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Holiday rentals with a pool in Pichilemu

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Pichilemu

  • Total holiday rentals

    Explore 70 holiday rentals in Pichilemu

  • Nightly prices starting at

    Pichilemu holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,800 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Pichilemu holiday 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
A garden area is visible, featuring lush greenery and colorful plants. A wooden deck is present, with comfortable seating and a view of the ocean in the background under a clear blue sky. A shaded structure offers respite from the sun.
Cabin in Pichilemu
4.89 out of 5 average rating, 87 reviews

First line, steps from Punta de Lobos.

This is my favorite corner. From the moment you chose to come, you will be able to appreciate the energy of a space full of details that accompany a comfortable stay that will help you to disconnect completely. Enjoy the sunset on the terrace, walk along the beach, listen to good music or simply... the sea, will invite you to come back again and again. If you want to connect with the real world and go shopping, you are steps from stores, exquisite restaurants and 5 minutes from Punta de Lobos.

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.

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, 36 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!

Guest favourite
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.
Home in Cáhuil
4.97 out of 5 average rating, 32 reviews

"Sunset" House - Endemic-Punta de Lobos

Beautiful new house, on the beachfront with a beautiful ocean view, just meters away and direct exit to the beach. Relax with the family in the three pools and two saunas. Fall asleep to the soft sound of the sea and enjoy a hot outdoor shower after the sea. The house has 3 bedrooms, a double (KING) with en-suite bathroom, a second with 2 single beds + a desk for working, and a third with a bunk bed and a trundle bed (full size). WIFI sat.-TV

Guest favourite
Loft in Pichilemu
4.9 out of 5 average rating, 162 reviews

TheLoft 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, 109 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
4.88 out of 5 average rating, 118 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
Home in Pichilemu
4.7 out of 5 average rating, 10 reviews

Bosque nativo lodge

Bosque Nativo Lodge es un refugio rodeado de vegetación nativa en Pichilemu. Privado, tranquilo y cómodo. A solo 5 min de Punta de Lobos y 5 min del centro con camino expedito para acceder a playas, surf, cafés y mercados. Casa rústico-moderna con luz natural, cocina equipada, camas cómodas y wifi. Ideal para quienes buscan naturaleza + descanso + buena ubicación. Perfecto para ir en familia. Bienvenidos.

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, 91 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, 131 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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Avg. price$158 SGD$178 SGD$135 SGD$132 SGD$127 SGD$128 SGD$125 SGD$119 SGD$132 SGD$123 SGD$130 SGD$138 SGD
Avg. temp16°C16°C15°C13°C12°C11°C10°C11°C11°C12°C13°C15°C
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