Holiday rentals with a pool in Lakehills

4.99 out of 5 average rating, 342 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

Remote Tiny / 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 spacious backyard is featured with a clear swimming pool bordered by wooden decking. Sunlight illuminates the area, highlighting the grill and hot tub nearby. String lights hang overhead, creating a relaxed outdoor ambiance. The two-story home overlooks the pool and deck area.

4.88 out of 5 average rating, 250 reviews

Modern 5BR w Heated Pool, Hot Tub, BBQ, Games

No cleaning fees! This luxurious, modern smart home features 5 bedrooms, 6 beds with 2 convertible couches, 3 full bathrooms, a pool, 7 big screen TVs including 85" Samsung QLED with surround sound, air hockey, ping pong table, cornhole, foosball, bbq, full kitchen, and more! Sleeps 14+ comfortably! Hot tub & pool heater are available as an add-on/costs extra. Just 4 miles from downtown! 5 miles from River Walk, Alamodome, Alamo, Historic Gardens, Public Parks, and about 15 miles from Sea World

A spacious living area is adorned with large, airy windows and a high ceiling, featuring a comfortable sectional sofa and a sleek fireplace. A glass coffee table sits at the center, complemented by decorative pillows. A wall-mounted TV offers entertainment options for guests.

5.0 out of 5 average rating, 127 reviews

Cozy home, Pool access between Sea-word & Sixflags

This beautiful home conveniently located in a peaceful neighborhood in NW SA. It is just 3 minutes away from loop 1604 with easy access to all the main attractions in SA, surrounded by shopping centers, supermarkets, and more. It fits up to 15 guests including families with kids, fully furnished with 4 Bedrooms , 11 beds. (1 king , 3 queens, 2 bunk beds , 1 queen sofa- bed , 1 air mattress) 4 smart TVs , high speed Wi-Fi, Grill, Game-room, and fully stocked kitchen, with Pool Access.

4.96 out of 5 average rating, 134 reviews

Family-Friendly Home by SeaWorld/Lackland BMT/ 4BR

Welcome to this beautiful Veteran Owned house by SeaWorld. This is a 4 bed, 2 bath, spacious home located just 10 min from SeaWorld and 15 min from Lackland AFB, 18 min from six flags and 17 minutes from Riverwalk, San Antonio!!! Bright, clean, well-appointed space for multiple guests and furry kids are always welcome! The home is equipped with all the amenities needed to accommodate our guests. Bring the whole family to this great place with lots of room for fun. We are also disabled friendly.

4.84 out of 5 average rating, 211 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! House is private - inside gate 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 18 miles to Bandera, Texas (cowboy Capital)

4.89 out of 5 average rating, 128 reviews

A stock tank pool is situated under a wooden pavilion, surrounded by nature. Comfortable seating is provided by two woven chairs and a small side table is positioned nearby. Lush greenery fills the background, creating a serene outdoor atmosphere.

Guesthouse 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!

Home in Tobin Hill Community

A refreshing swimming pool is surrounded by a well-maintained yard, featuring comfortable lounge chairs and two umbrellas. Mature trees provide shade, and string lights hang above, adding a cozy ambiance. The pool's clear water reflects the sky, creating a serene outdoor space.

Downtown Cozy 5BRM Getaway w/Pool

Escape the ordinary and step into a place designed for pure relaxation. This isn't just a place to stay; it's an experience. Imagine sipping your morning coffee on a private patio by the pool, exploring local gems just minutes away from the vibrant energy of downtown San Antonio and the trendy shops and restaurants at The Pearl. Imagine sinking into a plush bed at the end of a perfect day. We've thought of every detail to make your stay effortless. Book now and start making memories!

4.97 out of 5 average rating, 141 reviews

Superhost

A well-lit pool area is shown at dusk, illuminated by string lights overhead. An in-ground swimming pool reflects the surrounding trees, with lounge chairs positioned around it. Colorful floaties are placed in the water, contributing to a fun, inviting atmosphere.

4.86 out of 5 average rating, 308 reviews

6BR Retreat | Huge Pool & Game Room

Your private San Antonio getaway built for big groups! Enjoy a huge private pool, oversized backyard surrounded by mature Texas oak trees, game room with pool table and arcade games and a covered patio with BBQ and plenty of space to gather. With 6 bedrooms, a spacious primary suite with jetted tub and room for 16+ guests, this is one of those homes where the property itself is part of the vacation — all in a quiet neighborhood near Six Flags Fiesta Texas, La Cantera and The RIM.

4.94 out of 5 average rating, 175 reviews

Home in Bandera

Hill Country Escape | Dome, Pool, Hot Tub & Arcade

Escape to a private Hill Country retreat featuring a unique stargazing dome, cozy cabin, heated pool, hot tub, and new arcade game room with pinball and retro gaming. Relax under the stars, gather around the fire pit, or explore nearby Bandera—the Cowboy Capital of the World. Popular motorcycle routes, scenic drives, live music, and outdoor adventures are just minutes away. Perfect for couples, families, and small groups seeking privacy, fun, and unforgettable memories.

4.95 out of 5 average rating, 194 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.

4.94 out of 5 average rating, 103 reviews

The Treehouse At La Cantera | 5 Min to Six Flags

Discover your perfect San Antonio escape! Enjoy our home with an above-ground pool set against Texas Hill Country views, yet only minutes from Six Flags, Fogo De Chao & Brazao, Top Golf, The Rim, and The Award Winning La Cantera Mall. Ideal for relaxation or adventure, this spot offers a unique blend of privacy in a treehouse setting with access to the best of North San Antonio in the tight-knit neighborhood of Legend Hills. Perfect for any family getaway!

4.8 out of 5 average rating, 106 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

This beautiful home sits on 12+ private acres with unobstructed views. Gorgeous negative edge pool allows you to literally soak it all in. Tons of deck space to relax and enjoy the outdoors. Located in the serene hill country just outside of San Antonio. 10 miles to shopping & restaurants and 15 miles to Sea World. 6 Bedrooms, Bunkroom and 4 Baths. June-August: 4 night minimum Medina County currently has a burn ban so no outdoor burning of any kind.

Popular amenities for Lakehills 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, 112 reviews

Ultimate Staycation by Med-center, Seaworld,

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.

4.94 out of 5 average rating, 178 reviews

SeaWorld, NSC, AFB, Six Flags, UTSA

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, 207 reviews

Seaworld*National Shooting Complex*Alamo Ranch

An in-ground pool is surrounded by a stone patio and greenery, offering a refreshing retreat. The game room features a vibrant red pool table with colorful balls, while a cozy outdoor seating area is arranged with cushions on a covered deck.

5.0 out of 5 average rating, 159 reviews

Game Room-Heated Pool-Veteran Owned

4.97 out of 5 average rating, 200 reviews

Casa Bella Hideaway Retreat with Pool

A well-appointed living room features luxurious brown leather couches positioned around a mirrored coffee table. A golden sunburst artwork enhances the brick fireplace, while decorative vases and a green plant add a touch of elegance. Natural light filters through the window, illuminating the space.

5.0 out of 5 average rating, 141 reviews

Luxurious Two-Story Home Near La Cantera/Rim

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.

4.96 out of 5 average rating, 164 reviews

Elite Vacation Entertainment- 5 Stars (discounts)

Superhost

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.

Home in Stone Oak

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

4.79 out of 5 average rating, 339 reviews

Condo rentals with a pool

4.91 out of 5 average rating, 80 reviews

Riverwalk View 1BR · Balcony · Pool · Parking

A modern resort building features multiple floors with a curved design and balconies. Surrounding landscaped areas include palm trees and manicured lawns, contributing to the inviting environment. A clear blue sky provides a bright backdrop for this well-maintained property.

4.93 out of 5 average rating, 30 reviews

Wyndham La Cascada Resort|2BR/2BA Riverwalk Suite

A modern multi-story resort building is shown against a clear blue sky. The façade features a mix of large windows and balconies, surrounded by landscaped greenery. Arched columns provide an inviting entrance, enhancing the architectural design.

5.0 out of 5 average rating, 11 reviews

Wyndham La Cascada Resort|1BR Balc Pool River Walk

Superhost

The multi-story building is presented with a light-colored façade, featuring multiple balconies on various floors. Lush greenery surrounds the structure, which exhibits arched openings at the base. A clear blue sky provides a backdrop to this modern urban resort.

4.88 out of 5 average rating, 17 reviews

La Cascada, one bedroom, sleeps 4

Perennial VC Flag 1C

Éilan Hotel & Spa -San Antonio, TX- 1Bd Suite

Eilan Hotel and Spa

3BR Presidential w/ Downtown Views & Rooftop Pool

Other holiday rentals with a pool

4.97 out of 5 average rating, 216 reviews

Guesthouse in Boerne

Hill Country Outdoor Retreat | Bluebonnet Oasis

A two-story home is shown with a combination of brick and siding. A garage is visible at the front, accompanied by a neatly landscaped yard featuring a tree and shrubs. The background showcases a colorful sunset sky with soft clouds.

4.92 out of 5 average rating, 101 reviews

YOUR HOME AWAY FROM HOME AT THIS BEAUTIFUL HOUSE

4.88 out of 5 average rating, 213 reviews

Top-Rated Modern Family Oasis — Pool & Mini Golf

5.0 out of 5 average rating, 18 reviews

Cabin in Lakehills

Sunsrise Cabin

4.94 out of 5 average rating, 50 reviews

Home in Lakehills

LA LOMA /Pool and Hot Tub Private/Deer/Playground

4.99 out of 5 average rating, 70 reviews

An aerial view showcases the property surrounded by lush greenery and rolling hills. The saltwater pool is visible, positioned to the side of the house, which is designed with a modern aesthetic. The serene landscape emphasizes the secluded nature of the location.

Home in Bandera

Texas Hill Country Retreat • Pool • Bandera

4.98 out of 5 average rating, 65 reviews

Guesthouse in Pipe Creek

Amy's Hilltop Guesthouse | Views, Pets & Pool