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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
An outdoor deck features a private jacuzzi, surrounded by a tranquil landscape at sunset. A small fire pit is visible, adding warmth to the scene. The distant outline of buildings can be seen through the serene natural setting.
Home in Pichilemu
4.94 out of 5 average rating, 35 reviews

Jacuzzi house and direct access to Pichilemu beach

✨ Casa Boldo: A Dream by the Sea ✨ Enjoy this unique house with a dreamy terrace, private Jacuzzi (optional), and panoramic views of the wetland and sea. Surrounded by a mild microclimate and privacy, it has 3 rooms for 8 people, a stove, grill, and direct beach access. Located in the exclusive Condominio Endémico, with swimming pools, a sauna, and green areas. Perfect for resting, dreaming, and experiencing unforgettable moments in the best area of Pichilemu. 🌅 Ideal for families. We look forward to seeing you!

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 oceanfront house with its own beachside descent. 5 min. from Punta de Lobos. INCLUDES BREAKFAST and GUEST TOILET. The value is for 3 SUITES FOR max.6 PEOPLE, without sharing the house with anyone. The complete house has 7 suites, heating, 8 bathrooms, living room, fireplaces, cinema projector, roofed quincho, bar, CDF, swimming pool, hottube for 12 p, wine cellar, and more. To rent for more passengers see Casa Cliff notices with 4 suites ( 8p), 5 suites (10p), 6 suites (12p) or 7 suites ( 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
A modern two-story house is highlighted with large windows and a sleek wooden exterior, set in a sandy landscape. Outdoor seating is provided on the spacious deck, and framed views of the surroundings can be seen through the open spaces.
Cabin in Pichilemu
4.96 out of 5 average rating, 27 reviews

Gran Casa Endémico: Parrilla, Vista Mar y Fogón

Diseño, Mar y Confort en Econdominio Endémico ✨ Vive una experiencia de lujo en esta gran casa, decorada por interioristas y pensada para el relajo total. Con vista al mar desde sus terrazas, disfruta de 4 dormitorios, estufa a leña, calefactores y cocina de alta gama con lavavajillas. Ubicada entre Punta de Lobos y Cáhuil, ofrece acceso a piscinas, sauna y seguridad 24/7. Ideal para familias o grupos que buscan desconexión, parrilladas al atardecer y la mejor comodidad en la costa. 🌊🍷

Guest favourite
A serene view of an infinity pool reflects the vibrant colors of a sunset, with the ocean visible in the background. Soft garden lights gently illuminate the surrounding plants and pathways, enhancing the tranquil atmosphere.
Home in Pichilemu
4.93 out of 5 average rating, 28 reviews

Casa Loto. Near Cahuil, Punta de Lobos, Pichilemu

Enjoy the sound of waves and birds in a unique setting, with an infinity pool, a lagoon with lotus flowers, a hot tub, and a wide ocean view. All the house's gray waters go to a purifying wetland that will irrigate the more than 100 trees you'll find. We don't use chemicals in the pool or green areas. Everything is designed to take care of our environment. Walk the trails, sing in the campfire area, use the wood-burning oven or grill with friends. It will surely be unforgettable...

Guest favourite
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
4.77 out of 5 average rating, 30 reviews

Casa Embrujo. Privacidad centrica, hot tub

DISCOUNTED price, HISTORICALLY LOW. Wonderful 180Âş 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

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, 35 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!

Top guest favourite
Home in Pichilemu
5 out of 5 average rating, 16 reviews

Casa Espiga Relaxation y Naturaleza

Casa Espiga combines architecture and sustainability in a unique environment. Inspired by the area's ancient wheat crops, its contemporary Mediterranean design and noble materials reflect local tradition. Equipped with renewable energies and spaces for recycling, it connects nature and sports with direct access to the forest, downhill slopes and La Sirena beach. An ideal place for surfing, adventure and rest in perfect harmony with the environment.

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
4.79 out of 5 average rating, 71 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 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

Cabaña Tulipán. Cabaña con dos pisos con capacidad para 6 personas. El primer piso tiene un dormitorio (existen dos opciones de distribución de camas), baño, living comedor con TV, cocina full equipada y terraza con bbq. El segundo piso cuenta con un dormitorio matrimonial, baño, walking clóset y un balcón. Cabañas Poliken ofrece espacios comunes como piscina, juegos de niños, hot tub, minimarket con terraza. Somos petfriendly.

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.

Top 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, 144 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.

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 € 60 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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