Holiday rentals with a pool in Santa Rosa

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Santa Rosa

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Superhost

A serene outdoor space is visible, featuring seating arrangements with colorful chairs alongside a wooden deck. A tranquil view of the ocean is framed by greenery, with a small area displaying a blue circular pool surrounded by plants. A statue of a figure adds a calming element.

Cabin in Pichilemu

4.88 out of 5 average rating, 84 reviews

First line, steps from Punta de Lobos.

This is my favorite corner. From the moment you chose to come, you will be able to appreciate the energy of a space full of details that accompany a comfortable stay that will help you to disconnect completely. Enjoy the sunset on the terrace, walk along the beach, listen to good music or simply... the sea, will invite you to come back again and again. If you want to connect with the real world and go shopping, you are steps from stores, exquisite restaurants and 5 minutes from Punta de Lobos.

Top Guest favourite

A modern two-story house is showcased, featuring large glass windows and a clean design. A staircase leads to the outdoor area, where simple concrete seating arrangements are placed among landscaped vegetation. The sandy terrain enhances outdoor accessibility with a backdrop of a clear blue sky.

Home in Pichilemu

4.97 out of 5 average rating, 32 reviews

Oceanfront surfing: a unique experience

🏄‍♂️ Surf, mar y desconexión en Pichilemu 🌊 Bienvenidos a nuestra casa frente al mar, el refugio perfecto para quienes buscan conectar con el surf y relajarse con el sonido de las olas. A sólo pasos de la playa, ¡sin necesidad de auto!, y a 3 km de la entrada a Punta de Lobos, uno de los spots de surf más reconocidos de Sudamérica. Perfecta para parejas, familias o grupos. Despierta con el mar y duerme escuchando las olas. ¡Una experiencia inolvidable junto al mar!

Guest favourite

A charming outdoor area is illuminated by soft lighting, highlighting the wooden structure and multi-level deck. Various seating options are arranged, with cozy chairs and tables nestled among greenery. The open roof design allows for an airy atmosphere while maintaining privacy.

Home in Vichuquén

4.8 out of 5 average rating, 66 reviews

House with Vichuquen Lake Edge

Large house on the shore of Lake Vichuqen. You can get to this spacious place and enjoy its facilities and the lake without having to get back in the car as it is very well located being close to the Boulevard of the lake and the supermarket. The house is fully equipped, however guests are requested to bring their towels as they are considered personal items. The water is from a deep well so it is recommended to drink bottled water.

Superhost

A row of wooden cabanas is positioned near a rectangular swimming pool. The scene is set against a clear blue sky, with the pool area bordered by wooden decking. Lush greenery is visible around the perimeter, enhancing the outdoor ambiance.

Loft in Pichilemu

4.9 out of 5 average rating, 156 reviews

The Loft Pichilemu, come and enjoy

🌊 Loft moderno con acceso directo a Playa Infiernillo en Pichilemu. Ubicación privilegiada a pasos del mar y a solo 10 min de Punta de Lobos, ideal para surf y descanso. Perfecto para parejas, familias o amigos que buscan desconectarse frente al océano. Cercano a supermercados y servicios. A solo 3 horas de Santiago, combina comodidad, naturaleza y atardeceres inolvidables. Reserva hoy y asegura tu escapada soñada junto al mar.

Superhost

A spacious wooden terrace overlooks the serene lake, framed by a wooden railing. The clear blue sky complements the picturesque view of the surrounding hills and lakeside community in the background. The house features large windows, allowing for natural light and connection to the outdoor scenery.

Cabin in Vichuquén

4.57 out of 5 average rating, 14 reviews

Casa Aquelarre. Mejor opcion. Centrica Maravillosa

DISCOUNTED PRICE,...HISTORICALLY LOW It is located in Barrio Santa Rosa, the most central part of the lake, with a wonderful 180º view Very cozy 80 square meter house, with 36 square meters of terrace and cold pool, Hot Tub (SELF-SERVICE hot pool, unlimited at no cost) surrounded by trees for a full rest and in total privacy. Just 20 minutes from the sea, beach (Duao) which offers a Lake, Beach and Countryside environment.

Guest favourite

The exterior of the house features a modern design with a combination of wood and glass. A spacious terrace is visible, leading to a well-maintained garden with a gravel walkway. The surrounding landscape includes grassy areas and a clear blue sky.

Home in Punta de Lobos

4.87 out of 5 average rating, 106 reviews

CasaFamiliar/GranVistalMar&PtaLobos/PoolNatural

Spectacular family home with a natural pool. Grill area with outdoor dining, stove and pergola. 5 bedrooms (2 en suite), with heating. Living room with a wooded area. Cable TV. Nice view of the ocean and hills of Punta de Lobos. All in a country setting, within a very quiet condominium. A 15-minute walk to the beach and a 5-minute drive. The house has all the amenities for the perfect rest for up to 10 people.

Top Guest favourite

An aerial view showcases a spacious outdoor area, featuring a natural pool surrounded by lounge chairs. A wooden structure is positioned nearby, with a designated seating area and gardening spaces, all enclosed by a fence. Clear walkways lead to various landscaped sections.

Home in Pichilemu

4.96 out of 5 average rating, 127 reviews

Comfortable family home and natural pool Punta Lobos

Comfortable and spacious house with a nice ocean view in a quiet condominium. Equipped for 12 people with 10 beds, (2 double, 3 bunk beds). Natural pool, gazebo, terrace, sandbox for children, stove and Wi-Fi. It is rented ONLY TO FAMILIES, 10 minutes from the beach by car. You must bring YOUR TOWELS.

Guest favourite

A spacious living area is framed by wooden beams, featuring a hanging chair and two wicker chairs. A gray sofa is positioned beside lush plants, with large windows allowing natural light to illuminate the space. Textured wall coverings contribute to the warm atmosphere.

Home in Pichilemu

4.9 out of 5 average rating, 117 reviews

Villa Rumah Kayu, 5 bedrooms, Punta de Lobos

Spectacular 240-square-meter house in a two-house complex (Loft & Villa Rumah Kayu) 1.5 km from Punta de Lobos and 300 meters from Alto Mar. 5 bedrooms with private bathroom and heating Large living and dining room of 70 square meters Pool and garden Quincho Parking with capacity for 3 cars.

Guest favourite

A hot tub rests on a wooden terrace, overlooking a vibrant sunset that illuminates the ocean. The setting features glass railings, offering an unobstructed view of the surrounding trees and coastline, creating a serene and inviting outdoor space.

Home in Pichilemu

4.96 out of 5 average rating, 24 reviews

House with a Jacuzzi and beautiful ocean view

Discover this unique 200 m² house ideal for groups of up to 6 people. Enjoy a spectacular ocean view, outdoor jacuzzi, terrace with grill, movie area, treadmill, kitchenette with coffee maker, refrigerator and dishwasher. Experience the sunset in the front row, just 1 km from the beach.

Guest favourite

A swimming pool is framed by lounge chairs arranged in neat rows, with striped cushions providing comfort. The backdrop features several cabins set amid lush greenery and tall trees, creating a serene environment. Bright umbrellas provide shade alongside the pool area.

Cabin in Santa Rosa

4.88 out of 5 average rating, 8 reviews

Lake Vichuquén Cabin - C2

Exclusive cabins overlooking Lake Vichuquén, all the comforts to enjoy a quiet stay. Equipped for 6 people (crockery, sheets, towels, Directv, etc.), each cabin has a terrace and a separate gazebo. The common areas consist of access to the lake, swimming pool, quartz beds, and kayaks.

Guest favourite

A view of multiple wooden cabins arranged alongside a rectangular swimming pool, framed by wooden decking. A shaded area with a roof sits to the right, providing a gathering space. The clear blue sky is visible, enhancing the open ambiance of the setting.

Loft in Pichilemu

4.85 out of 5 average rating, 185 reviews

Loft Pichilemu - Private Condominium

New loft-style apartment with 2 floors in a gated community on the shores of Infiernillo beach. The condominium has a large 100-meter-long terrace to enjoy sunrises and sunsets. 24/7 concierge and surveillance service. Equipped kitchen. Swimming pool available in summer season.

Guest favourite

A scenic view of the lodge is framed by lush dunes and structures nestled among trees. Sun loungers with thatched umbrellas are positioned on the sandy slope, leading down towards the beach and distant ocean. The sky shows a mix of clouds and sunlight.

Tiny home in Pichilemu

4.94 out of 5 average rating, 141 reviews

Recondito Lodge

Rodeado por un añoso bosque de cipreses y cobijado de los vientos del sur por un imponente morro de rocas y dunas que se extienden hasta el Pacífico, se encuentra nuestro Lodge. Frente al mar y a la vez a tan sólo pasos de un bello estero, ciertamente una combinación poco común.