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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 50 holiday rentals in San Bernardo

  • Nightly prices starting at

    San Bernardo holiday rentals start at £8 per night before taxes and fees

  • Verified guest reviews

    Over 810 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!

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 favourite
Home in La Florida
4.94 out of 5 average rating, 164 reviews

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 two-storey house, fully equipped for large groups. The main feature is the 90 m² private garden: safe for children, perfect for barbecues and with a view of the Andes. It includes hot/cold air conditioning and 2 parking spaces inside. Located in La Florida with a bus stop 30 metres away. Near the Bicentenario Stadium, Florida Center Mall and Vivo Outlet. 1 km from the Rojas Magallanes metro station and 2 km from Bosque Panul.

Superhost
Cabin in Pirque
4.94 out of 5 average rating, 253 reviews

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

Top guest favourite
A modern living area is displayed, featuring a comfortable sofa, small dining table, and a flat-screen TV mounted on an accent wall. Large windows provide ample natural light, revealing views of the city. The adjoining bedroom is visible, showcasing a spacious bed with neutral bedding.
Flat in Centro Histórico
4.96 out of 5 average rating, 107 reviews

Modern apartment in the Historic Center

Enjoy modern accommodation with an excellent location in the Historic Center, steps from Plaza de Armas, close to the Bellas Artes and Lastarria neighborhood, and a few blocks from the subway that will connect you with all the city's places of interest. The apartment is equipped with everything you need for a comfortable stay, with an elegant design where you can rest as a couple or in a group of up to four people. Parking available according to dates, check availability.

Guest favourite
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, 123 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 favourite
Flat in La Florida
4.93 out of 5 average rating, 107 reviews

Studio for 2 people next to the Metro

Stay in a modern and cozy studio, fully equipped for two people, steps from the Bellavista de La Florida Metro. Perfect for couples, business travelers, or weekend getaways. Close to shopping malls, clinics, universities and stadiums. It is the perfect retreat for those seeking comfort, connection and good taste. This apartment is ideally located for quick and easy access to the mountain 🏔️, vineyards 🍇 and countryside 🌿, without losing the comforts of the city.

Top guest favourite
A comfortable sleeping area is showcased, featuring a spacious bed adorned with neutral-colored bedding. Two bedside lamps provide soft lighting, while potted plants enhance the natural feel of the room. A stylish area rug lies beneath the bed, complementing the warm wood tones of the floor.
Flat in Santiago
4.99 out of 5 average rating, 146 reviews

Welcome to Santiago/metro Toesca

Disfruta de la comodidad que ¡Welcome to Santiago! tiene preparado para ti, conoce los lugares icónicos de la ciudad, estamos a 5 minutos del metro estación TOESCA, a 15 del Movistar Arena, a 10 del parque de diversiones Fantasilandia y a pasos del parque O'Higgins. Contamos con todo lo necesario para que tu estadía sea lo más cómoda posible, cocina, baño y living-comedor totalmente equipadas. Atención!! La temporada de piscina inicia el 24 de noviembre del 2025

Guest favourite
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
4.9 out of 5 average rating, 153 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.

Guest favourite
A unique domed structure is surrounded by low-maintenance landscaping. Outdoor seating is arranged around a circular fire pit, while an adjacent hot tub is visible. A panoramic view of the valley stretches into the distance, showcasing the natural beauty of the area.
Dome in Calera de Tango
4.9 out of 5 average rating, 61 reviews

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

Top guest favourite
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.
Holiday home in San José de Maipo
4.98 out of 5 average rating, 180 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 favourite
A contemporary living area is presented, featuring a gray sofa and a wooden coffee table with a glass top. A dining area is visible, showcasing a wooden table surrounded by chairs. A television is positioned on a sleek console, and artwork adorns the wall.
Flat in La Florida
4.96 out of 5 average rating, 113 reviews

Apartment in front of Plaza Vespucio Mall

Everything you need to enjoy a fully-equipped apartment with everything new and of the highest quality, located in front of the Plaza Vespucio Mall, near the Bellavista metro, Vespucio clinic, Florida Center, steps away from the Lider supermarket and restaurants, minutes from the Monumental Stadium and the MIM. One hour from Viña del Mar. Comfortable and cozy, it is the best option in Florida for 4 people, very well laid out.

Guest favourite
A modern living area is filled with natural light from large floor-to-ceiling windows showcasing a scenic view of the surrounding hills. A light rug covers the floor, with a low coffee table at the center, flanked by stylish seating and decorative plants.
Loft in Providencia
4.92 out of 5 average rating, 342 reviews

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.

Top guest favourite
A neatly made bed is presented with an arrangement of decorative pillows in a variety of soft colors. A wooden tray holds a small potted plant and a cup, while a calendar indicating the date sits prominently. Natural light streams in from a nearby window.
Flat in San Miguel
4.95 out of 5 average rating, 222 reviews

Self check-in and parking, close to the metro.

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

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