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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 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.

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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 Penaflor
4.93 out of 5 average rating, 112 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
Home in La Florida
4.94 out of 5 average rating, 165 reviews

Casa 5 personas• 2 baños•Gran Jardín•A/C•2 estac

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.

Superhost
Cabin in Pirque
4.94 out of 5 average rating, 254 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.

Guest favourite
Apartment in La Florida
4.92 out of 5 average rating, 110 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.
Apartment in Santiago
4.99 out of 5 average rating, 151 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 swimming pool is centrally located within a landscaped courtyard. Surrounding greenery and flowering bushes enhance the outdoor space. The pool area is framed by two multi-story buildings, showcasing a combination of brick and stone exteriors, with large windows visible on each level.
Apartment in La Florida
4.9 out of 5 average rating, 121 reviews

Con Estacionamiento | Metro Rojas Magallanes

Departamento entero muy luminoso, de 1 dormitorio. Acceso a piscina. A pasos de Metro Rojas Magallanes. Estacionamiento privado incluido sin costo adicional. A solo 1,3 km del Estadio Bicentenario de La Florida — ideal para asistentes a recitales y eventos deportivos. A pasos: cafeteria, supermercado, farmacia y restaurantes. WiFi de 515 Mbps ideal para viajeros de negocios y nómades digitales. Lavadora/secadora incluida. Check-in autónomo 24 horas.

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, 182 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, 344 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, 145 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.
Apartment in Maipú
4.84 out of 5 average rating, 102 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

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.
Apartment in La Florida
4.86 out of 5 average rating, 125 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$95 NZD$90 NZD$75 NZD$73 NZD$82 NZD$75 NZD$80 NZD$80 NZD$82 NZD$76 NZD$80 NZD$78 NZD
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