Vacation rentals with a pool in Wimberley

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Top-rated rentals with a pool in Wimberley

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favourite
The interior space features large glass doors that open to the outside, allowing natural light to fill the area. A comfortable seating nook and a mix of rustic wood and modern design elements enhance the ambiance. Views of greenery are visible through the windows.
Home in Wimberley
4.94 out of 5 average rating, 119 reviews

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

Top guest favourite
A bright interior features natural wood walls and large windows allowing ample light. Stairs lead to an upper loft with a sleeping area. A cozy seating nook is visible, complemented by plants and modern kitchen amenities. The design promotes a seamless connection to nature.
Tiny homes in Wimberley
4.96 out of 5 average rating, 280 reviews

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.

Top guest favourite
The image showcases various outdoor amenities of the Cowboy Surf Lodge. The upper left shows a charming log cabin surrounded by trees, while the upper right features a unique outdoor barrel sauna. The lower left displays a wooden deck with a hot tub and ambient lighting, and the lower right highlights a refreshing swimming pool with lounge chairs.
Home in Wimberley
4.97 out of 5 average rating, 110 reviews

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.

Top guest favourite
A spacious living area features large windows that provide expansive views of the Texas Hill Country. A comfortable sofa is positioned alongside a coffee table, while an open-concept kitchen with modern appliances is visible in the background, enhancing the bright and inviting atmosphere.
Villa in Dripping Springs
4.98 out of 5 average rating, 186 reviews

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.

Guest favourite
A two-story building is nestled under large oak trees, featuring a light blue exterior and red accents on the windows and doors. A small porch is visible on the upper level, while seating areas are arranged outdoors amidst the natural surroundings.
Farm stay in Wimberley
4.88 out of 5 average rating, 143 reviews

Studio @ Montesino Ranch with river access & pool!

NEW for 2025! 6'6 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 the swimming pool!

Top guest favourite
A cabin is nestled amid a vibrant field of bluebonnets, with a light-catching reflective metal roof and wooden exterior. Rolling hills are visible in the background under a partially cloudy sky, creating a serene natural landscape.
Ranch in Wimberley
4.98 out of 5 average rating, 143 reviews

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)

Top guest favourite
An infinity-edge pool is surrounded by mature oak trees, reflecting the bright blue sky above. A sun umbrella and poolside loungers offer comfortable seating. The stone deck is illuminated by sunlight, providing a serene atmosphere for relaxation.
Cabin in Wimberley
4.98 out of 5 average rating, 317 reviews

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

Top guest favourite
Guesthouse in Wimberley
4.96 out of 5 average rating, 135 reviews

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!

Top guest favourite
Treehouse in Dripping Springs
4.93 out of 5 average rating, 283 reviews

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.

Top guest favourite
Home in Wimberley
4.99 out of 5 average rating, 244 reviews

Luxury A Frame | On 5 Acres | 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.

Guest favourite
A spacious porch is framed by large glass doors, offering sweeping views of the surrounding wooded landscape at sunset. Comfortable seating, including a hammock and accent chairs, invites relaxation while enjoying the tranquil atmosphere.
Home in Wimberley
4.95 out of 5 average rating, 177 reviews

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.

Top guest favourite
An elevated treehouse, resembling a barrel shape, is surrounded by lush greenery. A private deck with a wooden railing extends from the structure, offering a serene space to relax and take in the natural landscape. Light reflects off the tree canopy, enhancing the tranquil setting.
Treehouse in Wimberley
4.99 out of 5 average rating, 101 reviews

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!

Popular amenities for Wimberley rentals with a pool

When is the best time to visit Wimberley?

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Quick stats about vacation rentals with a pool in Wimberley

  • Total vacation rentals

    Explore 140 vacation rentals in Wimberley

  • Nightly prices starting at

    Wimberley vacation rentals start at $69 CAD per night before taxes and fees

  • Verified guest reviews

    Over 6,040 verified reviews to help you choose

  • Family-friendly vacation rentals

    70 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    130 of Wimberley vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Wimberley rentals

  • 4.8 Average rating

    Wimberley stays are highly rated by guests—averaging 4.8 out of 5!

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