Holiday rentals with a pool in Comfort

4.96 out of 5 average rating, 248 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.

4.94 out of 5 average rating, 890 reviews

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

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.

4.99 out of 5 average rating, 331 reviews

Tiny home in Pipe Creek

Remote Tiny/ 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!

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 out of 5 average rating, 234 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.

4.99 out of 5 average rating, 109 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!

4.94 out of 5 average rating, 155 reviews

A cozy living area features a large stone fireplace, wooden floors, and a mix of rustic décor. A comfortable couch is positioned beside a dining table, while a spiral staircase leads to the loft area. Natural light is provided by the windows adorned with decorative glass.

Cabin in Fredericksburg

The 1851 Cabin at Wolf Creek Guest Ranch

The Wolf Creek Guest Ranch is the perfect place to experience an original log cabin on a private working horse ranch. The cabin was originally built in Arkansas in 1851, carefully taken down and rebuilt into a very comfortable rental. Guests will find this beautiful cabin equipped with air conditioning, heat, a soaking tub, and a huge stone fireplace to enjoy on those winter nights after a day of wine tours, shopping, restaurants and outdoor activities that Fredericksburg has to offer.

4.98 out of 5 average rating, 248 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.

Guest house in Kerrville

Adorable 3 room guest house w/ pool and amenities

Relax at this peaceful place. Pool, gated homestead in a comfortable hill country setting. Seven minutes from Interstate 10… 50 minutes to San Antonio 30 minutes to Fredericksburg. We have a twin size air mattress if needed. Enjoy the Texas Hill Country wineries, music, rivers, parks and shopping. Quaint decor, queen size bed, bath and kitchen on eleven acres. Owners are often around to assist and help. This is Not Self check in, we will be here to garage dog and open the gate. Ty!

A contemporary casita is set against a colorful sunset sky. The home features a welcoming porch with comfortable seating, framed by large windows that allow for natural light. The surrounding area consists of grass and scattered trees, contributing to a serene atmosphere.

4.95 out of 5 average rating, 121 reviews

Pecan Casita in The Glades

Welcome to Pecan Casita in The Glades on winery corridor. Take it easy at this unique and tranquil getaway. Enjoy wine around the fire pit or coffee on the porch, where deer might scamper by. Spend your time relaxing, playing games or swimming in the heated cowboy pool (which is a 10 foot stock tank) in the common leisure corral. Visit the 12 wineries, brewery or 2 distilleries that are within one and a half miles of Pecan Casita. Fredericksburg is a short drive away.

4.97 out of 5 average rating, 118 reviews

An outdoor seating area features four cushioned chairs arranged around a stone fireplace. The fireplace showcases intricate artwork and is flanked by decorative plants. Open skies with scattered clouds provide a scenic backdrop to this inviting space.

Home in Kerrville

Luna Vista (Sleeps 14)

This exquisite home is nestled in the heart of the Texas Hill Country! Minutes from Historic Downtown Kerrville and 25 miles from the famous Fredericksburg, Texas! Fantastic furniture and artwork throughout. Open living area with vaulted ceilings. Plenty of room for entertaining. Luxurious master suite with heavenly king bed. Gourmet custom kitchen. French doors open to covered patio overlooking pool, waterfall and outdoor fireplace. Breathtaking views! Sleeps 10-14.

4.96 out of 5 average rating, 176 reviews

Villa in San Antonio

Hill Country Views | Pool + Hot Tub | Sleeps 12

•Space to Gather, Views to Remember. •Scenic Vista is a spacious Hill Country retreat designed for families and groups who want room to spread out and enjoy time together. •Take in sweeping views, relax in the hot tub, cool off in the swimming pool, and enjoy a warm, comfortable home that sleeps up to 12 guests. •Perfect for family vacations, friend getaways, or celebrations, this property offers both privacy and space in a setting everyone will love.

5 out of 5 average rating, 214 reviews

A well-lit outdoor patio area features comfortable seating and a dining table, all under a wooden cover. The inviting pool reflects soft lighting from the patio, enhancing the serene atmosphere of the space.

Guest house in Bandera

Mucho Gusto | Romantic Stay w/ Pool & Courtyard

Mucho Gusto is an amazing vacation complex near Bandera that offers private resort amenities at an affordable price! It’s a couples getaway that accommodates up to 4 people, with spaces that include a pool, infrared sauna, fire pit, private and open-air patio seating, a pool table and bar, a gas grill. It’s a private and scenic Hill Country oasis in an amazingly landscaped rural setting that’s only a 10 minute drive from the Cowboy Capital of the World.

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 out of 5 average rating, 284 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. Follow us @revivalridge on IG ☀️

Popular amenities for Comfort rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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, 142 reviews

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

5 out of 5 average rating, 116 reviews

A spacious home is set on open land, surrounded by greenery and trees. The stone exterior gives a rustic charm, while a covered porch with furniture invites relaxation. A cluster of lounge chairs is positioned nearby on the manicured grass, offering comfortable outdoor seating.

Home in Spring Branch

The Texas River Property (Now w/Starlink)

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.

4.88 out of 5 average rating, 155 reviews

Hot tub, Cowboy Pool, Pet Friendly, Fire pit!

4.97 out of 5 average rating, 352 reviews

Tejas Hills Guest Haus #2 | Hill Country + Pool

4.96 out of 5 average rating, 142 reviews

Chic Retreat, Pool, Hot Tub and Pet Friendly

4.95 out of 5 average rating, 145 reviews

An inviting backyard oasis features a sparkling pool with a built-in spa, surrounded by a stone patio. Several lounge chairs are positioned nearby, and decorative planters add greenery. A fence provides privacy, while the clear blue sky creates a bright and open atmosphere.

Home in San Antonio

Elite Vacation Entertainment- 5 Stars (discounts)

4.83 out of 5 average rating, 198 reviews

A small covered pool is surrounded by natural stone features and a wooden frame. The clear water is visible, along with a semi-circular spa area integrated into the pool. Lush greenery and trees provide a shaded atmosphere in the outdoor setting.

Home in Lakehills

Good times / tan lines

A charming cottage, painted in soft yellow, features dark green shutters and an inviting porch. Rocking chairs are positioned on the covered entry, surrounded by lush greenery. A white picket fence encloses the front yard, enhancing the home's welcoming exterior.

4.96 out of 5 average rating, 170 reviews

3B/2B Pool & Hot Tub- 1 BLK to Main!

Apartment rentals with a pool

4.58 out of 5 average rating, 120 reviews

A swimming pool area is seen, featuring a clear blue pool that includes a cascading section leading to a heated whirlpool. Lounge chairs are positioned around the pool, with a gazebo visible in the background among trees.

Apartment in Pipe Creek

Perennial VC Flag 1C

A spacious game room is highlighted by a classic billiards table and a ping-pong table. Three pendant lights illuminate the area, which features walls in soft blue tones. A decorative arch leads to another room, accentuated by subtle holiday decorations and potted plants.

Apartment in San Antonio

Private Apartment w/a beautiful patio!

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.

4.9 out of 5 average rating, 10 reviews

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

4.94 out of 5 average rating, 16 reviews

Apartment in Pipe Creek

Tapatio Springs, Boerne. Relax, Dine, Golf

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 swimming pool reflects the evening sky, with a full moon casting light over the water. A natural stone building features warm lighting and arched windows, creating a welcoming ambiance. Lush greenery surrounds the area, enhancing the serene outdoor atmosphere.

5 out of 5 average rating, 5 reviews

Stablewood, TX, Studio Presidential Z #2

An entrance features natural stone arches and wooden doors, leading to a paved pathway. Rocking chairs provide seating on one side, while the surrounding greenery and distant views enhance the inviting atmosphere.

4.61 out of 5 average rating, 18 reviews

Stablewood Springs Resort

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.

Apartment in San Antonio

Eilan Hotel and Spa

Other holiday rentals with a pool

4.96 out of 5 average rating, 47 reviews

A spacious dining area features a long wooden table surrounded by black chairs. Colorful glass vases of varying shapes and sizes are arranged on the table, drawing attention. Natural light floods through large windows, complemented by geometric wall art that accents the room's modern design.

Home in Comfort

Relaxation+Pool & Hot Tub+Views

5 out of 5 average rating, 3 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

5 out of 5 average rating, 3 reviews

Home in Bandera

T Mountain Ranch | Hilltop Luxury

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.

4.9 out of 5 average rating, 132 reviews

3Bed/2Bath Pool Hottub Right off Main Street

5 out of 5 average rating, 100 reviews

The historic cabin features a rustic exterior with a red roof and preserved logs. Surrounding it are mature oak trees and an open yard with a fenced area. A dog wanders in the foreground, adding to the peaceful rural setting.

Cabin in Spring Branch

Historic Hideaway.

4.99 out of 5 average rating, 78 reviews

Cottage in Kerrville

Cosy Cottage-large yard w/lovely creek, fire pit

4.7 out of 5 average rating, 23 reviews

A front porch is featured with wooden rocking chairs and Adirondack chairs positioned on a stone pathway. The entrance is framed by wooden beams, and large windows offer views of the surrounding outdoors. Lantern-style lights enhance the welcoming appearance.

Cabin in Comfort

Cedar Cabin at Riven Rock Ranch in Comfort