Holiday houses in Cais do Pico

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Top-rated holiday rentals in Cais do Pico

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

A spacious bedroom features a large bed adorned with a patterned throw. Floor-to-ceiling glass doors lead to a private outdoor space, allowing views of the ocean and surrounding greenery. Wooden beams grace the ceiling, creating an airy and open atmosphere.

Villa in São Roque do Pico

4.94 out of 5 average rating, 18 reviews

Forest House

Beautiful and spacious stone house, perfect for a holiday with family or friends, with a large balcony and a breath-taking view of the whole island of São Jorge and the canal, as well as, to the left, the beautiful bays and parishes of the northern Pico coastline. You see and hear the Atlantic Ocean waves and the birds. Have your meals in the open spacearea of the fully equipped kitchen and dining / living rooms with glass sliding doors or outside on the balcony watching the sunset - you'll never forget the moment. This house is part of a small family owned resort, where there is a restaurant called Magma, a grocery store, a yoga room and an heated swimming pool. Come live a dream...

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Guest favourite

A well-appointed sleeping area features a spacious bed with crisp white bedding and decorative pillows. Bedside tables are positioned on either side, topped with softly glowing lamps. A floral artwork adorns the wall above the headboard, complemented by elegant drapes framing the window.

Farm stay in São Roque do Pico

4.88 out of 5 average rating, 72 reviews

Quinta Pereirinha Farm | Private 3 Bedroom House

The property is a small working family farm & is not in the city center. Madalena & Lajes are 15-20min. away & the point of the island is 25 minutes. There are no store fronts around, nature and rural lifestyle is our vibe. The home is a family run private vacation home, equipped w/modern conveniences. Perched on a hill with Northern views of the sparkling Atlantic & São Jorge island w/ East views encompassing sun dappled landscapes & redwood sprinkled hills. Trails are literally steps away.

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Top Guest favourite

An outdoor dining area is presented under a covered terrace, featuring a wooden table surrounded by several chairs. The view reveals a scenic coastline leading to the Atlantic Ocean, framed by rolling hills and distant mountains, illuminated by soft evening light.

Home in Santo Amaro

4.99 out of 5 average rating, 87 reviews

AtlanticWindow - Modern House, Stunning View

Pico Island, and especially Santo Amaro, has always been the holiday’s spot of our family. Here we grew up, we saw ships being built, we learnt how to swim, to fish and to live around nature. The dream of having our own place here, where to revisit the past, to rest and to enjoy the local genuine environment, has come true years later. The houses, built in a modern style, but with both inside and outside local stone details, were designed to take full advantage of the outstanding location an

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Guest favourite

An outdoor jacuzzi is positioned beneath a wooden pergola, offering panoramic views of the surrounding landscape, ocean, and distant village. The clear blue sky and scattered clouds create a tranquil atmosphere, enhancing the unique setting for relaxation.

Cabin in Madalena

4.94 out of 5 average rating, 103 reviews

Adega da Quinta - Casa do Camolas

Relax in this cottage with a unique and tranquil spot. Enjoy the fantastic view of Faial, the sea and the village of Madalena in the pool, Jacuzzi or sauna. Enjoy a beautiful wooden house in a unique and special place with a swimming pool, Jacuzzi and sauna. Benefit from the walking tours overlooking the wonderful Pico mountain. Our accommodations are located a 2-minute drive and a 20-minute walk from Vila da Madalena, and include a bedroom with a double bed and a living room with a sofa bed.

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Top Guest favourite

A terrace is showcased with two sun beds positioned for relaxation, overlooking unobstructed ocean views under a clear blue sky. The modern structure features sliding glass doors that lead inside, complementing the natural coastal environment.

Home in Ribeira Grande

4.93 out of 5 average rating, 30 reviews

Casa Oceano Pico

Casa Oceano Pico is a new, modern house nestled in one of the most beautiful and serene parts of the island, offering peace, tranquility, and lush greenery. With fabulous, unobstructed views of the Atlantic Ocean, you’ll find yourself immersed in natural beauty. Located just a 12-minute drive from the picturesque town of Lajes do Pico, and close to some of the island's most stunning natural pools, this home is ideal for solo travelers, couples, friends, families, and remote workers alike.

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Guest favourite

Home in Canto da Areia

5 out of 5 average rating, 11 reviews

House by the sea

Designed from the ground up with comfort and calm in mind. With clean lines, warm materials, and wide-open views, the house invites you to slow down and soak up Pico’s natural beauty — from the private jacuzzi under the stars to the soft silence of the mornings. Whether you’re here for a romantic escape or a laid-back family adventure, this space adapts to your pace. It’s intimate, spacious, and just far enough off the map to feel like your own private piece of the island.

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Top Guest favourite

A view of the sea framed by the open window, featuring two unique, bare trees on the shoreline. The calm water reflects the sky, while distant islands are visible on the horizon, creating a serene coastal scene.

Home in Madalena

4.95 out of 5 average rating, 221 reviews

Charming Beach House along the Ocean

Located minutes from downtown Madalena, “Casa da Barca” is a charming space granting guests picturesque views of the ocean and island of Faial from one side, and iconic Pico Mountain on the other. Walk only a few steps out the door and take a dip into natural pools or enjoy a refreshment at Pico’s award winning Cella Bar. Your host will welcome you with some cheese and wine, giving you a taste of the Acores and getting your palate ready for delicious island food.

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Guest favourite

Cabin in São Roque do Pico

5 out of 5 average rating, 7 reviews

Casa da Camélia

Casa de Campo, charming with views of the Vila de São Roque do Pico, Canal between Pico and São Jorge and the neighboring island of São Jorge. This house is a haven of tranquility, simplicity. Enjoy quiet days at this charming cottage, surrounded by nature. Ideal for those looking for rest, silence and beautiful landscapes. The house offers a cozy atmosphere with simple decor, large outdoor space and perfect areas for outdoor relaxation.

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Superhost

Home in São Roque do Pico

5 out of 5 average rating, 4 reviews

Pico Sereno - Casa Montanha | Mountain View

Casa Montanha is a cosy and secluded retreat on the island of Pico, ideal for those seeking tranquillity and contact with nature. With a privileged view of Pico Mountain, it combines comfort, privacy and Azorean charm. Surrounded by greenery, it offers a serene environment to relax after a day of hiking, whale watching or exploring the island. The perfect place to slow down, take a deep breath and create unforgettable memories.

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Superhost

An aerial view captures a serene landscape characterized by terraced vineyards and black stone walls, with a distant view of the Pico mountain under a dynamic sky. The layout includes several houses along winding roads, integrating the natural beauty of the area.

Tiny home in Lajido

5 out of 5 average rating, 4 reviews

Paraiso do Triângulo II

Landscape and nature are the keywords. Set in a vineyard in the middle of a protected landscape of vineyard culture, classified as a World Heritage Site by UNESCO, the surrounding environment is breathtaking. Surrounded by stone walls, the famous "vineyard corrals", wherever you look you will come across a fantastic view, being able to see Pico Mountain, Faial Island and São Jorge Island (Triangle Islands) and the sea.

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Top Guest favourite

A historic house is depicted with white walls and a red-tiled roof, surrounded by lush greenery. Steps lead up to the entrance, and several windows allow natural light into the space. The backdrop features a mountainous landscape.

Home in São Roque do Pico

4.99 out of 5 average rating, 71 reviews

Latada House | Historic Azorean Home in Pico

Casa da Latada is a historic family home in Cais do Pico, São Roque do Pico. Spacious, cozy, and renovated, it offers a comfortable stay with a warm, authentic atmosphere. Preserving original details and generations of family history, the house blends traditional character with modern comfort — ideal for enjoying Pico Island in a genuine and welcoming setting.

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Top Guest favourite

A tranquil bedroom features a spacious bed with light bedding and decorative pillows. Two woven pendant lights hang from the ceiling, providing soft illumination. A bedside table holds a lamp, and a small desk is visible against the wall, accompanied by a round mirror and a decorative plant.

Home in São Roque do Pico

4.96 out of 5 average rating, 139 reviews

Casa da Furna D'Água I (House of Furna D'Água I)

Furna D’Água I is a house with views to Pico Mountain and the island of São Jorge. The house is inserted in an old vineyard in the center of the village in the place of Cais do Pico, where the green of the vines, the black of the basalt and the aroma of the sea stand out. The ideal location for your holidays

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