Vacation rentals with a pool in Pichilemu

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.

4.96 out of 5 average rating, 25 reviews

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)

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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.

4.94 out of 5 average rating, 32 reviews

Great Endemic House: Grill, Sea View and Stove

Design, Sea and Comfort in Endemic Econdominium ✨ Enjoy a luxury experience in this large house, decorated by interior designers and designed for total relaxation. Overlooking the ocean from its terraces, enjoy 4 bedrooms, a wood-burning stove, heaters, and a high-end kitchen with a dishwasher. Located between Punta de Lobos and Cáhuil, it offers access to swimming pools, sauna and 24/7 security. Ideal for families or groups looking to disconnect, sunset barbecues and the best comfort on the coast. 🌊🍷

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5.0 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.

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5.0 out of 5 average rating, 15 reviews

House on the beachfront in Pichilemu Playa Hermosa

Beachfront 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 ocean and the hills of Punta de Lobos. Comfortable and spacious areas, very bright and covered with native woods. Fully equipped. Hot tub for 8 people. Starlink Wi-Fi. Gas grill. Large parking area for several cars. Games for children on the property. *TOWELS at an additional charge*

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Top guest favorite

5.0 out of 5 average rating, 7 reviews

A lovely house with a private well within a forest

Boutique cabin with modern design, surrounded by eucalyptus trees and 3 minutes from the Cáhuil Lagoon. ✔ Private "Tinaja" with forest view ✔ 3 beds · sleeps 4 ✔ Living room with panoramic window ✔ Full kitchen + island ✔ Equipped work area ✔ Hanging chair on the terrace ✔ Grill with its respective set ✔ Work area ✔ 1 bathroom · intimate and quiet atmosphere ✔ High-speed Starlink WiFi ✔ Breakfast at an additional cost No noise. No crowds. Just you, the forest, and hot water.

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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.

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.

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4.9 out of 5 average rating, 165 reviews

Loft in Pichilemu

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.

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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.

4.79 out of 5 average rating, 138 reviews

Tiny House

Beautiful and cozy Tiny House cabin, special to enjoy your days of relaxation and rest. Maximum capacity for 2 adults and 2 children up to 10 years old. You'll enjoy outdoor green areas and a beautiful ocean view You'll have all the amenities at your fingertips, such as a hot tub available 24 hours a day, privacy, a fully equipped kitchen, parking, and more. We accept small pets, with a surcharge on your rate.

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Home in Punta De Lobos. Pichilemu

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.

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.

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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.

4.89 out of 5 average rating, 89 reviews

Sobre la Arena, steps from Punta de Lobos

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.

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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.

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.

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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.