Some info is shown in its original language. Translate

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 60 vacation rentals in San Bernardo

  • Nightly prices starting at

    San Bernardo vacation rentals start at G$2,092 GYD per night before taxes and fees

  • Verified guest reviews

    Over 830 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

    50 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.

1 of 1 pages1 / 1
Top guest favorite
Home in La Florida
4.94 out of 5 average rating, 168 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.

ValueFamilyCheck-in

Superhost
Apartment in La Florida
4.89 out of 5 average rating, 124 reviews

Estudio 2 pers. junto a Metro

Hospédate en un moderno y acogedor estudio, totalmente equipado para dos personas, a pasos del Metro Bellavista de La Florida. Perfecto para parejas, viajeros por negocios o escapadas de fin de semana. Cercano a Centros Comerciales, Clínicas, Universidades y Estadios. Es el refugio perfecto para quienes buscan comodidad, conexión y buen gusto. Este depto. tiene la ubicación ideal para el fácil y rápido acceso a la Montaña 🏔️, viñas 🍇 y campo 🌿, sin perder las comodidades de la ciudad.

LocationCheck-inAccuracy

Top guest favorite
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.
Vacation home in San José de Maipo
4.98 out of 5 average rating, 186 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

FamilyLocationView

Guest favorite
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 Penaflor
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.

FamilyLocationLayout

Top guest favorite
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, 151 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.

FamilyLocationLayout

Guest favorite
A modern living area features a sleek black sofa adorned with bright yellow cushions. The open kitchen boasts contemporary appliances and a stylish bar area, offering a functional space for cooking and dining. Natural light fills the room, enhancing the soothing color palette.
Apartment in La Cisterna
4.96 out of 5 average rating, 56 reviews

Dpto Nuevo Moderno y Acogedor WIFI+Estacionamiento

¡¡Bienvenido a tu nuevo espacio en La Cisterna! Este departamento nuevo, con equipamiento moderno y acogedor, es perfecto para tu estancia. A solo pasos de la estación de metro Lo Ovalle, con supermercados y comercio cerca. Disfruta de una cocina completa, cama cómoda y una terraza con vistas encantadoras y Estacionamiento. Ideal para viajeros que buscan comodidad y estilo. Vive una experiencia única en un entorno vibrante y bien conectado. ¡Reserva ahora y disfruta de tu estadía!

FamilyLocationComfort

Guest favorite
Cabin in Pirque
4.94 out of 5 average rating, 261 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

ValueFamilyAmenities

Guest favorite
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.

LocationFamilyAccuracy

Top guest favorite
The exterior of the house features rustic elements with wooden beams and large windows. Soft lighting from hanging lanterns creates a cozy ambiance. A seating area with colorful cushions is positioned along the stone pathway, enhancing the inviting atmosphere of the outdoor space.
Home in Pirque
5 out of 5 average rating, 20 reviews

Tranquilidad y naturaleza

Disfruta de esta acogedora y amplia casa ubicada en los cerros de Pirque, rodeada de un entorno natural único y vistas panorámicas. Contamos con todas las comodidades para estar en pareja, ideal para los amantes de la cocina, el relajo, la tranquilidad y la conexión con la naturaleza. La casa cuenta con un gran espacio de living, comedor y cocina equipados. Relájate en un pozón de piedra, y disfruta de una tinaja caliente (de mayo a octubre) con una vista del valle.

LocationHot tubCondition

Guest favorite
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

LocationFamilyBathroom

Top guest favorite
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.
Condo in La Cisterna
4.94 out of 5 average rating, 106 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

FamilyLocationHospitality

Guest favorite
Cabin in Pirque
4.94 out of 5 average rating, 48 reviews

Romantic Mountain Getaway: Private Jacuzzi & Pool

A unique getaway in San José de Maipo. Enjoy your exclusive private hot tub under the stars and access our shared pool with breathtaking mountain views. The cabin features a fully equipped kitchen, WiFi, a private BBQ grill, and easy access for all types of vehicles with on-site parking. Ideally located for visiting El Yeso Dam, trekking, or paragliding. The perfect balance between design, comfort, and nature. Book your mountain retreat now!

FamilyLocationQuiet

Popular amenities for San Bernardo rentals with a pool

When is the best time to visit San Bernardo?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$11,508 GYDG$10,880 GYDG$8,997 GYDG$9,206 GYDG$8,788 GYDG$8,579 GYDG$9,625 GYDG$9,625 GYDG$9,834 GYDG$9,206 GYDG$9,625 GYDG$9,415 GYD
Avg. temp22°C21°C20°C16°C13°C10°C10°C11°C13°C16°C19°C21°C