
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 €9 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 & 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
50 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!
Top-rated rentals with a pool in San Bernardo
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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. esta prohibido fumar dentro del alojamiento, multa de 100 dólares por aire acondicionado, Ubicada en La Florida con bus a 30m. Cerca de Estadio Bicentenario, oulet Florida.

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.

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

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.

Peace and nature
Disfruta de esta acogedora y amplia casa ubicada en los cerros de Pirque, rodeada de un entorno natural único y vistas panorámicas. Contamos con todas las comodidades para estar en pareja, ideal para los amantes de la cocina, el relajo, la tranquilidad y la conexión con la naturaleza. La casa cuenta con un gran espacio de living, comedor y cocina equipados. Relájate en un pozón de piedra, y disfruta de una tinaja caliente (de mayo a octubre) con una vista del valle.

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

Mountain plot in Pirque near Santiago
This nice country house allows you to exclusively share a plot for family use only that consists of a 210 sq. meter construction on a 5,800 sq. meter plot. The place is in an absolutely natural setting, close to important vineyards and the Maipo River, with a gazebo and children's games. The house is also delivered ozonated to provide security and tranquility to visitors. The characteristics of the environment do not allow parties, visits or bothersome noise.

Depto. familiar para 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

modern apartment in La Cisterna
Kick back and relax in this calm, stylish space. discover the comfort of this new apartment in Santiago de Chile. WITH PARKING ideal for up to 2 people. It has 1 bedroom, bathroom, full kitchen, terrace, 5G Wi-Fi, 55 inch TV. The building offers a swimming pool, gym, gazebos and bicycle racks. STEPS AWAY FROM EL PARRON METRO STATION. In its surroundings you will find: bars, 24-hour food places, pharmacies, supermarkets, restaurants. YOUR PERFECT CHOICE

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.

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.

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

House with Jacuzzi for 9 people

Maipo Terraces

Quiet plot with a swimming pool and a closed gazebo

Lacasajacuzzii

Beautiful and Big House in La Florida

Casona Alto Jahuel
Apartment rentals with a pool

SOUTH apartment, your home, your space

Warm Panoramic Retreat in Santiago Centro

High-rise apartment in Las Condes, view and heated pool

Renovated Design, Views, 2 Balconies, Parking

Privileged View of the Mountain Range | Metro

Apartment with 50m terrace, Metro Agrícola + parking

View of Cordillera 25 Apartment steps from the Metro

A stone's throw from the Movistar Arena · 24-hour reception
Other holiday rentals with a pool

Prime apt w/fast wifi-AC-Long stay clean-Lastarria

Modern apartment in La Florida, Metro, Clinic and Mall

Mountain Eco Lodge, private pool and hot tub

New Modern and Cozy Apartment WIFI + Parking

Elegant and modern apartment. 2 bedrooms, 2 bathrooms, 1 living room, Wi-Fi

Romantic Mountain Getaway: Private Jacuzzi & Pool

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

Japandi in Santiago Centro | Jacuzzi | Wi-Fi
When is the best time to visit San Bernardo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €48 | €45 | €37 | €37 | €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 |
Destinations to explore
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- Rentals with breakfast San Bernardo
- Smoking-friendly rentals San Bernardo
- Flat rentals San Bernardo
- Rentals with a washing machine and dryer San Bernardo
- Family-friendly rentals San Bernardo
- Pet-friendly rentals San Bernardo
- Rentals with a patio San Bernardo
- Rentals with outdoor seating San Bernardo
- Fitness-friendly rentals San Bernardo
- House rentals San Bernardo
- Rentals with pools Maipo Province
- Rentals with pools Santiago Metropolitan Region
- Rentals with pools Chile
- Valle Nevado Ski Resort
- Farellones
- La Parva
- Estadio Nacional Julio Martinez Pradanos
- Costanera Center
- Parque Arauco
- Sky Costanera
- Estadio Bicentenario La Florida
- Escuela Militar
- Termas Valle De Colina
- Teatro Caupolican
- Fantasilandia
- La Moneda Palace
- El Colorado
- Los Leones
- Plaza de Armas of Santiago
- Plaza Ñuñoa
- Monticello Grand Casino
- Fundación Arturo López Pérez Falp
- Mall Plaza Egaña
- Clarillo River
- Viña Concha Y Toro
- Plaza Baquedano
- Parque Inés de Suárez





