Holiday rentals in Cais do Pico

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.

4.95 out of 5 average rating, 201 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.

4.96 out of 5 average rating, 162 reviews

A traditional wine house with red accents is framed by dark lava stones, set against the backdrop of Pico Mountain, topped with snow. A clear sky with a visible moon enhances the serene landscape, inviting guests to experience the uniqueness of the surroundings.

Holiday home

Ocean view in UNESCO Heritage Site

Solar-powered wine house located in the Landscape of Pico Island Vineyard Culture - a UNESCO World Heritage Site. Just a couple of minutes driving from Madalena village, this traditional and remodeled wine house has its own vineyard on the backyard. A cozy space for two with a bedroom, kitchenette open to living room and a bathroom. The wine house is overlooking the ocean, Faial island and Pico mountain.

An open-plan living area is presented, featuring a wooden ceiling and earthy yellow flooring. A dining table with yellow chairs is visible, alongside a kitchenette equipped with essential appliances. Bright natural light filters through large windows, creating a warm and inviting space.

4.95 out of 5 average rating, 129 reviews

Casinha Pim - Front of Beach/city house

Casinha em frente à praia de Porto Pim, com uma vista incrível e bem equipada. A 5 min. a pé do centro da cidade Tem TV cabo e Wi-Fi. Estacionamento gratuito perto de casa e espaço para guardar as suas bicicletas dentro de casa. Situa-se num antigo bairro de pescadores de frente para a baía e praia de Porto Pim e para o Forte de São Sebastião, muito agradável, tradicional e muito muito calmo.

A modern living area is presented with a flat-screen TV mounted on a white wall. A small potted plant adds a touch of greenery beside a minimalist shelf. Two light wood coffee tables accompany a comfortable gray sofa, creating a functional and inviting space.

4.92 out of 5 average rating, 61 reviews

Azores Black Mountain House/Pico Island

Black Mountain House is located in São Roque do Pico, capital of Rural Tourism and 10 minutes from the airport, in a quiet area 3 kilometers away from rent-a-car, gas station, cafes, restaurants, Hyper Market, convenience stores and natural pools. The house has stunning views of the island of São Jorge and the Pico Island Mountain.

A rustic structure with a tiled roof is framed by lush greenery, situated near the base of a towering mountain. The building features large windows, allowing natural light to fill the interior, while the distinctive mountain peak rises prominently in the background.

5 out of 5 average rating, 59 reviews

Adega Fraga - Cabrito Ilha do Pico Açores

Our Winery is the ideal space to rest. It is by the sea, you have a magnificent view of the mountain. Although it is in a more isolated area, as it is inserted in the Landscape of the Vine-Patrimonium of Humanity, it is very close to all the necessary resources (Health Center, Market, etc.).There are a few meters away.

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.

4.97 out of 5 average rating, 124 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

A serene garden area is presented, featuring a stone pond with water lilies and a palm tree nearby. Colorful potted plants are arranged around the pond, and a shaded seating area is visible under a trellis in the background. The clear blue sky enhances the outdoor space.

4.98 out of 5 average rating, 43 reviews

Modern one bedroom with panoramic Ocean views

This special place is close to everything, making it easy to plan your visit.With 20 acres of gardens and over 80 variety's of fruit for your enjoyment , { depending on the season } Bananas , oranges , guavas , macadamias and so many more and breathtaking views to regenerate your soul.

4.95 out of 5 average rating, 116 reviews

An aerial view showcases a stone house surrounded by lush greenery and terraced gardens. A private heated pool is centrally located within a well-maintained lawn, complemented by outdoor seating and parking space along a circular driveway.

Cottage

Casa do Caisinho Pico - Heated pool near sea

Stay in a dream lava home with a heated outdoor pool and an incredible sea view. Close to the sea, this lava house was fully restored from the ruins of a hundred-year-old lava house. We just installed the pool heating system so that, even in Winter, you can have a swim - Bliss!

4.8 out of 5 average rating, 123 reviews

A mountain rises majestically in the background, partially obscured by clouds, with a bright sun illuminating the scene. In the foreground, a simple structure, likely used for living, is surrounded by lush greenery and tall grass.

Cottage

Boanova vineyard house is a rural romantic cottage

Kick back and relax in this calm, stylish space located in Bandeiras right on hiking trails. Enjoy the natural views to the ocean or of the mountain right from the patio and if you like a good walk there are plenty of trails to explore.

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.

4.98 out of 5 average rating, 60 reviews

Casa Da Latada - Restored 19th Century Home

Casa da Latada is a historical family home, located at Cais do Pico, in the village of São Roque do Pico. This spacious and cozy property has been recently renovated and its layout offers a relaxing and comfortable stay.

Superhost

An open-concept living area features a dining table with a glass top surrounded by light-colored chairs. A cozy sofa is positioned against the wall, with a decorative cushion. The space is illuminated with wall lights, and a modern refrigerator stands nearby.

Flat

4.77 out of 5 average rating, 61 reviews

Casa da Esquila Pico Island 1

Reconnect with nature on this unforgettable getaway. If you value peace and nature most of all, look no further. Enjoy this experience and central location in front of the Natural Pools of Cais do Pico.

A traditional stone house is surrounded by green grass and decorative plants. A hammock is gently hung beneath a wooden pergola. Visible are the terracotta roof and wooden doors, providing a rustic charm to the exterior. Lush mountains can be seen in the background.