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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 Ñuñoa
4.92 out of 5 average rating, 151 reviews

Light, energy and panoramic view, near Plaza ÑUÑOA

Estacionamiento gratis subterráneo -1 . Ubicación privilegiada y vista panorámica donde podrás deleitarte en 180° con un paisaje libre hacia el oriente y cordillera de los Andes. Amplia terraza, con una hermosa mesa de bar nativa ideal para disfrutar y contemplar la noche en todo su esplendor. Aire acondicionado ecológico y cerradura inteligente. A dos cuadras tienes plaza Ñuñoa que ofrece cultura, entretención, recreación y gastronomía de 1er nivel Mega Supermercado y Mall a 1 cuadra

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, 122 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 favorite
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, 114 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

Superhost
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
4.91 out of 5 average rating, 141 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 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, 173 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.

Top guest favorite
Apartment in Ñuñoa
4.98 out of 5 average rating, 109 reviews

Golden Stay / Andes View / Barrio Italia / Wi-Fi / Parking / Gym

Enjoy a cozy and quiet accommodation, located in the heart of Barrio Italia. Space equipped for 4 people has 2 rooms with premium beds for 2 people and en-suite bathrooms, plus free private parking. Located just steps from Metro Irarrázaval, minutes from the coastal mall Center, Estadio Nacional, and Movistar Arena. Perfect for a trip where you can enjoy Restaurants, coffee shops, concerts, local crafts, and designer clothes.

Guest favorite
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
4.91 out of 5 average rating, 335 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 favorite
A modern dining area is visible, featuring a table set for four with glassware. Two round, woven stools are positioned nearby. Large windows allow natural light to fill the space, showcasing a view of the surrounding buildings and greenery. A cozy sofa invites relaxation.
Apartment in La Florida
4.87 out of 5 average rating, 104 reviews

Luxury 1D/1B apartment with 1E in Florida

Enjoy a modern space full of details in La Florida. This 1 bedroom/1 bathroom apartment is in front of the Plaza Vespucio Mall and steps from the subway, ideal for resting, working or a weekend getaway. Equipped with everything you need: a full kitchen, fast WiFi, a terrace, TV, and private parking. Perfect for couples or discerning travelers seeking comfort, style, and a good location.

Guest favorite
Home in La Florida
4.94 out of 5 average rating, 159 reviews

Pool overlooking the Cordillera, 2 parking lots

Enjoy the simplicity and vibe of this space with style and soul, perfect for resting, disconnecting and relaxing... The house is 2 floors and is fully equipped, it has an incredible view of the Andes Mountains. Located steps from the Bicentennial Stadium, mall and Avenida La Florida, Outlet Vivo, supermarkets, pharmacies, restaurants and 2 km from the Panul Forest.

Guest favorite
An exterior view of the train coach features a sign reading 'Mirage Destino' with a clock symbol, situated beside a rustic wooden bench. The coach's entrance is framed by natural greenery, providing a peaceful setting in the surrounding landscape.
Train in Pirque
4.87 out of 5 average rating, 135 reviews

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.

Guest favorite
A two-story house is displayed, featuring a wooden facade with large front windows covered by horizontal slats. A covered balcony extends across the front, providing shaded outdoor space. A red wooden gate leads to a driveway, enclosed by a metal fence, ensuring privacy.
Apartment in Maipú
4.93 out of 5 average rating, 133 reviews

Fully equipped apartment.

Your family will be close to everything when you stay at this centrally-located place. Metro near Santiago Bueras station. Shopping malls and good connections to all of Santiago. A very comfortable and quiet area. Ideal for a quiet stay and very close to everything. Fully equipped apartment with parking.

Top guest favorite
A charming cabin is nestled among lush trees, accessible via a wooden path. The cabin features large windows and a sloped roof, blending harmoniously with the surrounding nature. The vibrant foliage creates a serene backdrop, emphasizing the retreat's secluded atmosphere by the river.
Guesthouse in San José de Maipo
4.93 out of 5 average rating, 341 reviews

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

When is the best time to visit San Bernardo?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$8,568 GYDG$11,076 GYDG$10,240 GYDG$8,777 GYDG$9,822 GYDG$8,986 GYDG$9,613 GYDG$9,613 GYDG$9,822 GYDG$9,195 GYDG$9,613 GYDG$9,404 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$2,090 GYD per night before taxes and fees

  • Verified guest reviews

    Over 810 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!