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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.

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Top guest favorite
Apartment in Providencia
4.98 out of 5 average rating, 121 reviews

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.

Guest favorite
The living area is equipped with a gray sofa and a glass dining table with wooden chairs. A mounted television is positioned on the wall opposite large windows that provide a view of the city. Light-colored wood flooring adds warmth to the space.
Condo in Santiago
4.91 out of 5 average rating, 319 reviews

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.

Top guest favorite
The exterior of a charming cabin is shown, featuring a sloped roof and wooden accents. Lush greenery surrounds the property, with flowering shrubs in the foreground. A small patio with seating is visible, complementing the peaceful setting.
Cabin in Alto Jahuel
4.93 out of 5 average rating, 116 reviews

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.

Guest favorite
The living area features a comfortable sofa with accent pillows, paired with a modern coffee table on a textured rug. A window allows for natural light and offers a view of the surrounding area. An air conditioning unit and a washing machine are visible in the space.
Condo in Santiago
4.94 out of 5 average rating, 78 reviews

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

Superhost
A spacious outdoor terrace is furnished with a dark wicker sofa and chairs, adorned with light purple cushions. The natural surroundings include lush green hills and distant views of mountains under a clear sky. Soft sunlight filters through the wooden beams overhead.
Cabin in San José de Maipo
4.94 out of 5 average rating, 240 reviews

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.

Guest favorite
A wooden deck features two lounge chairs positioned by a pool, overlooking a scenic view of mountains and greenery. The sky is partly cloudy, enhancing the natural beauty of the surroundings.
Shipping container in Maipo
4.92 out of 5 average rating, 118 reviews

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.

Top guest favorite
A spacious backyard showcases a well-maintained lawn, bordered by tall hedges. A rectangular pool is positioned to one side, reflecting the sky. The house features large glass windows and a covered patio area, with potted plants adding greenery to the scene.
Home in Buin
5 out of 5 average rating, 15 reviews

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.

Guest favorite
A well-lit bedroom features a spacious bed with neutral bedding and plush pillows. A large wall-mounted television is positioned in front, and a mirror reflects the room's interior. Soft lighting from bedside lamps contributes to a relaxed ambiance.
Condo in La Cisterna
4.92 out of 5 average rating, 38 reviews

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

Top guest favorite
A natural stone pool is situated in a green, grassy area surrounded by lush trees and foliage. A covered seating area is visible nearby, providing shade and comfort. The scene is illuminated by daylight, enhancing the tranquil outdoor environment.
Vacation home in San José de Maipo
4.98 out of 5 average rating, 162 reviews

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.

Guest favorite
A living area features a comfortable couch adorned with decorative pillows. A coffee table sits in front, complemented by plants and decorative accessories. Large glass doors provide a panoramic view of Santiago and the surrounding mountains, allowing natural light to fill the space.
Apartment in Santiago
4.94 out of 5 average rating, 643 reviews

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 *

Guest favorite
A lush, green yard is framed by trees, with a warm sunset illuminating the sky in soft pinks and purples. The Spanish Colonial villa is partially visible, surrounded by manicured grass and gentle landscaping, showcasing a serene outdoor environment.
Home in Pirque
4.89 out of 5 average rating, 132 reviews

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.

Guest favorite
Home in La Florida
4.94 out of 5 average rating, 141 reviews

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

When is the best time to visit San Bernardo?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$8,584 GYDG$11,096 GYDG$10,259 GYDG$8,793 GYDG$9,840 GYDG$9,003 GYDG$9,631 GYDG$9,631 GYDG$9,840 GYDG$9,003 GYDG$8,793 GYDG$9,212 GYD
Avg. temp22°C21°C20°C16°C13°C10°C10°C11°C13°C16°C19°C21°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!