Holiday rentals with a pool in Timberwood Park

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.

Amazing Views, 2BR, Hot Tub, Private, Firepit,

NEW HOT TUB installed! 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 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

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.

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.

The Glory Nest w/pool and pickleball court

The Glory Nest was built in 2024, boasts of a 180 acre nature park as her front yard and is part of Olliewoods Oasis - a mix and match of colorful and eclectic sleeping options. The property is 2.5 acres and is adjacent to the park. It also offers a pool, 30x30 covered pavilion, covered pickleball court, volleyball, outdoor hot water shower and toilet/shower house (Groovy Go Go). Board games/movies/yard games provided along with pickleball paddles to try the fastest growing sport in America!

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.

The Texas River Property (Now w/Starlink)

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, play and explore all around. Upgraded internet through Starlink gives excellent wifi. Check out the photos and message us with any questions.

Spacious Home, Warm Fire Pit, Walkable Location!

Welcome to your perfect San Antonio getaway! This spacious 4-bedroom, 3-bath home has been fully remodeled and features a private pool, cozy fire pit, comfortable indoor/outdoor living, and all the modern touches you need for a relaxing stay. Spend the afternoon lounging poolside, then walk to top-rated restaurants for Tex-Mex and margaritas. Just minutes from Six Flags, Topgolf, The Rim, Medical Center, and La Cantera, this home is your launchpad for fun and unforgettable memories!

PRIVATE POOL, RELAXING, A UNIQUE HOME EXPERIENCE!

Lovely home surrounded on 2.5 acres of lush wildlife. The city of Helotes is filled with character, history, and hospitality. This property is less than 20 minutes away from both Six Flags Fiesta Texas and Sea World This is a great home for the much needed relaxation after a long day in beautiful San Antonio. Enjoy the privacy and nature this home has to offer. You can relax by taking a dip in the private pool, napping in a hammock, or walking the trails that Helotes has to offer.

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.

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.

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.