Holiday rentals with a pool in Live Oak

Stunning Central SA Home w/pool, fenced yard

Experience resort-style living at this stunning 3-bedroom, 2.5-bath San Antonio retreat featuring a Keith Zars luxury pool that promises relaxation and elegance at every turn. Perfectly blending comfort and style, this home offers a peaceful escape just minutes from the city’s best attractions. Spend your days lounging by the sparkling pool, or enjoying a barbecue on the covered patio surrounded by lush landscaping and privacy. Inside, the spacious open floor plan invites you to unwind in the cozy living area, prepare meals in the fully equipped kitchen, or catch up on work in the dedicated office space. The bedrooms are designed for rest and rejuvenation, with plush beds and thoughtfully appointed bathrooms to enhance your stay. Whether you’re here for business, a family getaway, or a relaxing weekend, this home provides the perfect balance of tranquility and convenience. After a day exploring the Alamo, the River Walk, or nearby McAllister Park, come home to your own private oasis — where the shimmering pool sets the scene for unforgettable Texas evenings. Permit number: STR-20-13500125

PaPa’s Casita at SoJo Ranch

ADULTS ONLY Relax in style at our poolside casita, nestled on a micro-ranch near Randolph Air Force Base. Perfect for pilots in training, travel nurses, or short-term stays. Enjoy convenient access to the base or local activities while unwinding in your own private oasis. Complete with all the comforts of home, including a cozy queen bed, a single convertible bed, a full bathroom and a kitchenette, open access to the pool. Your stay at the casita promises relaxation, peace and some Texas fun!

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.

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!

La Bella Luna Casita + Pool.

Hi y'all! Welcome to our chic & cozy home. Our space gives you all you need in Texas: a pool, clean rooms and a peaceful neighborhood in central San Antonio. We are 20 minutes from Downtown San Antonio and Fiesta Texas, 10 minutes from NorthStar Mall/Morgan’s Wonderland/SA Airport and 15 minutes to the popular Pearl/Riverwalk. This location has easy access to two major highways and most destinations are less than 20 minutes away. We hope you enjoy our home and pool as much as we do!

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.

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.

Hill Country Manor Estate | Heated 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

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.

Serene Views|Luxury Stay•Private Pool•Sleeps 10

Welcome to Serene Views—your private luxury retreat with a resort-style pool, designed for BMT families, group getaways, and extended stays. This designer 5BR/3.5BA home in Schertz sleeps 10 and features a private pool, game room, and stylish living spaces. Minutes to Randolph AFB and within the Lackland AFB travel radius. Enjoy Wi-Fi, full kitchen, washer/dryer, and pet-friendly comfort for a seamless, relaxing stay.

Modern Retreat w Heated Pool 15 mn Riverwalk

Welcome to Casa Mystery in the heart of San Antonio! Located in a peaceful northside cul-de-sac, our home is close to top attractions like the River Walk, Six Flags, The Alamo, The Pearl, and Lackland. Enjoy a covered patio with a charcoal grill and a heated pool. Inside, your family will love the Nintendo Switch, speaker, pool table, games, and smart TVs with Disney+, Netflix, and more.