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, 258 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

4.96 out of 5 average rating, 138 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, 214 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, 129 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!

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, 145 reviews

Heated Pool Luxury Oasis 5 bed/2 master suites

Experience the ultimate getaway in this luxurious residence, perfect for multi family gatherings or business stays! 5 spacious bedrooms, 4 bathrooms (9 total beds). Enjoy 2 master suites w walk-in closets, 2 living rooms, fully stocked chef's kitchen & pantry, ping-pong table, toys and games for all ages. Step outside to a backyard oasis featuring a beautiful pool, smoker grill, dinning table set and outdoor sofa set. Cozy, comfortable, and truly inviting—book your unforgettable stay today!

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, 142 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

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, 309 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.

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, 160 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

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, 210 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***

4.94 out of 5 average rating, 177 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.

4.8 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

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A vibrant game room features a Texas flag accent wall with a white star. Comfortable red seating is positioned near a television and vintage arcade machines, adding a playful element to the space. Natural light enters through two windows, enhancing the inviting atmosphere.

4.99 out of 5 average rating, 266 reviews

Spacious Home, w/Hot Tub near SeaWorld, BMT Grads!

4.85 out of 5 average rating, 240 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 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, 165 reviews

Elite Vacation Entertainment- 5 Stars (discounts)

4.79 out of 5 average rating, 340 reviews

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

A spacious backyard is depicted, featuring a wooden deck surrounding a cowboy pool, a putting green, and a sunroom with seating for relaxation. A firepit with surrounding chairs provides a cozy gathering spot. A game room inside includes a foosball table, inviting playful entertainment.

4.83 out of 5 average rating, 112 reviews

Stay Where You Play - Sport Court, Cowboy Pool

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, 181 reviews

SeaWorld, NSC, AFB, SixFlags, UTSA

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, 130 reviews

Cozy home, Pool access between Sea-word & Sixflags

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

4.97 out of 5 average rating, 144 reviews

Condo rentals with a pool

4.88 out of 5 average rating, 102 reviews

Riverwalk Retreat 1BR · Balcony · Pool · Gym

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.

4.94 out of 5 average rating, 31 reviews

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

5.0 out of 5 average rating, 7 reviews

Wyndham La Cascada Resort|3BR/3BA King Pres Suite

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

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 Bandera 2A

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

3BR Presidential w/ Downtown Views & Rooftop Pool

The outdoor pool area features a serene swimming pool surrounded by palm trees and lounge chairs. Comfortable seating is arranged near the water, with a round table showcasing a decorative drink. The hotel’s elegant façade is visible in the background, reflecting a relaxed atmosphere.

Condo in San Antonio

Eilan Hotel and Spa

Other holiday rentals with a pool

4.94 out of 5 average rating, 159 reviews

The Spanish revival villa is surrounded by lush greenery, showcasing a charming outdoor area with a fountain and a rustic fireplace. The traditional tile roof and stucco walls blend harmoniously with the natural landscape, while seating arrangements invite relaxation.

Villa in Helotes

The Villa of Casa Lejana

4.85 out of 5 average rating, 412 reviews

A private outdoor deck features a temperature-controlled plunge pool with blue illumination, surrounded by wooden railings and a natural backdrop. Two lounge chairs are positioned nearby, overlooking the expansive landscape under a starlit sky.

Cabin in Boerne

Owl Spring Ranch Bunkhouse

4.99 out of 5 average rating, 202 reviews

A serene swimming pool reflects vibrant colors from the sunset sky, while the inviting deck features a pergola and seating. The charming cottage stands in the background, with soft lighting illuminating its exterior.

Cabin in Tarpley

Tarpley Guesthouse | Hill Country | Private Pool

4.93 out of 5 average rating, 334 reviews

A tennis court is featured, with colorful blue and red playing surfaces. Nearby, a shaded pavilion provides seating, accompanied by two red chairs positioned for relaxation. Surrounding trees provide a natural backdrop, enhancing the outdoor recreational area.

Guesthouse in Boerne

Country Guesthouse in Boerne | Bluebonnet Oasis

4.94 out of 5 average rating, 53 reviews

Home in Lakehills

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

5.0 out of 5 average rating, 20 reviews

Cabin in Lakehills

Moonbeam Cabin

4.99 out of 5 average rating, 71 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