
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.

Beautiful house with private well inside a forest
Cabaña boutique con diseño moderno, rodeada de eucaliptos y a 3 min de la laguna de Cáhuil. ✔ Tinaja privada con vista al bosque ✔ 3 camas · capacidad 4 personas ✔ Living con ventanal panorámico ✔ Cocina completa + isla ✔ Zona de trabajo equipada ✔ Silla colgante en terraza ✔ Parrilla con su set respectivo ✔ Zona de trabajo ✔ 1 baño · ambiente íntimo y tranquilo ✔ WIFI starlink de alta velocidad ✔ Desayuno con costo adicional Sin ruido. Sin multitudes. Solo tú, el bosque y el agua caliente.

House on the beachfront in Pichilemu Playa Hermosa
Casa en primera línea, salida directa a la playa. Gran terreno en sector de Playa Hermosa, cercana a comercio y restaurantes, entre Pichilemu y Punta de Lobos con vista despejada al mar y a los morros de Punta de Lobos. Cómodos y amplios espacios, muy luminosa y cubierta por maderas nativas. Totalnente equipada. Hot Tube para 8 personas. WI-FI Starlink. Parrilla a Gas. Amplio sector de estacionamientos para varios autos. Juegos para niños en el terreno. *TOALLAS con costo adicional*

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
🌊 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.

Sobre la Arena a pasos de Punta de Lobos
Despierta con una vista privilegiada al océano y a Punta de Lobos. Ubicada en primera línea frente al mar, esta acogedora cabaña te permite disfrutar del sonido de las olas, espectaculares puestas de sol y una conexión única con la naturaleza. Combina tranquilidad, privacidad y seguridad con la comodidad de estar a pasos de restaurantes, cafés y comercio local. El lugar perfecto para descansar y vivir la esencia de Pichilemu.

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.

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.

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

Cabin in Pichilemu with direct access to the sea

"Sunset" House - Endemic-Punta de Lobos

Oceanfront surfing: a unique experience

Casa LoftBox II

Spectacular house, pool and hot tub

House in exclusive condominium with direct access to the sea

New house with access to Pichilemu beach

House with direct access to the beach in a condominium
Other holiday rentals with a pool

Wonderful NEW house Endemic beach - Pichilemu

forest house cabaña para 2.

An Exquisite Cabin by the Sea

Estudio para 2 con vista al mar, tinaja y piscina.

Family Relax in Punta de Lobos

Exclusive New House Endemic with Beach, Pichilemu

casabosquemar (insta)

ED House, Punta de Lobos
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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