
Holiday 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.

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.

New apartment near La Cisterna Metro
Cozy apartment in Santiago, 200 meters from Intermodal Mall and La Cisterna Metro Station, 20 minutes from downtown. Close to supermarkets, pharmacies, banks, currency exchange, and a food court. Amenities: Washing machine, air conditioning, Roku TV, fast Wi-Fi, baby crib, clothes iron. Equipped kitchen. Master bedroom with a double bed, auxiliary bedroom with bunk beds, and a sofa bed. Bathroom equipped including towels and hairdryer. Private parking and 24/7 concierge

Comfortable and Equipped Apartment with Parking
This comfortable apartment in San Miguel, Santiago, is fully equipped for your convenience. Located in a quiet and family-friendly environment, close to supermarkets, restaurants, and shops. The building has green areas, a swimming pool, gazebos, a gym, a laundry room, and 24/7 concierge for your security. Just steps from the Santiago Metro Departmental Station and 3 minutes from the Central Highway to make your travels easier. We look forward to seeing you!

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.

modern apartment in La Cisterna
Kick back and relax in this calm, stylish space. discover the comfort of this new apartment in Santiago de Chile. WITH PARKING ideal for up to 2 people. It has 1 bedroom, bathroom, full kitchen, terrace, 5G Wi-Fi, 55 inch TV. The building offers a swimming pool, gym, gazebos and bicycle racks. STEPS AWAY FROM EL PARRON METRO STATION. In its surroundings you will find: bars, 24-hour food places, pharmacies, supermarkets, restaurants. YOUR PERFECT CHOICE

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!

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.

Cozy apartment, with a very good connection.
Relax in this quiet and elegant space and come and enjoy this great new apartment, in which it has all the comforts you need. -Coker and electric oven. - sofa -Refrigerator -Microwave - Electric stove -Blower - Electric kettle - TV - WiFi ( YouTube, IPTV) - terrace - 2-seater bed Bathroom in room, tub - closet - Gym - Laundry - Pool (Season in progress) - Department WITHOUT parking

Singular Coach, a train wagon in Pirque
Welcome to our "Singular Coach" train car, specially designed to have absolute privacy equipped with kitchen, dining room, living room, desk, visiting bathroom, bedroom with double bed and private bathroom. Cabinets to store your travel luggage and controlled access. Great views of the countryside of Pirque.

New and Economical Apartment 20 minutes from the center
Disfruta de un lugar tranquilo y céntrico a tan solo 20 minutos del centro. Viajes de negocios, estudio u otros. 100% equipado con terraza. Ubicado a 8 minutos caminando de estación de metro Lo Ovalle de la línea 2, cercano a supermercados, bares, Mall, farmacias, bancos, patios de comida. TV e Internet.

Cozy riverside tiny house, Cajón del Maipo
Cozy cabin on the banks of the Maipo River, it has a full bathroom. Fully equipped cabin. Rustic style decoration. Tiny house-style cabin. --- Cozy cabin on the banks of the Maipo River, has a full bathroom. Fully equipped cottage. Rustic-style decoration. Tiny house-style cottage.
Popular amenities for San Bernardo rentals with a pool
House rentals with a pool

House with pool · Exclusive and Safe Neighborhood

Quiet plot with a swimming pool and a closed gazebo

Spacious house on plot (15 people)

The house, hot tub, and pool table

Plot, pool, house, gazebo

House with pool, 6 guests

Casona Alto Jahuel

Accommodation in Santiago with Tinaja
Apartment rentals with a pool

Apartment Alto Vista Andes-Pool-Mall Parque Arauco

Plaza Ñuñoa, a beautiful and modern square

SOUTH apartment, your home, your space

Excellent location, cozy in Santiago Centro

Gold Signature 01 by Nest Collection

Renovated & Design, Views, 2 Balconies, Parking

Walk to Movistar Arena

Sky Cloud, a place to be
Other holiday rentals with a pool

Beautiful apartment. Comfortable and Family-friendly. Safe and Central

Costa Home - National Stadium Apartment

Oasis in Santiago, Hermosa Suite

Rent from 2 to 4 days

2D + 2B apartment, with parking

Beautiful view of the dome in Santiago

Connection to Santiago (Bus terminals)

Panoramic View in 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 | $53 SGD | $69 SGD | $64 SGD | $55 SGD | $61 SGD | $56 SGD | $48 SGD | $56 SGD | $49 SGD | $56 SGD | $55 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 |
Quick stats about holiday rentals with a pool in San Bernardo

Total holiday rentals
Explore 50 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 640 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
40 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!
Destinations to explore
- Rentals with breakfast San Bernardo
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- Flat rentals San Bernardo
- Rentals with pools Maipo Province
- Rentals with pools Santiago Metropolitan Region
- Rentals with pools Chile
- Sky Costanera
- Valle Nevado Ski Resort
- La Parva
- El Colorado
- Lagunillas del Cajón del Maipo
- Fantasilandia
- Cajón del Maipo
- Plaza de Armas
- Plaza Ñuñoa
- Río Clarillo National Reserve
- Club de Golf los Leones
- Parque Bicentenario
- Balneario Bambi
- Viña Concha Y Toro
- Centre Gabriela Mistral
- Parque Forestal
- Viña Casas del Bosque
- Parque Acuatico Acuapark El Idilio
- Emiliana Organic Winery
- Mampato Lo Barnechea
- Viña Cousino Macul
- AquaBuin
- Aviva Santiago
- Museo Violeta Parra