
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.

Light, energy and panoramic view, near Plaza ÑUÑOA
Estacionamiento gratis subterráneo -1 . 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, recreación y gastronomía de 1er nivel Mega Supermercado y Mall a 1 cuadra

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

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.

Golden Stay / Andes View / Barrio Italia / Wi-Fi / Parking / Gym
Enjoy a cozy and quiet accommodation, located in the heart of Barrio Italia. Space equipped for 4 people has 2 rooms with premium beds for 2 people and en-suite bathrooms, plus free private parking. Located just steps from Metro Irarrázaval, minutes from the coastal mall Center, Estadio Nacional, and Movistar Arena. Perfect for a trip where you can enjoy Restaurants, coffee shops, concerts, local crafts, and designer clothes.

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.

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.

Pool overlooking the Cordillera, 2 parking lots
Enjoy the simplicity and vibe of this space with style and soul, perfect for resting, disconnecting and relaxing... The house is 2 floors and is fully equipped, it has an incredible view of the Andes Mountains. Located steps from the Bicentennial Stadium, mall and Avenida La Florida, Outlet Vivo, supermarkets, pharmacies, restaurants and 2 km from the Panul Forest.

Singular Coach, a train wagon in Pirque
Welcome to our "Singular Coach" train car, specially designed to have absolute privacy equipped with kitchen, dining room, living room, desk, visiting bathroom, bedroom with double bed and private bathroom. Cabinets to store your travel luggage and controlled access. Great views of the countryside of Pirque.

Fully equipped apartment.
Your family will be close to everything when you stay at this centrally-located place. Metro near Santiago Bueras station. Shopping malls and good connections to all of Santiago. A very comfortable and quiet area. Ideal for a quiet stay and very close to everything. Fully equipped apartment with parking.

Cozy riverside tiny house, Cajón del Maipo
Cozy cabin on the banks of the Maipo River, it has a full bathroom. Fully equipped cabin. Rustic style decoration. Tiny house-style cabin. --- Cozy cabin on the banks of the Maipo River, has a full bathroom. Fully equipped cottage. Rustic-style decoration. Tiny house-style cottage.
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

Santiago Family House

Lacasajacuzzii

Plot, pool, house, gazebo

Casona Alto Jahuel

Escapada en Santiago

Mountain house in Santiago
Condo rentals with a pool

Incomparable Santiago Views & Modern Design Style

Parque Arauco · 2-Bedroom, 2-Bathroom · Air Conditioning · Pools

An apartment with an excellent view and location

Apartment in Las Condes, Parque Arauco Mall

Gold Signature 01 by Nest Collection

Your perfect spot in Ñuñoa

Apartment steps from Movistar Arena

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

Cozy 1D apartment near the subway

Estudio 2 pers. junto a Metro

Rustic Retreat – Cozy and Modern Studio

Apartment with Panoramic View of the Andes

Beautiful Cabin & Peace & Quiet

Bright, fully equipped apartment, ideal for couples

Mountain Range View | National Stadium & Metro

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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$8,568 GYD | G$11,076 GYD | G$10,240 GYD | G$8,777 GYD | G$9,822 GYD | G$8,986 GYD | G$9,613 GYD | G$9,613 GYD | G$9,822 GYD | G$9,195 GYD | G$9,613 GYD | G$9,404 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 |
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$2,090 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!
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- 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
- Escuela Militar
- Movistar Arena
- La Parva
- Valle Nevado Ski Resort
- Estadio Nacional Julio Martinez Pradanos
- Cajón del Maipo
- Fantasilandia
- Lagunillas del Cajón del Maipo
- Sky Costanera
- Plaza de Armas of Santiago
- Estadio Bicentenario La Florida
- Plaza Ñuñoa
- El Colorado
- Clarillo River
- Club de Golf los Leones
- Parque Inés de Suárez
- Termas Valle De Colina
- Bicentenario Park
- Casas del Bosque




