
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.

Vista Cordillera, 24th Floor | Barrio Italia | 4 People
Comfortable apartment on the 24th floor with a view of the mountains in Barrio Italia. The oldest of my six listings, but with quality details. Two bedrooms with premium double beds and en-suite bathrooms. Welcome kit: Wi-Fi, coffee beans, filtered water and Netflix. Free private parking. 5 minutes from Irarrázaval Metro station. Just a few minutes from Costanera Center, Santiago Metropolitan Park, the National Stadium and the Movistar Arena. Ideal for four people looking for comfort and a good location.

House for 7 people • 2 bathrooms • Large garden • A/C • 2 parking spaces
Casa para 7 personas en 2 dormitorios + living: 1 cama matrimonial, 3 individuales y 1 cama nido. 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.

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.

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.

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.

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.

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.

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.

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

House with pool · Exclusive and Safe Neighborhood

Maipo Terraces

Santiago Family House

Lacasajacuzzii

Casona Alto Jahuel

Romantic getaway with a tinaja in Santiago

Las Condes House Padre Hurtado Mall Alto Las Condes
Apartment rentals with a pool

Arauco Park · 2D/2B · Air conditioning · Swimming pools

SOUTH apartment, your home, your space

Ñuñoa Square | View of the Cordillera

Your perfect spot in Ñuñoa

Apartment steps from Movistar Arena

Modern Apartment in San Miguel

Sky Cloud - A place to be

Family STGO Lounge Penthouse with best Andes View
Other holiday rentals with a pool

Beautiful studio, 60 square metres, Agaricola Macul

Nice renovated apartment in Lastarria. Ideal for travelers

Studio for 2 people next to the Metro

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

Modern flat Parking Terrace Near the tube

Hermosa Cabin & Peace & Quiet

Parking • AC/Wi-Fi • National Stadium • Movistar Arena

House with a beautiful garden and pool.
When is the best time to visit San Bernardo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £41 | £39 | £32 | £31 | £35 | £32 | £34 | £34 | £35 | £33 | £34 | £34 |
| 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 £7 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
- Family-friendly rentals San Bernardo
- Pet-friendly rentals San Bernardo
- Rentals with a patio San Bernardo
- Flat rentals San Bernardo
- Fitness-friendly rentals San Bernardo
- Rentals with a washing machine and dryer San Bernardo
- Rentals with breakfast San Bernardo
- House rentals San Bernardo
- Rentals with outdoor seating San Bernardo
- Smoking-friendly 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
- La Parva
- Estadio Nacional Julio Martinez Pradanos
- Cajón del Maipo
- Fantasilandia
- Lagunillas del Cajón del Maipo
- Sky Costanera
- Valle Nevado Ski Resort
- Plaza de Armas of Santiago
- El Colorado
- Plaza Ñuñoa
- Estadio Bicentenario La Florida
- Club de Golf los Leones
- Clarillo River
- Termas Valle De Colina
- Bicentenario Park
- Los Leones
- Estadio Monumental





