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Holiday 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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Guest favourite
Home in La Florida
4.92 out of 5 average rating, 220 reviews

Spacious 5-bedroom house • 12 beds • 14 people

Espectacular casa de 2 pisos en condominio con estacionamiento para 3 vehículos, quincho y piscina privados. 1 piso: - Dormitorio con cama King y baño privado con ducha - Dormitorio con litera - Cocina - Living y comedor 2 piso: - Dormitorio con cama de 2 plazas y cama individual - Dormitorio con litera nido y 1 cama individual - Dormitorio con cama nido y cama individual - Baño con ducha Patio con quincho, piscina y baño exterior Casa totalmente equipada con sabanas y toallas

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

Casa para 5 personas en 2 dormitorios + living: 1 cama matrimonial, 3 individuales. Casa de 2 pisos cómoda y funcional, full equipada para grupos grandes. El gran protagonista es el jardín privado de 90m²: seguro para niños, perfecto para asados y con vista a la Cordillera. Incluye AC frío/calor y 2 estacionamientos dentro. Ubicada en La Florida con bus a 30m. Cerca de Estadio Bicentenario, Mall Florida Center, Outlet Vivo. A 1 km de Metro Rojas Magallanes y 2 km de Bosque Panul.

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
4.94 out of 5 average rating, 103 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, 143 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
4.9 out of 5 average rating, 152 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 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, 341 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
Flat in Santiago
4.97 out of 5 average rating, 301 reviews

Guaranteed self check-in at 12 pm. Arrive and relax.

Check-in garantizado desde las 12:00 P.M. (mediodía) y check-out hasta las 10:00 A.M. ¡Perfecto para escalas por su cercanía al aeropuerto! Disfruta un moderno departamento full equipado, con aire acondicionado y todo lo que necesitas para una estadía cómoda y sin preocupaciones. Acceso autónomo, excelente conectividad y ubicación tranquila, cerca de todo. Ideal para varios días y descubrir Santiago. ¡Reserva ahora! ✨

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, 143 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 favourite
A modern living area is presented with light wooden flooring, featuring a glass dining table surrounded by six black chairs. A large television is mounted on a wall, while two upholstered chairs and a textured rug complete the space, creating a functional and stylish atmosphere.
Flat in Maipú
4.84 out of 5 average rating, 100 reviews

Apartment 15 minutes from the airport, opposite the mall

Apartment on the 4th floor with elevator, air conditioning, in front of the Indisa MAIPU Clinic and Arauco MAIPU Mall, a 15-minute walk from metro line 5 and a 15-minute drive from the airport. Three bedrooms (One Room with a King-sized bed and Two Rooms with a full-sized trundle bed (two beds per room), Two Bathrooms, Gazebo and Swimming Pool Two supermarkets within a 5-minute walk It has its own parking lot

Guest favourite
A bright living area is highlighted by large windows that offer panoramic views of the cityscape and surrounding hills. Modern furnishings include a comfortable sofa, stylish chairs, and a dining table with decorative accents. Natural light fills the space, creating an inviting atmosphere.
Flat in Santiago
4.9 out of 5 average rating, 128 reviews

Spectacular apartment with panoramic views.

Charming apartment in the heart of Santiago with a stunning panoramic view of downtown. Enjoy the illuminated skyscrapers at night and urban landscapes during the day. This cozy space has modern amenities, elegant decor, and all the necessary amenities for an unforgettable stay. From the private balcony, you can enjoy panoramic views ranging from the mountain range to the city's landmarks.

Superhost
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.
Flat in La Florida
4.86 out of 5 average rating, 120 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.

Popular amenities for San Bernardo rentals with a pool

When is the best time to visit San Bernardo?

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Avg. price€47€45€37€36€41€37€40€40€41€38€40€39
Avg. temp22°C21°C20°C16°C13°C10°C10°C11°C13°C16°C19°C21°C

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 €9 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!