Holiday rentals with a pool in Dripping Springs

4.97 out of 5 average rating, 187 reviews

Cabin in Spicewood

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

Tiny home in Dripping Springs

A cozy sleeping area is showcased with two spacious beds dressed in soft blue linens. Decorative pillows add color, and a bunk bed is positioned against the wall. A television is mounted near the entrance, while textured wood accents enhance the rustic charm of the space.

4.99 out of 5 average rating, 235 reviews

Honkey's Hideout @Ranch225-Meet Honkey the Donkey

Welcome to the home of the World Famous Honkey the Donkey! Our home is located on 25 acres, and is home to our pet miniature donkey, Honkey, as well as goats, dogs, barn kitties, and horse companions that all LOVE to meet new people! You can get your fill of all the local wineries, breweries, and scenery the hill country has to offer. If you are looking for a place to unwind, take in the beauty of the hill country, and still be within 45 minutes of downtown Austin, this is the place for you!

Tiny home in Dripping Springs

An open living area features a leather sofa and a wooden coffee table with potted plants. Large windows allow natural light, while a dining space is visible in the background. The kitchen is equipped with stainless steel appliances and wooden cabinetry.

4.86 out of 5 average rating, 269 reviews

Brady Villa @ D6 Retreat: Hike/Swim/Yoga

The Brady Villa at D6 Retreat sleeps 4 and offers guests a rejuvenating escape. Surrounded by natural splendor, the cabin provides direct access to hiking trails, butterfly gardens, wet-weather creek, & amazing sunsets. Guests can also enjoy the retreat's infinity pool, gift market, cafe, yoga studio for classes & community fire pit where fellow travelers gather. This sacred space invites visitors to craft their own transformative getaway in the heart of the serene Texas Hill Country.

Home in East Cesar Chavez

A spacious outdoor area features a large swimming pool surrounded by a wooden deck. Colorful inflatable pool floats rest in the water. Comfortable seating is provided with bright red chairs along the poolside, complemented by lush greenery and modern wall fixtures.

4.98 out of 5 average rating, 113 reviews

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.

4.95 out of 5 average rating, 447 reviews

A meandering pathway leads to a private cabin, surrounded by lush trees and natural landscaping. A shared pool glimmers nearby, complemented by inviting lounge chairs. The tranquil setting features a mix of dry ground and small plant life, offering a peaceful ambiance in the Texas Hill Country.

Tiny home in Austin

Modern Cabin Retreat| Pool | Hot Tub/Alpacas/Goats

UNIT C Stay in our beautiful 85 acres of unspoiled Texas Hill Country just 18 miles from 6th street. Enjoy a unique modern private space (350sqft) with a Queen size bed and FULL kitchen. Full bathroom and a comfy space to relax. A beautiful shared pool to enjoy in hot Texas summers. You will immediately relax on this amazing property. Wander the trails, visit the goats, chickens, Emus, play disc golf or follow the many deer that are always wandering. Beautiful orchard producing fresh fruit.

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.

4.98 out of 5 average rating, 160 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.

Holiday home in Dripping Springs

4.91 out of 5 average rating, 140 reviews

Modern Hill Country Oasis w Pool, Hot Tub, Firepit

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.

An inviting pool area features a curved design with clear water surrounded by lush greenery. Two lounge chairs are positioned beside the pool, offering a space for relaxation. The backdrop includes a stone wall and surrounding trees, contributing to a tranquil outdoor atmosphere.

4.98 out of 5 average rating, 199 reviews

Dripping Springs Dream House, pool, views, privacy

This Dripping Springs property is what vacation rental dreams are made of! Single story home w/ privacy and amazing views of Austin Hill Country. Only 1 mile to restaurants, wineries, breweries, shopping. Close to wedding venues. Amazing pool, lounge chairs, patio, outdoor grill with propane provided. Upscale furnishings, luxurious linens, plush towels, blackout curtains, full kitchen. Coffee bar with unlimited coffee, creamer & sugar. Family friendly. Only 35 min to Downtown Austin!

4.98 out of 5 average rating, 160 reviews

An outdoor space features a relaxing hot tub surrounded by natural stone and wooden fencing. Soft lighting casts a warm glow over the area, where comfortable seating arrangements are visible. A peaceful sunset sky adds a serene backdrop, enhancing the tranquil atmosphere.

Tiny home in Wimberley

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.

4.98 out of 5 average rating, 307 reviews

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

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

4.99 out of 5 average rating, 212 reviews

Home in Wimberley

Luxury A Frame with 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.

4.94 out of 5 average rating, 160 reviews

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

Northstar Modern Cabin - Spectacular view & 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.

Popular amenities for Dripping Springs rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 49 reviews

A private pool is surrounded by modern lounge chairs and shaded by striped umbrellas. A large inflatable swan floats on the vibrant purple water, which reflects a colorful sunset sky. Cozy seating areas with string lights enhance the outdoor space.

Home in Driftwood

*Gem*Lux 5BR New Build: Pool • Spa• Movie Theater

4.97 out of 5 average rating, 105 reviews

An inviting heated mineral pool and spa are illuminated at night, reflecting a calming blue hue. Surrounding greenery adds a natural touch, while a stone wall with a decorative feature provides a serene backdrop in the private outdoor space.

Home in Lago Vista

Winter Specials in Texas Hill Country!

Aerial view of an expansive property set amidst lush greenery, featuring a multi-story structure with a green metal roof. A pool is visible in the foreground, surrounded by landscaped areas. The landscape extends into rolling hills and natural vegetation, enhancing the serene setting.

4.97 out of 5 average rating, 184 reviews

Pool, Hot Tub, Hill Country Views, Hiking Trails

Home in Waterford on Lake Travis

A spacious kitchen area is highlighted by a large central island with a sink. Natural light fills the room through multiple windows, offering views of the outdoor scenery. White cabinetry complements the granite countertops, creating a bright and open atmosphere.

4.97 out of 5 average rating, 153 reviews

Holiday @ Lake Travis+Free Golf Cart+Beach Access

4.93 out of 5 average rating, 89 reviews

A tranquil saltwater pool is surrounded by a spacious deck with loungers under clear blue skies. The well-manicured lawn leads to the pool area, creating an inviting outdoor space. A rooftop deck is visible, providing elevated views of the serene landscape.

Home in Austin

Austin Hill Country- Saltwater Pool, Rooftop Deck

4.97 out of 5 average rating, 103 reviews

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

Fall Getaway | Pool | Sauna & Starry Hot Tub

A private pool area is framed by trees, providing a sense of seclusion. The pool's vibrant blue water contrasts with the natural wood tones of the expansive decking. Sun loungers are positioned nearby, creating an inviting space for relaxation and enjoyment of the serene surroundings.

4.88 out of 5 average rating, 563 reviews

Private Heated Pool, Hot Tub, amazing views & deck

4.94 out of 5 average rating, 114 reviews

The spacious outdoor area features a resort-style pool highlighted by a waterfall and a waterslide. A relaxing hot tub is nestled nearby, surrounded by lush greenery. A single-story house with large windows complements the serene landscape under a twilight sky.

Home in Austin

Grit&Grace Ranch - Private Resort Style Pool & Spa

Apartment rentals with a pool

A rooftop pool area showcases a spacious pool with water features, surrounded by lounge chairs and cabanas. The skyline of downtown Austin, with its varied architectural styles, is visible in the background against a colorful sunset sky.

4.86 out of 5 average rating, 156 reviews

King Bed in 27F Luxury Condo w/ Lake View - Austin

Superhost

A modern living area features expansive floor-to-ceiling windows offering views of the lake. A cozy seating arrangement includes a sofa, accent chairs, and a coffee table. Natural light fills the space, highlighting the sleek furnishings and concrete ceiling.

4.89 out of 5 average rating, 142 reviews

1BR Lake view Natiivo Austin 25th-Floor

A bright living room features large floor-to-ceiling windows providing views of Lady Bird Lake and the surrounding greenery. A comfortable sofa sits opposite a round coffee table, complemented by stylish accent chairs. The space is adorned with a colorful area rug that enhances the modern decor.

4.98 out of 5 average rating, 172 reviews

Luxury Condo Walk to Rainey St & Lake, Pool & Gym

A modern living area features large windows that offer sweeping views of the surrounding landscape. A leather sofa is positioned against the wall, complemented by a wooden coffee table and a stylish accent chair. A lamp stands nearby, adding functional lighting to the space.

4.94 out of 5 average rating, 227 reviews

The Rainey Uno-Rainey District, Luxe Amenities

Superhost

A modern living space features a dark sectional sofa paired with a neutral-colored throw blanket. A large mirror adorned with a golden frame reflects the room, which is accented by wall art. A textured coffee table sits centered on a patterned rug.

Apartment in Riverside

4.86 out of 5 average rating, 114 reviews

Stylish w/ Pool & Parking ~5min to Downtown & SoCo

A spacious lounge area features a modern sectional sofa, complemented by a minimalist coffee table and an artistic accent column. Large windows provide expansive views while natural light brightens the room. A kitchen area is visible in the background, showcasing sleek cabinetry.

4.93 out of 5 average rating, 129 reviews

Luxury Rainey Street Condo -Lake View Balcony

A luxury rooftop pool is surrounded by lounge chairs and cabanas, offering views of the Austin skyline. The pool deck features a clean design with a mix of stone and greenery, providing a serene atmosphere for relaxation.

4.93 out of 5 average rating, 220 reviews

Lovely Condo-Rooftop pool, steps from Rainey St

4.76 out of 5 average rating, 136 reviews

A welcoming doormat features the phrase 'Welcome to Gilliland's Island' in elegant script, surrounded by a decorative floral border. The mat is placed on a solid surface, lending a thoughtful touch to the entrance.

Apartment in Lago Vista

Gilliland's Island

Home rentals with a private pool

4.95 out of 5 average rating, 219 reviews

A modern pool is surrounded by vibrant green grass and oak trees, featuring two wide entry steps leading into the water. Colorful umbrellas provide shade, while lounge chairs are positioned at one end for relaxation. The inviting water reflects the sky's clouds.

Home in Driftwood

Get Back to Nature at Secluded Hill Country Oasis

Home in Central East Austin

A bright living area is furnished with two brown leather sofas accentuated by colorful pillows. A large gold coffee table sits on a vibrant rug, and a Samsung Frame TV is mounted on the wall. Natural light enters through windows with sheer yellow curtains.

4.91 out of 5 average rating, 173 reviews

Dreamy East Austin • Hot Tub + Boho Firepit Vibes

4.91 out of 5 average rating, 291 reviews

The outdoor area features a large pool with a decorative tile surround, leading up to a spacious deck. Comfortable lounge chairs and a shaded canopy are visible near the pool, along with a seating area set against a backdrop of trees and the house.

Home in Driftwood

Family-Friendly Ranch Retreat with a Stunning Pool

4.96 out of 5 average rating, 282 reviews

A large outdoor patio is visible beside a sparkling swimming pool. Several lounge chairs are positioned along the pool's edge. The area is surrounded by well-maintained landscaping, including tall trees and potted plants, contributing to a tranquil outdoor setting.

Home in Round Rock

Enjoy View of Creek from Relaxing Poolside Retreat

4.96 out of 5 average rating, 291 reviews

Home in Barton Hills

The Zilker Park Oasis with Heated Pool & Pinball

4.99 out of 5 average rating, 139 reviews

A wooden deck features lounge chairs adorned with colorful cushions, surrounded by lush greenery. The backdrop showcases a contemporary home with expansive windows. The serene lake can be seen in the distance under a partly cloudy sky, creating a relaxing outdoor environment.

Home in Leander

Epic Lake Travis Sunset! Pizza Oven Pool Spa Kayak

4.91 out of 5 average rating, 291 reviews

An outdoor space features a clear pool and a heated spa, surrounded by lounging chairs with patterned cushions. Stone walls provide privacy, while greenery enhances the natural setting. Soft sunlight reflects on the water, creating a serene atmosphere within the private pool area.

Guest house in Austin

Luxury Spanish-Style Retreat with Pool and Spa