Holiday rentals with a pool in Santa Cruz

4.91 out of 5 average rating, 58 reviews

An outdoor area features a shaded seating space beneath a wooden pergola, surrounded by lush greenery. A blue swimming pool is visible in the background, with comfortable furniture arranged for relaxation. The space is enhanced by vibrant plants and a varied landscape.

Guesthouse in Santa Cruz

Exclusivity, Security, Tranquility, Privacy

Forget your worries at this great place to stay: It's an oasis of tranquility, safety, and exclusivity. Ideal Couples alone or with children Fully equipped cabin; double bed + 2 single beds, air conditioning, TV, Wi-Fi, countertop, refrigerator, microwave, kettle, pots, dishes, utensils, juicer, tea, coffee, indoor and outdoor dining area Pool, Tinaja🔥Quincho, Grill, furniture, Nice Garden, Trees, Lounge chairs. Close to Vineyards, Museums, Restaurants, Charming Places, Chilean History and Tradition. Starlink 📶

4.8 out of 5 average rating, 15 reviews

Boutique House in Private Vineyard in Apalta

@boutiqueapalta Wake up surrounded by Chile's most renowned wine valley. This house combines contemporary design, nature and the unique experience of staying in an active vineyard. Designed by Teodoro Fernández, National Architecture Prize, it offers a perfect blend of rural and modern with an environment abundant in vegetation. 8 km from S. Cruz, you will be surrounded by the most prestigious vineyards in the country, a privileged environment that is difficult to find in another area of Chile.

5.0 out of 5 average rating, 41 reviews

A unique cabin structure with a rounded design is surrounded by lush greenery. A wooden swing chair hangs from the side, inviting relaxation. Natural sunlight casts soft shadows, enhancing the tranquility of the outdoor space filled with diverse plants and shrubs.

Cabin in Cunaco

Apfel Cabins

Escape to the tourist cabins that have innovative architecture and are fully equipped and located in the commune of Santa Cruz, in the Colchagua Valley. Discover comfort in the middle of a unique, natural, country setting, immersed in an apple orchard and near the Chimbarongo estuary. We are 20 minutes from downtown Santa Cruz and close to the Valley's tourist attractions and the great vineyards. Access to the cabins is by a rural road, unpaved and accessible for any vehicle.

4.96 out of 5 average rating, 55 reviews

A charming rustic chalet is set against a backdrop of rolling hills. The exterior features wooden beams and large glass windows, allowing for plenty of natural light. A hammock, patio furniture, and decorative plants enhance the inviting outdoor space.

Cabin in Palmilla

Colchagua Chalet - Mosto Lodge

Chalet Colchagua is a rustic colonial accommodation inspired by the wine region. It is ideal for immersing yourself in the world of viticulture, as it is surrounded by vineyards, restaurants, and pure tranquility. Outside, there is a gazebo, a grill, and a swimming pool shared with Chalet Colchagua. Santa Cruz Center - 25 minutes Peralillo - 20min Jumbo - 25 minutes Cardoen Museum - 25 minutes Vino Bello - 20 minutes Viu Manet - 25 minutes Fuegos de Apalta - 30 minutes

Cottage in Isla del Guindo

A spacious outdoor area is surrounded by lush trees and vibrant greenery. Pathways made of stone lead past large decorative pots, with a charming house partially obscured by foliage in the background, enhancing the serene ambiance of the garden.

Cozy country house

Cozy house that has 3 double bedrooms, 3 bedrooms with two single beds each, a large bedroom-living room with 2 bunk beds (3 beds each) 1 trundle bed. Great living room, spacious dining room (please don't take the chairs outside) and a large living room with pool table. In addition, a fully-equipped kitchen. Outside, large parks, terraces, gazebo and children's play area. The house is located 5 minutes from Santa Cruz near all the vineyards in the area.

5.0 out of 5 average rating, 52 reviews

4.96 out of 5 average rating, 24 reviews

ColchaguaFarm

Enjoy a couples getaway in the middle of vineyards with temperate pool Watch the stars next to a stove Sleep in a vineyard and enjoy the Chilean countryside Horseback Riding Bicycle tour Country breakfast products of the countryside Dive into your private pool looking at the vineyards Sharing with Horses Sheep Hens Make your asado in a private quincho in the middle of orange trees and vineyard view Enjoy the best of Colchagua Valley

4.86 out of 5 average rating, 21 reviews

Home in Palmilla

Malva House, Palmilla, Santa Cruz

Located in the heart of the Colchagua Valley, Casona Palmilla offers a unique experience of rest and connection with Chilean wine culture. Just minutes from iconic vineyards like Viu Manent, Montes, and Vik, and surrounded by celebrated restaurants such as Fuegos de Apalta and Rayuela Wine & Grill, your stay will be unforgettable from the very first day.

4.81 out of 5 average rating, 53 reviews

Home in Pichidegua

Valley Sunsets · Country House and Pool

In a house in the middle of a field of mandarins and avocados. It has panoramic views of the valley, which offer incredible sunsets. It has an en-suite room with views and the rest of the beds are in a cabin on site, in the common area. It is a house designed to be together and enjoy with family or friends.

A spacious outdoor area is framed by tall palm trees, offering a lush green lawn. Two buildings are visible, with one featuring large glass doors and a covered porch. The other is a charming structure with a traditional roof, surrounded by well-maintained plants.

4.97 out of 5 average rating, 101 reviews

Casa de Campo in Santa Cruz

Modern country house very close to Santa Cruz. 4 bedrooms, master bedroom en suite. Master and second bedroom with a double bed. In the second bedroom, the bed can be separated into two singles. Many walks and sights along the wine route. 5 kilometers from the square.

4.97 out of 5 average rating, 69 reviews

A modern cabin showcases sleek architectural lines with a flat roof and large windows. A welcoming entrance features a dark door framed by two small plants. Landscaped greenery surrounds the cabin, and a car is parked in the driveway, complemented by an outdoor air conditioning unit.

Cabin in Palmilla

Beautiful cabin steps away from Santa Cruz

This stylish place to stay is perfect for couples, located in a quiet setting, close to vineyards, supermarkets, just 10 minutes from downtown Santa Cruz. Cabin equipped with everything you need for a comfortable stay and for total rest at all times.

An outdoor dining area is illuminated by string lights, featuring a rustic picnic table surrounded by comfortable seating. A fire pit offers warmth and a focal point in the space, complemented by a large palm tree nearby and lush green grass.

4.81 out of 5 average rating, 162 reviews

Comfortable house with swimmingpool

In the middle of the wineyards under the smoke of Santa Cruz in the Colchagua valley, you find this country home with big private yard and swimmingpool. It has a terrace with a bbq and also an outside oven. Close to all the wineyard like Vui Manet.

An outdoor space features a serene pool surrounded by carefully arranged stones and rocks. Lounge chairs are placed along the poolside. Lush green grass extends throughout the area, while expansive windows offer views of the nearby vineyards and mountains in the background.

4.97 out of 5 average rating, 29 reviews

House in Apalta

In the Apalta Valley, which in turn is immersed in the heart of the Colchagua Valley, is this charming house of fascinating architecture, surrounded by vineyards and famous vines that give rise to the most award-winning wines in Chile.

Popular amenities for Santa Cruz rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5.0 out of 5 average rating, 16 reviews

A charming two-story house is set amidst well-maintained green lawns. The exterior features large windows adorned with sheer curtains, allowing natural light to brighten the interior. A brick pathway leads to the entrance, while a vintage-style lamp post adds an inviting touch.

Home

Large house in Lago Rapel, Ohiggins Region.

5.0 out of 5 average rating, 12 reviews

A single-story cabin is shown, featuring a wooden overhang supported by columns. A well-maintained garden with a grassy area and a stone pathway leads to the entrance. Windows are visible, allowing natural light to enter, and a wheelbarrow is placed nearby.

Home in Peralillo

Cozy cabin

4.4 out of 5 average rating, 5 reviews

A private pool is nestled within a lush garden, surrounded by fruit trees. The pool's clear blue water invites relaxation, while a shaded wooden structure offers a comfortable retreat nearby. Sunlight streams down, highlighting the vibrant greenery.

Home in San Vicente

Country house in the heart of the city

A charming two-story house is set amidst lush greenery and landscaped gardens. The exterior features a combination of stone and stucco with a tiled roof, and large windows allow natural light to brighten the interior. Surrounding trees enhance the tranquil atmosphere.

4.89 out of 5 average rating, 18 reviews

Provençal-style house

Home in Lolol

Country House - François Lurton

5.0 out of 5 average rating, 4 reviews

4.71 out of 5 average rating, 7 reviews

Home in Pumanque

Country house in Colchagua

The exterior of the property features a rustic, orange-stucco facade with a large, wooden entrance and a pitched roof. Lush greenery surrounds the walkway, leading to the entrance. Various trees and shrubs create a natural setting, enhancing the inviting ambiance.

4.79 out of 5 average rating, 84 reviews

Casas Santa Cruz 1

A modern two-story house is surrounded by a landscaped yard. Graveled pathways lead to the entrance, flanked by low shrubs and trees. Large windows allow natural light into the structure, while an outdoor patio area provides a welcoming space for relaxation.

4.69 out of 5 average rating, 75 reviews

Casa Santa Cruz, Colchagua Valley, Chomedague

Other holiday rentals with a pool

4.94 out of 5 average rating, 34 reviews

The image displays a tranquil outdoor area featuring two charming buildings with earthy white walls and wooden accents. Lush greenery surrounds the gravel pathway, while a bare tree adds a natural focal point. Sunlight enhances the inviting atmosphere throughout the landscape.

Farm stay in Santa Cruz

Tiny Cabins No. 1 (two people) includes breakfast

5.0 out of 5 average rating, 10 reviews

Cottage in Millahue

Casa Maly, Millahue de Apalta

5.0 out of 5 average rating, 4 reviews

A round wooden hot tub is surrounded by a wooden deck and green grass, reflecting the sky above. A chimney rises from the tub's center, and a small wooden shelf is positioned nearby, enhancing the outdoor relaxation space.

Tiny home in Millahue

Among the hills of Colchagua. Cabin + Private Tinaja

4.9 out of 5 average rating, 30 reviews

A refreshing outdoor pool is set within a sunlit yard, surrounded by a white fence and lush greenery. Loungers are positioned nearby, and a shaded area with an umbrella is visible in the background, complementing the tranquil setting of the surrounding mountains.

Cabin in Lolol

Lolol Hacienda House

5.0 out of 5 average rating, 7 reviews

Cabin in Palmilla

Wine Hot Springs 2

4.67 out of 5 average rating, 3 reviews

A single-story structure sits amidst a spacious green lawn, bordered by tall trees. The building features a covered porch with multiple entry points, allowing for easy access. Open fields and distant hills are visible behind the property, creating a natural backdrop.

Cottage in Peralillo

Detached house with one bedroom

Cabin in Santa Cruz

Dolce Vita Colchagua Cabins, Santa Cruz, Chile