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Vacation rentals with a pool in Pichilemu

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Pichilemu

  • Total vacation rentals

    Explore 70 vacation rentals in Pichilemu

  • Nightly prices starting at

    Pichilemu vacation rentals start at $42 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,820 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Pichilemu vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Pichilemu rentals

  • 4.8 Average rating

    Pichilemu stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated rentals with a pool in Pichilemu

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

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Guest favourite
Home in Pichilemu
5 out of 5 average rating, 30 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.

Top guest favourite
Cabin in Pichilemu
5 out of 5 average rating, 6 reviews

Beautiful house with private tinaja in a forest

Cabaña boutique con diseño moderno, rodeada de eucaliptos y a 3 min de la laguna de Cáhuil. ✔ Tinaja privada con vista al bosque ✔ 3 camas · capacidad 4 personas ✔ Living con ventanal panorámico ✔ Cocina completa + isla ✔ Zona de trabajo equipada ✔ Silla colgante en terraza ✔ Parrilla con su set respectivo ✔ Zona de trabajo ✔ 1 baño · ambiente íntimo y tranquilo ✔ WIFI starlink de alta velocidad ✔ Desayuno con costo adicional Sin ruido. Sin multitudes. Solo tú, el bosque y el agua caliente.

Guest favourite
Home in Pichilemu
5 out of 5 average rating, 14 reviews

House on the beachfront in Pichilemu Playa Hermosa

Waterfront house with direct access to the beach. Large property in the Playa Hermosa area, close to shops and restaurants, between Pichilemu and Punta de Lobos, with an unobstructed view of the sea and the hills of Punta de Lobos. Comfortable and spacious rooms, very bright and covered with native wood. Fully equipped. Hot tub for 8 people. Starlink Wi-Fi. Gas grill. Large parking area for several cars. Children's playground on the property. *TOWELS at an additional cost*

Guest favourite
Cabin in Pichilemu
5 out of 5 average rating, 5 reviews

Two-person studio with ocean view, earthenware jar, and pool.

Espectacular estudio boutique, con tinaja, piscina privada y una bella vista al mar, ubicado en Playa Hermosa, uno de los mejores sectores de Pichilemu, y a tan sólo 2 minutos, caminando de la playa. Incluye: • Piscina privada (no temperada) • Tinaja privada a leña • Parrilla a gas • TV HD con Netflix • Internet satelital Starlink • Estufa • Ropa de cama • Leña para tinaja • Estacionamiento privado Alojamiento exclusivo para adultos. No apto para niños.

Guest favourite
Home in Pichilemu
4.94 out of 5 average rating, 18 reviews

Sustainable House in the middle of Nature

Casa Espiga combina arquitectura y sostenibilidad en un entorno único. Inspirada en los antiguos cultivos de trigo de la zona, su diseño mediterráneo contemporáneo y materiales nobles reflejan la tradición local. Equipada con energías renovables y espacios para reciclaje, conecta naturaleza y deporte con acceso directo al bosque, pistas de descenso y la playa La Sirena. Un lugar ideal para surf, aventura y descanso en perfecta armonía con el entorno.

Guest favourite
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.
Home in Pichilemu
4.89 out of 5 average rating, 102 reviews

Cozy beachfront condo cabin

In one of our favorite places to enjoy, we managed to create this warm family space full of amenities so you can enjoy a few days of rest and relaxation in Pichilemu, our second home. You'll be close to everything when you stay at this centrally-located place. With entertainment space inside the condominium, a swimming pool in summer, and the beach less than 100 meters away with a private exit to enjoy a clear view of Playa Hermosa. 24/7 security.

Guest favourite
Loft in Pichilemu
4.9 out of 5 average rating, 165 reviews

The Loft Pichilemu, the 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, 138 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
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, 110 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.

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
4.87 out of 5 average rating, 119 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.

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
4.97 out of 5 average rating, 99 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, 133 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.

Popular amenities for Pichilemu rentals with a pool

When is the best time to visit Pichilemu?

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