
Vacation rentals with a pool in San Bernardo
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in San Bernardo

Total vacation rentals
Explore 60 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 830 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
50 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!
Top-rated rentals with a pool in San Bernardo
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

House for 5 people • 2 bathrooms • Large garden • A/C • 2 parking spaces
House for 5 people with 2 bedrooms + living room: 1 double bed, 3 single beds. Comfortable and functional 2-storey house, fully equipped for large groups. The main feature is the 90 m² private garden: safe for children, perfect for barbecues and with a view of the Cordillera. It includes hot/cold AC and 2 parking spaces inside. Smoking is prohibited inside the accommodation, with a $100 fine for using the air conditioning. Located in La Florida with a bus 30 m away. Near Estadio Bicentenario and the Florida outlet.

Villa Miraflores
Discover the charm of Villa Miraflores! With the calm of its garden and large common spaces, it is the ideal place to escape from the city in comfort throughout the year. The home consists of multiple spaces ideal for sharing: a fully equipped kitchen, living rooms, a quincho with a grill and cruceta, and a pool in summer. With its traditional Chilean architecture, exposed beams, double height in the living room and master bedroom, it is a unique place on the outskirts of Santiago.

Prime apt w/fast wifi-AC-Long stay clean-Lastarria
Relax in this modern, renovated apartment, fully equipped for a perfect stay. Enjoy: - Split-system inverter air conditioning - High-speed Wi-Fi - Washer/dryer - Hair dryer and straightener - Bed with soft cotton sheets - Nespresso coffee maker - Secure building with 24/7 concierge - Located in the heart of the Lastarria neighborhood, just steps away from Santiago's best restaurants, cafes, museums, and attractions. Feel free to message me with any questions—I’d be happy to help.

Private mountain cabin + Hot tub + incredible view
Escape to the mountains just 45 minutes from Santiago. Enjoy a private mountain retreat at 1,200 meters above sea level, surrounded by nature, fresh air, and incredible views of the Cajón del Maipo. Your stay includes exclusive 4x4 transportation from the private parking area to the cabin (10-minute uphill drive), making the arrival part of the adventure. Private XL hot tub Natural stream Covered terrace with gas grill Panoramic mountain views Satellite Wi-Fi Pet-friendly

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.

Studio for 2 people next to the Metro
Stay in a modern and cozy studio, fully equipped for two people, steps from the Bellavista de La Florida Metro. Perfect for couples, business travelers, or weekend getaways. Close to shopping malls, clinics, universities and stadiums. It is the perfect retreat for those seeking comfort, connection and good taste. This apartment is ideally located for quick and easy access to the mountain 🏔️, vineyards 🍇 and countryside 🌿, without losing the comforts of the city.

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.

Depto. familiar para 5 · Metro · Parking
Enjoy Santiago in this comfortable apartment for 5 guests, just 200 m from La Cisterna Metro and with parking. Ideal for families or groups. It features 1 bedroom with a double bed, another with bunk beds, and a sofa bed. Fully equipped kitchen, fast WiFi, Roku TV, air conditioning, and washing machine. Strategically located near a mall, supermarkets, and restaurants. Secure building with 24/7 concierge. Highly rated for location, comfort, and cleanliness

New Modern and Cozy Apartment WIFI + Parking
Welcome to your new space in La Cisterna! This new apartment, with modern and cozy furnishings, is perfect for your stay. Just steps from Lo Ovalle metro station, with supermarkets and shops nearby. Enjoy a full kitchen, comfortable bed, and a terrace with lovely views and parking. Ideal for travelers seeking comfort and style. Live a one-of-a-kind experience in a vibrant and well-connected environment. Book now and enjoy your stay!

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.

Family apartment with play area 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.
Popular amenities for San Bernardo rentals with a pool
House rentals with a pool

Beautiful Country and Mountain House

Casa El Golf · Exclusive and Safe Neighbourhood

Maipo Terraces

Quiet plot with a swimming pool and a closed gazebo

Lacasajacuzzii

Beautiful and Big House in La Florida

Casona Alto Jahuel

Private Tiny House in Santiago whit HotTube
Condo rentals with a pool

Apartment for 2 San Miguel parking near subway

Apartment in a comfortable area

SOUTH apartment, your home, your space

Warm Panoramic Retreat in Downtown Santiago

High-rise apartment in Las Condes, view and heated pool

Privileged View of the Mountain Range | Metro

50 m² apartment with terrace, Metro Agrícola, and parking

Steps from the Movistar Arena · 24-hour reception
Other vacation rentals with a pool

Mountain Eco Lodge, private pool and hot tub

Elegant and modern apartment 2 BD + 2 BA + 1 WB + Wi-Fi

Romantic Mountain Getaway: Private Jacuzzi & Pool

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

Japandi in Santiago Centro | Jacuzzi | Wi-Fi

Beautiful view of the dome in Santiago

Modern Rustic Boutique Studio • San Joaquín

Relax overlooking the mountain range, great location
When is the best time to visit San Bernardo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $77 CAD | $72 CAD | $60 CAD | $61 CAD | $59 CAD | $57 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 |
Destinations to explore
- Providencia Vacation rentals
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- Las Condes Vacation rentals
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- Concepción Vacation rentals
- Concón Vacation rentals
- Valparaíso Vacation rentals
- Mendoza Vacation rentals
- Maitencillo Vacation rentals
- La Florida Vacation rentals
- Algarrobo Vacation rentals
- Cajón del Maipo
- Valle Nevado Ski Resort
- Movistar Arena
- La Parva
- Farellones
- Estadio Nacional Julio Martinez Pradanos
- Costanera Center
- Parque Arauco
- Estadio Bicentenario La Florida
- Escuela Militar
- Sky Costanera
- Teatro Caupolican
- Termas Valle De Colina
- La Moneda Palace
- El Colorado
- Los Leones
- Fantasilandia
- Plaza Ñuñoa
- Plaza de Armas of Santiago
- Monticello Grand Casino
- Fundación Arturo López Pérez Falp
- Estadio Monumental
- Mall Plaza Egaña
- Plaza Baquedano





