Vacation rentals with a pool in Live Oak

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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

Guest suite in San Antonio

4.94 out of 5 average rating, 229 reviews

Parrots’ Hilton Studio at the Enchanted Cottage

ROMANTIC RETREAT Safe, Clean, Private, Love Nest on a lush 1/2 acre estate shared by Dr. B., and me, Dr. Doolittle, and our macaws. SHARE THE EXPERIENCE! The Enchanted gingerbread cottage is our home, and beyond the gates is your TROPICAL PARADISE!!! Great highway access, near downtown, our little ‘micro-resort’ features privacy on a grand scale, including a gym, an exotic aviary, a very private swimming pool, and your private, little, modern apartment in its own building to overlook it all.

Jun 12 – 19

€ 109 per night

Guest favorite

Tiny home in San Antonio

4.94 out of 5 average rating, 251 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.

Jul 29 – Aug 5

€ 95 per night

Guest favorite

Apartment in San Antonio

4.92 out of 5 average rating, 109 reviews

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.

Sep 30 – Oct 7

€ 115 per night

Guest favorite

Farm stay in Spring Branch

5.0 out of 5 average rating, 229 reviews

Swimming hole, hot tub, amazing view

Hummingbird Haus is our guest home in the heart of the hill country on 20 acres of land (Bird Haus Farms). Enjoy the front yard with a fire pit and benches and the back yard with a hot tub, picnic table and string lights. We are 5 minutes to kayaking/tubing the Guadalupe, and 25 minutes to New Branufels or Boerne. 8 minutes to downtown Bulverde. The wine country in Fredericksburg is 50 minutes away, as is downtown San Antonio. 5 minutes to many restaurants, Wal Mart and H‑E‑B Grocery.

Mar 13 – 20

€ 214 per night

Guest favorite

Guest suite in Helotes

4.95 out of 5 average rating, 661 reviews

Luxurious Retreat Between Six Flags and SeaWorld.

Hill Country get away overlooking the city. Separate and private quarters with a spacious living room, full kitchen, bedroom w/closet, bathroom w/shower, and a beautiful back porch. 15 minutes from Fiesta Texas (watch their fireworks from the balcony) and Sea World, 25 minutes from downtown, and one mile away from Old Town Helotes. Pool and hot tub are available to our guests for additional fee of $50 per reservation in the morning from 8:00 - 4:00, or in the evening from 4:00 -10:00.

Sep 30 – Oct 7

€ 139 per night

Guest favorite

Tiny home in San Antonio

4.98 out of 5 average rating, 163 reviews

Under the Oaks CASITA AZUL Perfect for Two

"Casita Azul," Adult ONLY NO ANIMALS ALLOWED 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 kitchen. Our main home on property is where we live. All registered guests 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 without $100/person/day charge.

Jul 18 – 25

€ 168 per night

Guest favorite

Camper/RV in Cibolo

4.99 out of 5 average rating, 175 reviews

Glamping! Ruby Any Day w/pool & pickleball access

Olliewoods Oasis is a mix and match of colorful and eclectic sleeping options in vintage caravans and a uniquely decorated teepee make this setting outta sight and totally fab! Whether you are looking for a mellow weekend to get away from the daily grind or you are a free-spirit looking to have a blast, we have it all. We have three sites (Buffalo Knights, Ruby Any Day and Tweety All Day) available for a private get away or an opportunity to gather and glamp with friends.

Dec 14 – 21

€ 108 per night

Guest favorite

Guesthouse in San Antonio

4.96 out of 5 average rating, 172 reviews

The Loft - Monte Vista

Our garage loft is a newly 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.

Jun 12 – 19

€ 165 per night

Guest favorite

Guesthouse in Boerne

4.96 out of 5 average rating, 141 reviews

Boerne Ranch Style guesthouse

Country guest house, located 4 miles from Downtown Boerne with easy access to San Antonio and surrounding hill country. Built in 2020, 2 spacious bedrooms, granite kitchen with a huge island and an open concept floor plan. Enjoy a 75" 4k tv with all streaming channels or relax on the front porch. Perfect for a weekend or extended stay. Step outside to the firepit or swim in huge pool with lots of shaded seating and tables, shared only between the 2 guesthouses.

Nov 5 – 12

€ 200 per night

Superhost

Guesthouse in San Antonio

4.92 out of 5 average rating, 458 reviews

New Private Cottage Deco District/ Downtown area

The "Summit Cottage" 750 sq ft. private & remodeled from the floors up in historic Monticello Park. 5 min. to downtown & walking distance to restaurants and Woodlawn Lake. Very private with full kitchen and washer & dryer. Beautiful 1/2 acre lot with swimming pool & hot tub. (Hot Tub is seasonal (Oct.15-April 15) Pool & Hot Tub hours 11-7pm We ask for advance notice for Hot Tub use. Is not available if we’re out of town. NO OUTSIDE GUESTS AND GLASS AROUND POOL

Dec 15 – 22

€ 96 per night

Guest favorite

Condo in New Braunfels

4.92 out of 5 average rating, 340 reviews

Rio Vista on the Comal River

Why stay in a hotel when you can have all the comforts of home plus a river view. ACCESS THE COMAL RIVER DIRECTLY FROM THE PROPERTY 550 square feet. Balcony has a river view. You will be on the 3rd floor with elevator access. You will have access to the pool, hot tub, picnic tables and bbq pits. There is an on site washer and dryer available for a fee. Common space has a couch bed and bunk beds, the bedroom has a king size bed.

Sep 30 – Oct 7

€ 141 per night

Guest favorite

Guesthouse in San Antonio

4.97 out of 5 average rating, 152 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

Sep 24 – Oct 1

€ 102 per night