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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

Hermoso Departamento Providencia- Metro Los Leones

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.

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

Lodge de montaña Faldas del Punta Dama.

Date el gusto de vivir una grata experiencia de montaña en Lodge “Faldas del Punta Dama”. Si quieres relajarte, estar tranquilo y cómodo en medio de la flora y fauna nativa, esta es una excelente opción. Esta cabaña tiene una encantadora vista. Podrás estar muy a gusto en la tinaja de agua caliente, hacer trekking por el sector, gozar de una rica comida, disfrutar del amplio jardín con piscina de piedra y agua natural de vertiente. Conecta con la naturaleza en esta escapada inolvidable

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

Parcela cordillerana en Pirque cercana a Santiago

Esta linda casa de campo te permite compartir de manera exclusiva una parcela sólo de uso familiar que consta de una construcción de 210 mts2 en un terreno de 5.800 mts. El lugar es de un entorno absolutamente natural, cercana a importantes viñas y río Maipo, con quincho y juegos infantiles. La vivienda además, se entrega ozonizada para de esta manera brindar seguridad y tranquilidad a los visitantes. Las características del entorno no permiten fiestas, visitas ni ruidos molestos.

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

GoldenStay/AndesView/BarrioItalia/Wifi/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

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 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

Espectacular Loft con increíble vista panorámica hacia el cerro san Cristóbal, icono de la ciudad de Santiago, situado en un sector estratégico de la ciudad, cercano a parques, museos, estaciones de metro, en pleno Barrio Bellavista, tradicional por su mezcla de bohemia y cultural con clubes nocturnos, bares y restaurantes. Un Loft con todas las comodidades que necesitas para una estadía inolvidable en el corazón de 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

Piscina vista a la Cordillera, 2 estacionamientos

Disfruta de la sencillez y de la vibra de este espacio con estilo y alma, perfecto para descansar, desconectar y relajarse... La casa es de 2 pisos y esta full equipada, tiene una vista increíble hacia la Cordillera de los Andes. Ubicada a pasos del Estadio Bicentenario, mall y Avenida La Florida, Outlet Vivo, supermercados, farmacias, restaurantes y a 2 km del Bosque Panul.

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, un vagón de tren en Pirque

Bienvenidos a nuestro vagón de tren "Singular Coach", especialmente diseñado para tener absoluta privacidad equipado con cocina, comedor, estar, escritorio, baño visita, dormitorio con cama matrimonial y baño privado. Armarios para guardar tu equipaje de viaje y acceso controlado. Estupendas vista al paisaje campestre de 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

Departamento full equipado.

Tu familia estará cerca de todo si te hospedas en este alojamiento céntrico. Metro cerca estación Santiago Bueras. Centros comerciales y buena conectividad con todo Santiago. Zona muy cómoda y tranquila. Ideal para alojar tranquilo y muy cerca de todo. Departamento full equipado y con aparcamiento.

Popular amenities for San Bernardo rentals with a pool

When is the best time to visit San Bernardo?

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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!