Holiday rentals with a pool in Pichilemu

An outdoor deck features a private jacuzzi, surrounded by a tranquil landscape at sunset. A small fire pit is visible, adding warmth to the scene. The distant outline of buildings can be seen through the serene natural setting.

4.92 out of 5 average rating, 24 reviews

Jacuzzi house and direct access to Pichilemu beach

✨ Casa Boldo: A Dream by the Sea ✨ Enjoy this unique house with a dreamy terrace, private Jacuzzi (optional), and panoramic views of the wetland and sea. Surrounded by a mild microclimate and privacy, it has 3 rooms for 8 people, a stove, grill, and direct beach access. Located in the exclusive Condominio Endémico, with swimming pools, a sauna, and green areas. Perfect for resting, dreaming, and experiencing unforgettable moments in the best area of Pichilemu. 🌅 Ideal for families. We look forward to seeing you!

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.

4.88 out of 5 average rating, 78 reviews

Beachfront, steps away from Punta de Lobos.

This is my favourite spot. From the moment you choose to come, you will appreciate the energy of a space full of details that accompany a comfortable stay that will help you to disconnect completely. Enjoy the sunset on the terrace, walk on the beach, listen to good music or just ...the sea, they will invite you to come back again and again. If you want to connect with the real world and go shopping, you are steps away from department stores, exquisite restaurants and 5 minutes from Punta de Lobos.

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.

4.96 out of 5 average rating, 24 reviews

Beachfront, 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!

A dining area is visible with a wooden table surrounded by four rattan chairs. Large glass doors provide abundant natural light and showcase views of the surrounding greenery. A small pouf is placed nearby on the wooden floor, adding to the spacious feel of the room.

5 out of 5 average rating, 18 reviews

Exclusive getaway in a new condominium

Discover paradise in our modern and cozy house just 3 minutes from Punta de Lobos, Pichilemu! Located in an exclusive and privileged condominium with direct beach access, just a couple of minutes walk along a charming path surrounded by native nature. Enjoy two swimming pools, jacuzzis, saunas, and a large event room with a game room to share unforgettable family moments. Experience the perfect combination of comfort, luxury, and connection with the natural environment.

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.

4.92 out of 5 average rating, 88 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.

4.86 out of 5 average rating, 101 reviews

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

CasaFamiliar/GranVistalMar&PtaLobos/PiscinaNatural

Espectacular casa familiar con piscina natural. Zona de parrilla con comedor al aire libre, fogón y pérgola . 5 dormitorios (2 en suite), con calefacción. Living Comedor con bosca. TV cable. Linda vista al mar y morros de Punta de Lobos. Todo, en un entorno de campo, dentro de un condominio muy tranquilo. A 15 minutos caminando a la playa y 5 minutos en auto. La casa cuenta con todas las comodidades para el perfecto descanso de hasta 10 personas.

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, 131 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.

A modern cabin elevated among native trees features large glass windows, allowing for natural light and views of the surrounding greenery. A balcony with a glass railing extends from the structure, complemented by vibrant flowering plants at the base.

4.95 out of 5 average rating, 21 reviews

Cabin in the Bosque de Meñique

Imagine waking up surrounded by native trees, with birdsong as the only company. Our cabin in the Pichilemu Forest is the perfect retreat for those looking to escape the hustle and bustle of the city and connect with nature. Located in a quiet and private setting. Available for 2 people. Pool is shared with other apartments. (Swimming pool available between December 15th and March 15th) BRING TOWELS

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.

4.97 out of 5 average rating, 61 reviews

Makani House

Spacious, comfortable house with an excellent location, access to main avenues that connect to Punta de Lobos, Cahuil and Playa Principal. It has a private entrance, gated parking for 2 cars. If you are a sunset lover, you can enjoy one every day in a natural and very quiet environment. The house is fully equipped, to enjoy every day of the year.

5 out of 5 average rating, 17 reviews

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.

Chalet in Pichilemu

10 ppl: TV, Bbq, WiFi, Parking, Heater & Kitchen.

Acogedora casa en condominio con capacidad para 10 personas. Disfruta de terrazas con vista al mar, 4 habitaciones, 3 baños, cocina equipada, WiFi y estacionamiento. Perfecta para familias o grupos de amigos. Acceso a piscina común del condominio. Ubicación ideal para descansar y explorar la costa entre Pichilemu, Punta de Lobos y Cahuil.

4.91 out of 5 average rating, 150 reviews

A row of wooden cabanas is positioned near a rectangular swimming pool. The scene is set against a clear blue sky, with the pool area bordered by wooden decking. Lush greenery is visible around the perimeter, enhancing the outdoor ambiance.

Loft in Pichilemu

The Loft Pichilemu, come and enjoy

Condominio LOFT Parque San Antonio is an exclusive set of optimized homes, built on the shores of Infiernillo beach in Pichilemu, which is the current and flaming world capital of surfing, year after year Pichilemu grows and receives thousands of tourists in the summer season, since it is located just 3 hours from Santiago

4.86 out of 5 average rating, 175 reviews

A view of multiple wooden cabins arranged alongside a rectangular swimming pool, framed by wooden decking. A shaded area with a roof sits to the right, providing a gathering space. The clear blue sky is visible, enhancing the open ambiance of the setting.

Loft in Pichilemu

Loft Pichilemu - Private Condominium

Loft new type apartment 2 floors in Condominium closed on the shores of Infiernillo beach. Condominium has a large 100-meter-long terrace to enjoy sunsets and sunsets. Concierge service and permanent surveillance 24 hours a day, 7 days a week. Equipped Kitchen. Swimming pool enabled in summer season.

Popular amenities for Pichilemu rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A wooden pathway leads to the beach, framed by greenery on either side. The ocean is visible in the distance, with gentle waves meeting the shore under a clear blue sky. The scene conveys a sense of direct access to the beach.

4.89 out of 5 average rating, 62 reviews

Cabin in Pichilemu with direct access to the sea

A modern two-story building features a mix of large windows and bold geometric shapes. The structure is surrounded by trees, with a comfortable seating area visible on the porch, creating a welcoming outdoor space. A fire pit rests in front of the house.

5 out of 5 average rating, 4 reviews

House in a condominium complex

A modern two-story house is featured, constructed with dark materials and large glass windows. The entrance is accessible via a gravel pathway. Surrounding trees and a sandy area are visible, complemented by a warm sunset sky.

4.95 out of 5 average rating, 21 reviews

New house in Pichilemu

4.95 out of 5 average rating, 22 reviews

A comfortable seating area features plush white cushions on woven chairs and a glass-top coffee table. The sunset casts a warm glow over the landscape, enhancing the serene atmosphere. Colorful decorations are visible along the edge, creating a welcoming outdoor space.

Home in Cáhuil

"Sunset" House - Endemic-Punta de Lobos

A coastal view showcases a sandy road leading towards the ocean, framed by lush greenery on either side. The horizon features gentle waves, and a glimpse of a building can be seen in the distance, blending into the serene landscape.

4.95 out of 5 average rating, 56 reviews

Ohana Lodge Punta Lobos Cahuil

4.94 out of 5 average rating, 51 reviews

A modern two-story house features a unique architectural design with large windows that allow natural light to fill the interior. Plants and sand are visible in the foreground, creating a connection between the house and its natural surroundings.

Home in Cáhuil

Exclusive New Endemic House with Beach, Pichilemu

The exterior of a modern black structure is showcased, featuring angular lines and multiple large windows. A concrete pathway leads to the entrance, surrounded by a gravel area. Trees and greenery are visible in the background, enhancing the connection with nature.

4.9 out of 5 average rating, 51 reviews

Casa LoftBox II

A modern two-story house features a striking black wooden exterior, characterized by large windows that allow natural light. The entrance is highlighted by a wooden deck leading to the main structure, while the surrounding landscape appears sandy, suggesting proximity to the beach.

5 out of 5 average rating, 8 reviews

House in front of the sea in condo, Punta de Lobos

Other holiday rentals with a pool

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.

4.95 out of 5 average rating, 22 reviews

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

The exterior of a two-story residence is displayed, featuring a combination of wooden and colorful panels. A wooden fence surrounds the property, with lush greenery positioned in front. Bright blue skies are visible, contributing to a serene atmosphere.

4.88 out of 5 average rating, 16 reviews

Beautiful house with pool

A comfortable living area is presented with two spacious sofas and two accent chairs arranged around a rustic wooden coffee table. A large window offers a view of the sea and surrounding landscape, allowing natural light to brighten the space.

5 out of 5 average rating, 10 reviews

Spectacular house with pool and hot tub

A living area features a light-colored sofa adorned with green cushions, positioned beside large windows that allow natural light to fill the space. A wooden coffee table is centered on a patterned rug, complemented by decorative wall art and a woven basket nearby.

4.67 out of 5 average rating, 30 reviews

Surf Lodge Retreat

A bright living area features large windows allowing natural light to fill the space. A comfortable sofa is positioned near a coffee table, surrounded by indoor plants. The kitchen area includes wooden cabinetry and bar stools, creating a welcoming atmosphere.

4.83 out of 5 average rating, 12 reviews

Punta de Lobos, Surf Lodge

Flat in Pichilemu

4.52 out of 5 average rating, 89 reviews

Lilafken Apart D8, Luxus Studio, 2 persons

5 out of 5 average rating, 3 reviews

Endemic Shelter

An outdoor seating area is illuminated by soft blue lighting, featuring a central wooden table surrounded by benches. The backdrop includes wooden structures and large glass doors, suggesting a seamless transition to indoor living spaces.