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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Guest favorite

The outdoor space features a large swimming pool surrounded by tropical landscaping and colorful murals. A yellow inflatable float is visible on the water, while a covered patio with lounge chairs and string lights enhances the space for relaxation and entertainment.

Home in San Antonio

4.9 out of 5 average rating, 135 reviews

Family Fun /Huge Pool, Hot Tub & Amazing Game Room

Mid-century modern 4 Bedroom, 2 Bath with brand new 6 person Spa/Hot Tub, awesome game room and SA’s largest private pool in a fully fenced backyard paradise, designed to entertain. Single story living w/open floor plan, cathedral ceiling, multiple living & dining spaces, indoor and outdoor. Generously equipped with high tech necessities & thoughtful amenities. Private nooks & communal spaces, perfect for getaways, staycations & discovering SA. Desirable central location, 15 minutes to anywhere!

Top guest favorite

The image shows a crystal-clear pool reflecting sunlight, with a cozy seating area nearby. Two red doors frame the entrance of a charming casita in the background. Lush greenery surrounds the space, enhancing the serene atmosphere.

Tiny home in San Antonio

4.98 out of 5 average rating, 198 reviews

Under the Oaks CASITA AZUL Perfect for Two

"Casita Azul," ADULT ONLY . NO ANIMALS or KIDS ALLOWED . Spa like atmosphere.Overlooking a view of our amazing hot tub and pool. A cozy home for 2 adults maximum.(min. 25 yr. Old ) stay nicely with bedroom, shower/bathroom full kitchen. Our main home on property is where we live. You will be our only guests that have access to pool and hot tub. Centrally located to all local attractions of our beautiful city . 10 min. to airport, 15 min. to Riverwalk/Alamo. No additional persons allowed.

Guest favorite

The exterior showcases a modern stone structure with large windows that provide ample natural light. A spacious patio area features comfortable seating around a fire pit, surrounded by lush landscaping. The tranquil setting is complemented by a clear blue sky adorned with fluffy white clouds.

Villa in Blanco

4.94 out of 5 average rating, 111 reviews

River front villa w/ pool, BBQ, hiking, fireplace

Private estate with ~1,500 feet of frontage on Little Blanco River (usually dry due to drought). Oversized windows look onto the ancient oak forest, with 20 acres of private hiking. Lavish pool & jacuzzi, large patio with fire pit and barbecue for outdoor dining under large tree canopy. 3 private bedrooms each with en-suite bathroom, plus bonus room (off the master room) with triple bunk for kids or adults. Additional pull out queen sofa bed and an extra bathroom. Quiet, exclusive and peaceful!

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

4.98 out of 5 average rating, 175 reviews

Villa and 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.

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, 797 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.

Superhost

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

4.9 out of 5 average rating, 161 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.

Top guest favorite

A private pool area is surrounded by lush greenery, featuring tall palm trees and various shrubs. A basketball hoop stands near the water, while a wooden deck hosts a stool for seating. Sunlight reflects off the clear water, creating a serene and inviting ambiance.

Tiny home in San Antonio

4.94 out of 5 average rating, 301 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.

Guest favorite

Home in Stone Oak

4.8 out of 5 average rating, 290 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

Guesthouse in Boerne

4.97 out of 5 average rating, 175 reviews

Boerne Ranch Style guesthouse

Country guest house, located 4 miles from Downtown Boerne with easy access to San Antonio and surrounding hill country. Built in 2020, 2 spacious bedrooms, granite kitchen with a huge island and an open concept floor plan. Enjoy a 75" 4k tv with all streaming channels or relax on the front porch. Perfect for a weekend or extended stay. Step outside to the firepit or swim in huge pool with lots of shaded seating and tables, shared only between the 2 guesthouses.

Top guest favorite

The outdoor area features a serene in-ground pool surrounded by a spacious deck. Comfortable lounge chairs are set along the edges, and a pink inflatable float adds a pop of color. Natural greenery offers a sense of privacy in the fenced yard.

Home in San Antonio

5 out of 5 average rating, 167 reviews

Alamo City Oasis: pool, putt, close & convenient

San Antonio meets Palm Springs. Make forever memories at our comfortable mid-century modern home. Centrally located for easy access to all the sights and shopping in this welcoming TX city. Designed for outdoor living with a heated pool, BBQ and patio. Even a small putting green in the back yard! Stylish comfort for your family and friends with two living areas, three bedrooms and two full baths. Driving a Tesla? Convenient on site, free charging.

Top guest favorite

A modern living space features a large sectional sofa adorned with cushions, facing a circular coffee table. A vibrant yellow chair adds a pop of color. Natural light floods in through expansive windows, illuminating the open layout that connects to a sleek kitchen area.

Home in San Antonio

4.97 out of 5 average rating, 130 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.

Guest favorite

A spacious swimming pool, reflecting the surrounding trees and sky, is complemented by a nearby diving board. A small outdoor dining area with table and chairs, shaded by an umbrella, is visible against a rustic white building, enhancing the tranquil environment.

Guesthouse in Helotes

4.91 out of 5 average rating, 395 reviews

Casa Lejana | Casita 3

Casa Lejana | Casita 3 is your own private 1bd/1bth casita. Enjoy many amenities of this peaceful setting, including pool while not so far away from the city. Space is old/simple but adequately charming! Uneven steps •to book multiple casitas/villa for your group, please inquire • Events; Only weddings/receptions considered. No pool parties •no smoking INSIDE ever :) • pool/hot tub are seasonal. Please note