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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.

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Top guest favourite
A spacious backyard is surrounded by greenery, featuring a well-maintained lawn. The two-story house with a wooden facade is visible in the background, along with lounge chairs placed on a stone patio. Trees and shrubs enhance the outdoor area, providing a tranquil atmosphere.
Home in La Florida
4.94 out of 5 average rating, 171 reviews

Casa 5 personas• 2 baños•Gran Jardín•A/C•2 estac

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. esta prohibido fumar dentro del alojamiento, multa de 100 dólares por aire acondicionado, Ubicada en La Florida con bus a 30m. Cerca de Estadio Bicentenario, oulet Florida.

Guest favourite
A traditional Chilean architecture is featured, with a two-story facade adorned in green. Natural wood elements are visible, complemented by lush greenery and flowering plants. Multiple windows allow for plenty of sunlight, while the inviting entry is framed by stone pathways leading to a manicured lawn.
Villa in Peñaflor
4.93 out of 5 average rating, 114 reviews

Villa Miraflores

¡Descubre el encanto de Villa Miraflores! Con la calma de su jardín y amplios espacios comunes, es el lugar ideal para escaparse de la ciudad con comodidad durante todo el año. El hogar consta de múltiples espacios ideales para compartir: una cocina full equipada, salas de estar, quincho con parrilla y cruceta, y piscina en verano. Con su arquitectura tradicional chilena, vigas a la vista, doble altura en living y dormitorio principal, es un lugar único a las afueras de Santiago.

Guest favourite
Home in La Florida
4.92 out of 5 average rating, 223 reviews

Amplia Casa de 5 dormitorios•12 camas•14 personas

Espectacular casa de 2 pisos en condominio con estacionamiento para 3 vehículos, quincho y piscina privados. 1 piso: - Dormitorio con cama King y baño privado con ducha - Dormitorio con litera - Cocina - Living y comedor 2 piso: - Dormitorio con cama de 2 plazas y cama individual - Dormitorio con litera nido y 1 cama individual - Dormitorio con cama nido y cama individual - Baño con ducha Patio con quincho, piscina y baño exterior Casa totalmente equipada con sabanas y toallas

Top guest favourite
A spacious bedroom features a comfortable bed adorned with a light green throw and neatly arranged towels. Natural light enters through large windows, illuminating a cozy seating area with a chair and small table. Two bedside lamps add subtle lighting to the room.
Flat in Santiago
4.99 out of 5 average rating, 102 reviews

Prime apt w/fast wifi-AC-Long stay clean-Lastarria

Relax in this modern, renovated apartment, fully equipped for a perfect stay. Enjoy: - Split-system inverter air conditioning - High-speed Wi-Fi - Washer/dryer - Hair dryer and straightener - Bed with soft cotton sheets - Nespresso coffee maker - Secure building with 24/7 concierge - Located in the heart of the Lastarria neighborhood, just steps away from Santiago's best restaurants, cafes, museums, and attractions. Feel free to message me with any questions—I’d be happy to help.

Guest favourite
Cabin in Pirque
4.94 out of 5 average rating, 266 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 Ñuñoa
4.96 out of 5 average rating, 179 reviews

Estadio Nacional, 5 huéspedes • Hermosa Vista

Departamento 2 habitaciones, 2 baños y estacionamiento con vista a la Cordillera. Departamento completamente equipado. Hab Uno: 1 cama 2 plazas, baño, TV y Aire/A Hab Dos: 1 cama 1.5 plaza, 1 cama nido, baño y closet Living con TV 55", sillón Comedor 4 puestos Estacionamiento 1 puesto Cocina completamente equipada Piscina y Gimnasio Cercano a Est/Metro Estadio Nacional, C.C Portal Ñuñoa y Universidad de Chile. El barrio es muy tranquilo, lindo y seguro. Conserjería 24/7

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, 161 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

Superhost
A unique domed structure is surrounded by low-maintenance landscaping. Outdoor seating is arranged around a circular fire pit, while an adjacent hot tub is visible. A panoramic view of the valley stretches into the distance, showcasing the natural beauty of the area.
Dome in Calera de Tango
4.91 out of 5 average rating, 64 reviews

Bella vista Domo en Santiago

Increíble y único alojamiento. Se quedará grabado en tu memoria. Ubicado en los faldeos de un cerro de preservación ecológica a minutos de Santiago. Con una hermosa vista de todo el valle. Cómodo y espacioso. Un lugar para el relajo, trekking, avistamiento de flora y fauna endémica. Piscina al aire libre panorámica, 2 hot tub, camas de cuarzo, gran quicho para compartir tus asados/barbacoas y fogón para disfutar los hermosos atardeceres y vista nocturna del valle

Top guest favourite
The living area features a comfortable sofa with accent pillows, paired with a modern coffee table on a textured rug. A window allows for natural light and offers a view of the surrounding area. An air conditioning unit and a washing machine are visible in the space.
Apartment in La Cisterna
4.94 out of 5 average rating, 108 reviews

Depto. familiar para 5 · Metro · Parking

Enjoy Santiago in this comfortable apartment for 5 guests, just 200 m from La Cisterna Metro and with parking. Ideal for families or groups. It features 1 bedroom with a double bed, another with bunk beds, and a sofa bed. Fully equipped kitchen, fast WiFi, Roku TV, air conditioning, and washing machine. Strategically located near a mall, supermarkets, and restaurants. Secure building with 24/7 concierge. Highly rated for location, comfort, and cleanliness

Top guest favourite
A neatly made bed is presented with an arrangement of decorative pillows in a variety of soft colors. A wooden tray holds a small potted plant and a cup, while a calendar indicating the date sits prominently. Natural light streams in from a nearby window.
Serviced apartment in San Miguel
4.95 out of 5 average rating, 235 reviews

Depto. familiar con rincón de juegos y parking

Un punto de partida perfecto para explorar la ciudad! A 5,3 km del Movistar Arena, 6,1 km del Museo Interactivo Mirador y a 8,1 km del Museo de Arte Precolombino. El Cerro Santa Lucía está a solo 9,2 km y el Museo de la Memoria y los Derechos Humanos a 9,4 km. El Aeropuerto Internacional Arturo Merino Benítez se ubica a 27 km. En los alrededores encontrarás una variada oferta gastronómica: restaurantes de comida fusión, peruana y mucho más.

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 Providencia
4.92 out of 5 average rating, 349 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.

Popular amenities for San Bernardo rentals with a pool

When is the best time to visit San Bernardo?

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Avg. price$70 SGD$66 SGD$55 SGD$56 SGD$53 SGD$52 SGD$58 SGD$58 SGD$60 SGD$56 SGD$58 SGD$57 SGD
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