Holiday rentals with a pool in Hill Country Village

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Hill Country Village

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

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Top guest favourite
A serene outdoor setting features an inviting plunge pool with a rubber duck floating on the surface. Two Adirondack chairs are positioned nearby, illuminated by string lights overhead against a dusky sky. The landscape showcases trees and distant hills, creating a peaceful atmosphere.
Tiny home in Pipe Creek
4.99 out of 5 average rating, 305 reviews

Beautiful Views / Plunge Pool / Hiking / Breakfast

• Private couples getaway in the Texas Hill Country - Awarded Airbnb’s coveted top 5% of homes and “Guest Favorite”. • The beautiful view, plunge pool, and private hiking trails are what guests love the most about this secluded tiny home. The "Tiny" is perched on a hilltop (elevation 1800 feet!) overlooking some of the prettiest landscape in all of Texas and is a great choice for a romantic getaway or a quiet escape from the city. • Unique amenities: Private hiking trails & Plunge Pool for 2!

Guest favourite
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.
Home in San Antonio
4.97 out of 5 average rating, 185 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

Guest favourite
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
4.94 out of 5 average rating, 835 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 9:00 - 4:00, or in the evening 4:00 -10:00. Pool is not heated during colder months, only hot tub is.

Guest favourite
A serene guesthouse is visible alongside a well-maintained pool, featuring a wooden deck. Two turquoise adirondack chairs are positioned invitingly, with lush greenery providing privacy in the background. The evening sky casts a soft glow over the scene.
Bungalow in Dignowity Hill
4.87 out of 5 average rating, 612 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 favourite
A spacious living area features a comfortable gray sofa adorned with colorful throw pillows. A wooden coffee table is centered on a patterned area rug. Natural light filters through large windows, and a flat-screen television is mounted on the wall opposite.
Flat in Downtown
4.96 out of 5 average rating, 186 reviews

On the River | Free Covered Parking | Walk 2 Pearl

**Long Term Stays Welcome! **Perfect for traveling medical professionals and military This 1-BR unit is on the 6th floor in a high end, centrally located complex close to all of San Antonio's best spots! ✔ On the Riverwalk, about a 15 minutes walk to the center. ✔ 11 minute walk to the Pearl ✔ 1 mile to the Alamo ✔ 6 min. drive to Henry B. Gonzalez Convention Center ✔ 15 minute drive to SAT airport *** A smart phone using the LATCH app is required to access the complex this unit is in ***

Superhost
A modern kitchen features sleek gray cabinetry and stainless steel appliances. A marble-topped island with bar stools provides additional seating. Subtle lighting fixtures hang above, and glassware is elegantly arranged on the countertop. Natural light filters in through a nearby window.
Flat in San Antonio
4.89 out of 5 average rating, 174 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.

Guest favourite
A lush palm tree rises above the pool area, surrounded by dense greenery and colorful plantings. In the background, a charming blue and white structure adds character, harmonizing with the natural setting. The sky above features scattered clouds, enhancing the outdoor ambiance.
Tiny home in San Antonio
4.94 out of 5 average rating, 307 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 favourite
An infinity-edge pool is surrounded by mature oak trees, reflecting the bright blue sky above. A sun umbrella and poolside loungers offer comfortable seating. The stone deck is illuminated by sunlight, providing a serene atmosphere for relaxation.
Cabin in Wimberley
4.98 out of 5 average rating, 304 reviews

Sunset Cabin on the Blanco River

Perfect getaway! Enjoy your own PRIVATE pool and hot tub at our unique hill country cabin with 8.6 acres. Breathtaking sunsets from the upper deck. Float in the pool on the bluff overlooking the Blanco River (normally dry river) or relax in the hot tub. Enjoy a cozy fire, sit in the gazebo or take the stone steps down to the river bank for a hike. Head into Wimberley Square for dinner and shopping. No PETS. Yes on WIFI, great place to unplug. INST-A-GRAM @sunsetcabinwimberley

Top guest favourite
The exterior of a modern ranch-style house is showcased, featuring a smooth gray facade and a pitched metal roof. Surrounding the home, native plants and gravel create a low-maintenance landscape. Large windows enhance natural light, framing scenic views of the hill country.
Cabin in Kendalia
5 out of 5 average rating, 104 reviews

Private 2BR 29 Acres, Epic Views, Pool, Peaceful

Escape to your peaceful 2BR/2BA private Ranchette in Kendalia, TX! 1.5 hours from Austin, this luxurious retreat offers an incredible experience with rolling hills, you'll be mesmerized by the epic panoramic views that stretch as far as the eye can see! Indulge in the ultimate rustic relaxation with your seasonal stock tank pool, or firepit in the cold months, with breath-taking views while you soak up the Texas sun. At 29 acres, this cabin offers complete privacy and tranquility

Top guest favourite
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.
Guest house in Monte Vista Historical
4.97 out of 5 average rating, 230 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.

Top guest favourite
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.
Home in Dellview
5 out of 5 average rating, 189 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.

Top guest favourite
An inviting outdoor area is illuminated by string lights, casting a warm glow over the space. A colorful rooster sculpture stands near the path, leading to a guesthouse with lighted windows. A deck is visible at the back, providing a cozy gathering space.
Guest house in San Antonio
4.94 out of 5 average rating, 224 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-march 31st depending on the weather maybe a few days earlier if it warms up!! Free WiFi, Netflix , Free parking

Popular amenities for Hill Country Village rentals with a pool