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

Total holiday rentals
Explore 60 holiday rentals in San Bernardo

Nightly prices starting at
San Bernardo holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 830 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of San Bernardo holiday 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-story house, fully equipped for large groups. The star attraction is the 90 m² private garden: safe for children, perfect for barbecues, and overlooking the mountain range. It includes hot/cold AC and 2 parking spaces inside. Smoking is prohibited inside the accommodation; there is a $100 fine for using the air conditioning. Located in La Florida with a bus stop 30 meters away. Close to Estadio Bicentenario and 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.

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

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.

Spacious 5-Bedroom House • 12 Beds • 14 People
Spectacular 2-story house in a condominium with parking for 3 vehicles, private barbecue grill and pool. 1st floor: - BD with a king bed and a private BA with a shower - BD with a bunk bed - Kitchen - Living and dining room 2nd floor: - A BD with a double bed and a twin bed - BD with a pull-out bunk bed and 1 single bed - BD with a trundle bed and a twin bed - BA with shower Patio with barbecue area, pool and outdoor BA Fully equipped house with sheets and towels

Welcome to Santiago/metro Toesca
Enjoy the comfort that Welcome to Santiago! has prepared for you. Get to know the city's iconic places. We are 5 minutes from the TOESCA metro station, 15 minutes from the Movistar Arena, 10 minutes from the Fantasilandia amusement park and steps from the O'Higgins park. We have everything you need to make your stay as comfortable as possible, fully equipped kitchen, bathroom and living-dining room. Attention!! The pool season starts on November 24, 2025

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

Beautiful view of the dome in Santiago
Incredible and unique place. It will stay engraved in your memory. Located in the foothills of an ecological preservation hill minutes from Santiago. With a beautiful view of the whole valley. Comfortable and spacious. A place for relaxation, trekking, sighting of endemic flora and fauna. Panoramic outdoor pool, 2 hot tubs, quartz beds, large kitchen to share your roasts/barbecues and stove to enjoy the beautiful sunsets and night view of the valley

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.

Family apartment with a 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

Peace and nature

Casa El Golf · Exclusive and Safe Neighborhood

Accommodation in Santiago for 11 guests with a jacuzzi

Casona de Pirque

Casona Alto Jahuel

Quiet plot with a swimming pool and a closed gazebo

House with pool and barbecue for 9 people, C. de Tango

Beautiful Country and Mountain House
Apartment rentals with a pool

Privileged view of the mountain range | Metro

Premium Studio Parque Araucano | King-size bed

SOUTH apartment, your home, your space

Apartment in a comfortable area

Family STGO Lounge Penthouse with best Andes View

Safe terrace, park view, mall and pool

Deluxe Costa Lyon

Vista Andes Apartment · Los Leones Metro Station · Parking
Other holiday rentals with a pool

New Modern and Cozy Apartment WIFI + Parking

modern apartment in La Cisterna

Country house on a plot with pool and traditional earthenware jar (15 people)

Modern Rustic Boutique Studio • San Joaquín

Beautiful plot located in Peñaflor for the day

Beautiful plot in Lonquén

Enjoy near Santiago

Vive Santiago|Parking|A/C|Modern and Connected
When is the best time to visit San Bernardo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $70 SGD | $66 SGD | $55 SGD | $56 SGD | $53 SGD | $52 SGD | $58 SGD | $58 SGD | $60 SGD | $56 SGD | $58 SGD | $57 SGD |
| 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 Holiday rentals
- Viña del Mar Holiday rentals
- Las Condes Holiday rentals
- Santiago Centro Holiday rentals
- Ñuñoa Holiday rentals
- Concepción Holiday rentals
- Concón Holiday rentals
- Valparaíso Holiday rentals
- Mendoza Holiday rentals
- La Florida Holiday rentals
- Maitencillo Holiday rentals
- Algarrobo Holiday rentals
- Cajón del Maipo
- Valle Nevado Ski Resort
- La Parva
- Movistar Arena
- Farellones
- Estadio Nacional Julio Martinez Pradanos
- Costanera Center
- Parque Arauco
- Escuela Militar
- Estadio Bicentenario La Florida
- Sky Costanera
- Teatro Caupolican
- El Colorado
- Termas Valle De Colina
- Los Leones
- La Moneda Palace
- Plaza Ñuñoa
- Fantasilandia
- Plaza de Armas of Santiago
- Fundación Arturo López Pérez Falp
- Monticello Grand Casino
- Mall Plaza Egaña
- Estadio Monumental
- Plaza Baquedano





