Vacation rentals with a pool in Leakey

4.96 out of 5 average rating, 238 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.

4.99 out of 5 average rating, 305 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

Beautiful Views / Plunge Pool / Hiking / Breakfast

• Private couples getaway in the Texas Hill Country - Awarded Airbnb’s coveted top 5% of homes and “Guest Favorite”. • The beautiful view, plunge pool, 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!

5 out of 5 average rating, 225 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, 103 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.

4.83 out of 5 average rating, 187 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)

4.98 out of 5 average rating, 123 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, 106 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

4.97 out of 5 average rating, 145 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! Experience a peaceful, 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!

5 out of 5 average rating, 211 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.

Guesthouse 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.

Superhost

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

4.75 out of 5 average rating, 451 reviews

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, 222 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!

Treehouse in Fredericksburg

4.9 out of 5 average rating, 104 reviews

Mesquite Treehouse @ A-Frame Ranch

Escape to a modern A-frame treehouse just outside Fredericksburg. Nestled on 17 acres, The Mesquite Cabin offers Hill Country views, stargazing, and deer sightings, yet you’re minutes from Main St. Swim in the container pool, gather at the fire pit, or simply unwind on your private balcony. Inside, enjoy a king bed, rainfall shower, luxe linens, and modern amenities. The perfect blend of nature and comfort awaits.

Popular amenities for Leakey rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.95 out of 5 average rating, 176 reviews

Seaworld*National Shooting Complex*Alamo Ranch

An assortment of arcade machines and gaming memorabilia is displayed, showcasing vibrant colors and designs. The centerpiece is a bold sign reading 'THE ARCADE.' A scoreboard highlights top scores, while multiple gaming consoles invite engagement with various games and controls.

4.98 out of 5 average rating, 120 reviews

Pool l King Beds l Lackland AFB l Summer Vacation

4.97 out of 5 average rating, 39 reviews

An aerial view captures a modern home surrounded by lush greenery in the Texas Hill Country. The spacious layout features a private pool and outdoor living area, complemented by a fenced yard and scenic landscape beyond.

Home in Concan

Heated pool~Hot Tub~w/Golf Cart~Arcade~2 Kitchens

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, 142 reviews

Hiking Trails, SeaWorld, NSC, AFB, SixFlags & More

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)

5 out of 5 average rating, 42 reviews

A serene view from the pool area features a sparkling blue pool surrounded by a light-colored patio. Lush greenery and fields are visible in the distance under a bright sky adorned with scattered clouds. A sunshade adds to the outdoor comfort.

Home in Bandera

Custom 3 bedroom ranch in beautiful hill country

4.85 out of 5 average rating, 229 reviews

A private swimming pool reflects sunlight, surrounded by tall trees and a white picket fence. The inviting, warm yellow of the house is visible in the background, partially shaded by the lush greenery.

Home in Helotes

PRIVATE POOL, RELAXING, A UNIQUE HOME EXPERIENCE!

An inviting backyard area features a private in-ground pool surrounded by multiple outdoor seating options. A gazebo offers shaded seating, while lounge chairs are positioned around the pool. The two-story home in the background showcases large windows that provide views of the outdoor space.

4.92 out of 5 average rating, 171 reviews

The Resort Residence-Heated Pool option-Cinema

Condo rentals with a pool

Perennial VC Flag 1C

4.9 out of 5 average rating, 10 reviews

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

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.

Condo 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!

4.88 out of 5 average rating, 8 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.

Condo 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

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

Superhost

The outdoor pool features a clear blue surface and is surrounded by a stone wall. A terrace with seating overlooks the water, while a rustic building is set in the background, complete with a tiled roof and lush green vines growing along the edge.

Worldmark Hunt- Stablewood Springs Resort 2BD

Other vacation rentals with a pool

5 out of 5 average rating, 67 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!

Superhost

A stylish pool house features a red metal roof and dark wooden walls. There is a spacious porch with several teal chairs. A basketball hoop stands on the pool deck, alongside the inviting circular swimming pool surrounded by stone edging.

Cabin in Utopia

4.6 out of 5 average rating, 20 reviews

The PoolHouse on the River

5 out of 5 average rating, 24 reviews

Home in Sabinal

Big Easy

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.

4.95 out of 5 average rating, 19 reviews

Poolside Home in San Antonio

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, 30 reviews

Scenic Hill Cabin: Trails & Cows in Fredericksburg

5 out of 5 average rating, 6 reviews

A serene outdoor space features a well-maintained grassy area, complemented by tall trees and a tranquil body of water. Two slatted lounge chairs are positioned near the water's edge, inviting relaxation in a natural setting surrounded by greenery.

Guesthouse in Leakey

The Springs Retreat - Springs Cabin Pool View

4.82 out of 5 average rating, 34 reviews

A stunning sunset captures the sky with vibrant hues of orange and pink, framed by a stone column and a fire pit. Scenic hills stretch in the distance, providing a serene backdrop to the expansive view from the property.

Home in Concan

1 Mile from Garner - Unbelievable Views!