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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 2,820 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 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 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.
Home in Pichilemu
4.96 out of 5 average rating, 25 reviews

Casa Cliff. 3 suite facing the sea and the beach.

Wonderful beachfront house with its own beachfront descent. 5 min. from Punta de Lobos. INCLUDES BREAKFAST and TOILET The value is for 3 SUITES FOR MAX.6 PEOPLE, without sharing the house with anyone. The complete house has 7 suites, heating, 8 bathrooms, living room, fireplaces, cinema projector, roofed porch, bar, CDF, swimming pool, hottube for 12 p, wine cellar, and more. To rent for more passengers see notices of Casa Cliff with 4 suites ( 8p), 5 suites (10p), 6 suites (12p) or 7 suites ( 14p)

Guest favourite
Home in Pichilemu
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.

Guest favourite
Home in Pichilemu
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*

Top guest favourite
Cabin in Pichilemu
5.0 out of 5 average rating, 8 reviews

Beautiful house with private well inside 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.

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

TheLoft Pichilemu: The perfect seaside getaway

🌊 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, 139 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.

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. Pichilemu
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 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

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.

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, 103 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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