
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.

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

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.

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.

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.

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

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.

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.

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! ✨

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.

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

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.

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
House rentals with a pool

Beautiful Country and Mountain House

Casa El Golf · Exclusive and Safe Neighbourhood

Maipo Terraces

Santiago Family House

Lacasajacuzzii

Escape romántico para 2 con tinaja en Santiago

Las Condes House Padre Hurtado Mall Alto Las Condes

Spacious and newly renovated house in Providencia.
Apartment rentals with a pool

Premium Studio Parque Araucano | King-size bed

SOUTH apartment, your home, your space

Vista Privilegiada a la Cordillera | Metro

Depa terraza 50mt Metro Agrícola + estacionamiento

Your perfect spot in Ñuñoa

Apartment steps from Movistar Arena

Modern Apartment in San Miguel

Sky Cloud - A place to be
Other holiday rentals with a pool

Green apartment in Ñuñoa in front of the Irarrazaval metro station

Cozy 2BR 2BA + Pool & City View

Nice renovated apartment in Lastarria. Ideal for travelers

Vista a la cordillera, parking free, E. Nacional

Country house on plot with swimming pool and earthenware jar (15 people)

Modern Apartment Parking Terrace Near the Metro

Modern loft with a view of the cerro

Bright, fully equipped apartment, ideal for couples
When is the best time to visit San Bernardo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €47 | €45 | €37 | €36 | €41 | €37 | €40 | €40 | €41 | €38 | €40 | €39 |
| Avg. temp | 22°C | 21°C | 20°C | 16°C | 13°C | 10°C | 10°C | 11°C | 13°C | 16°C | 19°C | 21°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!
Destinations to explore
- Flat rentals San Bernardo
- Rentals with breakfast San Bernardo
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- Rentals with a washing machine and dryer San Bernardo
- Rentals with outdoor seating San Bernardo
- Family-friendly rentals San Bernardo
- Pet-friendly rentals San Bernardo
- Smoking-friendly rentals San Bernardo
- Rentals with a patio San Bernardo
- House rentals San Bernardo
- Rentals with pools Maipo Province
- Rentals with pools Santiago Metropolitan Region
- Rentals with pools Chile
- La Moneda Palace
- Teatro Caupolican
- Farellones
- Costanera Center
- Parque Arauco
- Movistar Arena
- Escuela Militar
- Estadio Nacional Julio Martinez Pradanos
- La Parva
- Cajón del Maipo
- Valle Nevado Ski Resort
- Fantasilandia
- Sky Costanera
- Estadio Bicentenario La Florida
- Plaza de Armas of Santiago
- El Colorado
- Termas Valle De Colina
- Plaza Ñuñoa
- Estadio Monumental
- Los Leones
- Clarillo River
- Viña Concha Y Toro
- Bicentenario Park
- Centre Gabriela Mistral





