
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.

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.

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.

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.

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.

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.

GoldenStay / AndesView / BarrioItalia / Wi-Fi / Parking / Gym
Enjoy a cozy and quiet accommodation, located in the heart of Barrio Italia. Space equipped for 4 people has 2 bedrooms with premium beds for 2 and en-suite bathrooms, plus free private parking. Located just steps from Metro Irarrázaval, minutes from the coastal mall Center, Estadio Nacional, and Movistar Arena. Perfect for a trip where you can enjoy Restaurants, coffee shops, concerts, local crafts, and designer clothes.

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.

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.

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.

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

Cajón del Maipo, Rest.

Quiet plot with a swimming pool and a closed gazebo

Lacasajacuzzii

Casona Alto Jahuel

Plot, pool, house, gazebo
Condo rentals with a pool

Renovated and Near Everything in Santiago Centro

SOUTH apartment, your home, your space

Gold Signature 01 by Nest Collection

Suite with an incredible view and an excellent location

Your perfect spot in Ñuñoa

Apartment steps from Movistar Arena

Apartment with Pool, Los Leones Metro, View, Parking

Premium apartment with pool, near the Arauco Mall
Other vacation rentals with a pool

Ñuñoa| A short walk from the metro|AC|Gym|Residential neighbourhood

New Apartment AC WIFI Fully Equipped San Miguel

Cómodo y lindo Departamento con estacionamiento

Cabin, pool and nature. Andes & Costa Lodge

Apartment steps from Bupa clinic, Metro and Mall

Rustic Retreat – Warm and Modern Studio

Las Condes Apartment El Golf Neighborhood

Vista Hermosa confortable céntrico tranquilo A/A
When is the best time to visit San Bernardo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $57 CAD | $74 CAD | $68 CAD | $59 CAD | $65 CAD | $60 CAD | $64 CAD | $64 CAD | $65 CAD | $61 CAD | $64 CAD | $63 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 730 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!
Destinations to explore
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- Rentals with outdoor seating San Bernardo
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- Family-friendly rentals San Bernardo
- Apartment rentals San Bernardo
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- Pet-friendly rentals San Bernardo
- 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
- Club de Golf los Leones
- Clarillo River
- Parque Inés de Suárez
- Termas Valle De Colina
- Bicentenario Park
- Casas del Bosque




