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!

Tranquil Romance-Tower+Pool View, King & Free Park

Immerse yourself in a vibrant and serene retreat at the pinnacle of downtown San Antonio. This one-bedroom haven, with two free parking spaces, is adorned in soothing hues. It features a king bed and a queen sofa bed, accommodating up to four guests. Marvel at breathtaking views of the Tower of Americas and the shimmering pool from the building's highest floor. Perfectly positioned within a short stroll of iconic downtown landmarks, our Airbnb promises convenience and style for your SA getaway.

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!

Cozy Villa-Style Flat

Unwind in our urban Villa! Located near the Medical Center, explore local shops or dining within walking-distance! Ten-minutes from the thrills of Six Flags Fiesta Texas, & the luxury-finds exclusive to La Cantera Mall. Minutes from the River Walk, check out the Riverboats, upscale dining, nightlife, & shops. Close-by is The Rim’s Top Golf, or others it has to offer; Food, Fun, & Shopping! End your day with an Alamo City Sunset, complete with a skyline view, painted by the South Texas skies.

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.

Christmas Getaway: Hot Tub and views!

Welcome to Tiny House Haven – the perfect retreat for relaxing under the Texas sky, nestled among live oaks and surrounded by wildlife. Enjoy the company of deer, hummingbirds, raccoons, and more! Located just off Highway 281 in the Hill Country, you're in prime position to experience the best of Texas! Whether it's tubing the river, exploring Schlitterbahn, antiquing in Wimberley, or a day trip to Austin or San Antonio, this spot has it all.

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.

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

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)