Holiday rentals with a pool in Lakehills

4.99 out of 5 average rating, 298 reviews

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!

4.94 out of 5 average rating, 822 reviews

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.

4.83 out of 5 average rating, 184 reviews

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)

4.9 out of 5 average rating, 110 reviews

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!

5 out of 5 average rating, 182 reviews

Palomino Paradise w/ Private Pool & Pool Table

Welcome to Palomino, the ideal vacation home blending coastal style with warm “Farm House” decor, offering a beach resort feel with countryside comfort. Located in NE San Antonio (Braun), it’s just minutes from top attractions like Six Flags Fiesta Texas, Sea World, Downtown, and La Cantera Mall. Perfect for family gatherings (no parties), Palomino accommodates up to 10 registered guests. Bookings are available for guests 25 years and older. Enjoy comfort, style, and convenience at Palomino!

4.92 out of 5 average rating, 103 reviews

Cozy home near LaCantera SeaWorld

Beautiful, spacious, comfortable, and safe. Quick drive to SeaWorld, Six Flags, and La Cantera/The Rim shopping centers. Perfect for families! Smart TVs available in the game room upstairs, in the kitchen and Master Bdrm. Free Wi-Fi throughout the house. Free parking off the street on driveway. Grocery stores (HEB/Walmart) and many options of restaurants within a 5 mile radius. Fridge, microwave, stove, washer/dryer etc. available for your use. Access to community pools and playgrounds.

4.96 out of 5 average rating, 139 reviews

Home in Bandera

Serene Shores on Medina lake

Welcome to “Serene Shores,” a Texas Hill Country retreat! Perfect for families and groups, this peaceful getaway offers stunning views of the lake bed, breathtaking sunsets, and a sky full of stars. Relax on the porch, unwind in the hot tub or pool, roast marshmallows around the campfire, or explore the scenic Hill Country by motorcycle. Nearby attractions include fishing, tubing, swimming, hiking, horseback riding, and experiencing the charm of Bandera, the Cowboy Capital of the World!

4.96 out of 5 average rating, 136 reviews

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

Bring the family to this NEW & beautiful, centrally located home. Conveniently located near Sea World, Six Flags, Shopping Mall, tons of restaurants & stores! You’ll enjoy a family friendly neighborhood which also features a community pool & playground. 10 mins from local stores 10 mins from National Shooting Complex 20 mins to Sea World 25 mins to Lackland AFB 25 mins to Six Flags & Mall 30 mins from San Antonio Intern. Airport 40 mins to The Alamo & The Riverwalk

Guesthouse in Monte Vista Historical

4.97 out of 5 average rating, 230 reviews

The Loft - Monte Vista

Our garage loft is a renovated and refurnished 900sf apartment. Clean, simple spaces and furnishings make for a relaxing getaway. We are in the Monte Vista Historic District, a 1-mile square walkable neighborhood 3 miles north of downtown and a 1.5 miles from the Pearl District. Our main house is a 1914 Prairie Style residence sheltered by the largest oak tree in San Antonio. We are happy to share our back yard, pool pavilion, and pool during our guests' stays.

4.97 out of 5 average rating, 145 reviews

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!

4.97 out of 5 average rating, 139 reviews

Casa Bella Hideaway Retreat with Pool

Forget your worries in this serene space. Our home is ready to give you a “retreat” experience outside of the city with a hill country flavor, and close enough to enjoy the restaurants and shopping centers in the city. Full of trees and wildlife. Enjoy the pool and many secret places to watch the sunset with cup of coffee or a glass of wine. If you are a golfer we are near to Canyon Springs Golf Club, Sonterra and PTC Golf Club.