Vacation rentals with a pool in Santa Cruz

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Santa Cruz

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

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Top guest favorite

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.

Tiny home in Santa Cruz

5 out of 5 average rating, 27 reviews

Independence, security, nature, family

Forget the worries in this great home: It's an oasis of tranquility and security! Ideal for couples alone or with children Complete Cabin; 2 Place Bed + 2 Place Sofa Bed Air Conditioning, TV, Wifi, Countertop, Refrigerator, Microwave, Kettle, Pots, Tableware, Utensils. Tea, Coffee, Indoor and Outdoor Dining Exterior; Pool, Tinaja🔥 Quincho Grill Equipped, Beautiful Garden, Trees and Loungers. AttractivesTuristica;Vineyards,Museums,Restaurants,Places with Charm,History and Chilean Tradition.

Top guest favorite

A serene swimming pool is framed by lush greenery and a cloudy sky. The still water reflects a modern cabin in the background, showcasing an innovative architectural design surrounded by trees.

Cabin in Cunaco

5 out of 5 average rating, 20 reviews

Apfel Lodge 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.

Guest favorite

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.

Home in Santa Cruz

4.92 out of 5 average rating, 12 reviews

Provençal-style house

Keep it simple at this peaceful and centrally-located place. Cozy and bright country house, with an unbeatable location on the Colchagua Wine Route, just minutes from Plaza de Santa Cruz and the Museum. Close to restaurants and main vineyards. It has four bedrooms, one of them en suite, 3 bathrooms, a living room, a dining room, and two living rooms. A large garden with fruit trees, a gazebo, and a swimming pool. You can order breakfast or barbecue service separately.

Guest favorite

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

4.98 out of 5 average rating, 41 reviews

Colchagua Chalet - Mosto Lodge

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

Guest favorite

The exterior of the Zome cabin features a unique, angular design with a welcoming wooden door. Large windows allow natural light to enter, and potted plants are arranged around the entrance, contributing to the harmonious connection with the natural surroundings.

Dome in Paredones

4.95 out of 5 average rating, 64 reviews

Dome, country and sea cabin, surrounded by nature

Enjoy the lovely setting of this romantic spot in the middle of nature. Thanks to its fractal-type architecture, this Zome-type cabin is composed of beautiful petals that make this space a unique place, harmonious with nature and our surroundings, where you can enjoy beautiful starry nights from inside. It is minutes from the sea and tourist attractions such as salt flats, vineyards, spas, and historic centers with an important heritage and cultural sense.

Guest favorite

A serene outdoor area features a spacious stone patio surrounded by lush greenery. Multiple metal chairs and tables are arranged near a swimming pool, which is set within a well-maintained garden. Tree canopies provide gentle shade, enhancing the tranquil environment.

Cottage in Isla del Guindo

5 out of 5 average rating, 40 reviews

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.

Superhost

A tranquil outdoor area features a spacious swimming pool surrounded by a well-maintained lawn. The white house stands in the background, with large windows and a terrace visible. Lush vegetation borders the property, emphasizing the serene environment.

Home in Santa Cruz

4.68 out of 5 average rating, 69 reviews

Casa Santa Cruz, Colchagua Valley, Chomedague

House of 200 m2 habitable plus terraces and roofed parking, equipped for 8 people with 4 double bedrooms, master en suite plus 1, 1/2 bathroom, sofa bed in the living room for 2 people with audiovisual equipment for entertainment, located in Santa Cruz full valley of Colchagua 5 minutes from the Plaza de armas and Santa Cruz casino. it has full equipment. entertainment system and private pool on one side of Vineyards.

Superhost

An outdoor dining area is shaded by lush grapevines, featuring a large, rectangular table surrounded by wooden benches. A woven pendant light hangs above the table. In the background, a turquoise pool is framed by tropical plants, creating a serene environment.

Cabin in Chomedahue

4.7 out of 5 average rating, 10 reviews

Boldo cabin

Relax with the whole family in this accommodation where tranquility is breathed, in the Colchagua Valley, and enjoy a pleasant stay, to get to know the area's vineyards and various views of Santa Cruz, such as Colchagua museum, car museum, wine museum, gastronomic parties and harvest parties and much more, in a family atmosphere and totally safe.

Superhost

An infinity pool reflects the sky at sunset, surrounded by lush greenery. The tranquil water mirrors the fading light, with distant hills visible in the background, creating a serene atmosphere.

Treehouse in Teno

4.85 out of 5 average rating, 13 reviews

Magical tree house adventure, unforgettable getaway

La Cabaña del Arbol is a cabin located in the Teno mountain range, in the El Guindo Alto area of Comalle. The visitors who stay in the Cabaña del Arbol have an infinite variety of activities among which you can highlight hiking, enjoy the pool or use the quinchas throughout your stay. La Cabaña del Arbol has free private parking.

Top guest favorite

A tranquil outdoor scene features a patio deck overlooking a blue-tiled pool. Lush greenery surrounds the area, while the modern house is positioned in the background against a backdrop of rolling hills. The sun is setting, creating a serene atmosphere.

Cottage in Lolol

5 out of 5 average rating, 26 reviews

Lolol Colchagua House.

Ideal house to rest as a family in a country setting, quiet and private, minutes from Lolol and Santa Cruz, very close to vineyards in the area. Located in the La Hacienda de Lolol sector, it offers you the perfect place to learn about our traditions, culture, colonial architecture, gastronomy, and excellent wines.

Guest favorite

A cozy bedroom features a spacious bed with a neutral-coloured blanket. A grey sofa is positioned nearby, complementing the light wood paneling. A sliding barn door adds a rustic touch, while natural light enters through a small window.

Cottage in Peralillo

4.97 out of 5 average rating, 31 reviews

Casa de Campo Don Santiago (country house)

Relax with the whole family in this peaceful place located 15 minutes from Santa Cruz, 45 minutes from Pichilemu, and 5 minutes from the village of Peralillo, surrounded by the best vineyards of the Colchagua Valley with their respective restaurants, parks, and much more.