Holiday rentals with a pool in Live Oak

4.93 out of 5 average rating, 140 reviews

An aerial view captures a private pool area surrounded by lush greenery. The rectangular pool is complemented by a small spa and two lounge chairs are positioned near an umbrella table. Two cabanas and a residential structure are visible, providing a serene escape.

Guesthouse in Schertz

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!

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An open-concept living area features stylish furnishings, including a large sectional sofa with decorative pillows. Natural light floods the space through multiple windows, highlighting the sleek dining area and modern kitchen in the background. Unique light fixtures add character to the inviting atmosphere.

4.97 out of 5 average rating, 220 reviews

Nice Oasis in N Central San Antonio w/ Heated Pool

Relax at our fully remodeled home conveniently located off 1604 and 281. Just 20 minutes from The Pearl, Downtown, Six Flags, La Cantera & the airport. Spend your days exploring San Antonio and then lounge by the pool or play basketball. Either way we hope you create lifelong memories! This home is perfect for any and all travelers to spread out and enjoy all that San Antonio has to offer. Note: pool heater is OFF during warmer months and ON during cooler months. No additional charge for heater

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4.94 out of 5 average rating, 899 reviews

A spacious outdoor area reveals a shimmering pool surrounded by comfortable lounge chairs. The landscape features rolling hills and greenery under a bright blue sky with fluffy clouds. A stylish circular table is placed near the pool, enhancing the relaxation space.

Guest suite in Helotes

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.

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An inviting backyard oasis features a sparkling pool with a built-in spa, surrounded by a stone patio. Several lounge chairs are positioned nearby, and decorative planters add greenery. A fence provides privacy, while the clear blue sky creates a bright and open atmosphere.

4.96 out of 5 average rating, 156 reviews

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.

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4.96 out of 5 average rating, 187 reviews

Villa in Bulverde

Villa at Cibolo Chase Oasis awaits w/hot tub &pool

Enjoy the tranquility and views of the Texas Hill Country at the Villa at Cibolo Chase. This Tuscan Villa sits on 11 acres less than 10 miles north of loop 1604 and Hwy 281 in San Antonio. The Villa at Cibolo Chase offers of a gourmet fully-equipped kitchen with a beautiful master bedroom, en-suite jacuzzi tub, a picture window and a separate shower . There’s a large swimming pool (NOT heated), a large capacity hot tub (8 people), grotto with waterfall, negative edge, and fountains.

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Superhost

A contemporary kitchen features dark cabinetry with a marble countertop as the focal point. A modern chandelier hangs above the island bar, complemented by stylish seating. Large windows provide natural light, creating a spacious atmosphere. Stainless steel appliances are integrated into the design.

Home in Stone Oak

4.81 out of 5 average rating, 329 reviews

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.

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4.89 out of 5 average rating, 388 reviews

A two-story guest house is surrounded by greenery. A spacious deck features outdoor seating and is set under a clear blue sky. The structure displays a white exterior with large windows, providing ample natural light.

Guesthouse in Cibolo

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.

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Home in Tobin Hill Community

A spacious outdoor deck is featured, furnished with seating arrangements including a sectional sofa and a firepit. The surrounding trees provide a natural backdrop, while large glass doors lead into the interior, enhancing the connection between indoor and outdoor areas.

4.93 out of 5 average rating, 141 reviews

Contain Yourself! Pool, Pets, Pearl!

Experience the peaceful privacy usually found in the countryside, just minutes from the Riverwalk. This tiny container home (300 sq ft) has everything you need as well as a yard for your four legged family members. Walk to many of San Antonio's favorite restaurants, as well as to St Mary's Strip & Trinity U, under 5 min commute to the Pearl! The container home opens up to a private yard where you can enjoy the patio, fire up the grill and relax around the firepit.

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Guesthouse in San Antonio

A serene outdoor space features a wooden deck lined with lounge chairs positioned beside a swimming pool. Lush greenery surrounds the area, complemented by a shaded seating area made of dark wood in the background, providing a welcoming space for relaxation.

4.97 out of 5 average rating, 263 reviews

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.

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A spacious backyard features a large swimming pool surrounded by a stone patio. The property is accented by greenery and a wooden pergola. An inviting hot tub is visible, with floating pool toys nearby, creating a relaxed outdoor atmosphere.

4.88 out of 5 average rating, 118 reviews

5BR w/ Pool, Hot Tub, Game Room, BBQ – Sleeps 14

🎉 Family & Group Fun — 15 Min to Downtown, 20 to Six Flags! 🏡 Your perfect San Antonio base! Packed with entertainment & comfort for families, friends & groups. 🕹️ Epic Game Room 5 big-screen TVs, theater seating 5 arcade machines, Xbox Game Pass YouTube TV, NFL RedZone, NBA League Pass 💦 Outdoor Oasis Hot tub (free) + heated pool ($40/day) Pool table, ping pong, foosball Grill & San Antonio mural 🍽️ Fully stocked kitchen | ⚡ Fast WiFi

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The outdoor area features a serene in-ground pool surrounded by a spacious deck. Comfortable lounge chairs are set along the edges, and a pink inflatable float adds a pop of color. Natural greenery offers a sense of privacy in the fenced yard.