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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 G$6,270 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,800 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Pichilemu vacation rentals include wi-fi 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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Top guest favorite
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 favorite
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, 38 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 favorite
Home in Pichilemu
4.94 out of 5 average rating, 17 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 favorite
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
4.91 out of 5 average rating, 101 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 favorite
Loft in Pichilemu
4.9 out of 5 average rating, 163 reviews

TheLoft Pichilemu, a perfect getaway near the sea

🌊 Modern loft with direct access to Playa Infiernillo in Pichilemu. Prime location steps from the sea and only 10 minutes from Punta de Lobos, ideal for surfing and relaxing. Perfect for couples, families, or friends looking to disconnect in front of the ocean. Close to supermarkets and services. Just 3 hours from Santiago, it combines comfort, nature and unforgettable sunsets. Book today and secure your dream getaway by the sea.

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 favorite
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, 89 reviews

About the Arena

Wake up to a privileged view of the ocean and Punta de Lobos. Located right on the oceanfront, this cozy cabin allows you to enjoy the sound of the waves, spectacular sunsets, and a unique connection with nature. It combines tranquility, privacy, and security with the convenience of being steps away from restaurants, cafes, and local shops. The perfect place to rest and experience the essence of Pichilemu.

Guest favorite
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 favorite
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 favorite
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, 95 reviews

Makani House

Casa espaciosa, cómoda, con excelente ubicación, acceso a avenidas principales que conectan con Punta de Lobos, Cahuil y Playa Principal. Cuenta con entrada independiente, estacionamiento cerrado para 2 autos. Si eres amante de los atardeceres, podrás disfrutar de uno cada día en un entorno natural y muy tranquilo. La casa está completamente equipada, para disfrutar todos los días del año.

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, 152 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 favorite
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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,914 GYDG$29,049 GYDG$22,153 GYDG$21,526 GYDG$20,690 GYDG$20,899 GYDG$20,481 GYDG$19,436 GYDG$21,526 GYDG$20,063 GYDG$21,317 GYDG$22,570 GYD
Avg. temp16°C16°C15°C13°C12°C11°C10°C11°C11°C12°C13°C15°C
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