Vacation rentals with a pool in Timberwood Park

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Top-rated rentals with a pool in Timberwood Park

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Top guest favorite

The image showcases a private guesthouse set above a custom pool with a spa, surrounded by lush greenery. The two-story home features a covered balcony and large glass doors, allowing for natural light to fill the space. The pool area includes stone steps leading into the water.

Home in Spring Branch

4.99 out of 5 average rating, 154 reviews

Relax and Enjoy the Views of the Hill Country

Set on a cliff above the Guadalupe River this private guesthouse with sweeping vistas is your Hill Country getaway. This home was designed for guests rest, relaxation and fun. Conveniently located near shopping, dining and outdoor activities although you may never want to leave the peace and quiet. Set on a cliff above the Guadalupe River this private guesthouse with sweeping vistas is your Hill Country getaway. This home was designed for guests rest, relaxation and fun. Conveniently located near shopping, dining and outdoor activities although you may never want to leave the peace and quiet. Take in the incredible views of the river, ranch and Hill Country from the custom pool and spa. One of a kind Texas views in a truly unique home make this an unforgettable Hill Country destination. See this house in the just released book "Spectacular Weekend Getaways of Texas" by Jolie Berry of Signature Boutique Books. Cliff Haven on the Guadalupe. In the middle of nowhere and near everything sums up this home. Very close to local shopping and dining. This guest house is located on 2.5 acres over 65 feet away from the main house in a safe and quiet community in Spring Branch Texas. Use it as your launching pad to visit the Hill Country, New Braunfels and San Antonio or just stay and unwind. This home was designed and appointed for the absolute best stay. Relax in the pool, enjoy the spa, grill a steak and enjoy drinks next to the fire. - Private Pool and Spa - Private Courtyard with Stone Fire Pit and Outdoor Seating - Outdoor Grill - Fully Equipped Kitchen - "Texas Living Room" Air Conditioned Finished Garage with Full View Glass Door, Pool Table, Sofa, Dining Table and Chairs, 60" TV, Mini Fridge, Ice Maker and Full Bath - High Quality Bedding and Pillows W.O.R.D. Permit #L1442 Guests have complete access to the entire home. The pool and spa is also for the exclusive use of the guests. The house is a separate very private guest house of the main home 65 feet away from main home. I value my guests privacy but I'm always available to answer questions or fill you in on all the cool things to do around here. This home is in a very quiet neighborhood. It has a very country type feel with deer and other wildlife readily seen. Home is available by car only and there is no public transportation or Uber available. This home is located about 35 minutes from downtown San Antonio. There are many parks and river access areas near the house. It's a great place to bike and run with awesome hills and flats. Great local restaurants and bars nearby and within a short drive.

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

4.97 out of 5 average rating, 199 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

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, 803 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

4.89 out of 5 average rating, 163 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, 304 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.

Top guest favorite

A well-appointed living room features luxurious brown leather couches positioned around a mirrored coffee table. A golden sunburst artwork enhances the brick fireplace, while decorative vases and a green plant add a touch of elegance. Natural light filters through the window, illuminating the space.

Home in San Antonio

5 out of 5 average rating, 113 reviews

★ Luxurious Two-Story Home ★ Near La Cantera/Rim

A gorgeous two-story home in a friendly suburban neighborhood just minutes away from popular destinations like Six Flags Fiesta Texas, La Cantera Mall, and The Rim. Enjoy the Texas sunset with a captivating overlook of the city from the back porch or large windows. Features: - 5 Bedrooms - 3 Full Bathrooms - 2 living rooms with luxurious couches - Fully stocked kitchen - Fiber Wifi - Smart TV's in every room - Large backyard for dogs to play - Patio and balcony - Washer and dryer

Guest favorite

An infinity edge pool glimmers under sunlight, surrounded by mature oak trees. The clear water reflects the greenery, creating a serene setting. The pool’s edge meets a stone wall, enhancing the natural landscape of the property.

Cabin in Wimberley

4.98 out of 5 average rating, 285 reviews

Sunset Cabin on the Blanco River

Perfect getaway! Enjoy your own PRIVATE pool and hot tub at our unique hill country cabin with 8.6 acres. Breathtaking sunsets from the upper deck. Float in the pool on the bluff overlooking the Blanco River (normally dry river) or relax in the hot tub. Enjoy a cozy fire, sit in the gazebo or take the stone steps down to the river bank for a hike. Head into Wimberley Square for dinner and shopping. No PETS. Yes on WIFI, great place to unplug. INST-A-GRAM @sunsetcabinwimberley

Guest favorite

Home in Stone Oak

4.8 out of 5 average rating, 292 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, 177 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

Home in Spring Branch

5 out of 5 average rating, 110 reviews

NEW! - The Texas River Property

8+ acres of private, water front property with a beautiful home that is all yours for the duration of your rental . This property boasts river access immediately on property, just walk right on down to the Guadalupe and set your chairs up to enjoy a day in the cool flowing waters of one of Texas's finest rivers. The acreage offers open land to run and play on and explore all around. Check out the photos and message us with any questions.

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, 132 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.