 minutes from downtown, and one mile away from Old Town Helotes. Pool & hot tub are available for additional fee of $50 per pool use in the morning 9:00 - 4:00, or in the evening 4:00 -10:00. Pool is not heated during colder months, only hot tub is.

Top guest favorite

Bungalow in Dignowity Hill

4.87 out of 5 average rating, 609 reviews

Serine Bungalow 1.5mi to DT w/ private pool

A serene oasis awaits you at our home, featuring a refreshing pool nestled in a lush, landscaped garden. Dive into relaxation as you soak up the sun on comfortable loungers, or unwind with a leisurely swim after a day of exploration. Perfect for families, couples, or solo travelers seeking a tranquil getaway, our poolside haven offers the ultimate escape from the hustle and bustle of everyday life. Experience the perfect blend of comfort and luxury at our serene retreat with a sparkling pool.

Guest favorite

A modern kitchen features sleek gray cabinetry and stainless steel appliances. A marble-topped island with bar stools provides additional seating. Subtle lighting fixtures hang above, and glassware is elegantly arranged on the countertop. Natural light filters in through a nearby window.

Apartment in San Antonio

4.89 out of 5 average rating, 172 reviews

Lavish 1 Bedroom in a high-rise building!

Enjoy a stylish experience at this newly renovated high-rise building. Located near the San Antonio medical center, have a blast spending time in the shopping center within walking distance. Or with just a short 5-minute drive, go live it up at 6 Flags Fiesta Texas! Take a short 15 minute drive to the River Walk to enjoy the sites. Or drive to Top Golf, the movies and more! Then come home to watch the sunset from your balcony and be amazed as the sun turns the sky to an assortment of colors.

Guest favorite

A lush palm tree rises above the pool area, surrounded by dense greenery and colorful plantings. In the background, a charming blue and white structure adds character, harmonizing with the natural setting. The sky above features scattered clouds, enhancing the outdoor ambiance.

Tiny home in San Antonio

4.94 out of 5 average rating, 306 reviews

Villa Capri :Tiny Home With Pool

Villa Capri is a beautiful tiny home rental with private pool access in North Central San Antonio. Located with quick access to airport , Downtown , Fiesta Texas and La Canterra. The neighborhood is quiet, located within 2 miles of shopping and restaurants. This neighborhood has plentiful wildlife. Villa Capri is located on host’s lot. The yard and pool are shared by hosts. Swimsuit is required in pool. Please note that Villa Capri cannot host children or babies due to safety concerns.

Superhost

Home in San Antonio

4.84 out of 5 average rating, 111 reviews

Luxurious Oasis w/ Serene Pool, Games & Fire pit

Unwind in modern luxury at this spectacular retreat. This sun-filled haven offers an open layout, plush living spaces, gourmet kitchen & inviting backyard oasis with pool, fire pit, BBQ. Premium location near airport & top attractions like River Walk. After adventuring, cool off poolside or gather around the fire pit roasting s'mores. Foodies will love the chef's kitchen. Elegant bedrooms promise serene slumber. But the showstopper is the incredible game room - play pool, arcade & more!

Top guest favorite

A seasonal stock tank pool is set against a backdrop of rolling hills and expansive greenery, inviting relaxation under a clear blue sky. The natural landscape stretches into the distance, providing a serene and tranquil atmosphere.

Cabin in Kendalia

5 out of 5 average rating, 101 reviews

Peaceful 2BR 29 Acres, Epic Views, Pool, Privacy

Escape to your peaceful 2BR/2BA private Ranchette in Kendalia, TX! 1.5 hours from Austin, this luxurious retreat offers an incredible experience with rolling hills, you'll be mesmerized by the epic panoramic views that stretch as far as the eye can see! Indulge in the ultimate rustic relaxation with your seasonal stock tank pool, or firepit in the cold months, with breath-taking views while you soak up the Texas sun. At 29 acres, this cabin offers complete privacy and tranquility

Guest favorite

Home in San Antonio

4.81 out of 5 average rating, 299 reviews

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.

Top guest favorite

A serene outdoor space features a wooden deck lined with lounge chairs positioned beside a swimming pool. Lush greenery surrounds the area, complemented by a shaded seating area made of dark wood in the background, providing a welcoming space for relaxation.

Guesthouse in Monte Vista Historical

4.97 out of 5 average rating, 230 reviews

The Loft - Monte Vista

Our garage loft is a renovated and refurnished 900sf apartment. Clean, simple spaces and furnishings make for a relaxing getaway. We are in the Monte Vista Historic District, a 1-mile square walkable neighborhood 3 miles north of downtown and a 1.5 miles from the Pearl District. Our main house is a 1914 Prairie Style residence sheltered by the largest oak tree in San Antonio. We are happy to share our back yard, pool pavilion, and pool during our guests' stays.

Top guest favorite

Home in Timber Ridge

4.97 out of 5 average rating, 143 reviews

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.

Top guest favorite

Guesthouse in Boerne

4.97 out of 5 average rating, 187 reviews

Boerne Ranch Style guesthouse

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.