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.

0 of 0 items showing

1 of 3 pages

Guest favorite

A clear pool is surrounded by lush green grass and trees, providing a serene environment. Colorful pool noodles float in the water, while a children’s play area and swing set are visible in the background, enhancing the outdoor space.

Place to stay in Rengo

4.91 out of 5 average rating, 35 reviews

Casona Alzamora - Historical home, Wine Valley

Casona Alzamora is a colonial mud country house built in 1856. The main house is surrounded by a park, pool, island and flower gardens. It's located near the wine valley of Colchagua, just an hour and a half from Santiago. If needed, we can arrange cleaning and catering for groups. *Maximum of 30 guests with an extra charge over 16 guests (including children 2+) **It is possible to do an early check-in or a late check-out for a fee ***Civil weddings of 40 guests max through our webpage or IG.

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, 29 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, 22 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, 13 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

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, 42 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.

Top guest favorite

A private deck features a small swimming pool with bubbling jets, surrounded by wooden lounge chairs and a table. Lush green hills rise in the background under a clear blue sky. Tall grass plants frame the image, providing a sense of natural tranquility.

Cottage in Lolol

5 out of 5 average rating, 30 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.