
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

Family STGO Lounge Penthouse with best Andes View
Family condo apartament, all electric equipment, 90 square meters, 3 bedrooms, 4 beds, fully equipped, with a amazing view of the Andes Mountains, excellent location, Ñuñoa, just 7 minutes away from the Chile-Spain metro station, just 5 minutes from the Portal Ñuñoa shopping mall Jumbo supermarket, exclusive parking area and high-speed internet (400 MB) Rent a car service with us and we deliver it in apartament or airport Tours services too

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.

Apartment 15 minutes from the airport, opposite the mall
Apartment on the 4th floor with elevator, air conditioning, in front of the Indisa MAIPU Clinic and Arauco MAIPU Mall, a 15-minute walk from metro line 5 and a 15-minute drive from the airport. Three bedrooms (One Room with a King-sized bed and Two Rooms with a full-sized trundle bed (two beds per room), Two Bathrooms, Gazebo and Swimming Pool Two supermarkets within a 5-minute walk It has its own parking lot
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

Colonial Villa near Concha y Toro vineyard

Maipo Terraces

Quiet plot with a swimming pool and a closed gazebo

Lacasajacuzzii

Beautiful and Big House in La Florida

Casona Alto Jahuel
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

Renovated Design, Views, 2 Balconies, Parking

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

New Modern and Cozy Apartment WIFI + Parking

Luxurious apartment 3 minutes from Parque Arauco: Parking + Pool + Gym

Romantic Mountain Getaway: Private Jacuzzi & Pool

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

Beautiful view of the dome in Santiago

House with a beautiful garden and pool.

Enjoy near Santiago
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 | $58 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
- Viña del Mar Vacation rentals
- Santiago Centro Vacation rentals
- Las Condes Vacation rentals
- Ñuñoa Vacation rentals
- Concepción Vacation rentals
- Concón Vacation rentals
- Valparaíso Vacation rentals
- Mendoza Vacation rentals
- Maitencillo Vacation rentals
- La Florida Vacation rentals
- La Serena Vacation rentals
- Cajón del Maipo
- Movistar Arena
- Valle Nevado Ski Resort
- La Parva
- Farellones
- Estadio Nacional Julio Martinez Pradanos
- Costanera Center
- Parque Arauco
- Escuela Militar
- Estadio Bicentenario La Florida
- Sky Costanera
- Estadio Monumental
- Teatro Caupolican
- La Moneda Palace
- Termas Valle De Colina
- El Colorado
- Los Leones
- Plaza Ñuñoa
- Fantasilandia
- Plaza de Armas of Santiago
- Fundación Arturo López Pérez Falp
- Monticello Grand Casino
- Mall Plaza Egaña
- Plaza Baquedano





