
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.

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.

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

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.

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.

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

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.

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.

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.

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.

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.

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.

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
House rentals with a pool

Big and Beautiful House Close to everything! Las Condes

Beautiful Country and Mountain House

House with pool · Exclusive and Safe Neighborhood

Santiago Family House

Lacasajacuzzii

Plot, pool, house, gazebo

Casona Alto Jahuel

Romantic getaway with a hot-water jug
Condo rentals with a pool

Incomparable Santiago Views & Modern Design Style

SOUTH apartment, your home, your space

Ñuñoa Square | View of the Cordillera

Suite with an incredible view and an excellent location

Your perfect spot in Ñuñoa

Apartment steps from Movistar Arena

Amazing View – May Special Offer

Apartment, mall, clinic, air conditioning!
Other vacation rentals with a pool

Premium Suite in the heart of Santiago

Modern Apartment Near Clinics and Shops

Manor house on a plot with a pool and a tinaja (15 people)

Unfurnished View | 18th Floor | 2B/2B

Modern apartment in the Historic Center

Modern Studio with Balcony + Mountain View

Apartment with Panoramic View of the Andes Mountain Range

Hermosa Cabin & Peace & Quiet
When is the best time to visit San Bernardo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | 22 °C | 21 °C | 20 °C | 16 °C | 13 °C | 10 °C | 10 °C | 11 °C | 13 °C | 16 °C | 19 °C | 21 °C |
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!
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- Rentals with pools Maipo Province
- Rentals with pools Santiago Metropolitan Region
- Rentals with pools Chile
- La Moneda Palace
- Teatro Caupolican
- Farellones
- Costanera Center
- Parque Arauco
- Escuela Militar
- Movistar Arena
- Valle Nevado Ski Resort
- La Parva
- Estadio Nacional Julio Martinez Pradanos
- Cajón del Maipo
- Fantasilandia
- Lagunillas del Cajón del Maipo
- Sky Costanera
- Plaza de Armas of Santiago
- Estadio Bicentenario La Florida
- Plaza Ñuñoa
- El Colorado
- Clarillo River
- Club de Golf los Leones
- Termas Valle De Colina
- Bicentenario Park
- Viña Concha Y Toro
- Los Leones




