
Vacation 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.

Great Endemic House: Grill, Sea View and Stove
Design, Sea, and Comfort at Econdominio Endémico ✨ Enjoy a luxurious experience in this large house, decorated by interior designers and designed for total relaxation. With ocean views from the terraces, enjoy 4 bedrooms, a wood-burning stove, heating, and a high-end kitchen with a dishwasher. Located between Punta de Lobos and Cáhuil, it offers access to pools, a sauna, and 24/7 security. Perfect for families or groups looking to unwind, enjoy sunset barbecues, and experience ultimate comfort on the coast. 🌊🍷

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!

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)

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.

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

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!

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.

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.

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.

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.

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.

Lake Vichuquén Cabin - C1
Exclusive cabins overlooking Lake Vichuquén, all comforts for a quiet stay. Equipped for 6 people (tableware sheets, towels, Directv, etc.), each cabin has a terrace and independent bed. Common areas consist of access to the lake, swimming pool, quartz beds and kayaks.
Popular amenities for Santa Rosa rentals with a pool
House rentals with a pool

New house in Pichilemu

Wonderful NEW house Endemic beach - Pichilemu

"Sunset" House - Endemic-Punta de Lobos

Ohana Lodge Punta Lobos Cahuil

Exclusive New House Endemic with Beach, Pichilemu

Endemic full house with beach exit

New house with access to Pichilemu beach

House in a First Line Condominium
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Quick stats about vacation rentals with a pool in Santa Rosa

Total vacation rentals
Explore 40 vacation rentals in Santa Rosa

Nightly prices starting at
Santa Rosa vacation rentals start at $97 CAD per night before taxes and fees

Verified guest reviews
Over 520 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Santa Rosa vacation 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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