Holiday rentals with a pool in Wimberley

Mini-Ranch: Cowboy Pool, Sauna, 5 min to Blue Hole

This is Casinada: 5 acres of serenity meet modern luxury in a spacious 2000+ sqft ranch-style home - Rustic outside, fully modern inside. Perfect for family gatherings, friend reunions, and weekend getaways: • 5 min to natural pools • Amazing Wineries, hikes, Breweries • Mini-spa: Cowboy Pool + IR Sauna + Meditation/Yoga area • Outdoor bliss: Firepit + grill, outdoor seating • Cook's paradise: Wolf Range, PK Grill/Smoker • Downtown: 5 min, Dripping Springs: 15 min, Austin & AUS airport: 40 min

Luxury Home - Stunning Views, Pool, Hot Tub

Welcome to our Ranch. Located on 180 Acres in Dripping Springs, the Hideaway Hill Country is a Relaxing Luxury Modern Home with all the amenities. Decorated Mid-Century Modern and accented by beautifully restored antique pieces. This home is built around the west-facing picturesque 180-degree views showcased throughout the indoor and outdoor spaces. Relax on the large comfortable sofa, the luxury hot tub, or on one of the multiple covered porches and gazebos to take in the beautiful sunsets.

Modern tiny house, pool & EV charger on 6 acres

Welcome to Buck Moon tiny house, a restful hideaway where you can recharge and gather inspiration from the art and nature surrounding you. Our tiny house sits on 6 acres, located between Wimberley, Blanco and Dripping Springs. Sleep deep under the stars in our treehouse lofts and enjoy every minute in our thoughtfully curated space. Relax in our brand new outdoor living space with an 8' plunge pool and state of the art grilling station or spend the evening indoor streaming your favorite movie.

Amazing Views, 2BR, Private, Firepit, Pool

Hot tub coming soon! Escape to your peaceful 2BR/2BA private Ranchette in Kendalia, TX! 1.5 hours from Austin, this luxurious retreat offers an incredible experience with rolling hills, you'll be mesmerized by the epic panoramic views that stretch as far as the eye can see! Indulge in the ultimate relaxation with your seasonal stock tank pool, or firepit in the cold months, with breath-taking views while you soak up the Texas sun. At 29 acres, this cabin offers complete privacy and tranquility

Silver Moon Cabin Wimberley

Charming tiny house nestled on 10 hill county acres. Abundant wild life, exceptional star gazing, S’mores at the campfire. Tiny cabin packed with thoughtful provisions to make your stay magical. 8 minute drive to downtown Wimberley. Wineries, Shopping, nightlife, dining, live music venues, river floating. Something for everyone in this whimsical little town. Area attractions include Austin dining and music scene, Gruene Hall, Blue Hole, Jacob’s Well, Schlitterbahn Water Park, Outlet Mall.

Studio @ Montesino Ranch with river access & pool!

NEW for 2025! 16' x 35' swimming pool, hot tub, and 6' water slide Immerse yourself in the tranquil beauty of Montesino Ranch, where modern comfort blends seamlessly with the natural charm of an organic farm. Nestled beneath towering 100-year-old oak trees and overlooking the vibrant patchwork of our nine-acre farm, our accommodations offer the perfect setting for your dream vacation. Hike, bike, & explore on over 225 acres, then cool off with a dip in the Blanco River or swimming pool!

Dripping Springs Oasis • Hot Tub, Pool • Austin

Natural light abounds in this modern hill country home! Explore 30 acres of stunning oaks and seasonal wildflowers. Soak in your private Jacuzzi on the ridge, or take a cool plunge in the dip pool. The outdoor sofa is positioned for ultimate bird watching and book reading. Grill outside, cook inside, or venture out to one of the nearby wineries, distilleries or restaurants. But when the sun dips low, get ready for unmatched sunsets and the starriest Texas skies! Welcome to bliss, y’all.

A+ Privacy | Romantic Lux | Sauna | Hot/Cold Pool

★ “Secluded, peaceful, and incredibly romantic—exactly what we needed.” Welcome to Avandaro Ranch—our serene escape tucked behind Wimberley Winery on a private 10-acre ranch where deer roam freely and nature surrounds you. Each of our 4 cabins was inspired by our favorite Hill Country stays and thoughtfully built to offer total privacy, luxury comfort, and effortless connection with nature. Whether you're celebrating something special or just need to unwind, this is your place.

Sunset Cabin on the Blanco River

Perfect getaway! Enjoy your own PRIVATE pool and hot tub at our unique hill country cabin with 8.6 acres. Breathtaking sunsets from the upper deck. Float in the pool on the bluff overlooking the Blanco River (normally dry river) or relax in the hot tub. Enjoy a cozy fire, sit in the gazebo or take the stone steps down to the river bank for a hike. Head into Wimberley Square for dinner and shopping. No PETS. Yes on WIFI, great place to unplug. INST-A-GRAM @sunsetcabinwimberley

Cedar Shack - cozy getaway minutes from Wimberley

Escape from the busy city life and come visit our little ‘Cedar Shack’ oasis situated minutes from Wimberley and San Marcos. Enjoy the fresh air, float the San Marcos river, visit the local wineries, take a splash in one of the spring-fed swimming holes, check out any one of the unique shops and lovely restaurants, and soak in all the beauty that the Texas Hill Country has to offer. We are now offering a hot tub feature since our stock tank pool has the ability to heat!

Modern A Frame on 5 Acres with Heated Plunge Pool

The Texas A Frame is a place to unwind, nourish your soul & build memories that will last a lifetime. A place designed for friends & family; for indulging in a state of serenity & a deep connection with nature. This cabin is not just a getaway, it's an experience. Nestled on a bluff, 40 feet above the Blanco River, the Texas A Frame is surrounded by towering oak trees & native wildflowers - with easy access to hiking trails & watering holes.

Northstar Modern Cabin - Views Pickleball Pool !

Plan to relax and rejuvenate while staying in Northstar Modern Cabin, our deluxe lodging option. Imagine sipping freshly brewed coffee on the front porch, admiring the incredible, vast, Hill Country view. While some folks stay here to get away from it all, it’s only a five minute drive along the Blanco River into town for shops, restaurants, and activities. When you return for the evening, kick back and savor the sunset and stargazing.