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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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Guest favourite
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.
Home in Pichilemu
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)

Top guest favourite
Home in Pichilemu
5 out of 5 average rating, 29 reviews

Exclusive getaway in a new condominium

Discover paradise in our modern and cozy home, located just 6 minutes from Punta de Lobos, Pichilemu! Situated in an exclusive, prime gated community with direct beach access—just a few minutes' walk down a charming trail surrounded by native nature. ​Enjoy access to swimming pools, hot tubs, saunas, and a spacious clubhouse with a game room, perfect for creating unforgettable family memories. Experience the ultimate blend of comfort, luxury, and a deep connection with the natural surroundings.

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, 109 reviews

CasaFamiliar/GranVistalMar&PtaLobos/PiscinaNatural

Espectacular casa familiar con piscina natural. Zona de parrilla con comedor al aire libre, fogón y pérgola . 5 dormitorios (2 en suite), con calefacción. Living Comedor con bosca. TV cable. Linda vista al mar y morros de Punta de Lobos. Todo, en un entorno de campo, dentro de un condominio muy tranquilo. A 15 minutos caminando a la playa y 5 minutos en auto. La casa cuenta con todas las comodidades para el perfecto descanso de hasta 10 personas.

Superhost
A serene lake view is framed by tall trees, showcasing gently rolling hills in the distance. The water reflects the surrounding greenery and sky, creating a peaceful natural setting.
Cabin in Santa Rosa
4.82 out of 5 average rating, 17 reviews

Modern cabin in Vichuquén

Cabana Tulipán. Cabin with two floors that can accommodate up to 6 people. The first floor has one bedroom (there are two options for distribution of beds), bathroom, living room with TV, full equipped kitchen and terrace with bbq. The second floor has a double bedroom, bathroom, walking closet and a balcony. Cabañas Poliken offers common spaces such as swimming pool, children's games, hot tub, minimarket with terrace. We are petfriendly.

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, 70 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.

Guest favourite
Loft in Pichilemu
4.9 out of 5 average rating, 161 reviews

The Loft Pichilemu, a perfect seaside getaway

🌊 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 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.
Cabin in Pichilemu
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.

Guest favourite
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.
Cabin in Pichilemu
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.

Superhost
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.
Home in Pichilemu
4.7 out of 5 average rating, 151 reviews

Pichilemu Infiernillo LOFT

The condo has direct access to Playa Infiernillo, is about 4 km from Punta de Lobos, and the condo has a pedestrian walkway overlooking the ocean, free private parking. The house has 3 bedrooms, 2 bathrooms, a flat-screen TV with satellite channels, a dining room, a terrace with a gas grill, a fully equipped kitchen, and a patio overlooking the pool. Playground, parking for 1 car

Top guest favourite
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.
Home in Pichilemu
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.

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, 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.

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
4.89 out of 5 average rating, 121 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.

Popular amenities for Santa Rosa rentals with a pool

Quick stats about holiday rentals with a pool in Santa Rosa

  • Total holiday rentals

    Explore 40 holiday rentals in Santa Rosa

  • Nightly prices starting at

    Santa Rosa holiday rentals start at £52 per night before taxes and fees

  • Verified guest reviews

    Over 520 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 of Santa Rosa holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Santa Rosa rentals

  • 4.6 Average rating

    Santa Rosa stays receive an average rating of 4.6 out of 5 from guests

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