
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.

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)

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.

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*

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.

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.

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.

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.

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.

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.

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.

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.

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
House rentals with a pool

Spectacular house, pool and hot tub

Sustainable House in the middle of Nature

Oceanfront surfing: a unique experience

Cabin in Pichilemu with direct access to the sea

House with direct access to the beach in a condominium

Native forest lodge

Jacuzzi house and direct access to Pichilemu beach

Bright cabin with terraces and sunset views
Other holiday rentals with a pool

A swimming pool by the sea

Studio for 2 with ocean views, a tinaja (traditional earthenware pot), and a pool.

Great Endemic House: Grill, Sea View and Stove

Forest House Cabin for 2

An Exquisite Cabin by the Sea

casabosquemar (insta)

Wonderful NEW house Endemic beach - Pichilemu

First-line loft, Infiernillo
When is the best time to visit Pichilemu?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $158 SGD | $177 SGD | $135 SGD | $132 SGD | $135 SGD | $135 SGD | $125 SGD | $118 SGD | $131 SGD | $122 SGD | $130 SGD | $137 SGD |
| Avg. temp | 16°C | 16°C | 15°C | 13°C | 12°C | 11°C | 10°C | 11°C | 11°C | 12°C | 13°C | 15°C |
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