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.

%{current} / %{total}1 / 1
Top guest favourite
Cabin in Kendalia
4.99 out of 5 average rating, 116 reviews

Amazing Views, 2BR, Hot Tub, Private, Firepit,

NEW HOT TUB installed! 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 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

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, 871 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 well-maintained swimming pool features a curved design and is surrounded by a stone deck. Lush greenery and trees can be seen in the background, providing a serene outdoor environment. Shadows from the trees create a calming effect on the water surface.
Home in San Antonio
4.92 out of 5 average rating, 302 reviews

La Casa Magnolia w/ Pool & Karaoke!

This is a lovely home in a quiet safe neighborhood, near major highways. Close to San Antonio International Airport and only 11 miles away to Downtown. Central to other attractions. The house offers a full kitchen, good size pool, karaoke machine, downstairs bedroom/bath. Free parking in the garage way. Has a great backyard and a charcoal grill. Sleeps 8 , has a pack& play, high chair for kids. Please take note this is not a PARTY PLACE. We can enforce the law if you violate this house rule.

Top guest favourite
Tiny home in Pipe Creek
4.99 out of 5 average rating, 325 reviews

Remote Tiny w/ Hot Tub / Hiking Trails / Breakfast

• Private couples getaway in the Texas Hill Country - Awarded Airbnb’s coveted top 5% of homes and “Guest Favorite”. • The beautiful view, hot tub, 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
A living area features a dark sofa adorned with colorful throw pillows. A wooden entertainment center houses a large television, while modern side tables stand beside it. Greenery is seen in a decorative plant, completing the warm ambiance of the space.
Flat in San Antonio
4.96 out of 5 average rating, 113 reviews

Cozy Villa-Style Flat

Unwind in our urban Villa! Located near the Medical Center, explore local shops or dining within walking-distance! Ten-minutes from the thrills of Six Flags Fiesta Texas, & the luxury-finds exclusive to La Cantera Mall. Minutes from the River Walk, check out the Riverboats, upscale dining, nightlife, & shops. Close-by is The Rim’s Top Golf, or others it has to offer; Food, Fun, & Shopping! End your day with an Alamo City Sunset, complete with a skyline view, painted by the South Texas skies.

Top guest favourite
The cabin's exterior is showcased, featuring a blend of stone and metal finishes. A spacious covered porch with wooden flooring invites relaxation, while large windows provide visibility into the warm and welcoming interior. Surrounding trees and landscaping enhance the natural setting.
Cabin in San Marcos
4.96 out of 5 average rating, 192 reviews

Lux Retreat in DWELL mag! BURNING CREEK w/Pool&SPA

Renowned architect, Craig McMahon designed this Hill Country Cabin on 14 quiet acres. This new home has been featured in Dwell Magazine and won awards for its thoughtful design. This cabin with a beautiful pool and spa is 5 minutes from the Outlet Malls, 10 to Gruene, 15 to New Braunfels and 30 to Austin & Wimberley. Perfect for a girls shopping weekend, a romantic getaway, guys who golf, or couples, families & friends who want to explore the Hill Country between Austin and San Antonio.

Top guest favourite
A spacious living area features large windows that provide expansive views of the Texas Hill Country. A comfortable sofa is positioned alongside a coffee table, while an open-concept kitchen with modern appliances is visible in the background, enhancing the bright and inviting atmosphere.
Home in Dripping Springs
4.98 out of 5 average rating, 183 reviews

Luxury Villa | Pool | Views | Hot Tub | Fire Pit

Welcome to our Ranch. Located on 180 Acres in Dripping Springs, the Nook Villa is a Relaxing Luxury Modern Home with all the amenities you could possibly need. Decorated Mid-Century Modern and accented by beautifully restored antique pieces. This home is built around the west-facing picturesque 180-degree stunning views showcased throughout the indoor and outdoor spaces. Relax on the large comfortable sofa, the luxury hot tub, or on the covered porch to take in the beautiful sunsets.

Top 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, 317 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

Guest favourite
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, 317 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.

Guest favourite
A rustic treehouse is elevated among trees, accessible by a wooden footbridge. A staircase leads to the entrance, surrounded by natural foliage, providing a sense of seclusion. The structure features wooden exteriors and multiple windows, reflecting a harmonious blend with the environment.
Treehouse in Lockhart
4.94 out of 5 average rating, 117 reviews

Spring Break Retreat! Treehouse in the Holler.

A real treehouse, built with wonder and wild imagination—just like the one you dreamed of as a kid. Swing, climb, soak, paddle, and play among the trees. There’s a cowboy tub under the stars, trails to wander, frogs to sing you to sleep, and a cargo net for lounging above it all. It’s peaceful, private, and full of charm. One night is fun—but you’ll wish you had more. Robin’s Nest isn’t just a place to stay. It’s a place to feel alive again.

Top guest favourite
Home in Timberwood Park
4.98 out of 5 average rating, 168 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, Sonterra and PTC Golf Club.

Top guest favourite
A stylish living area features a tufted tan leather sofa accented by blue and white decorative pillows. A round coffee table sits on a patterned rug, while large windows invite natural light, adorned with floor-length curtains. Soft lighting is provided by two standing lamps.
Flat in Downtown
4.95 out of 5 average rating, 158 reviews

Stunning Apt Near Pearl | Gym | Pool | Parking

Long Term Stays Welcome! **Perfect for traveling medical professionals and military ✔ 1 minute walk to Riverwalk ✔ 11 minute walk to the Pearl ✔ 26 minute drive to Henry B. Gonzalez Convention Center ✔ 10 minute drive to SAT airport *** A smart phone using the LATCH app is required to access the complex this unit is in***

Popular amenities for Hill Country Village rentals with a pool