Vacation rentals with a pool in Santa Rosa

A modern beachfront house is positioned on a hillside overlooking the ocean. Large windows reflect the colors of the sky during sunset, providing a picturesque view of the water. Surrounding greenery adds a natural touch to the contemporary design.

4.96 out of 5 average rating, 25 reviews

Casa Cliff. 3 suite facing the sea and the beach.

Wonderful house in front of the sea, with its own descent to the beach. 5 minutes from Punta de Lobos. INCLUDES BREAKFAST AND TOILET ROOMS. The value is for 3 SUITES FOR max.6 PEOPLE, without sharing the house with anyone. The entire house has 7 suites, heating, 8 bathrooms, living room, fireplaces, cinema projector, quintessel, bar, CDF, pool, hottube for 12 p, wine cellar, and more. To rent for more passengers see warnings of Casa Cliff with 4 suites ( 8p), 5 Suite (10p), 6 suites (12p) or 7 suite ( 14p)

4.77 out of 5 average rating, 30 reviews

The image shows a sparkling blue pool surrounded by green grass. A stone structure with blooming flowers is positioned at one end, while lounge chairs and a large umbrella are set nearby. The serene lake and hills can be seen in the background, enhancing the sense of tranquility.

Home in CL

Casa Embrujo. Privacy-centric, hot tub

DISCOUNTED price, HISTORICALLY LOW. Wonderful 180º view, the most central of the lake, unless you want to make a trip you will not need the car for you or your children. Walking distance to the supermarket and shopping malls. Very cozy 110 square meter house, with 80 meters of terrace, barbecue and cold pool, Hot Tub (hot pool SELF-SERVICE at no additional cost, surrounded by a wonderful environment in privacy. Guest over 8, with a maximum of 2, pay additional, $25,000 daily each

4.79 out of 5 average rating, 71 reviews

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

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.

4.9 out of 5 average rating, 161 reviews

Loft in Pichilemu

The Loft Pichilemu: a perfect getaway near the sea

🌊 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.

A cozy sleeping area features large glass windows allowing natural light to fill the space. A soft blanket covers the bed, complemented by a rolled towel. A small television is mounted on the wall, and a table with chairs is visible in the outdoor area.

4.79 out of 5 average rating, 136 reviews

Tiny House

Hermosa y acogedora cabaña Tiny House, especial para disfrutar tus días de relajo y descanso. Capacidad máxima para 2 adultos y 2 niños hasta 10 años. Disfrutarás de áreas verdes al aire libre y una hermosa vista al mar Tendrás todas las comodidades a tu alcance, como Hot Tub disponible las 24 horas del día, privacidad, cocina full equipada, estacionamiento y más. Aceptamos mascota de tamaño pequeño, con un recargo en su tarifa.

4.87 out of 5 average rating, 109 reviews

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

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.

A private terrace features a view of the pool and surrounding green space. Wooden decking offers seating that is positioned for relaxation. The backdrop includes the vibrant exterior of neighboring units and clear blue skies, enhancing the outdoor atmosphere.

4.88 out of 5 average rating, 117 reviews

A condominium loft with direct access to the beach

Beautiful family loft in a condominium for 6 people, with direct access to Playa Hermosa, close to shops and restaurants such as La Sal or Casa Cuesta (highly recommended and you can walk from the house). You will have 1 parking space, day and night security, TV, internet, children's games, a gazebo, and a swimming pool. In addition, the condominium has a private coastal walk so you can watch the sunsets.

A spacious outdoor deck features comfortable seating arrangements on wooden floors. A table sits at the center, with a scenic view of the sea and distant landscape visible beyond. Large glass doors allow easy access to the interior living area.

4.98 out of 5 average rating, 90 reviews

Makani House

Spacious, comfortable house with an excellent location, access to main avenues that connect with Punta de Lobos, Cahuil and Playa Principal. It has a separate entrance, and a closed parking lot for 2 cars. If you love sunsets, you can enjoy one every day in a natural and very quiet setting. The house is fully equipped to enjoy every day of the year.

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.

4.96 out of 5 average rating, 130 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.

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.

4.89 out of 5 average rating, 122 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.

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.

4.96 out of 5 average rating, 25 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.

4.86 out of 5 average rating, 191 reviews

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

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.

Popular amenities for Santa Rosa rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious living area features large windows allowing natural light to fill the room. A long wooden dining table is surrounded by modern chairs, while a cozy seating area includes a gray sofa and two coffee tables. Decorative light fixtures add an elegant touch.

4.86 out of 5 average rating, 28 reviews

Wonderful NEW house Endemic beach - Pichilemu

A comfortable seating area features plush white cushions on woven chairs and a glass-top coffee table. The sunset casts a warm glow over the landscape, enhancing the serene atmosphere. Colorful decorations are visible along the edge, creating a welcoming outdoor space.

4.97 out of 5 average rating, 32 reviews

"Sunset" House - Endemic-Punta de Lobos

The exterior of a wooden structure is softly illuminated against a night sky, showcasing multiple levels and balconies. Warm lights highlight the wooden panels, creating a welcoming appearance. The architecture features a combination of large windows and outdoor decks.

4.7 out of 5 average rating, 151 reviews

Pichilemu Infiernillo LOFT

A modern two-story house features a unique architectural design with large windows that allow natural light to fill the interior. Plants and sand are visible in the foreground, creating a connection between the house and its natural surroundings.

4.9 out of 5 average rating, 68 reviews

Exclusive New House Endemic with Beach, Pichilemu

4.79 out of 5 average rating, 63 reviews

casabosquemar (insta)

The exterior of a modern black structure is showcased, featuring angular lines and multiple large windows. A concrete pathway leads to the entrance, surrounded by a gravel area. Trees and greenery are visible in the background, enhancing the connection with nature.

4.9 out of 5 average rating, 58 reviews

Casa LoftBox II

A cozy living area features wood-paneled walls and large windows that allow natural light to fill the space. A comfortable gray sofa is paired with modern stools and a coffee table adorned with decorative items. A warm atmosphere is created by the soft furnishings and surrounding greenery.

4.91 out of 5 average rating, 97 reviews

Cozy beachfront condo cabin

5 out of 5 average rating, 23 reviews

House in exclusive condominium with direct access to the sea

Other vacation rentals with a pool

5 out of 5 average rating, 3 reviews

The exterior of a rustic country house is surrounded by lush greenery and colorful flowers. A sloping roof with terracotta tiles is visible, along with blue wooden beams that enhance the charming architecture. The clear blue sky provides a bright backdrop.

Home in Pumanque

Dreamy country house

A wooden pathway leads to the beach, framed by greenery on either side. The ocean is visible in the distance, with gentle waves meeting the shore under a clear blue sky. The scene conveys a sense of direct access to the beach.

4.88 out of 5 average rating, 77 reviews

Cabin in Pichilemu with direct access to the sea

A spacious sleeping area features a neatly made bed with a dark striped blanket. Natural wood walls and flooring create a calming environment. Two woven pendant lights hang above, while a cozy seating area and large window offering views are visible in the background.

4.81 out of 5 average rating, 26 reviews

Forest House – Cabin for 2

The exterior of a multi-story loft features a warm wood facade, complemented by several balconies. Green shrubs are seen in the foreground, enhancing the natural surroundings. Clear blue skies and soft clouds provide a serene backdrop for the property.

5 out of 5 average rating, 39 reviews

Condominium house with direct beach access.

A patio setting is visible with a glass-topped table surrounded by four colorful chairs. Potted plants are placed on the table, and a glimpse of the ocean and wooden structures can be seen in the background, enhancing the outdoor dining experience.

4.92 out of 5 average rating, 26 reviews

An Exquisite Cabin by the Sea

4.75 out of 5 average rating, 56 reviews

A modern cabin is depicted with large sliding glass doors, providing views of the spacious outdoor area. A rectangular swimming pool is centered in front, reflecting the surrounding landscape and capturing the evening light. Wooden decking frames the pool, enhancing the outdoor living space.

Cabin in Iloca

White Cabana

A modern two-story house is set amid lush greenery. The exterior features geometric designs and large windows, allowing natural light to fill the interior. A sandy path leads to the entrance, surrounded by native plants and trees, offering a serene and private setting.

4.86 out of 5 average rating, 28 reviews

Endemic full house with beach exit

A scenic wooden boardwalk stretches towards the horizon, where a warm sun sets over the ocean. The path is lined with shadowed patterns created by the setting sun, with buildings visible on one side and waves gently rolling onto the shore.