Vacation rentals in Cais do Pico

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Top-rated vacation rentals in Cais do Pico

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

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Top guest favorite

A scenic view of Casinha Kevin's exterior is presented, showcasing its intimate setting within a landscaped yard. The tiny home is framed by vibrant greenery, with seating arranged around a central fire pit on the stone patio, creating an inviting outdoor space.

Home in Santana

5 out of 5 average rating, 6 reviews

Casinha Kevin

What you can expect at Casinha Kevin: • queen-size bed with memory foam mattress • USB/USB-C ports built-in to the light socket at each bedside table • 43" Smart TV for streaming on all major apps or watching cable • WIFI connection with high-speed internet • Air-conditioning/heating system and Ceiling Fan • Private on-site laundry with steam dryer option or clothesline located behind the house (clothes pins provided) • Personal picnic table • Firewood for the fire pit

Top guest favorite

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, 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.

Top guest favorite

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.

Vacation home in Madalena

4.96 out of 5 average rating, 162 reviews

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.

Superhost

A large window offers a panoramic view of the ocean and surrounding greenery. The seating area below features a cushioned bench, and soft curtains frame the view, allowing natural light to fill the space. Decorative elements are subtly placed around the area.

Home in Prainha de Cima

4.81 out of 5 average rating, 95 reviews

Fish House 3

O paraiso na terra. A vista mais bonita do mundo! Maravilhosa casa construida de raiz recentemente, situada na Prainha de Cima ( zona Norte da ilha do Pico) com vista deslumbrante sobre o canal e sobre a ilha de São Jorge. Composta por 2 pisos com 2 janelas panorâmicas, pode alojar 4 pessoas, 2 no quarto e 2 na sala em sofá-cama. Tem 2 WC's completos. Vale mesmo a pena acordar para ver o nascer do sol!

Guest favorite

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.

Home in São Roque do Pico

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.

Top guest favorite

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

4.97 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

Top guest favorite

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.

Home in São Roque do Pico

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.

Top guest favorite

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 in Santo Amaro - S. Roque do Pico

4.95 out of 5 average rating, 116 reviews

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!

Guest favorite

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 in Bandeiras

4.8 out of 5 average rating, 123 reviews

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.

Top guest favorite

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

4.98 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.

Apartment in São Roque do Pico

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.

Guest favorite

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.

Home in Calheta

4.88 out of 5 average rating, 261 reviews

Cube Getaway

Typical Casa de Fajã, located on the North Coast of the island of São Jorge, in the only place in the Azores with the award of the 7 Wonders of Portugal, in the category "Villages of the Sea".