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Holiday rentals with a pool in San Bernardo

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in San Bernardo

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

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Guest favourite
Flat in Providencia
4.97 out of 5 average rating, 136 reviews

Beautiful Providencia Apartment - Los Leones Metro

Elegante departamento situado en el corazón de Providencia. Con una impresionante vista a la cordillera de los Andes y al icónico Cerro San Cristóbal. Ubicado a solo pasos del metro Los Leones (Línea 1), mercado urbano tobalaba MUT y del Costanera Center, el centro comercial más grande de Chile. Rodeado de una amplia gama de restaurantes y bares. Ideal tanto para estancias cortas como largas, te ofrecemos un refugio perfecto para explorar Santiago o para relajarte después de un día ajetreado.

Top guest favourite
Flat in Ñuñoa
4.99 out of 5 average rating, 107 reviews

GoldenStay / AndesView / BarrioItalia / Wi-Fi / Parking / Gym

Disfruta de un acogedor y tranquilo alojamiento, ubicado en el corazón de Barrio Italia. Espacio equipado para 4 personas cuenta con 2 habitaciones con camas premium de 2 plazas y baños en suite, además de estacionamiento privado gratuito. Ubicado a pasos del Metro Irarrázaval, a minutos del mall costanera Center, Estadio Nacional, y Movistar Arena. Perfecto para un viaje en el que podrás disfrutar de Restaurantes, cafeterías, conciertos, artesanía local, y ropa de diseño.

Top guest favourite
The exterior of a charming cabin is shown, featuring a sloped roof and wooden accents. Lush greenery surrounds the property, with flowering shrubs in the foreground. A small patio with seating is visible, complementing the peaceful setting.
Cabin in Alto Jahuel
4.93 out of 5 average rating, 121 reviews

Beautiful cabin, Maipo Valley Chile, wineyard zone

If you want accommodation on the wine route of Maipo Valley, Chile, this location is ideal, private cabin in a family house located on a farm of 5,000 square meters, access to the services you require, laundry, pool and gardens. Preparation of roasts and typical meals, upon request. Located in the village of Alto Jahuel, 38 kms. south of downtown Santiago, mobilization at the door of the condominium. Easy access to vineyards in the sector, even some can be reached by foot.

Top guest favourite
A comfortable sleeping area is showcased, featuring a spacious bed adorned with neutral-colored bedding. Two bedside lamps provide soft lighting, while potted plants enhance the natural feel of the room. A stylish area rug lies beneath the bed, complementing the warm wood tones of the floor.
Flat in Santiago
4.99 out of 5 average rating, 108 reviews

Welcome to Santiago/metro Toesca

Disfruta de la comodidad que ¡Welcome to Santiago! tiene preparado para ti, conoce los lugares icónicos de la ciudad, estamos a 5 minutos del metro estación TOESCA, a 15 del Movistar Arena, a 10 del parque de diversiones Fantasilandia y a pasos del parque O'Higgins. Contamos con todo lo necesario para que tu estadía sea lo más cómoda posible, cocina, baño y living-comedor totalmente equipadas. Atención!! La temporada de piscina inicia el 24 de noviembre del 2025

Top guest favourite
A spacious outdoor area is visible, featuring a well-maintained lawn and a swimming pool. The house is set against a backdrop of mountains, with large trees providing shade. The scene captures a peaceful natural environment, ideal for relaxation.
Cottage in Pirque
4.9 out of 5 average rating, 144 reviews

Mountain plot in Pirque near Santiago

This nice country house allows you to exclusively share a plot for family use only that consists of a 210 sq. meter construction on a 5,800 sq. meter plot. The place is in an absolutely natural setting, close to important vineyards and the Maipo River, with a gazebo and children's games. The house is also delivered ozonated to provide security and tranquility to visitors. The characteristics of the environment do not allow parties, visits or bothersome noise.

Superhost
A wooden deck features two lounge chairs positioned by a pool, overlooking a scenic view of mountains and greenery. The sky is partly cloudy, enhancing the natural beauty of the surroundings.
Shipping container in Maipo
4.91 out of 5 average rating, 138 reviews

connect with nature

Welcome to our lodge in nature, a sanctuary in the foothills, perfect for escaping the routine. Wake up to fresh air and the melody of birds, surrounded by nearby vineyards. Relax by the pool with breathtaking views and enhance your experience by immersing yourself in a hot tub under the starry sky. An idyllic natural setting for meditation in the pyramid and to experience the well-being of our quartz bed. Discover tranquility and the beauty of nature here.

Guest favourite
A natural stone pool is situated in a green, grassy area surrounded by lush trees and foliage. A covered seating area is visible nearby, providing shade and comfort. The scene is illuminated by daylight, enhancing the tranquil outdoor environment.
Holiday home in San José de Maipo
4.98 out of 5 average rating, 172 reviews

Faldas del Punta Dama mountain lodge.

Treat yourself to a pleasant mountain experience at Lodge “Faldas del Punta Dama”. If you want to relax, be calm and comfortable amidst native flora and fauna, this is an excellent option. This cabin has a lovely view. You can be very comfortable in the hot water tub, go trekking in the area, enjoy a delicious meal, enjoy the large garden with a stone pool and natural spring water. Reconnect with nature at this unforgettable escape.

Guest favourite
A modern living area is filled with natural light from large floor-to-ceiling windows showcasing a scenic view of the surrounding hills. A light rug covers the floor, with a low coffee table at the center, flanked by stylish seating and decorative plants.
Loft in Providencia
4.91 out of 5 average rating, 333 reviews

Loft San Cristóbal

A spectacular loft with an incredible panoramic view of San Cristóbal Hill, an icon of the city of Santiago, located in a strategic sector of the city, close to parks, museums, and subway stations, in the heart of the Bellavista neighborhood, traditional for its bohemian and cultural mix with nightclubs, bars, and restaurants. A loft with all the amenities you need for an unforgettable stay in the heart of Santiago de Chile.

Guest favourite
A lush, green yard is framed by trees, with a warm sunset illuminating the sky in soft pinks and purples. The Spanish Colonial villa is partially visible, surrounded by manicured grass and gentle landscaping, showcasing a serene outdoor environment.
Home in Pirque
4.9 out of 5 average rating, 139 reviews

Colonial Villa near Concha y Toro vineyard

🌿 Charming Colonial Villa in the Heart of Chilean Wine Country Welcome to your private oasis in Pirque, nestled on a peaceful 5,000 m² estate lined with fruit trees, just 15 minutes from the iconic Concha y Toro Winery and close to many of the region's top vineyards. Whether you're looking to unwind, explore, or gather with loved ones, this spacious villa offers the perfect blend of nature, comfort, and accessibility.

Top guest favourite
Home in La Florida
4.94 out of 5 average rating, 156 reviews

Pool overlooking the Cordillera, 2 parking lots

Enjoy the simplicity and vibe of this space with style and soul, perfect for resting, disconnecting and relaxing... The house is 2 floors and is fully equipped, it has an incredible view of the Andes Mountains. Located steps from the Bicentennial Stadium, mall and Avenida La Florida, Outlet Vivo, supermarkets, pharmacies, restaurants and 2 km from the Panul Forest.

Guest favourite
An exterior view of the train coach features a sign reading 'Mirage Destino' with a clock symbol, situated beside a rustic wooden bench. The coach's entrance is framed by natural greenery, providing a peaceful setting in the surrounding landscape.
Train in Pirque
4.87 out of 5 average rating, 134 reviews

Singular Coach, a train wagon in Pirque

Welcome to our "Singular Coach" train car, specially designed to have absolute privacy equipped with kitchen, dining room, living room, desk, visiting bathroom, bedroom with double bed and private bathroom. Cabinets to store your travel luggage and controlled access. Great views of the countryside of Pirque.

Guest favourite
A two-story house is displayed, featuring a wooden facade with large front windows covered by horizontal slats. A covered balcony extends across the front, providing shaded outdoor space. A red wooden gate leads to a driveway, enclosed by a metal fence, ensuring privacy.
Flat in Maipú
4.94 out of 5 average rating, 131 reviews

Fully equipped apartment.

Your family will be close to everything when you stay at this centrally-located place. Metro near Santiago Bueras station. Shopping malls and good connections to all of Santiago. A very comfortable and quiet area. Ideal for a quiet stay and very close to everything. Fully equipped apartment with parking.

Popular amenities for San Bernardo rentals with a pool

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Quick stats about holiday rentals with a pool in San Bernardo

  • Total holiday rentals

    Explore 50 holiday rentals in San Bernardo

  • Nightly prices starting at

    San Bernardo holiday rentals start at £8 per night before taxes and fees

  • Verified guest reviews

    Over 730 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of San Bernardo holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across San Bernardo rentals

  • 4.8 Average rating

    San Bernardo stays are highly rated by guests – averaging 4.8 out of 5!