
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 $17 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of San Bernardo holiday rentals include Wi-Fi 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.

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.

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

Family apartment for 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

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.

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.

Peace and nature
Enjoy this cozy and spacious house located in the hills of Pirque, surrounded by a unique natural environment and panoramic views. We have all the comforts to be a couple, ideal for lovers of cooking, relaxation, tranquility and connection with nature. The house has a large living space, equipped dining room and kitchen. Relax in a stone hot tub and enjoy a hot water jug (from May to October) with a view of the valley.
Popular amenities for San Bernardo rentals with a pool
House rentals with a pool

Spacious 5-bedroom house • 12 beds • 14 people

Casa El Golf · Exclusive and Safe Neighborhood

Casona Alto Jahuel

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

Spacious and newly renovated house in Providencia.

Accommodation in Santiago for 11 guests with a jacuzzi

Quiet plot with a swimming pool and a closed gazebo

Casona de Pirque
Condo rentals with a pool

Apartment for 2 San Miguel parking near subway

Apartment in a comfortable area

Premium Studio Parque Araucano | King-size bed

Incomparable Santiago Views & Modern Design Style

Family STGO Lounge Penthouse with best Andes View

Apartment with 50 m terrace, Metro Agrícola, and parking

Apartment, mall, clinic, and air conditioning!

Comfortable, centrally located apartment near the metro
Other holiday rentals with a pool

New Modern and Cozy Apartment WIFI + Parking

Entire country house in Peñaflor.

modern apartment in La Cisterna

Modern Rustic Boutique Studio • San Joaquín

Beautiful plot in Lonquén

Elegant and modern apartment. 2 bedrooms + 2 bathrooms + 1 parking space + Wi-Fi

Japandi in Santiago Centro | Jacuzzi | WiFi

Enjoy near Santiago
When is the best time to visit San Bernardo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $92 NZD | $87 NZD | $72 NZD | $74 NZD | $71 NZD | $69 NZD | $77 NZD | $77 NZD | $79 NZD | $74 NZD | $77 NZD | $76 NZD |
| 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





