Vacation rentals with a pool in Comfort

4.96 out of 5 average rating, 261 reviews

A cozy sleeping area features a spacious bed with a light-colored quilt, accented by decorative pillows and a woven throw. Sunflower artwork brightens the wall above, while a small bedside lamp provides soft lighting. An air conditioning unit is positioned for comfort.

Tiny home in Comfort

Comfort Casita on a horse farm in the Hill Country

A cute cottage with a POOL on a working horse farm in the Texas Hill Country. Beautiful quiet setting close to Boerne, Fredericksburg shopping, dining and Wine Country, and San Antonio. River kayaking is close by and Comfort is an Antique shopping Mecca. The horses are friendly and complete the beautiful view out your front door. We are not a riding facility but love to share our beautiful farm with visitors looking for a peaceful holiday, convenient to lots of activities. Limit two guests.

LocationFamilyTV

4.99 out of 5 average rating, 100 reviews

The Ranch House

The Ranch House is the perfect getaway for your family & friend gatherings & able to sleep up to 12 people with 4 bedrooms & 2 bathrooms. The open living room, dining room, & full kitchen offer plenty of space to visit, cook, & enjoy each other's company. The full front & back porches are lovely for hanging out. The back porch is screened in with a ping pong table. The large patio between the back porch & pool is the ideal place to BBQ, play cornhole, relax on the hammocks, & take in the views.

ValueLocationSleep quality

A private in-ground pool is surrounded by a concrete deck featuring a shaded outdoor dining area. Several lounge chairs are arranged nearby, with splashes of water cascading from the pool's jets.

4.95 out of 5 average rating, 105 reviews

Close to Main- Pool, Hot Tub, Family Friendly

Located just off Main Street, Bell Street Bungalow is the perfect destination for a girls getaway, couple's retreat, or family weekend in Texas Wine Country. The home has 2 bedrooms, a bathroom, and game room in the main house in addition to a 1 bed/1 bath cottage in the backyard; both included in your stay. Enjoy the hill country outdoors by the private in-ground pool, hot tub, fire pit, and grill area. The home is a mile from the best downtown destinations and a short drive to many wineries.

FamilyLocationCondition

A serene view of the hilltop cabin is captured at dusk, showcasing a spacious deck with seating areas and red umbrellas. The cowboy pool is visible nearby, and the cabin’s warm lights create a welcoming atmosphere against the backdrop of the natural landscape.

5.0 out of 5 average rating, 244 reviews

Welcome to Grandview Wildlife Ranch - A scenic hilltop hideaway on 57 private acres. GWR is your peaceful getaway in the Texas Hill Country. This private ranch setting is ideal for couples looking to unwind with expansive views, charming rustic interior and thoughtful amenities. The ranch is quiet and cozy and offers a retreat like no other. Soak in our luxurious hot tub, cool off in the cowboy pool, dark sky area for star gazing, hiking and explore the property in our Kawasaki Mule rental.

ValueLocationNearby

4.98 out of 5 average rating, 121 reviews

A spacious living area features a stylish design with two blue chairs and a light-patterned rug. Natural light fills the room through multiple windows. A modern fireplace with a decorative mantle adds warmth, while a dining area with orange chairs is visible in the background.

Cottage in Kerrville

Garrett House | Hill Country retreat Kerrville - p

The Garrett House is a Dwell Well vacation rental property located in the heart of Downtown Kerrville, TX. The Garrett house has many amenities like a well-appointed kitchen, POOL, HOT TUB, OUTDOOR SHOWER, FIRE PIT, and Herb Garden. This home is walking distance to many great restaurants, coffee, bars, theater, river trail and more. This property is ideal for entertaining and family vacations. This charming remodeled 100-year-old home is the perfect spot for your Texas Hill Country getaway!

FamilyValueAir conditioning

An outdoor gathering area is surrounded by towering oak trees, featuring a circular fire pit made of stone. Several comfortable chairs are arranged around the fire pit, creating an inviting space for socializing. A rustic structure with a grill is visible in the background.

4.96 out of 5 average rating, 102 reviews

Large Groups-Pool/Spa/Game Room/Guest House

**Luxury Retreat: Modern Farmhouse with Casita & Resort-Style Amenities** Escape to this Luxury farmhouse with a charming casita (full 1 bedroom apartment above game room), nestled among oak trees just outside of town. Enjoy the game room with twin bunks and twin rollaway cots, heated pool, fire pit, and spa house with jacuzzi. Perfect for family or friends—your serene getaway awaits! Book now! 6 Min Drive -Main Street 15 Min Drive- Grape Creek Vineyards 33 Min Drive- Enchanted Rock

FamilyLocationNearby

4.97 out of 5 average rating, 124 reviews

Home in Bulverde

Hill Country LUX | Pool & Horses

Escape to a serene retreat on 8 picturesque acres, where peace and tranquility meet convenience. Despite the secluded feel, you’ll find popular spots like H-E-B, IHOP, Starbucks, Burger King, and Taco Bell just a 2-minute drive away. Enjoy easy access to local attractions, with the Guadalupe River just 15 minutes away, and New Braunfels and Canyon Lake only 25 minutes from the property. Plus, the San Antonio Airport is just a short 25-minute drive

ValueFamilyAccuracy

4.95 out of 5 average rating, 202 reviews

Home in San Antonio

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.

FamilyValuePool

4.95 out of 5 average rating, 132 reviews

A serene pool area features shimmering turquoise water, complemented by streamlined steps leading to an adjacent hot tub. The expansive view offers rolling hills and open skies, framed by trees and a secure fence. Two white chairs are positioned nearby for relaxation.

Home in Bandera

Beautiful Lake View Home in Bandera

Relax and retreat at “Lake View Point,” a beautiful home with all the amenities needed to take a break and have fun with your family and friends. Jump in the pool or relax in the hot tub as you gaze upon the beautiful views of the hill country. Kick back on the porch or enjoy some fun in the game room. This vacation home is the perfect getaway. Nearby amenities include downtown Bandera “Cowboy Capital of the World.”

FamilyValueSleep quality

An outdoor deck features a glimpse of a plunge pool surrounded by natural scenery. Two lounging chairs are positioned next to a small dining table. The sky displays soft pastel hues during sunset, enhancing the tranquil setting of the area.

5.0 out of 5 average rating, 321 reviews

Luxury+Privacy+Pool+Near Town

Escape the hustle to this Guest House located on 15 private acres just a 5 minute drive to town in an exclusive gated subdivision. You'll love the tranquil setting and privacy all while being a short drive to Main Street. We hope this will be a restful and restorative place for couples to enjoy quality time together in a romantic setting or for someone to enjoy a quiet retreat alone in a peaceful setting.

ValueLocationKitchen

A serene pool area features a clear blue swimming pool with a connected hot tub, surrounded by a natural landscape of trees. Two lounge chairs are positioned nearby, offering a space to relax and enjoy the views.

4.92 out of 5 average rating, 118 reviews

Private Home for 8 Stunning Pool

Welcome to Hendrix’s Hideout! This new build home offers a light and minimal design so that throughout your stay you can focus on taking in the beautiful Hill Country Views we are nestled in. Begin your day with a swim or end it by lounging pool side or maybe a round of corn hole. Either way we guarantee your favorite thing to do will be watching the sunset turn into a evening of star gazing.

LocationValueIndoor spaces

Farm stay in Fredericksburg

The modern barn retreat features a red exterior with large glass windows, showcasing an inviting design. A circular pool sits in the foreground, surrounded by green lounge chairs, inviting relaxation amid a spacious grass lawn.

Big Red Bunk Haus, 8 BR/ 4.5 BA, Sleeps 16

Experience the perfect relaxation & getaway in our modern retreat featuring 8 bedrooms and 4.5 bathrooms across 3,500 sq. ft. private estate. Conveniently located a stone's throw from local wineries, shopping destinations, museums, and nature trails, it’s the perfect place for families, a girls' getaway, reunions and even corporate team buildings. Everyone is welcome!

LocationValueIndoor spaces

4.96 out of 5 average rating, 166 reviews

Popular amenities for Comfort rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A modern open-concept living area features a cozy seating arrangement with two white armchairs and a large round coffee table. A stylish kitchen is visible in the background, equipped with sleek appliances and bar seating. Natural light illuminates the space through large windows.

4.92 out of 5 average rating, 101 reviews

Chastain Haus: Pool and Hot tub with all king beds

LocationValueBackyard

A central courtyard features a swimming pool outlined by a brick border. Surrounding the pool are modern lounge chairs and potted plants. Iconic cobalt blue doors are visible, leading to the interior space, while the area is shaded by mature trees.

4.97 out of 5 average rating, 180 reviews

SEVEN O ONE | Mid-Century Icon with Pool

LocationValueCondition

4.97 out of 5 average rating, 221 reviews

Upscale|Swimspa-pool|sauna|hot tub|2 blk to Main

FamilyLocationAmenities

4.97 out of 5 average rating, 145 reviews

The kitchen features a spacious island with seating for four, surrounded by modern cabinetry. Stainless steel appliances, including a refrigerator and microwave, are visible. Soft lighting illuminates the countertops, which are equipped with various cooking essentials, creating an inviting atmosphere for meal preparation.

Home in San Antonio

Heated Pool Luxury Oasis 5 bed/2 master suites

LocationValueSleep quality

4.93 out of 5 average rating, 368 reviews

Das Bach Haus - Heated Pool, Hot Tub & Game Room

LocationFamilyHeating

The outdoor patio features a cowboy pool surrounded by greenery and a shade umbrella. Two hanging chairs provide seating, and a cozy blanket is draped over one. Strings of lights illuminate the space, enhancing the inviting atmosphere under the evening sky.

4.85 out of 5 average rating, 165 reviews

Hot Tub, Cowboy Pool, Pet Friendly, Country Views!

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A refreshing pool surrounded by a stone deck features lounge chairs and vibrant greenery. Large oak trees provide shade, while a wooden fence adds privacy. Colorful planters with flowers enhance the outdoor space, creating an inviting atmosphere for relaxation.

4.92 out of 5 average rating, 148 reviews

Pool, Hot tub, Sleeps 10, Fire pit, Near Main St

FamilyValueWifi

4.97 out of 5 average rating, 191 reviews

The Farmhouse: Modern Retreat in Fredericksburg

LocationValueCondition

Condo rentals with a pool

A family-friendly pool area features a white waterslide entering a clear blue pool. Lush green landscaping with shrubs and tall cypress trees surrounds the pool, and a stone structure is visible in the background against a bright blue sky.

4.77 out of 5 average rating, 158 reviews

Hunt, TX 3 Bedroom Condo-Sleeps 10-Pools w/ Slides

ValueLocationAccuracy

A clear blue pool features a gentle water slide that cascades into the inviting water. Surrounding the pool are decorative stones and landscaped greenery, with tall conifer trees adding height and a sense of tranquility to the area.

4.91 out of 5 average rating, 11 reviews

Luxury 3 Bed Villa - Sleep 10 - Pools w Slides BBQ

FamilyLocationPool

5.0 out of 5 average rating, 7 reviews

A serene outdoor pool area is illuminated by soft lighting, reflecting on the calm water. A stone wall encloses the space, with towering trees and a structure in the background, while a full moon hangs in the deep blue night sky.

Condo in Ingram

Stablewood, TX, 3 Bedroom #1

FamilyLocationAmenities

An expansive outdoor pool with a stone border is highlighted in the image. Lounge chairs are arranged around the pool area, providing a space for relaxation. Gentle landscaping and stonework add to the serene atmosphere of the resort, framed by trees and buildings in the background.

*Worldmark Hunt- Stablewood Springs Resort 1BD

A landscaped area features a large rock and a clay pot surrounded by green shrubs and agave plants. A colorful windmill fixture adds a touch of whimsy, with the backdrop of a two-story log building and trees under a partly cloudy sky.

Condo in Pipe Creek

Perennial VC Bandera 2A

NearbySleep qualityView

The entrance of Éilan Hotel & Spa is showcased, featuring a grand façade with Tuscan-inspired architecture. A series of elegant stairs lead to the main entrance, flanked by decorative lampposts and lush landscaping. A fountain can be seen in the foreground, enhancing the welcoming ambiance.

Condo in San Antonio

Éilan Hotel & Spa -San Antonio, TX- 1Bd Suite

Hospitality

The outdoor pool area features a serene swimming pool surrounded by palm trees and lounge chairs. Comfortable seating is arranged near the water, with a round table showcasing a decorative drink. The hotel’s elegant façade is visible in the background, reflecting a relaxed atmosphere.

Condo in San Antonio

Eilan Hotel and Spa

A large swimming pool is surrounded by a natural stone wall, reflecting the warm hues of the setting sun. Beyond the pool, a rustic building with a gabled roof can be seen, accented by greenery and outdoor seating areas.

4.71 out of 5 average rating, 92 reviews

WorldMark Hunt - Two Bedroom

ValueFamilyPool

Other vacation rentals with a pool

4.99 out of 5 average rating, 342 reviews

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

Remote Tiny / Plunge Pool / Hiking / Breakfast

ValueFamilyNearby

Cottage in Fredericksburg

Your Favorite! WALK to Main Pool/Hot Tub Sleep 6

FamilyLocationBreakfast

4.99 out of 5 average rating, 147 reviews

4.97 out of 5 average rating, 217 reviews

Guesthouse in Boerne

Hill Country Outdoor Retreat | Bluebonnet Oasis

FamilyLocationSleep quality

Farm stay in Fredericksburg

An aerial view of the ranch showcases a spacious outdoor area with a pool surrounded by a stone patio. A covered seating area and sunshade are visible nearby, along with well-maintained green lawns and the surrounding landscape of trees and open fields.

Stunning Fredericksburg Ranch House with POOL

ValueLocationCleanliness

4.95 out of 5 average rating, 333 reviews

Townhouse in Fredericksburg

A private courtyard features a splash pool and a hot tub, with a vibrant orange umbrella providing shade. A gas grill is positioned nearby, while the surrounding walls create a quiet, enclosed space for relaxation.

3Bed/2Bath Pool Hottub Right off Main Street

FamilyLocationHot tub

4.91 out of 5 average rating, 143 reviews

4.98 out of 5 average rating, 268 reviews

A cozy bedroom features a queen size bed with a blue patterned quilt, complemented by matching pillows. A small bedside table holds a lamp, and a decorative mirror adorns the wall. A patterned rug covers the floor and a comfortable chair is positioned near the window.

Guesthouse in Kerrville

Adorable 3 room guest house w/ pool and amenities

ValueFamilyOutdoor spaces

5.0 out of 5 average rating, 5 reviews

An aerial view showcases a private plunge pool, surrounded by a wooden deck and lounge chairs. A circular fire pit sits in the center of a gravel area, flanked by seating arrangements. The iconic Airstream and multiple buildings are visible, with green grass surrounding the space.

Home in Comfort

House w/ Airstream | Cabin | Plunge Pool | Firepit

LocationFamilyQuiet