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

Lee House @ Montesino Ranch (river access & pool!)

NEW for 2025! 16' x 35' salt water pool, hot tub & water slide Step back in time & experience the charm of our 1900s Lee House, the largest accommodation on the ranch. With its spacious layout & rustic elegance, it’s the perfect place to enjoy a peaceful escape while surrounded by the natural beauty of our working farm. Hike, bike, & explore on over 225 acres, then cool off with a dip in the Blanco River! We allow up to 2 pets, with a $75 per pet fee. See additional information below for rules

Spring Break Escape | Pool | Hot Tub | Sauna

Experience the magic of spring in Wimberley—where wildflowers bloom, the river sparkles, and the Hill Country comes alive. Spend afternoons lounging by the private pool, soak in the hot tub as the stars come out, and unwind in the sauna after a day of exploring. Whether it’s a family spring break getaway, a girls’ weekend, The Cowboy Surf Lodge is your perfect retreat. With warm days, fresh energy, and that just-right Texas breeze, this is the season to reset, recharge, and stay in wonder.

Luxury Villa | Pool | Views | Hot Tub | Fire Pit

Welcome to our Ranch. Located on 180 Acres in Dripping Springs, the Nook 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, the luxury hot tub, or on the covered porch to take in the beautiful sunsets.

Relaxing private 8acre oasis with hot tub and pool

Private natural oasis with 3 cabins, private pool, cedar hot tub, and private observation deck. The private 8-acre property is located in the heart of hill country, with amazing panoramic views. Newly remodeled with thoughtful design and furnishings. Fully solar power with grid and battery backup. *ALL 3 cabins are included in the price* NOTE: The drive ends with a 1-mile gravel road. These are common in hill country and cars of all sizes are fine... just drive slowly (10 mph)

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!

Hill Country Cabin • Pool, Firepit, Stars • Austin

Welcome to Hawk's Nest! Elevate your stay with a unique architectural space nestled under the starriest of ATX hill country skies. Hawk's Nest is inspired by the graceful hawks that swoop and soar the skies before nesting atop the oaks that surround the space. This special spot delivers great natural light and epic stars for cool daytime dips in the plunge pool and unmatched stargazing around the firepit -- all on your private walkout deck. Welcome to bliss, y’all.

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.

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.

Panoramic Serenity: Luxury Soaking Tub & Pool

Welcome to the luxury dream escape for two! Imagine star-gazing from the luxurious outdoor soaking tub or unwinding on the lounge bed with a gorgeous view. Rinse off in the perfect outdoor shower. Spend the sunny Texas afternoons sipping local spirits in the Cowboy Pool, soaking up the sun and the valley view. We've handled every detail for your unforgettable stay. Don't be surprised if you never want to leave!

Vista View Spyglass! Hot tub & Pool

This is a truly magical experience. Nestled among the trees, 'SpyGlass' is an elevated tree house with breathtaking views of Texas Hill Country. This stunning treehouse is equipped with 🗸 Private Hot Tub 🗸 Comfy King Beds 🗸 Walk-In Shower 🗸 Communal Infinity Edge Pool ◉ Few Mins from your stay → Blanco river → Wimberley Square → Blue Hole → Cypress Creek → Jacob’s Well Book now and let the magic begin!