Vacation rentals with a pool in Castle Hills

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Top-rated rentals with a pool in Castle Hills

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

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Guest favourite

Home in San Antonio

4.91 out of 5 average rating, 126 reviews

Family Gated Pool near DT, Six Flags, & Airport

Looking for the perfect getaway located in the ideal location? Our beautiful home is right next to the airport, and very close to downtown, Six Flags, and other attractions! Equipped to serve families with little children or just friends looking for a fun getaway. Enjoy the beautiful gated pool, smokeless fire, games, outdoor lounging areas, and more. Home is outfitted with luxurious king and queen Nectar mattresses, large Roku TVs, outdoor games, high-chair, pack'n'play, kids food-ware, etc.

Mar. 12 – 19

$638 CAD per night

Guest favourite

Guest suite in San Antonio

4.94 out of 5 average rating, 230 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. 26 – Jul. 3

$161 CAD per night

Superhost

Apartment in San Antonio

4.83 out of 5 average rating, 107 reviews

Stylish 1 bedroom with an amazing view!

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 small 15 minute drive to the river walk and 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.

Jan. 25 – Feb. 1

$198 CAD per night

Guest favourite

Home in San Antonio

4.97 out of 5 average rating, 115 reviews

Rare 3BR w/Heated Pool, Nintendo, 15min Alamo

Welcome to Casa Mystery which is located in the heart of the iconic city of San Antonio! Our home is in a peaceful cul-de-sac on the northside of San Antonio. We are close to all the hotspots including, Riverwalk, Six Flags, the Alamo, The Pearl and Lackland. The outdoor covered patio includes patio heaters, Grill, and an amazing heated swimming pool. Plenty of entertainment for the family, including a Nintendo Switch, Sonos, Pool Table, games and Smart TVs with Disney+, Netflix and more!

May 19 – 26

$605 CAD per night

Guest favourite

Tiny homes in San Antonio

4.94 out of 5 average rating, 252 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.

Jun. 10 – 17

$138 CAD per night

Guest favourite

Guest suite in Helotes

4.95 out of 5 average rating, 665 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 pool reservation in the morning from 8:00 - 4:00, or in the evening from 4:00 -10:00.

Oct. 5 – 12

$203 CAD per night

Guest favourite

Tiny homes in San Antonio

4.98 out of 5 average rating, 165 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. 29 – Aug. 5

$247 CAD per night

Guest favourite

Guesthouse in San Antonio

4.96 out of 5 average rating, 173 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.

Oct. 7 – 14

$249 CAD per night

Superhost

Guesthouse in San Antonio

4.92 out of 5 average rating, 459 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

Jun. 13 – 20

$211 CAD per night

Guest favourite

Home in San Antonio

4.87 out of 5 average rating, 193 reviews

Spacious Fun-Filled Retreat with Pool and Hot Tub

Unwind in Style: Spacious Fun-Filled Retreat with Pool, Hot Tub, and Game Room in San Antonio! Looking for a spacious and fun-filled accommodation for your family vacation in San Antonio? Look no further than this amazing short-term rental! With 6 bedrooms and 3 bathrooms, this huge home has room for everyone to spread out and relax. The property comfortably sleeps 16 people, making it an ideal choice for large families or groups of friends traveling together.

Oct. 1 – 8

$937 CAD per night

Guest favourite

Home in San Antonio

5.0 out of 5 average rating, 102 reviews

Alamo City Oasis: pool, putt, close & convenient

San Antonio meets Palm Springs. Make forever memories at our comfortable mid-century modern home. Centrally located for easy access to all the sights and shopping in this welcoming TX city. Designed for outdoor living with a heated pool, BBQ and patio. Even a small putting green in the back yard! Stylish comfort for your family and friends with two living areas, three bedrooms and two full baths. Driving a Tesla? Convenient on site, free charging.

Oct. 23 – 30

$410 CAD per night

Guest favourite

Guesthouse in San Antonio

4.97 out of 5 average rating, 155 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

Dec. 20 – 27

$146 CAD per night