
Vacation 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 Providencia Apartment - Los Leones Metro
Elegante departamento situado en el corazón de Providencia. Con una impresionante vista a la cordillera de los Andes y al icónico Cerro San Cristóbal. Ubicado a solo pasos del metro Los Leones (Línea 1), mercado urbano tobalaba MUT y del Costanera Center, el centro comercial más grande de Chile. Rodeado de una amplia gama de restaurantes y bares. Ideal tanto para estancias cortas como largas, te ofrecemos un refugio perfecto para explorar Santiago o para relajarte después de un día ajetreado.

Design & Central to Everything - Steps to Metro
Beautiful apartment in the heart of Santiago. The apartment is completely renovated for our guests’ comfort, with thoughtful design touches. The space has a living room and dining area, and one full bedroom. The building is very central, and in a safe Santiago Centro location. Besides being only half a block from Santa Lucia metro station, you can easily walk to many tourist attractions around Santiago, the closest being the Cerro Santa Lucía Park, the National Library, and Barrio Lastarria.

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

Andes Cabin
Cabaña Andes, we are close to Santiago in the foothills at 1,200 meters high, surrounded by sclerophyllous forest with incredible views of the valley, mountains and stars. We have a covered terrace, a natural slope suitable for bathing, a private pool that becomes an XL jar with 6,000 liters of water from a 40°C slope, capacity for 12 people with hydromassage. The cabin is private and has all the amenities and equipment to make the most of your stay, and WiFi.

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.

Spectacular house with pool in Buin
Beautiful family house in Alto Jahuel, Buin, located in a quiet condominium near the Maipo vineyards. Spacious and full of charm, it offers a master bedroom en suite, four bright rooms with a desk, two full bathrooms, a cozy and well-equipped kitchen, plus a large living-dining room overlooking the garden. Enjoy a large terrace with a grill and a charming garden with a swimming pool, flowers, and a ping pong table, ideal for unforgettable family moments.

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

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.

Railway station connection downtown port
Enjoy an excellent view of all Santiago Orient , mountain range . A lounging space or as a wiffi-enabled business operation center for guests Free access to transportation , nearby subway, bus terminal with connections outside Santiago , strip center and nearby food patios. The apartment has air conditioning Pool Use of the pool only between November and March * Use of quinchos for barbecues in advance with the host *

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.

Pool overlooking the mountain range, 2 parking lots
Enjoy the simplicity and vibe of this stylish and soulful space, perfect for resting, disconnecting and relaxing... The house is 2 stories and is fully equipped, it has an incredible view of the Andes. Located a few steps from the Bicentennial Stadium, mall and Avenida La Florida, Outlet Vivo, supermarkets, pharmacies, restaurants and 2 km from the Panul Forest.
Popular amenities for San Bernardo rentals with a pool
House rentals with a pool

House with pool · Exclusive and Safe Neighborhood

Spacious house on a plot (15 people)

Lacasajacuzzii

Plot, pool, house, gazebo

Casona Alto Jahuel

Getaway in Santiago

Spacious and newly renovated house in Providencia.

Mountain house in Santiago
Condo rentals with a pool

Andes View · Pools · Air Conditioning · Arauco Mall

Private apartment with outdoor Jacuzzi. Gas Grill

SOUTH apartment, your home, your space

Spectacular Panoramic View! Pool. Digital Access

Waking up in the clouds

Gold Signature 01 by Nest Collection

Comfortable studio apartment in Barrio República

Apartment steps away from Movistar Arena
Other vacation rentals with a pool

Beautiful plot located in Peñaflor for the day

Apartment in Florida

Beautiful view + Parking

Cozy and modern apartment

Rustic Charm in the Heart of San Joaquín

Connection to Santiago (Bus terminals)

A beautiful place to rest and enjoy!

Cozy and modern apartment w/ terrace in La Florida
When is the best time to visit San Bernardo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$8,584 GYD | G$11,096 GYD | G$10,259 GYD | G$8,793 GYD | G$9,840 GYD | G$9,003 GYD | G$9,631 GYD | G$9,631 GYD | G$9,840 GYD | G$9,003 GYD | G$8,793 GYD | G$9,212 GYD |
| 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 vacation rentals with a pool in San Bernardo

Total vacation rentals
Explore 50 vacation rentals in San Bernardo

Nightly prices starting at
San Bernardo vacation rentals start at G$2,094 GYD per night before taxes and fees

Verified guest reviews
Over 640 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of San Bernardo vacation 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!
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- Rentals with pools Maipo Province
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- Rentals with pools Chile
- La Parva
- Plaza de Armas of Santiago
- Valle Nevado Ski Resort
- Lagunillas del Cajón del Maipo
- Fantasilandia
- Sky Costanera
- Cajón del Maipo
- Río Clarillo National Reserve
- El Colorado
- Club de Golf los Leones
- Plaza Ñuñoa
- Bicentenario Park
- Viña Concha Y Toro
- Casas del Bosque
- Parque Acuatico Acuapark El Idilio
- Parque Forestal
- Centre Gabriela Mistral
- Mampato Lo Barnechea
- Emiliana Organic Winery
- Viña Cousino Macul
- Aviva Santiago
- Museo Chileno de Arte Precolombino
- La Chascona
- Baños de la Cal




