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

Resort Style Pool House

Treat yourself to a high-end vacation at this East Austin guest house. This spacious home is the perfect spot to enjoy a luxurious stay in the best location in Austin. Walkable to amazing dining options, nightlife, and the serene nature trail along the river. This home is located near city hot spots, but nestled in a quiet neighborhood. Pool area is shared with front house. No additional visitors allowed on property other than booked guests (2 max), please message w/special requests.

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!

Fall Getaway | Pool | Sauna & Starry Hot Tub

Experience the magic of fall in Wimberley—where golden sunsets meet cool nights under the stars. Take a dip in the private pool during warm afternoons, soak in the hot tub under crisp skies, and unwind in the sauna as the Hill Country paints its seasonal charm. Whether it’s a family getaway, a girls’ weekend, or a peaceful escape, The Cowboy Surf Lodge is your perfect retreat. With fewer crowds and vibrant fall colors unfolding, now’s the time to savor everything this haven has to offer.

Nirvana Glamping Cabin: Yoga/Hike/Swim @13 Acres

Nestled within the 13 Acres Meditation Retreat in the picturesque Texas Hill Country, the Nirvana Cabin offers a tranquil respite for guests. Explore hiking trails, gardens, wet-weather creek, jaw dropping sunsets, gift market, infinity pool, refreshing outdoor showers, super clean restroom facilities, classes in the Breathe yoga/meditation studio, 24/7 café, & community fire pit. Come discover the restorative power of this sacred space as you craft your own transformative experience!

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

"Time Traveling", Canyon Lake Get-a-way, Lakeview

Relax on the patio and enjoy the view of beautiful Canyon Lake. Newly renovated and fully equipped with linens, cable TV, WI-FI, cooking utensils, coffeemaker. We are centrally located with several nearby restaurants and lots of fun activities -one block from a public beach and Canyon Lake Marina; 5 miles from Whitewater Amphitheater and the Horseshoe sec. of Guadalupe River (great place for tubing), 20 minute drives to Wimberly, San Marcos, Gruene or New Braunfels.

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 w/ Heated Plunge Pool on 5 Acres

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.