Vacation rentals with a pool in Live Oak

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Live Oak

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Tiny home in Cibolo

4.98 out of 5 average rating, 107 reviews

Buffalo Knights Tipi w/ pool & pickleball court

Buffalo Knights is a one of a kind (yes with a/c) stay 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 180 acre nature park. The property offers a pool, 30x30 covered pavilion, covered pickleball court, volleyball court, outdoor hot water shower and bathroom/shower house (Groovy Go Go). Board games, movies and yard games provided along with pickleball paddles to try the fastest growing sport in America!

Guest favorite

Guest suite in Helotes

4.95 out of 5 average rating, 731 reviews

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 8:00 - 4:00, or in the evening 4:00 -10:00. Pool is not heated during colder months, only hot tub is.

Guest favorite

Bungalow in Dignowity Hill Historic District

4.87 out of 5 average rating, 565 reviews

Serine Bungalow 1.5mi to DT w/ private pool

A serene oasis awaits you at our home, featuring a refreshing pool nestled in a lush, landscaped garden. Dive into relaxation as you soak up the sun on comfortable loungers, or unwind with a leisurely swim after a day of exploration. Perfect for families, couples, or solo travelers seeking a tranquil getaway, our poolside haven offers the ultimate escape from the hustle and bustle of everyday life. Experience the perfect blend of comfort and luxury at our serene retreat with a sparkling pool.

Guest favorite

Tiny home in San Antonio

4.98 out of 5 average rating, 181 reviews

Under the Oaks CASITA AZUL Perfect for Two

"Casita Azul," ADULT ONLY . NO ANIMALS or KIDS ALLOWED . Spa like atmosphere.Overlooking a view of our amazing hot tub and pool. A cozy home for 2 adults maximum.(min. 25 yr. Old ) stay nicely with bedroom, shower/bathroom full kitchen. Our main home on property is where we live. You are registered guests that have access to pool and hot tub. Centrally located to all local attractions of our beautiful city . 10 min. to airport, 15 min. to Riverwalk/Alamo. No additional persons allowed.

Guest favorite

Tiny home in San Antonio

4.94 out of 5 average rating, 282 reviews

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.

Guest favorite

Home in Converse

4.94 out of 5 average rating, 108 reviews

Cheerful three-bedroom home-TDY-Traveling Nurses

Beautiful New Home built in 2019. Relax with the whole family at this peaceful place to stay. Wifi - office printer available. Kitchen dishware with utensils available, and dishwasher. New Washer and Dryer, Smart home wired with Alexa for entertainment. Two car garage, big yard for kids to play. Close to shopping - 15 minutes from downtown riverwalk, pearl district and 30 minutes from theme parks (Sea World, Fiesta Texas). Perfect location for TDY (Randolph and BAMC) and traveling nurses.

Guest favorite

Guesthouse in Monte Vista

4.97 out of 5 average rating, 205 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.

Guest favorite

Guesthouse in San Antonio

4.91 out of 5 average rating, 106 reviews

The pilot's house near the airport

Come experience San Antonio at this peaceful and centrally-located place. Our guest house is situated 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. (We will open the pool again March 1st)

Guest favorite

Home in Universal City

4.84 out of 5 average rating, 152 reviews

YoBo Home

Our Brand New Dream house located at the center of all the fun places you must visit in San Antonio. 2900 sq ft house with 4 bedrooms and 3 full bathrooms. A Tatami Tea room and a coffee bar with 3 different coffee machine. Full kitchen, washer & dryer, coffee bar, pool table, fire pit, custom sand box for kids and patio deck at the backyard. There is also a community pool & play ground just across street from the house.

Guest favorite

Guesthouse in Helotes

4.93 out of 5 average rating, 370 reviews

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

Guest favorite

Guesthouse in San Antonio

4.95 out of 5 average rating, 187 reviews

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-mid march or march 31st depending on the weather!! Free WiFi, Netflix , Free parking

Guest favorite

Home in San Antonio

4.96 out of 5 average rating, 106 reviews

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.