
Vacation 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.

House for 7 people• 2 bathrooms• Large garden• A/C• 2 parking spaces
House for 7 people with 2 bedrooms + living room: 1 double bed, 3 single beds, and 1 pull-out bed. Comfortable and functional two-storey house, fully equipped for large groups. The star of the show is the 90-m² private garden: safe for children, perfect for barbecues, and offering views of the Cordillera Mountains. Includes air conditioning (cool/heat) and 2 indoor parking spaces. Located in La Florida, with a bus stop 30 metres away. Near Estadio Bicentenario, Mall Florida Center, and Outlet Vivo. 1 km from the Rojas Magallanes metro station and 2 km from Bosque Panul.

Estac-Luz-Energía-Large Terrace-2 blocks from Plaza Ñuñoa
Estacionamiento subterráneo -1 gratis Ubicación privilegiada y vista panorámica donde podrás deleitarte en 180° con un paisaje libre hacia el oriente y cordillera de los Andes. Amplia terraza, con una hermosa mesa de bar nativa ideal para disfrutar y contemplar la noche en todo su esplendor Aire acondicionado ecológico y cerradura inteligente. A dos cuadras tienes plaza Ñuñoa que ofrece cultura, entretención y gastronomía de 1er nivel Supermercado y Mall a 1 cuadra Estadio Nacional a 2 cuadras

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

Ñuñoa with Parking, Metro, Stadiums, and Mall
Overlooking the imposing mountain range, private parking, steps from the subway, Enjoy a stylish and super modern experience; in this central accommodation, steps from the Ñuble subway with direct connections to Ñuñoa, La Reina, Providencia, Las Condes and Florida, universities, schools, health centers and national stadiums for your favorite concert! We have private parking, air conditioning and heating, everything you need for your comfort, a coffee or tea!

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.

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

Guaranteed self check-in at 12 PM. Arrive and rest.
Guaranteed check-in from 12:00 p.m. (noon) and check-out until 10:00 a.m. Perfect for layovers thanks to its proximity to the airport! Enjoy a modern, fully equipped apartment with air conditioning and everything you need for a comfortable, worry-free stay. Self-check-in, excellent connectivity and a quiet location, close to everything. Ideal for several days to discover Santiago. Book now! ✨

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.
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

Quiet plot with a swimming pool and a closed gazebo

Lacasajacuzzii

Casona Alto Jahuel

Get away with a tinaja in Santiago

Las Condes House Padre Hurtado Mall Alto Las Condes

Beautiful House in Las Condes with Pool and Jacuzzi, 5 Bedrooms, 3 Bathrooms
Condo rentals with a pool

SOUTH apartment, your home, your space

Renovated Design, Views, 2 Balconies, Parking

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 vacation rentals with a pool

Beautiful studio, 600 square feet, on Agaricola Macul Street

Beautiful plot located in Peñaflor for the day

casa los pintores A

The best view in Santiago, next to the hill.

Cozy 2BR 2BA + Pool & City View

Apartment in Ñuñoa, San Eugenio / National Stadium

Cozy Studio Rustic Style

Modern apartment, parking, terrace, close to the metro
When is the best time to visit San Bernardo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $76 CAD | $72 CAD | $60 CAD | $58 CAD | $65 CAD | $60 CAD | $64 CAD | $64 CAD | $65 CAD | $61 CAD | $64 CAD | $62 CAD |
| 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 vacation rentals with a pool in San Bernardo

Total vacation rentals
Explore 50 vacation rentals in San Bernardo

Nightly prices starting at
San Bernardo vacation rentals start at $14 CAD per night before taxes and fees

Verified guest reviews
Over 810 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of San Bernardo vacation 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
- Santiago Vacation rentals
- Viña del Mar Vacation rentals
- Providencia Vacation rentals
- Mendoza Vacation rentals
- Las Condes Vacation rentals
- La Serena Vacation rentals
- Valparaíso Vacation rentals
- Ñuñoa Vacation rentals
- Coquimbo Vacation rentals
- Concón Vacation rentals
- Concepción Vacation rentals
- Maitencillo Vacation rentals
- Apartment rentals San Bernardo
- Family-friendly rentals San Bernardo
- Pet-friendly rentals San Bernardo
- Smoking-friendly rentals San Bernardo
- Rentals with a washer and dryer San Bernardo
- Rentals with outdoor seating San Bernardo
- Rentals with breakfast San Bernardo
- Rentals with a patio San Bernardo
- House rentals San Bernardo
- Fitness-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
- Estadio Nacional Julio Martinez Pradanos
- La Parva
- Cajón del Maipo
- Valle Nevado Ski Resort
- Fantasilandia
- Sky Costanera
- Plaza de Armas of Santiago
- El Colorado
- Estadio Bicentenario La Florida
- Termas Valle De Colina
- Plaza Ñuñoa
- Estadio Monumental
- Clarillo River
- Los Leones
- Viña Concha Y Toro
- Bicentenario Park
- Centre Gabriela Mistral





