Vacation 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

Location · Value · Grill

The Glory Nest Cabin by 180 Acres of Nature

Welcome to the Glory Nest at Olliewoods Oasis—a groovy place to gather. Our oasis borders 180 acres of nature trails. Whether you're staying in our cozy cabin or one-of-a-kind air-conditioned teepee, you'll be surrounded by nature, recreation, and local goodness. From peaceful mornings on the trails to pickleball, poolside relaxation, and a welcoming gathering atmosphere, there's a little something for everyone here. Nature lovers, adventure seekers, and gatherers alike will feel right at home.

Location · Value · Backyard

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.

Family · Value · Nearby

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!

Family · Value · Bathroom

PaPa’s Casita at SoJo Ranch

ADULTS ONLY!! Escape to our private poolside casita on a charming Texas micro-ranch near Randolph Air Force Base. Ideal for pilot training, TDY stays, travel nurses, business travelers, and weekend getaways. Enjoy a queen bed, convertible queen bed, full bath, kitchenette, Wi-Fi, and pool access. Relax in a peaceful country setting with easy access to San Antonio, Austin and New Braunfels attractions, dining, shopping, and outdoor adventures. Your perfect Texas retreat awaits!

Location · Family · Amenities

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.

Value · Family · Sleep quality

Private house on same property as another house.

Very quiet neighborhood located in the country. On same property as Mini Golf. Sleeps 5. 2 bedrooms one with queen the other with 3 twin beds. 2 full bathrooms. Kitchenette. Patio. Living Room. Large ready to use Hot tub. Small refreshing swimming pool. Must notify us before stepping foot on property if have service animal. No pets other than service animals allowed. 2 bedrooms, 2 bathrooms. One bedroom downstairs has a queen bed. The upstairs bedroom has 3 twin beds.

Location · Value · Kitchen

Hill Country Views | Pool + Hot Tub | Sleeps 12

•Space to Gather, Views to Remember. •Scenic Vista is a spacious Hill Country retreat designed for families and groups who want room to spread out and enjoy time together. •Take in sweeping views, relax in the hot tub, cool off in the swimming pool, and enjoy a warm, comfortable home that sleeps up to 12 guests. •Perfect for family vacations, friend getaways, or celebrations, this property offers both privacy and space in a setting everyone will love.

Location · Value · TV

Luxury Heated Pool & Game Room Near Downtown SA

🎉 Relax & Entertain — Near Airport, Six Flags & Downtown San Antonio! 🏡 Spacious getaway for families, groups & friends — 8 min to airport, 15 to downtown, 20 to Six Flags! 💦 Outdoor Fun Heated pool + hot tub (to 102° | $40/day), grill, San Antonio mural 🎮 Games & Entertainment Pool table, ping pong, poker room, giant Connect 4, 8 large TVs, board games 🍽️ Fully Equipped Stocked kitchen, desk w/ monitor, wine fridge, 2 ovens, EV charger

Location · Family · Getting around

Big Home! POOL! Family Friendly

Bring the whole family to this great place with lots of room for fun! plenty of games for the family, Not to mention a BBQ pit and beautiful inground pool in the backyard to cool down in! The house is a fully furnished and equipped with just about everything you would need!#ExploreSA Some Local Amenities: Morgan's Wonderland 10 min Sea World 25 mins Fiesta Texas 25 mins Randolph AFB 15 mins Downtown/Riverwalk 20 mins Schlitterbahn 30 mins

Value · Family · Checkout

Cibolo Chase private oasis awaits w/hot tub & pool

Discover a rare luxury escape where privacy, elegance, and natural beauty converge. Set on 11 secluded acres in the heart of the Texas Hill Country, The Villa at Cibolo Chase is an exclusive retreat designed for guests seeking refined comfort, open space, and complete tranquility. Just 25 minutes north of San Antonio along Highway 281, this hidden sanctuary feels worlds away while remaining close to the region’s finest destinations.

Family · Value · Condition

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.

Location · Value · Parking