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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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Guest favourite
A cozy sleeping area is presented, featuring a spacious bed with a tufted headboard and decorative pillows. Natural light floods the room through large windows, illuminating the light-colored walls and soft bedding. Two bedside tables with lamps add to the tranquil ambiance.
Flat in Rancagua
4.82 out of 5 average rating, 285 reviews

Comfortable, Modern, Stylish, Warm and Central

Experience an unforgettable stay in luxury, cozy and modern apartment fully equipped with WIFI, swimming pool. Excellent location in Rancagua, connectivity, security, controlled access 24 hrs. Steps away from the metro, Rancagua market, banks, clinics, gas station and supermarket. Beside Koke Park to connect with nature, exercise or walk. Building with boutique style, swimming pool and BBQ area. Includes private and covered parking for your convenience. Don't miss this unique opportunity!

Top guest favourite
An inviting outdoor area features a clear blue swimming pool lined with a light-colored deck. Comfortable loungers are arranged under white canopies, surrounded by lush greenery and tall trees, providing a serene setting for relaxation.
Holiday home in San Francisco de Mostazal
5 out of 5 average rating, 109 reviews

Mostazal Shelter

Beautiful and spacious cabin located in the commune of Mostazal, 50 minutes from Santiago by southern access or highway 5 south and 5 minutes from the Monticello casino. Enjoy 2000 square meters of nature, ideal for spending a few days relaxing and in contact with nature, away from the city. We offer our butterfly-style "refuge cabin" with 2 bedrooms with double beds, two private bathrooms with all amenities included (towels, toiletries, and a hairdryer).

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 out of 5 average rating, 51 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, 17 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 energies and spaces for recycling, it connects nature and sports 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 Santa Cruz
4.93 out of 5 average rating, 15 reviews

ColchaguaFarm

Disfruta una escapada en pareja en medio de viñedos con piscina temperada Observa las estrellas al lado de un fogón Duerme en un viñedo y disfruta el campo chileno Paseos en caballo Paseo en bicicleta Desayuno campestre productos del campo Sumérgete en tu piscina privada mirando los viñedos Comparte con caballos ovejas gallinas Prepara tu asado en un quincho privado en medio de naranjos y vista viñedo Disfruta lo mejor del valle de Colchagua

Guest favourite
The image displays a wooden cabin set in a green landscape, featuring a private pool and a pergola. The clear blue pool reflects the sky, while the pergola is adorned with soft drapes and seating. Lush grass surrounds the area, creating a serene environment.
Cabin in Las Cabras
4.88 out of 5 average rating, 165 reviews

Wild refuge, pet friendly & private pool

Relax and enjoy a getaway in the countryside. Our cabin is less than 5 minutes from Rapel Lake and 10 minutes from Las Cabras. Nearby you will find local businesses and restaurants. It has private access with an electric gate, large green areas, a private pool (available) and a pergola. We also have a barbecue grill and a fully fenced space. 🐾 Your pets are welcome. A quiet, safe place surrounded by nature, ideal for disconnecting and resting.

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, 114 reviews

Relax in a vineyard overlooking the mountains

Te invitamos a vivir una experiencia única en nuestra casa de campo, ubicada en medio de un viñedo a solo 90 minutos de Santiago. Un lugar ideal para desconectarse y disfrutar de la naturaleza y la vista a la Cordillera de los Andes. La casa se encuentra sobre nuestra bodega subterránea, donde elaboramos vinos artesanales, orgánicos y biodinámicos. La propiedad cuenta con piscina y amplios espacios exteriores rodeados de viñedos.

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

Country House with Pool, Tinaja and Hill View

Country oasis 45 minutes from Santiago. 🌳 Spacious house with spectacular views of Cerro Challay. Ideal to rest and disconnect. ​Enjoy our refreshing pool and a relaxing tinaja under the stars. Designed for families, with children's games for the little ones. ​For those looking for action: we are very close to the Monticello Casino (restaurants, bowling and electronic games). Your perfect escape for relaxation and fun awaits!

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, 97 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
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, 215 reviews

Glamping Luna Bell Tent in Paine, Chile.

Glamping tent en Paine, Chile. Escapada eco-amigable, comoda y tranquila, rodeado de naturaleza, animales y belleza. Ubicada en una granja orgánica sustentable. Este es un espacio dedicado a parejas que buscan un tiempo de relajo y conexión entre ellos y la naturaleza. Mas que un lugar donde quedarse proveemos una experiencia.

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, 129 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, 148 reviews

Recondito Lodge

Rodeado por un añoso bosque de cipreses y cobijado de los vientos del sur por un imponente morro de rocas y dunas que se extienden hasta el Pacífico, se encuentra nuestro Lodge. Frente al mar y a la vez a tan sólo pasos de un bello estero, ciertamente una combinación poco común.

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