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Holiday rentals with a pool in O'Higgins

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in O'Higgins

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

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Top guest favourite
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.
Cottage in Isla del Guindo
5.0 out of 5 average rating, 52 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.

Guest favourite
Home in Pichilemu
4.94 out of 5 average rating, 18 reviews

Sustainable House in the middle of Nature

Casa Espiga combines architecture and sustainability in a unique environment. Inspired by the area's ancient wheat crops, its contemporary Mediterranean design and noble materials reflect local tradition. Equipped with renewable energy and an emergency generator, it connects nature and sport with direct access to the forest, downhill slopes, and La Sirena Beach. An ideal place for surfing, adventure and rest in perfect harmony with the environment.

Top guest favourite
Home in El Estero
5.0 out of 5 average rating, 17 reviews

Wonderful lakefront house!

Modern fully equipped house, in a condominium, with permanent caretaker, on the front line of the lake shore, pool, hot tub, quincho, Starlink and kayak. Possibility of renting jet skis and boats. Two double bedrooms with en-suite bathrooms. Two double bedrooms, two beds 1.5 places (with view) 1.5-seat futon. 5 full bathrooms. 3 minutes from: Supermarkets, pharmacy, greengrocer, fishmonger and restaurants. Dock with boat and motorcycle parking.

Top guest favourite
Home in Santa Cruz
4.95 out of 5 average rating, 22 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

Guest favourite
A vast vineyard is depicted, with rows of grapevines showing vibrant autumn hues of red and orange. Lush green trees outline the vineyard, set against a backdrop of rolling mountains under a clear blue sky.
Farm stay in Rengo
4.95 out of 5 average rating, 115 reviews

Relax in a vineyard overlooking the mountains

We invite you to enjoy a unique experience in our country house, located in the middle of a vineyard just 90 minutes from Santiago. An ideal place to disconnect and enjoy nature and the view of the Andes Mountains. The house is located above our underground winery, where we make artisanal, organic and biodynamic wines. The property has a swimming pool and large outdoor spaces surrounded by vineyards.

Guest favourite
A spacious outdoor deck features comfortable seating arrangements on wooden floors. A table sits at the center, with a scenic view of the sea and distant landscape visible beyond. Large glass doors allow easy access to the interior living area.
Home in Pichilemu
4.97 out of 5 average rating, 103 reviews

Makani House

Spacious, comfortable house with an excellent location, access to main avenues that connect with Punta de Lobos, Cahuil and Playa Principal. It has a separate entrance, and a closed parking lot for 2 cars. If you love sunsets, you can enjoy one every day in a natural and very quiet setting. The house is fully equipped to enjoy every day of the year.

Guest favourite
Cottage in Las Cabras
5.0 out of 5 average rating, 12 reviews

Incredible house at Lake Rapel

Beautiful house on the shores of Lake Rapel, perfect for disconnecting and enjoying a privileged natural environment. Be captivated by its spectacular views, spacious spaces and a high level of comfort that will make your stay a truly unforgettable experience. A place designed to share unique moments, because you and your family deserve the best.

Guest favourite
A glamping tent is situated on a raised platform surrounded by trees and softly glowing string lights. A staircase leads up to the platform where additional seating may be available. The tent features large circular windows, offering a glimpse of the interior.
Tent in Paine
4.88 out of 5 average rating, 221 reviews

Glamping Luna Bell Tent in Paine, Chile.

Glamping tent in Paine, Chile. Eco-friendly, comfortable, and quiet getaway, surrounded by nature, animals, and beauty. Located on a sustainable organic farm. This is a space for couples seeking a time of relaxation and connection with each other and nature. More than a place to stay, we provide an experience.

Superhost
Home in Pichidegua
4.81 out of 5 average rating, 53 reviews

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.

Guest favourite
A spacious living area is framed by wooden beams, featuring a hanging chair and two wicker chairs. A gray sofa is positioned beside lush plants, with large windows allowing natural light to illuminate the space. Textured wall coverings contribute to the warm atmosphere.
Home in Pichilemu
4.89 out of 5 average rating, 130 reviews

Villa Rumah Kayu, 5 bedrooms, Punta de Lobos

Spectacular 240-square-meter house in a two-house complex (Loft & Villa Rumah Kayu) 1.5 km from Punta de Lobos and 300 meters from Alto Mar. 5 bedrooms with private bathroom and heating Large living and dining room of 70 square meters Pool and garden Quincho Parking with capacity for 3 cars.

Guest favourite
A scenic view of the lodge is framed by lush dunes and structures nestled among trees. Sun loungers with thatched umbrellas are positioned on the sandy slope, leading down towards the beach and distant ocean. The sky shows a mix of clouds and sunlight.
Tiny home in Pichilemu
4.95 out of 5 average rating, 149 reviews

Recondito Lodge

Surrounded by an ancient cypress forest and sheltered from the southern winds by an imposing hill of rocks and dunes that extend to the Pacific, is our Lodge. Facing the sea and at the same time just steps away from a beautiful estuary, certainly an unusual combination.

Top guest favourite
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.
Home in Santa Cruz
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.

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