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

Pool • HotTub • Games • FirePit | BeeCreek Cottage

Welcome to Bee Creek Cottage — a stylish, modern escape nestled in Texas Hill Country. Perfect for couples, small groups, or bridal stays, this private oasis offers nature views, elegant interiors, and easy access to wineries & Austin. 🌊 Private deck with hot tub 🔥 Fire pit with Adirondack chairs & hill country views 🕹️ Shared Amenity center: Pool, Hot tub, trampoline, petting zoo, & Game room 🎨 Access to on-site art gallery & walking trails 🍷 Minutes from Texas wineries, BBQ & Lake Travis

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

The chic & cozy Tranquility Cabin is located at 13 Acres Mediation Retreat in the TX hill country. Explore hiking trails, butterfly 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 where fellow travelers gather most nights. Come discover the restorative power of this sacred space as you craft your own transformative experience!

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!

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

DayDreamerCottage amidst the Blanco river (Hottub)

Relax with the family at this peaceful place to stay. You will immediately be transformed into your nostalgic childhood days. Let your worries and stresses melt away while you enjoy the hill-country sunset from the comfort of your own back porch. Take on the river or pool during the day to make lasting memories with your loved ones. At night turn on the party lights, enjoy a cool beverage while cooking out on the grill, roasting some smores, and enjoy the new private hot tub!

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!

Luxury Villa | Pool | Hot Tub | Sunset Views

Welcome to our Ranch. Located on 180 Acres in Dripping Springs, the Hollow Villa is a Relaxing Luxury Modern Home with all the amenities you could possibly need. Decorated Mid-Century Modern and accented by beautifully restored antique pieces. This home is built around the west-facing picturesque 180-degree stunning views showcased throughout the indoor and outdoor spaces. Relax on the large comfortable sofa or the luxury hot tub to take in the beautiful sunsets.

Dripping Springs Treehouse • Heated Pool, Firepit

Welcome to The Treehouse. Reconnect with nature at this unforgettable escape. With a bird's-eye view into the trees from every room, this 1-bedroom, 1-bath modern treehouse sleeps 4 and features an expansive walk-out deck with a plunge pool for fun in the sun and a firepit for cozy nights under the starriest Texas skies. Indoor/outdoor living at its best! Welcome to bliss, y'all! We’re Woodline Ranch. No trees were harmed in the building of this treehouse.

Modern A Frame on 5 Acres w/ 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.