Holiday rentals with a pool in Lakehills

4.99 out of 5 average rating, 341 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!

FamilyValueComfort

4.84 out of 5 average rating, 210 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)

ValueLocationGetting around

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!

ValueLocationAmenities

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

A gorgeous two-story home in a friendly suburban neighborhood just minutes away from popular destinations like Six Flags Fiesta Texas, La Cantera Mall, and The Rim. Enjoy the Texas sunset with a captivating overlook of the city from the back porch or large windows. Features: - 5 Bedrooms - 3 Full Bathrooms - 2 living rooms with luxurious couches - Fully stocked kitchen - Fiber Wifi - Smart TV's in every room - Large backyard for dogs to play - Patio and balcony - Washer and dryer

FamilyValueAir conditioning

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, 307 reviews

Luxury House by Fiesta Texas & Seaworld with POOL

This beautiful luxury house has complete privacy and it is located in a quite neighborhood, few minutes from Fiesta Texas, The Shops At La Cantera, The Rim, SeaWorld, restaurants, family-friendly activities, nightlife, Palladium, bowling, Golf course, Top Golf and more. House includes a master suite with hot-tub, game area w\pool table and arcade, covered patio with sitting area & BBQ grill, a luxurious private pool & a huge backyard with mature Texas Oaks and plenty of parking space.

LocationFamilyCheck-in

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

🔥 Heated Pool 🔥 🇺🇸 Veteran Owned🇺🇸 Charming Rock home! ⭕️Inside Loop 1604 🇺🇸 Family favorite for Air Force BMT 🇺🇸 🗝️ Swimming Pool -heated 🗝️ Pool Table 🗝️ Game Room 🗝️ 2 King Beds Great rock home in a quiet neighborhood featuring a two-level deck with in-ground pool. Speakeasy themed game room with a pool table. Perfect location for the entire family to gather. Lackland AFB: 12 miles Sea World: 6 miles Six Flags Fiesta Texas: 7 miles Riverwalk: 15 miles

ValueLocationQuiet

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

***Community Pool is CLOSED as of OCT. 31st until May 2025*** -2 Kings, 1 Queen, 1 full, 1 twin mattress, 1 Pack & play, & 1 queen Air mattress -5 smart tvs -Wifi -Office area -Pack & Play -High chair -Dining area seats 10+ -2 full baths (Separate tub & shower + 2 vanities) -Hot water avail -Washer/dryer (detergent not provided) -Coffee bar -Mins from shopping centers, grocery, restaurants, movie theatre/bowling, shooting range, Medina Lake ***Approx. 10 mins from Seaworld***

FamilyLocationNearby

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.

FamilyLocationTV

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.

LocationFamilyPool

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!

FamilyLocationIndoor spaces

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.

ValueLocationAmenities

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, SixFlags, UTSA

Bring the whole family to this NEW, beautifully designed home in a safe, quiet community. Perfect for vacations, military stays, or extended visits, this home offers comfort, space, and convenience all in one place. Conveniently Located Near: • 10 mins – National Shooting Complex • 20 mins – SeaWorld • 25 mins – Lackland AFB • 25 mins – Six Flags, UTSA & shopping malls • 30 mins – San Antonio International Airport • 40 mins – The Alamo & River Walk

ValueLocationPets

Popular amenities for Lakehills 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, 132 reviews

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

ValueLocationBathroom

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.

4.97 out of 5 average rating, 140 reviews

Downtown Cozy 5BRM Getaway w/Pool

LocationValueBackyard

4.88 out of 5 average rating, 213 reviews

Top-Rated Modern Family Oasis — Pool & Mini Golf

FamilyValueOutdoor spaces

4.98 out of 5 average rating, 112 reviews

Ultimate Staycation by Med-center, Seaworld,

FamilyValueOutdoor spaces

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)

FamilyLocationQuiet

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, 249 reviews

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

FamilyValueTV

A large, inviting pool is surrounded by a spacious deck featuring a sandy-colored stone finish. Lush greenery and palm trees provide a natural backdrop, while a playscape with a slide is visible in the corner of the yard. The sky is adorned with soft clouds as the sun sets.

4.92 out of 5 average rating, 203 reviews

4 BR Oasis pool house - BMT Lackland & SeaWorld

ValueFamilyDecor

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.

4.97 out of 5 average rating, 141 reviews

Heated Pool Luxury Oasis 5 bed/2 master suites

ValueLocationGetting around

Condo rentals with a pool

4.85 out of 5 average rating, 72 reviews

Riverfront Balcony 1BR · Pool · Gym · Parking

FamilyValuePool

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

ValueFamilyPool

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

ValueLocationKitchen

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

LocationValuePool

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.

Condo in Pipe Creek

Perennial VC Flag 1C

Hospitality

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

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

Hospitality

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

LocationFamilyTV

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

FamilyLocationBarbecue

4.94 out of 5 average rating, 913 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.

LocationValueLaundry

4.97 out of 5 average rating, 200 reviews

Casa Bella Hideaway Retreat with Pool

ValueFamilyOutdoor spaces

4.94 out of 5 average rating, 50 reviews

Home in Lakehills

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

ValueLocationDecor

5.0 out of 5 average rating, 18 reviews

Cabin in Lakehills

Sunsrise Cabin

LocationFamilyPool

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

FamilyValueCheck-in