Holiday rentals with a pool in Comfort

4.96 out of 5 average rating, 240 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.

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, 226 reviews

Escape the Ordinary! Fredericksburg BNB with amazing views at our hilltop home on 57 ac is yours to experience all to yourself! Romantic and secluded with Grand Views in all directions. Perfect for a "getaway from it all". Just a short drive to Main Street shops and wineries. This is home away from home w/Starlink internet. Soak in our luxurious hot tub, cool off in the cowboy pool, dark sky area great for star gazing, hiking and explore the property or just make memories around the fire pit.

4.95 out of 5 average rating, 104 reviews

A nighttime view of the outdoor area features soft lighting illuminating the landscaped path, surrounded by trees. A decorative structure can be seen in the distance, adorned with purple lights, enhancing the tranquil ambiance of the Texas Hill Country homestead.

Cabin in Bandera

Tiny Cabin in Bandera TX on 5 acres of nature.

This Tiny Cabin is located in the Texas Hill Country, Bandera TX. Come enjoy our secure homestead with goats, hens, ducks and the family pets, 5 dogs and 1 cat. The homestead is on over 5 acres in the "Cowboy Capital of the World". Just 8 minutes to town with lots of live music, BBQ, southern food restaurants and plenty of small-town shopping of boutiques, antiques and more. You can sit by the river or take a stroll down Main Street. The above ground pool is 33 ft round, behind the main house.

4.95 out of 5 average rating, 842 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.

4.97 out of 5 average rating, 146 reviews

A fully equipped kitchen can be seen, featuring wooden cabinetry and modern appliances, including a stovetop and refrigerator. A cozy living space is depicted, showcasing a comfortable gray couch, a wooden coffee table, and decorative wall art, complemented by a ceiling fan and warm lighting.

Cottage in Bandera

“Knotty Pine” Cottage | Bandera | Firepit & Pool

Welcome to Knotty Pine Cottage, one of Bandera's highest rated Airbnb's! Experience a countryside retreat in the heart of the Texas Hill Country. Nestled on over an acre of landscaped grounds in Bandera, the "Cowboy Capital of the World," our charming cottage offers a cozy and serene getaway for nature lovers and explorers alike. Whether you're here for live music, scenic drives, or a peaceful escape, Knotty Pine Cottage offers a memorable stay in Bandera, Texas. We can’t wait to welcome you!

4.98 out of 5 average rating, 109 reviews

A welcoming porch area features two comfortable chairs overlooking the scenic surroundings. The view includes a gravel path leading to a swimming pool, with greenery and trees creating a tranquil atmosphere. Natural light brightens the space, enhancing the relaxing outdoor setting.

Cottage in Kerrville

Madrona Hills #2 Pool, Hot tub and Gas fire pit

Our one bedroom cottage in the majestic hills of Kerrville is the perfect place for a short getaway or a working vacation (fiber internet on property). Enjoy the amazing sunsets from your porch, take a dip in the pool, and pass the afternoon in our outdoor area with pergola, lounge chairs, and grills. In the country, just 8 minutes from Kerrville, Louise Hays River Park (kayaking, paddle boarding), H.E.B. grocery store, and great dining and entertainment options. NO PETS ALLOWED

5 out of 5 average rating, 104 reviews

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

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

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.

4.97 out of 5 average rating, 100 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.

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, 230 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 ☀️

A modern living space features a large sectional sofa adorned with cushions, facing a circular coffee table. A vibrant yellow chair adds a pop of color. Natural light floods in through expansive windows, illuminating the open layout that connects to a sleek kitchen area.

4.97 out of 5 average rating, 148 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.

4.97 out of 5 average rating, 192 reviews

A large pool area is surrounded by trees, providing shaded seating and tables. A volleyball net is stretched above the water, and a basketball hoop is visible nearby. The stone patio features lounge chairs positioned for relaxation and enjoying the scenery.

Guesthouse in Boerne

Boerne Ranch Style guesthouse

Modern country guest house just 4 miles from Downtown Boerne with easy access to San Antonio and the Hill Country. Built in 2020, it features 2 spacious bedrooms, a granite kitchen with a large island, and an open-concept layout. Relax with a 75” 4K TV or enjoy the front porch. Step outside to a large shared pool, shaded seating, and firepit—shared only with one other guesthouse. Perfect for a weekend getaway or extended stay.

4.98 out of 5 average rating, 225 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

Relax at this peaceful place to stay. 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 queen size bed, bath and kitchen on twelve acres. Owners are always around to assist and help. Join Us!

Popular amenities for Comfort rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A tranquil backyard oasis features a sparkling pool and a hot tub, both surrounded by a natural stone deck. String lights illuminate the area, enhancing the warm ambiance as the sun sets. A grill and seating area provide options for outdoor dining and relaxation.

4.84 out of 5 average rating, 114 reviews

Luxurious Oasis w/ Serene Pool, Games & Fire pit

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.

4.81 out of 5 average rating, 303 reviews

W hotel sanctuary spa house w/ hotub & $30kshowers

4.81 out of 5 average rating, 114 reviews

A private outdoor pool is surrounded by lush greenery, complemented by an oversized red umbrella providing shade. Lounge chairs are arranged near the water's edge, and a stone pathway leads to additional seating areas in the backyard, inviting relaxation.

Home in Hills and Dales

Private Pool & NEW Hot Tub in The Hill Country

4.97 out of 5 average rating, 109 reviews

Beautiful Home, Pool, Hot Tub & Pet Friendly

4.97 out of 5 average rating, 116 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)

An inviting game room features a billiard table at its center surrounded by large windows offering views of the outdoor pool. Comfortable seating is arranged beside a vibrant area rug, while a potted plant adds a touch of greenery to the space.

4.91 out of 5 average rating, 162 reviews

Rare 3BR w/Pool Table, King Bed, 15 min Alamo

5 out of 5 average rating, 191 reviews

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

Alamo City Oasis: pool, putt, close & convenient

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.

4.97 out of 5 average rating, 186 reviews

Nice Oasis in N Central San Antonio w/ Heated Pool

Condo rentals with a pool

Perennial VC Flag 1C

4.89 out of 5 average rating, 9 reviews

Tapatio Springs Resort, Boerne. Relax, Dine, Golf

5 out of 5 average rating, 5 reviews

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.

Condo in Hunt

Stablewood, TX, Studio Presidential Z #2

5 out of 5 average rating, 5 reviews

A water slide extends into a sparkling blue pool, framed by a stone walkway and landscaped greenery. The surrounding area features a blend of rocks and ornamental plants, complemented by the backdrop of a spacious building with multiple stories.

Condo in Hunt

Luxury 1 Bed Villa - Sleep 4 - Pools w Slides BBQ

Eilan Hotel and Spa

4.87 out of 5 average rating, 30 reviews

Medical Center Condo

4.71 out of 5 average rating, 72 reviews

A modern kitchen and dining area features a round glass table set for four, accentuated by placemats and a decorative plant. Natural light flows in through the nearby windows, illuminating the spacious layout that connects to a living area in the background.

Condo in San Antonio

Medical Cntr: Med Students, Professionals & Sm Fam

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

Boutique Hotel & Spa - San Antonio - 1Br Suite - BG

Other holiday rentals with a pool

4.69 out of 5 average rating, 49 reviews

A landscaped yard features a winding pathway leading to a spacious pool area, surrounded by greenery. Lush trees provide shade, while a patio table and chairs are positioned nearby. The setting includes a peaceful atmosphere, ideal for relaxation amidst the natural surroundings.

Home in Comfort

Hilltop Retreat

4.95 out of 5 average rating, 41 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, 70 reviews

A private outdoor area features a circular pool surrounded by wooden decking. Colorful pool floats are displayed on the wall, and a pastel umbrella provides shade. A potted cactus adds a natural element, while decorative pillows and seating invite relaxation.

Guesthouse in Kerrville

Retreat for Two, Private Stock Tank Pool!

4.92 out of 5 average rating, 25 reviews

Aerial view of glamping cabins positioned along a scenic hillside, surrounded by lush greenery and rolling terrain. The arrangement of cabins offers a sense of privacy, complemented by the natural landscape. Clear skies provide ample sunlight, enhancing the cabin's welcoming appearance.

Cabin in Medina

Glamping Bunkhouse: Tx Hill Country Resort + Pool

4.81 out of 5 average rating, 43 reviews

A tranquil river is bordered by tall trees with autumn foliage, reflecting vibrant colors on the water's surface. The surface water appears calm, enhancing the natural serenity of the scene set under a clear blue sky.

Campervan/RV in Comfort

Comfort by the River

4.75 out of 5 average rating, 452 reviews

A charming cottage exterior is softly illuminated by warm lights under a twilight sky. The welcoming porch features wooden rocking chairs and decorative signs, surrounded by natural landscaping. A stone pathway leads towards the entrance, reflecting a cozy, inviting atmosphere.

Cottage in Bandera

The Cottage-Hot Tub, Shared Pool & Hill Country

Tiny home in Fredericksburg

Three wooden chairs are arranged on a wooden deck, facing an expansive night sky filled with clouds and stars. A warm glow emanates from the window of the nearby cabin, creating a serene atmosphere.

4.97 out of 5 average rating, 36 reviews

Scenic Hill Cabin: Trails & Cows in Fredericksburg