
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.

National Stadium, 5 guests • Air conditioning
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.

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

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.

Self-check-in and parking.
A perfect starting point to explore the city! 5.3 km from the Movistar Arena, 6.1 km from the Mirador Interactive Museum and 8.1 km from the Museum of Pre-Columbian Art. Cerro Santa Lucia is only 9.2 km away and the Museum of Memory and Human Rights is 9.4 km away. Arturo Merino Benítez International Airport is 27 km away. Nearby you will find a varied gastronomic offer: fusion food restaurants, Peruvian and much more.

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.

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.

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

Beautiful Country and Mountain House

House with pool · Exclusive and Safe Neighborhood

Quiet plot with a swimming pool and a closed gazebo

Santiago Family House

Lacasajacuzzii

Plot, pool, house, gazebo

Casona Alto Jahuel

Unique Comfortable House with Amazing Views
Condo rentals with a pool

Incomparable Santiago Views & Modern Design Style

Arauco Park · 2BD/2BTH · Air Conditioning · Pools

Apartment in Las Condes, Parque Arauco Mall

Pool Great view. TOP location. Digital. AC*

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
Other vacation rentals with a pool

Estudio 2 pers. junto a Metro

Dpto. moderno Estacionamiento Terraza Metro Cerca

Hermosa Cabin & Peace & Quiet

Mountain Range View | National Stadium & Metro

Cozy apartment in Ñuñoa, National Stadium

Balinese House with Pool

Enjoy near Santiago

Casa de Campo entera en Peñaflor.
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 | $73 CAD | $68 CAD | $58 CAD | $65 CAD | $60 CAD | $64 CAD | $64 CAD | $65 CAD | $61 CAD | $64 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 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
- Santiago Vacation rentals
- Viña del Mar Vacation rentals
- Mendoza Vacation rentals
- La Serena Vacation rentals
- Providencia Vacation rentals
- Las Condes Vacation rentals
- Valparaíso Vacation rentals
- Ñuñoa Vacation rentals
- Coquimbo Vacation rentals
- Concón Vacation rentals
- Papudo Vacation rentals
- Maitencillo Vacation rentals
- Rentals with outdoor seating San Bernardo
- Smoking-friendly rentals San Bernardo
- Family-friendly rentals San Bernardo
- Fitness-friendly rentals San Bernardo
- House rentals San Bernardo
- Rentals with a patio San Bernardo
- Pet-friendly rentals San Bernardo
- Rentals with a washer and dryer San Bernardo
- Apartment rentals San Bernardo
- Rentals with breakfast 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
- La Parva
- Valle Nevado Ski Resort
- 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
- Parque Inés de Suárez
- Termas Valle De Colina
- Bicentenario Park
- Casas del Bosque




