
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 $13 SGD 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.

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.

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.

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.

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.

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 and air conditioning. 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.

With Parking | Rojas Magallanes Metro Station
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.

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.

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

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 Neighborhood

Maipo Terraces

Quiet plot with a swimming pool and a closed gazebo

Lacasajacuzzii

Casona Alto Jahuel

Private Tiny House in Santiago whit HotTube

Casona de Pirque
Apartment rentals with a pool

Renovated and Near Everything in Santiago Centro

SOUTH apartment, your home, your space

Cálido Refugio Panorámico en Santiago Centro

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

Depa terraza 50mt Metro Agrícola + estacionamiento

Your perfect spot in Ñuñoa

A pasos del Movistar Arena · Recepción 24 horas

Modern Apartment in San Miguel
Other holiday rentals with a pool

Mountain Eco Lodge with Private Pool and Hot Tub

New Modern and Cozy Apartment WIFI + Parking

Elegante y moderno Dpto. 2H+2B+1E+Wifi

Romantic Mountain Getaway: Private Jacuzzi & Pool

Japandi en Santiago Centro | Jacuzzi | WiFi

Beautiful view of the dome in Santiago

House with a beautiful garden and pool.

Beautiful apartment in the center of San Bernardo
When is the best time to visit San Bernardo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $71 SGD | $67 SGD | $56 SGD | $54 SGD | $61 SGD | $56 SGD | $60 SGD | $60 SGD | $61 SGD | $57 SGD | $60 SGD | $58 SGD |
| 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
- Providencia Holiday rentals
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- La Florida Holiday rentals
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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
- Cajón del Maipo
- Movistar Arena
- Estadio Nacional Julio Martinez Pradanos
- Farellones
- La Parva
- Valle Nevado Ski Resort
- Costanera Center
- Parque Arauco
- Sky Costanera
- Estadio Bicentenario La Florida
- Escuela Militar
- La Moneda Palace
- Fantasilandia
- Teatro Caupolican
- Estadio Monumental
- El Colorado
- Plaza de Armas of Santiago
- Plaza Ñuñoa
- Termas Valle De Colina
- Los Leones
- Monticello Grand Casino
- Fundación Arturo López Pérez Falp
- Clarillo River
- Mall Plaza Egaña





