Vacation 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 📶

ValueFamilyParking

4.82 out of 5 average rating, 17 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.

LocationFamilyCheck-in

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

Chalet Colchagua - Lodge Mosto

Chalet Colchagua, es un alojamiento rústico colonial inspirado en la región vinícola. Es ideal para sumergirse en el mundo de la viticultura, ya que se encuentra rodeado de viñedos, restaurantes y pura tranquilidad. En el exterior, se encuentran un quincho, una parrilla y una piscina compartida con el Chalet Colchagua. Centro Santa Cruz -25min Peralillo - 20min Jumbo - 25min Museo Cardoen - 25min Vino Bello - 20min Viu Manet - 25min Fuegos de Apalta - 30min

FamilyValueAccuracy

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.

LocationFamilyKitchen

5.0 out of 5 average rating, 52 reviews

5.0 out of 5 average rating, 10 reviews

Cottage in Millahue

Casa Maly, Millahue de Apalta

Country house located in the beautiful Apalta Valley, a renowned tourist destination, just meters from Viña Montes and its outstanding Fuegos de Apalta restaurant. Located in a quiet area, ideal for enjoying as a couple. The house has: Parking Swimming pool Spacious patio Two bicycles to tour the valley Only 15 minutes by car from the Colchagua Casino in Santa Cruz. Inside you will find: 🛏 A room 🍽 Fully-equipped kitchen 🚿 Bathroom with hot water

LocationNearbyAmenities

4.97 out of 5 average rating, 30 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

FamilyLocationLaundry

4.93 out of 5 average rating, 29 reviews

Two boutique cabins are surrounded by well-maintained gardens featuring gravel paths and greenery. A small seating area with white chairs is visible near a decorative barrel, while birch trees add to the serene outdoor ambiance.

Farm stay in Santa Cruz

Tiny Cabins No. 2 (two people), breakfast included

We have two premium boutique cabins for two people, fully equipped, no kitchen, air conditioning, safe, minibar, hairdryer, 42-inch HD satellite TV, Wi-Fi, tourist advice, near restaurants and vineyards in the area. In addition to a large swimming pool and an excellent welcome wine. INCLUDES BREAKFAST, no maid service

ValueLocationBreakfast

4.81 out of 5 average rating, 54 reviews

Home in Pichidegua

Sunsets in the Valley · 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.

LocationFamilyCondition

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.

FamilyLocationKitchen

4.94 out of 5 average rating, 70 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.

LocationFamilyCleanliness

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.

4.82 out of 5 average rating, 163 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.

ValueLocationWifi

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

Casa en Apalta

En el Valle de Apalta, que a su vez está inmerso en el corazón del Valle de Colchagua, se encuentra esta adorable casa de fascinante arquitectura, rodeada de viñedos y afamadas viñas que dan origen a los vinos más premiados de Chile.

LocationFamilyIndoor spaces

Popular amenities for Santa Cruz rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.87 out of 5 average rating, 23 reviews

Home in Palmilla

Casa Malva, Palmilla, Santa Cruz

FamilyLocationBathroom

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.

FamilyNearbyGrill

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

FamilyLocationIndoor spaces

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

LocationValueComfort

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

FamilyLocationSleep quality

A wooden deck overlooks a tranquil orchard, with neatly arranged rows of trees visible in the background. A modest railing encircles the deck, and the atmosphere is enhanced by the soft, diffused light of an overcast sky.

Home in Palmilla

“Cabin for 6 people” - Colchagua Camp lodge

ValueLocationComfort

5.0 out of 5 average rating, 3 reviews

Home in Lolol

Country House - François Lurton

HospitalityViewBathroom

5.0 out of 5 average rating, 4 reviews

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

LocationFamilyCleanliness

Other vacation rentals with a pool

5.0 out of 5 average rating, 42 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

ValueFamilyAmenities

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

LocationHospitalityBreakfast

5.0 out of 5 average rating, 7 reviews

Cabin in Palmilla

Wine Hot Springs 2

LocationAccuracyIndoor spaces

4.9 out of 5 average rating, 31 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

FamilyLocationAccuracy

4.67 out of 5 average rating, 3 reviews

Apartment in Peralillo

Cabin for two people. Lovingly furnished.

HospitalityLong stayWalkability

Cabin in Santa Cruz

Dolce Vita Colchagua Cabins 5P, Santa Cruz Chile

KitchenGrillPool

A clear swimming pool is surrounded by a spacious patio area. Shade is provided by a large awning, and the pool is equipped with colorful floatation devices. Lush greenery and a white shed are visible in the background, offering a sense of privacy and tranquility.

Tiny home in Santa Cruz

A house, swimming pool, and gazebo