Vacation rentals with a pool in Guadalupe County

4.95 out of 5 average rating, 111 reviews

An aerial view captures a private pool area surrounded by lush greenery. The rectangular pool is complemented by a small spa and two lounge chairs are positioned near an umbrella table. Two cabanas and a residential structure are visible, providing a serene escape.

Guesthouse in Schertz

PaPa’s Casita at SoJo Ranch

ADULTS ONLY Relax in style at our poolside casita, nestled on a micro-ranch near Randolph Air Force Base. Perfect for pilots in training, travel nurses, or short-term stays. Enjoy convenient access to the base or local activities while unwinding in your own private oasis. Complete with all the comforts of home, including a cozy queen bed, a single convertible bed, a full bathroom and a kitchenette, open access to the pool. Your stay at the casita promises relaxation, peace and some Texas fun!

Tiny home in New Braunfels

A charming cottage exterior is showcased with a covered front porch supported by white columns. A wooden step entrance leads to a door, flanked by large windows. The surrounding area features a gravel pathway and picnic tables, with green trees visible in the background.

4.82 out of 5 average rating, 185 reviews

Guadalupe cottage

The cozy cottage can accommodate 4 adults & 4 children with a queen size bed, a sleeper sofa in the living room, plus an overhead loft area with two full mattresses for the kids. These rentals come fully furnished with a private bathroom, linens for the downstairs, air conditioning, TV, and a kitchen with full appliances. Outside is a covered porch with four chairs, plus a charcoal grill and picnic table. ***Linens are not provided for 30+ night stays, a monthly linen bundle may be purchased***

5 out of 5 average rating, 122 reviews

A dining area features a large, wooden table surrounded by six upholstered chairs. Above, a rustic light fixture with three exposed bulbs hangs above the table, illuminating a cow-themed artwork mounted on the wall. A decorative centerpiece with small plants sits on the table.

Home in Canyon Lake

Herd into a Cozy Barn Haus – NB! (Rustic Barnyard)

Welcome to 'The Barn Haus' (8 Guests)—our incredibly chic boho barn-themed New Braunfels home! A newer build in a secluded community located in the middle of farmlands (well kind of) where you'll enjoy the regular luxuries of a full-size home minus all the hay! Though secluded, you're just a short drive from Historic Downtown New Braunfels, Schlitterbahn, Gruene, Comal River, Buc-ee's & Canyon Lake. Plus, you and the herd are just 2 easy minutes from the resort style pool, BBQ, and splash pad:)

Lush trees frame the edge of the Guadalupe River, providing a natural backdrop. A paved pathway leads to a concrete access point along the river, ideal for activities such as kayaking and tubing. The area showcases vibrant greenery reflecting a serene outdoor environment.

4.93 out of 5 average rating, 122 reviews

Guadalupe River Paradise! 2 Pools & 4 Hot Tubs!

*AVAILABLE FOR WINTER TEXANS & SPRING BREAK! Super clean and updated private entire condo. 75", 50", 40" HDTV, Wi-Fi, Netflix, Cable TV, smart lock. 4 hot tubs, 2 pools - one pool heated year round, private river access. Close to everything! Comal Tube Shoot, New Braunfels square, Schlitterbahn, Gruene Hall, Gristmill, Krause's Biergarten, Neagelin's Bakery, Rockin' R Tubing, Wurstfest, Landa Park, and more **Formerly Mr. Wright's Condo (4.98 Starts with over 100 reviews) under new owners.

5 out of 5 average rating, 104 reviews

A private saltwater pool and six-person spa are surrounded by a spacious patio with wooden decking. The area features comfortable seating and a covered pergola, with a view of expansive glass doors leading indoors. The tranquil landscape and evening sky enhance the serene atmosphere.

Home in New Braunfels

Heated Pool•Spa•Views•Shuffleboard•Arcade•Firepit

😍 Top 1% of all homes on Airbnb! Planning a relaxing getaway with family and friends, or maybe the most epic girls trip? This house isn’t just a place to stay, it’s an experience! Million dollar views, heated pool (additional fee), spa, Hill Country’s largest outdoor net bed, yard games, arcade, and fully stocked kitchen and coffee bar await you! * Must be 25 or older to book * Strict no party rules here. Peaceful environment must be respected *Pool can be heated for additional $200/night

A wooden staircase, painted in red, descends through lush greenery towards the river. Wrought iron gates and a view of the water can be seen at the bottom, framed by vibrant foliage and trees, creating a serene pathway to the riverside.

4.86 out of 5 average rating, 143 reviews

Dos Rios Retreat- Downtown Riverfront Condo

Come stay where the Guadalupe and Comal rivers meet! Tucked away in a secluded, gated community along the Guadalupe River, enjoy beautiful riverfront views on your own 2nd floor balcony. Centrally located, you are minutes from downtown, Schlitterbahn, Comal River outfitters, shopping, restaurants, and nightlife. Private access to the Guadalupe river. Enjoy fishing and swimming along the banks of the river or grill out and relax by the pool. Perfect for a family get away or an adult weekend!

4.96 out of 5 average rating, 190 reviews

The cabin's exterior is showcased, featuring a blend of stone and metal finishes. A spacious covered porch with wooden flooring invites relaxation, while large windows provide visibility into the warm and welcoming interior. Surrounding trees and landscaping enhance the natural setting.

Cabin in San Marcos

Lux Retreat in DWELL mag! BURNING CREEK w/Pool&SPA

Renowned architect, Craig McMahon designed this Hill Country Cabin on 14 quiet acres. This new home has been featured in Dwell Magazine and won awards for its thoughtful design. This cabin with a beautiful pool and spa is 5 minutes from the Outlet Malls, 10 to Gruene, 15 to New Braunfels and 30 to Austin & Wimberley. Perfect for a girls shopping weekend, a romantic getaway, guys who golf, or couples, families & friends who want to explore the Hill Country between Austin and San Antonio.

4.98 out of 5 average rating, 131 reviews

A colorful teepee stands in the foreground against a vibrant sunset, with pink and orange hues filling the sky. A gazebo is positioned nearby, adding to the inviting outdoor space surrounded by lush green grass and trees in the background.

Tiny home in Cibolo

Buffalo Knights Tipi w/ pool & pickleball court

Buffalo Knights is a one of a kind teepee (yes with a/c) stay and is part of Olliewoods Oasis - a mix and match of colorful and eclectic sleeping options. The property is 2.5 acres and is adjacent to 180 acre nature park offering a pool, 30x30 covered pavilion, covered pickleball court, volleyball court, outdoor hot water shower and bathroom/shower house (Groovy Go Go). Board games, movies and yard games provided along with pickleball paddles to try the fastest growing sport in America!

4.98 out of 5 average rating, 112 reviews

A large deck overlooks sweeping views of the landscape and lake, featuring two white umbrellas for shade. Two yellow lounge chairs are positioned near a private heated dipping pool, creating a calm outdoor space perfect for relaxation.

Home in Canyon Lake

Eden Vista: Lake views, heated pool & fenced yard!

Now sleeps 6! Eden Vista is a magical lakeside retreat with sweeping views, from a cozy & stylish home with a large deck and private heated dipping pool. Bedrooms have en suite full bathrooms, plus half bath in hall. Prime location with proximity to Whitewater Amphitheater, alpine slide at Camp Fimfo, the Guadalupe River, charming downtown Gruene, hiking, wineries. Enjoy the outdoors, shopping, dining, or simply relaxing with a view at Canyon Lake! W.O.R.D. Permit # L1865

5 out of 5 average rating, 107 reviews

Stylish Condo on Golf Course, King Suite, Pets OK

Escap'Inn presents The Bandit. Stay at this stylish condo in New Braunfels; its amenities and prime location will surely make it hard to resist. Not only does it include a well-stocked kitchen and private balcony, but there are also pool access and communal grilling areas, so you do not have to worry about missing out on summer fun; within 15 minutes you can find yourself at the local water park or floating down the river. Book your getaway now!

4.86 out of 5 average rating, 155 reviews

Comal riverfront condo, walk to the Bahn, 2b/2b

Welcome to Stillwater retreat! Nestled directly on the scenic Comal river, this condo offers direct private river access for floating fun, just steps away from Schlitterbahn waterpark. Explore downtown's vibrant hot spots on foot and take a quick 5-minute drive to Gruene for more excitement. With a private river park, grill stations, lounging areas, a sparkling pool, and your very own entrance to the Comal river, this spot cannot be beat!

A swimming pool and hot tub are surrounded by lush greenery, with trees providing shade. The pool area is enclosed by a fence, and picnic tables and barbecue pits are visible nearby. The Comal River can be seen flowing in the background.