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Vacation 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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Top guest favourite
A well-appointed bedroom features a spacious bed with brown accent pillows. Decorative wall art adds a natural touch, while a bedside table with lamps is positioned on either side. Large windows allow natural light to fill the room, complemented by light-colored drapes.
Apartment in Las Condes
4.95 out of 5 average rating, 119 reviews

Cozy apartment. Las Condes MUT and Costanera Center

Bienvenido a nuestro apto. en Las Condes. Ubicado en uno de los mejores barrios de Santiago, MUT a solo pasos y Costanera Center a 5 minutos caminando. Cerca de restaurantes, tiendas y atracciones turísticas. Encontrarás todas las comodidades necesarias para sentirte como en casa. Cocina equipada, cómoda cama king y un ambiente acogedor. Podrás disfrutar de nuestra piscina y la impresionante vista desde la azotea. Estacionamiento gratis, sujeto a disponibilidad y previa coordinación.

Top guest favourite
Apartment in Santiago
4.95 out of 5 average rating, 153 reviews

National Stadium, 5 guests • Beautiful view

Apartment with 2 bedrooms, 2 bathrooms, and parking overlooking the Cordillera. Fully equipped apartment. Room One: 1 double bed, bathroom, TV and Air/A Room Two: 1 1.5-person bed, 1 trundle bed, bathroom and closet Living room with 55" TV, armchair Dining room with 4 seats Parking 1 space Fully-equipped kitchen A swimming pool and gym Close to Est/Metro Estadio Nacional, C.C Portal Ñuñoa and Universidad de Chile. The neighborhood is very quiet, nice and safe. 24/7 concierge

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, 122 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 wooden table showcases a textured runner with a ceramic vase holding vibrant orange and yellow flowers. Two blue ceramic bowls, one round and one square, are placed nearby alongside a remote control, creating a cozy and functional living space.
Apartment in Ñuñoa
4.95 out of 5 average rating, 339 reviews

Beautiful apartment in Barrio Italia with air conditioning

Nice and cozy studio (one atmosphere), decorated with products from Chilean artisans. It is located 3 blocks from Irarrazaval metro station (8 min walk), close to supermarkets, pharmacies. Located in the best neighborhood of Santiago, Barrio Italia, it has a great gastronomic offer and a variety of avant-garde stores (from antique shops to designer stores) maintaining the neighborhood spirit that takes us away from the busy city. We speak English. Feel free to ask.

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.
Apartment in Santiago
4.99 out of 5 average rating, 118 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, 145 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.

Guest favourite
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
4.92 out of 5 average rating, 144 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 Recoleta
4.91 out of 5 average rating, 336 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, 141 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.

Guest favourite
A bright living area is highlighted by large windows that offer panoramic views of the cityscape and surrounding hills. Modern furnishings include a comfortable sofa, stylish chairs, and a dining table with decorative accents. Natural light fills the space, creating an inviting atmosphere.
Apartment in Santiago
4.9 out of 5 average rating, 122 reviews

Spectacular apartment with panoramic views.

Charming apartment in the heart of Santiago with a stunning panoramic view of downtown. Enjoy the illuminated skyscrapers at night and urban landscapes during the day. This cozy space has modern amenities, elegant decor, and all the necessary amenities for an unforgettable stay. From the private balcony, you can enjoy panoramic views ranging from the mountain range to the city's landmarks.

Guest favourite
A modern dining area is visible, featuring a table set for four with glassware. Two round, woven stools are positioned nearby. Large windows allow natural light to fill the space, showcasing a view of the surrounding buildings and greenery. A cozy sofa invites relaxation.
Apartment in Santiago
4.87 out of 5 average rating, 106 reviews

Luxury 1D/1B apartment with 1E in Florida

Enjoy a modern space full of details in La Florida. This 1 bedroom/1 bathroom apartment is in front of the Plaza Vespucio Mall and steps from the subway, ideal for resting, working or a weekend getaway. Equipped with everything you need: a full kitchen, fast WiFi, a terrace, TV, and private parking. Perfect for couples or discerning travelers seeking comfort, style, and a good location.

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
4.88 out of 5 average rating, 136 reviews

Singular Coach, a train wagon in Pirque

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

Popular amenities for San Bernardo rentals with a pool

When is the best time to visit San Bernardo?

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Avg. price$56 CAD$72 CAD$67 CAD$57 CAD$64 CAD$59 CAD$63 CAD$63 CAD$64 CAD$60 CAD$63 CAD$62 CAD
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Quick stats about vacation rentals with a pool in San Bernardo

  • Total vacation rentals

    Explore 50 vacation rentals in San Bernardo

  • Nightly prices starting at

    San Bernardo vacation rentals start at $14 CAD per night before taxes and fees

  • Verified guest reviews

    Over 810 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of San Bernardo vacation 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!