Vacation rentals with a pool in Live Oak

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.

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!

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.

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.

Riverwalk | Luxe King Suite + Pool + Free Parking

Highlights: King Bed for ultimate comfort Infinity Pool (closed Mondays) Free Parking included Walkable to the Alamo, Pearl, and top attractions Surrounded by local shopping, dining, and nightlife PLEASE NOTE: Our listing description and house rules mention that you are required to complete a Guest Rental Agreement, ID verification, and Security Deposit in order to receive Arrival Instructions to the home. Details of the Guest Rental Agreement can be found in the House Rules.

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.

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.

Cozy guest house w/pool available!

This is the perfect place for a getaway without breaking the bank. Super private guesthouse with a living room, queen bed, bathroom, kitchen, washer & dryer, sofa bed, with private entrance and a nice patio with outdoor sitting area. Pool is available when the weather is nice outside between April-October! Closed from Halloween-march 31st depending on the weather maybe a few days earlier if it warms up!! Free WiFi, Netflix , Free parking

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.

Rooftop Lounge | Gym + Pool

One of our newest units - located in an upscale complex overlooking the River. There is direct River Walk access on this property! ✔ On the Riverwalk, about a 15 minute walk to the center. ✔ 11 minute walk to the Pearl ✔ 1 mile to the Alamo ✔ 6 min. drive to Henry B. Gonzalez Convention Center ✔ 11 minute drive to SAT airport *** A smart phone using the LATCH app is required to access the complex this unit is in ***

The pilot's house near the airport

Come explore San Antonio at this peaceful and centrally-located place. Our guest house is only a short drive from attractions like the SeaWorld, Fiesta Texas, Downtown San Antonio, the historic Missions, and so much more. We are also a short drive from la Cantera where you can find a variety of stores and delicious restaurants! Or relax and enjoy family time in our spacious patio. (Pool will be closing Nov. 1st)