Holiday rentals with a pool in Leakey

4.96 out of 5 average rating, 241 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.

5 out of 5 average rating, 226 reviews

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.

Home in Fredericksburg

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, 105 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.

4.97 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!

4.83 out of 5 average rating, 188 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

Update: The lake water level is really really low right now, most areas dry, we need some major rain! Quiet, peaceful, walking distance to pebble beach park. Private covered SMALL pool (Not heated) on property. NO PARTIES! Abundant deer to enjoy and feed from backyard. 2.5 miles to The 4 Way Bar & Grill (concerts) 2.6 miles to la Cabana (Mexican food) 24 miles to Sea World 31 miles to Six Flags Fiesta Texas 28 miles to Shops of La Cantera 18 miles to Bandera, Texas (cowboy Capital)

4.9 out of 5 average rating, 113 reviews

A wooden deck is illuminated by string lights, featuring a hot tub and stock tank pool. The pavilion provides shaded seating, with a fire ring nearby. A vibrant sunset casts warm colors across the sky, enhancing the serene outdoor setting.

Guest house in Lakehills

Tiny Cabin w hot tub & pool surrounded by nature

Hi and welcome to our cabin! We hope your stay is enjoyable whether you came to cook in the kitchen, BBQ, watch the sunset from the hot tub, relax in the pool (seasonal), stargaze into hillcountry night skies without city lights or noise, read in a hammock, sit by the fire, play indoor games, basketball, bean bag toss or yoga on the patio. We truly have it all. Please note we are in a cove of Medina Lake which may be 40ft deep here at the house or 100% dry. Please check prior to your booking!

4.99 out of 5 average rating, 310 reviews

Tiny home in Pipe Creek

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!

4.98 out of 5 average rating, 127 reviews

A vibrant outdoor space features a crystal-clear saltwater pool surrounded by natural rock accents. Two cozy cabins are visible in the background, framed by lush greenery and rolling hills under a clear blue sky. Lounge chairs invite relaxation by the water.

Cabin in Leakey

Amadeo at the Frio Private getaway with pool & spa

"Amadeo" is a secluded 9 acre get away on Saddle Mountain all to yourself, not shared. 2 cabins with 2 full baths & glorified outhouse/shower by salt water pool & spa. Outdoor lounging, covered dining areas, game area, star gazing by the fire pit. We are located 1 mile from river crossing, 5 mins from town, 10 mins from Garner. Beautiful sunsets and view of the hills, also hiking. Each cabin has queen bed, full loft, full futon couch, covered porches. We also love our guests’ fur babies!

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, 212 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.

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

Escape to the charm of The Cottage—just minutes from downtown Bandera and a stone’s throw from the scenic Medina River. This cozy retreat sleeps up to 5 guests and blends rustic charm with modern comfort. Soak in your private hot tub while taking in the stunning views of the Texas Hill Country, or take a dip in the shared pool. Bring your river chairs, ice chest, or tubes and enjoy a day by the river—just one mile away!

4.98 out of 5 average rating, 226 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 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 Leakey rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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

A spacious living area is furnished with a large sectional couch and a light rug, complemented by natural light from the large windows. A decorative table stands near the wall, while the open layout transitions smoothly to the dining and kitchen area in the background.

4.94 out of 5 average rating, 181 reviews

Seaworld*National Shooting Complex*Alamo Ranch

A bright and airy living area is presented, featuring a pair of light-colored sofas arranged around a coffee table. A plush area rug covers the floor. In the background, an open kitchen is visible, with modern cabinetry and polished countertops, enhancing the spacious feel.

4.78 out of 5 average rating, 177 reviews

Elegant and cozy 3 bedroom/2 full bath new home

A two-story gray house is depicted, featuring a brick façade with blue shutters. A spacious driveway leads to a double garage, while a landscaped yard surrounds the property. The entrance is covered, and a wooden fence encloses the backyard.

4.96 out of 5 average rating, 148 reviews

Trails, SeaWorld, NSC, AFB, SixFlags & More

A spacious exterior view of a modern, single-story home features a light grey façade and a large garage. The neatly manicured lawn is complemented by a concrete driveway. A wooden fence can be seen in the background, providing privacy.

4.88 out of 5 average rating, 57 reviews

Close to lackland AFB w pool! (Free cancellation)

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)

4.76 out of 5 average rating, 151 reviews

The exterior showcases a two-story home with a multi-level pool surrounded by a grassy area. A spacious deck is visible, furnished for relaxation. The background features trees and a clear sky, adding to the serene ambiance of the outdoor space.

Home in Alamo Ranch

G-L-A-M-O-R-O-U-S Artsy Home in Alamo Ranch

4.79 out of 5 average rating, 101 reviews

A serene negative edge pool reflects the morning light, surrounded by gentle hills and natural greenery. Vapor rises from the water's surface, adding to the tranquil atmosphere. The horizon unfolds in soft, rolling elevations, creating a peaceful backdrop for relaxation.

Home in Mico

Serene Hill Country Home, 12+ Acres, Infinity Pool

Apartment rentals with a pool

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

The resort's outdoor pool area is illuminated by moonlight, creating a serene atmosphere. Stone walls encircle the pool, reflecting the shimmering blue water, while the large building with expansive windows provides a warm focal point against the night sky.

5 out of 5 average rating, 3 reviews

*Stablewood, TX, 3 Bedroom Presidential S #1

4.89 out of 5 average rating, 38 reviews

The exterior of River Run Villa is showcased, featuring a two-story structure with a combination of brick and wood finishes. A covered balcony extends along the front, with wooden railings visible. Lush green grass lines the pathways, while trees provide shade in the surrounding area.

Apartment in Rio Frio

Villa 1: Pool & Short Walk to the Frio River

A stone structure features large windows illuminated by warm light, creating a welcoming atmosphere at night. The swimming pool reflects the moonlight, while the surrounding area includes cozy seating and tall, slender cypress trees adding an elegant touch.

5 out of 5 average rating, 4 reviews

3 Bedroom Condo @Hunt Stablewood Spring!

4.89 out of 5 average rating, 9 reviews

An outdoor seating area features wooden benches and tables, accompanied by plush cushions. String lights hang overhead, illuminating the space. A scenic view of a golf course and trees is visible in the background, creating a tranquil environment for relaxation.

Apartment in Pipe Creek

Tapatio Springs Resort, Boerne. Relax, Dine, Golf

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

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.

5 out of 5 average rating, 5 reviews

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

The exterior of the home features a natural stone fireplace and a wooden overhang with seating arrangements. A clear sky and a visible moon enhance the serene atmosphere. Lush trees provide shade, framing the charming structure.

5 out of 5 average rating, 7 reviews

Hunt Texas, 2 bdrm/2bth Presidential Luxury Resort

Other holiday rentals with a pool

5 out of 5 average rating, 72 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.

Guest house in Kerrville

Retreat for Two, Private Stock Tank Pool!

4.97 out of 5 average rating, 74 reviews

The cabin features a rustic wooden exterior with a metal roof, surrounded by large oak trees. A front porch adorned with a Texas flag provides an inviting entryway. The structure presents multiple levels with a warm, welcoming appearance, set within a natural wooded landscape.

Cabin in Concan

The Log Cabin on River Road

A single-story home featuring a brick exterior and a welcoming front porch. Decorative landscaping includes two small trees and a manicured lawn. The garage door provides access for parking, and large windows allow natural light into the living space.

5 out of 5 average rating, 24 reviews

Simple Pleasures

A well-designed backyard features a lagoon-style pool surrounded by a stone patio. Comfortable wicker seating is arranged under a sheltered area. A basketball hoop and a waterslide enhance the playful atmosphere, while vibrant potted plants and decorative features complement the tranquil setting.

4.79 out of 5 average rating, 24 reviews

Poolside Home in San Antonio

A spacious living area is furnished with a beige sofa and an armchair, complemented by a round mirror and framed artwork. A white coffee table sits on soft carpeting, while a dining table is visible in the background, adjacent to an open kitchen with dark cabinetry.

4.86 out of 5 average rating, 63 reviews

Modern spacious, SeaWorld/Lackland Hwy90,1604,151

5 out of 5 average rating, 3 reviews

The exterior of the cottage features a welcoming front porch with outdoor seating, including a wooden table and chairs. String lights are draped overhead, providing a charming touch. The surrounding area is characterized by mature oak trees, with a grassy yard visible beyond the porch.

Cabin in Concan

Live Oak Cottage in Concan

5 out of 5 average rating, 4 reviews

A bright and inviting living area features large windows adorned with yellow curtains. Two blue couches are positioned comfortably within the space. Wooden walls and flooring create a warm, rustic feel, while natural light enhances the cozy atmosphere.

Cabin in Pipe Creek

MeMaws Country Cabin