Vacation rentals with a pool in Leakey

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 homes 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, 307 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 homes 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!

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, 841 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!

4.83 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)

4.99 out of 5 average rating, 619 reviews

A wooden cabin with a screened porch sits amidst a spacious outdoor area. Colorful lounge chairs and a stone fire pit surround the cabin, while an inflatable pool and a shaded seating area with umbrellas are visible. Lush greenery provides a natural backdrop.

Cabin in Harper

Hill Country Cabin

Hill Country Cabin 5 fenced acres pets welcome. When bringing a pet not well behaved please let me know in advance all good. Relax in the Hot Tub or cool off in the 8 foot filtered galvanized pool. Enjoy the fire pit sun sets and star gazing. There's a deck or screened porch where you can enjoy your morning and watch nature waking. There is a fridge, gas griddle, charcoal grill, electric griddle, microwave, portable oven and 2 burner hot plate. Along with everything you'll need to cook with.

4.98 out of 5 average rating, 126 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!

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.

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.

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 ☀️

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!

Popular amenities for Leakey rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 122 reviews

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.

Home in San Antonio

Let your family relive a golden age!

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

4.96 out of 5 average rating, 146 reviews

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.

Home in San Antonio

Trails, SeaWorld, NSC, AFB, SixFlags & More

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)

4.98 out of 5 average rating, 162 reviews

The Farmhouse: Modern Retreat in Fredericksburg

4.86 out of 5 average rating, 102 reviews

The guest house exterior features stone walls and a covered porch, complemented by green lawn and shaded trees. A pathway of stepping stones leads to the pool area in the background, showcasing a tranquil outdoor space inviting relaxation.

Home in Helotes

Cozy Casita

4.97 out of 5 average rating, 116 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

Condo rentals with a pool

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

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.

Condo in Pipe Creek

Tapatio Springs Resort, Boerne. Relax, Dine, Golf

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

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

A spacious living area showcases comfortable seating arrangements with a dark grey couch and a light-toned armchair, complemented by soft throw pillows. A coffee table with decorative items and a ceiling fan provide a cozy feel, while natural light filters through the windows, accentuating the modern decor.

Condo in San Antonio

4.86 out of 5 average rating, 7 reviews

3 Mi to Hospitals: Stylish Condo in San Antonio!

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.

Condo in Hunt

Worldmark Hunt- Stablewood Springs Resort 2BD

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 Flag 2A

Other vacation rentals with a pool

4.96 out of 5 average rating, 79 reviews

An aerial view captures a stone house with a metal roof and a fenced pool area featuring a hot tub. Sunlight highlights surrounding greenery and mountains in the background. Outdoor seating is arranged near the pool, enhancing the inviting atmosphere of the outdoor space.

Home in Concan

Golf Course Home in Concan, Sleeps 25!

4.97 out of 5 average rating, 73 reviews

A log cabin is illuminated by soft string lights, surrounded by tall oak trees. A deck with a railing encloses a pool area, providing a cozy outdoor space. The ambiance is enhanced by warm lighting that highlights the wooden structure and natural surroundings.

Cabin in Concan

The Log Cabin on River Road

4.96 out of 5 average rating, 26 reviews

Home in Sabinal

Big Easy

Tiny homes 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

4.99 out of 5 average rating, 70 reviews

Cottage in Kerrville

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

5 out of 5 average rating, 10 reviews

A welcoming living area features high ceilings with exposed wooden beams and large windows offering views of the surrounding hills. A cozy sofa and colorful seating are arranged around a coffee table. Soft light fixtures create a warm ambiance in this inviting space.

Cabin in Concan

Design-forward Frio cabin with epic views & pool

5 out of 5 average rating, 9 reviews

A tranquil scene features a stone pathway over a gentle waterfall, surrounded by lush greenery and serene water reflecting the trees. The natural landscape extends into the background, creating a peaceful atmosphere.

Guesthouse in Leakey

The Springs Retreat - 1 Bedroom Water View