Some info has been automatically translated. Show original language

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.

1 of 1 pages1 / 1
Top Guest favourite
A spacious backyard is surrounded by greenery, featuring a well-maintained lawn. The two-story house with a wooden facade is visible in the background, along with lounge chairs placed on a stone patio. Trees and shrubs enhance the outdoor area, providing a tranquil atmosphere.
Home in La Florida
4.94 out of 5 average rating, 171 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 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.

Guest favourite
A traditional Chilean architecture is featured, with a two-story facade adorned in green. Natural wood elements are visible, complemented by lush greenery and flowering plants. Multiple windows allow for plenty of sunlight, while the inviting entry is framed by stone pathways leading to a manicured lawn.
Villa in Peñaflor
4.93 out of 5 average rating, 114 reviews

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.

Top Guest favourite
A spacious bedroom features a comfortable bed adorned with a light green throw and neatly arranged towels. Natural light enters through large windows, illuminating a cozy seating area with a chair and small table. Two bedside lamps add subtle lighting to the room.
Apartment in Santiago
4.99 out of 5 average rating, 102 reviews

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.

Guest favourite
Cabin in Pirque
4.94 out of 5 average rating, 266 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

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.

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.
Apartment in Santiago
4.99 out of 5 average rating, 161 reviews

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

Top Guest favourite
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 La Cisterna
4.94 out of 5 average rating, 108 reviews

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

Superhost
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
4.91 out of 5 average rating, 64 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, 188 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 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, 349 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.

Guest favourite
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
4.9 out of 5 average rating, 147 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.

Top Guest favourite
The exterior of the house features rustic elements with wooden beams and large windows. Soft lighting from hanging lanterns creates a cozy ambiance. A seating area with colorful cushions is positioned along the stone pathway, enhancing the inviting atmosphere of the outdoor space.
Home in Pirque
5.0 out of 5 average rating, 20 reviews

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

When is the best time to visit San Bernardo?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
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. temp22°C21°C20°C16°C13°C10°C10°C11°C13°C16°C19°C21°C