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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.

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Guest favourite
Home in La Florida
4.94 out of 5 average rating, 160 reviews

Casa 7 personas• 2 baños•Gran Jardín•A/C•2 estac

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.

Guest favourite
A bright living area is highlighted by large windows that offer panoramic views of the cityscape and surrounding hills. Modern furnishings include a comfortable sofa, stylish chairs, and a dining table with decorative accents. Natural light fills the space, creating an inviting atmosphere.
Flat in Santiago
4.9 out of 5 average rating, 124 reviews

Espectacular departamento con Vistas Panorámicas.

Encantador departamento en el corazón de Santiago con una impresionante vista panorámica del centro de la ciudad. Disfruta de los rascacielos iluminados por la noche y de paisajes urbanos durante el día. Este acogedor espacio cuenta con comodidades modernas, una decoración elegante y todas las comodidades necesarias para una estancia inolvidable. Desde el balcón privado, podrás deleitarte con vistas panorámicas que abarcan desde la cordillera hasta los puntos emblemáticos de la ciudad.

Top guest favourite
A natural stone pool is situated in a green, grassy area surrounded by lush trees and foliage. A covered seating area is visible nearby, providing shade and comfort. The scene is illuminated by daylight, enhancing the tranquil outdoor environment.
Holiday home in San José de Maipo
4.98 out of 5 average rating, 176 reviews

Lodge de montaña Faldas del Punta Dama.

Date el gusto de vivir una grata experiencia de montaña en Lodge “Faldas del Punta Dama”. Si quieres relajarte, estar tranquilo y cómodo en medio de la flora y fauna nativa, esta es una excelente opción. Esta cabaña tiene una encantadora vista. Podrás estar muy a gusto en la tinaja de agua caliente, hacer trekking por el sector, gozar de una rica comida, disfrutar del amplio jardín con piscina de piedra y agua natural de vertiente. Conecta con la naturaleza en esta escapada inolvidable

Top guest favourite
A spacious outdoor area is visible, featuring a well-maintained lawn and a swimming pool. The house is set against a backdrop of mountains, with large trees providing shade. The scene captures a peaceful natural environment, ideal for relaxation.
Cottage in Pirque
4.9 out of 5 average rating, 146 reviews

Parcela cordillerana en Pirque cercana a Santiago

Esta linda casa de campo te permite compartir de manera exclusiva una parcela sólo de uso familiar que consta de una construcción de 210 mts2 en un terreno de 5.800 mts. El lugar es de un entorno absolutamente natural, cercana a importantes viñas y río Maipo, con quincho y juegos infantiles. La vivienda además, se entrega ozonizada para de esta manera brindar seguridad y tranquilidad a los visitantes. Las características del entorno no permiten fiestas, visitas ni ruidos molestos.

Superhost
Cabin in San José de Maipo
4.94 out of 5 average rating, 248 reviews

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

Guest favourite
The exterior of a charming cabin is shown, featuring a sloped roof and wooden accents. Lush greenery surrounds the property, with flowering shrubs in the foreground. A small patio with seating is visible, complementing the peaceful setting.
Cabin in Alto Jahuel
4.93 out of 5 average rating, 123 reviews

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.

Top guest favourite
Flat in Providencia
4.98 out of 5 average rating, 113 reviews

Vista Cordillera Piso 24 | Barrio Italia | 4 Pers

Depto cómodo piso 24 con vista a la cordillera en Barrio Italia. El más antiguo de mis 6 anuncios, pero con detalles de calidad. 2 dormitorios con camas premium 2 plazas y baños en suite. Kit de bienvenida: wifi, café de grano, agua filtrada y Netflix. Estacionamiento privado gratis. A 5 min del Metro Irarrázaval. A minutos de Costanera Center, Parque Metropolitano de Santiago, Estadio Nacional, Movistar Arena. Ideal para 4 personas que buscan comodidad y buena ubicación.

Top guest favourite
A comfortable sleeping area is showcased, featuring a spacious bed adorned with neutral-colored bedding. Two bedside lamps provide soft lighting, while potted plants enhance the natural feel of the room. A stylish area rug lies beneath the bed, complementing the warm wood tones of the floor.
Flat in Santiago
4.99 out of 5 average rating, 131 reviews

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

Guest favourite
A wooden deck features two lounge chairs positioned by a pool, overlooking a scenic view of mountains and greenery. The sky is partly cloudy, enhancing the natural beauty of the surroundings.
Shipping container in Maipo
4.92 out of 5 average rating, 146 reviews

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.

Guest favourite
A modern living area is filled with natural light from large floor-to-ceiling windows showcasing a scenic view of the surrounding hills. A light rug covers the floor, with a low coffee table at the center, flanked by stylish seating and decorative plants.
Loft in Recoleta
4.91 out of 5 average rating, 339 reviews

Loft San Cristóbal

Espectacular Loft con increíble vista panorámica hacia el cerro san Cristóbal, icono de la ciudad de Santiago, situado en un sector estratégico de la ciudad, cercano a parques, museos, estaciones de metro, en pleno Barrio Bellavista, tradicional por su mezcla de bohemia y cultural con clubes nocturnos, bares y restaurantes. Un Loft con todas las comodidades que necesitas para una estadía inolvidable en el corazón de Santiago de Chile.

Guest favourite
A lush, green yard is framed by trees, with a warm sunset illuminating the sky in soft pinks and purples. The Spanish Colonial villa is partially visible, surrounded by manicured grass and gentle landscaping, showcasing a serene outdoor environment.
Home in Pirque
4.9 out of 5 average rating, 141 reviews

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.

Superhost
A modern dining area is visible, featuring a table set for four with glassware. Two round, woven stools are positioned nearby. Large windows allow natural light to fill the space, showcasing a view of the surrounding buildings and greenery. A cozy sofa invites relaxation.
Flat in Santiago
4.85 out of 5 average rating, 115 reviews

Departamento de lujo 1D/1B con 1E en La Florida

Disfruta de un espacio moderno y lleno de detalles en La Florida. Este departamento 1D/1B está frente al Mall Plaza Vespucio y pasos del metro, ideal para descansar, trabajar o escaparte un fin de semana. Equipado con todo lo que necesitas: cocina completa, WiFi rápido, terraza, TV y estacionamiento privado. Perfecto para parejas o viajeros exigentes que buscan comodidad, estilo y buena ubicación.

Popular amenities for San Bernardo rentals with a pool

When is the best time to visit San Bernardo?

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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!