
Vacation rentals with a pool in San Bernardo
Find and book unique homes with a pool on Airbnb
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 G$2,089 GYD 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 & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of San Bernardo vacation rentals include wi-fi 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
House for 5 people with 2 bedrooms + living room: 1 double bed, 3 single beds. Comfortable and functional 2-story house, fully equipped for large groups. The star attraction is the 90 m² private garden: safe for children, perfect for barbecues, and overlooking the mountain range. Includes hot/cold air conditioning and 2 indoor parking spaces. Located in La Florida, with a bus stop 30 meters away. Close to Estadio Bicentenario, Florida Center Mall, Vivo Outlet. 1 km from the Rojas Magallanes metro station and 2 km from Bosque Panul.

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.

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.

New Modern and Cozy Apartment WIFI + Parking
Welcome to your new space in La Cisterna! This new apartment, with modern and cozy furnishings, is perfect for your stay. Just steps from Lo Ovalle metro station, with supermarkets and shops nearby. Enjoy a full kitchen, comfortable bed, and a terrace with lovely views and parking. Ideal for travelers seeking comfort and style. Live a one-of-a-kind experience in a vibrant and well-connected environment. Book now and enjoy your stay!

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

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 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
Condo rentals with a pool

Renovated and Near Everything in Santiago Centro

SOUTH apartment, your home, your space

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

Privileged view of the mountain range | Metro

50 m² apartment with terrace, Metro Agrícola + parking

Your perfect spot in Ñuñoa

Steps from the Movistar Arena · 24-hour front desk

Modern Apartment in San Miguel
Other vacation rentals with a pool

Nice renovated place with A/C in Lastarria. Ideal for travelers

Mountain Eco Lodge, private pool and hot tub

Romantic Mountain Getaway: Private Jacuzzi & Pool

Beautiful view of the dome in Santiago

Beautiful apartment in the center of San Bernardo

House with a beautiful garden and pool.

Urban Jungle Loft

Enjoy near Santiago
When is the best time to visit San Bernardo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$11,489 GYD | G$10,862 GYD | G$8,982 GYD | G$8,773 GYD | G$9,818 GYD | G$8,982 GYD | G$9,609 GYD | G$9,609 GYD | G$9,818 GYD | G$9,191 GYD | G$9,609 GYD | G$9,400 GYD |
| 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
- Apartment rentals San Bernardo
- Rentals with a washer 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





