Vacation rentals in Cais do Pico

Farm stay in São Roque do Pico

4.89 out of 5 average rating, 55 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.

5 out of 5 average rating, 6 reviews

A bright living space features high wooden ceilings and large windows that allow natural light to illuminate the room. A comfortable sofa and two rattan chairs are positioned beside a TV unit, while a soft rug covers the floor.

Apartment in Açores

Cabana da Viscondessa One Bedroom Apartment

This comfortable One Bedroom apartment is conveniently placed in the middle of the island of São Jorge, not far from the airport and the town of Velas. The apartment has a living room, a bedroom, private bathroom and balcony, air conditioning, a well-equipped kitchen area, and TV. Inside the room the guests can choose between a king-sized bed or two separate beds. In the living room, the sofa can be converted into a bed, capable of accommodating a young person (or even 2 small children).

Apartment in São Roque do Pico

A private outdoor space is presented with a small concrete patio beneath an upper terrace. A single wooden chair is positioned on the patio, surrounded by neatly maintained greenery. The entrance to the interior is visible, featuring a glass door that allows natural light to enter.

4.99 out of 5 average rating, 114 reviews

CAIS 44 - Feels like home!

Located in São Roque do Pico, the Capital of Rural Tourism, secluded from the road, our tourist accommodation combines the comfort of a rural atmosphere with the convenience of its central location. Brand new comfortable two-bedroom ground-floor apartment (a double and a twin). Fully equipped kitchen. Within 300 meters you can find a car rental, a gas station, cafés and restaurants, 2 natural swimming pools, and a cycle/walkway. View of the channel and São Jorge, and the mountain.

4.95 out of 5 average rating, 183 reviews

A cozy kitchen area is featured, showcasing a wooden dining table surrounded by chairs. A stone fireplace contrasts with the wooden beams of the ceiling. Modern appliances, including a microwave and refrigerator, are visible, complemented by natural light streaming through a window.

Home in Madalena

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.

4.94 out of 5 average rating, 34 reviews

Lush green lawn is adorned with clusters of blooming hydrangeas in various shades of blue and purple. In the background, the expansive view of the Atlantic Ocean and Montanha do Pico create a serene landscape, framed by a wooden structure with glass elements.

Home in Pedro Miguel

Casa Vista Fantástica

This tradicional stone house rightly bears the name "Casa Vista Fantástica". Look forward to a fantastic, unobstructed view of the wide Atlantic Ocean and the neighboring island of Pico with Portugal's highest mountain "Montanha do Pico", 2,351m. The rooms go up to the roof and convey a great feeling of space. The jewel of the house is the large conservatory, wich is glazed on 3 sides inluding the roof, and which might be better be called a summer garden.

Superhost

A modern bathroom features a walk-in shower with glass panels, a sleek sink positioned on a dark countertop, and a circular mirror illuminated by a fixture. Eco-friendly toiletries are visible on the side, complemented by minimalistic decor and rustic wooden ceiling elements.

Apartment in São Roque do Pico

4.75 out of 5 average rating, 48 reviews

Casa da Esquila Pico Island 2

The house of Esquila 2 is an ideal apartment for a family of 4 people or friends. And also a sofa bed in the living room for the eventuality of an additional guest. The Natural Pools of Cais do Pico are in front, with a promenade where you can enjoy a morning stroll along the coast, take a dip in the ocean and return in time for a beautiful breakfast in the living room with a view of the sea and over the island of São Jorge.

5 out of 5 average rating, 101 reviews

Villa in Açores

Quinta das Almas

This Farm aims to provide a unique experience, combining the countryside, interaction with animals and enhancing the sharing of experiences, in a setting that mixes mountain and sea. Here, children can interact with the animals of the Educational Farm, benefiting from contact with nature and the rural environment. At the same time, families can enjoy different spaces for relaxation, meditation and yoga practice.

Two wooden lounge chairs are positioned towards the ocean view, framed by rugged stone walls. The vibrant blue sea extends to the horizon, with distant land masses visible under a clear sky, emphasizing a tranquil outdoor space ideal for relaxation.

5 out of 5 average rating, 9 reviews

SKY MOUNTAIN & SEA - SMS Azores

Muita luz, vista espantosa sobre o mar e onde se vê na sua plenitude a ilha de São Jorge. Primeira linha de Mar! Vista para a montanha do Pico, o ponto mais elevado de Portugal. Casa muito confortável, utilizámos madeira da ilha no seu interior. Uma muito boa localização entre a Madalena e São Roque e perto do Aeroporto. Cozinha bem equipada. Relaxe, leia, observe o mar, os barcos e a Montanha também.

Superhost

Home in Prainha de Cima

4.8 out of 5 average rating, 83 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!

4.9 out of 5 average rating, 52 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.

5 out of 5 average rating, 52 reviews

A charming building with a red roof is positioned in the foreground, surrounded by a stone wall. Behind it, a snow-capped mountain rises under a partly cloudy sky, while lush greenery is visible in the area.

Home in PT

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 located in the Landscape of the World Heritage Vineyard, it is very close to all the necessary resources (Health Center, Market, etc.). It has a bathing area a few meters away.

An exterior view of a stone house features a sloped roof and green shutters. A wooden porch extends from the front, providing access to the cozy interior. Nearby, an outdoor barbecue area is visible, surrounded by local vegetation and rocky terrain under a partially cloudy sky.

4.98 out of 5 average rating, 110 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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Other great vacation rentals in Cais do Pico

5 out of 5 average rating, 24 reviews

Home in Criacao Velha

Atlantic Heritage Luxury Villa

Frederico Campos CostaRating, 5 stars2 weeks ago

No words can describe our experience at this amazing vila. It was absolutely amazing: the house itself is very well located, the views are stunning. Marcos and Diana were very helpful in everything we needed. Pico island is an amazing place on earth and to get to know the island like we did was only possible with this 5 star accommodation. We chilled, we had swims in the infinity pool, had great barbecues…I will be back for sure. Thanks to all the staff and especially to Marcos for all the hospitality and kindness.

A scenic pathway leads towards the ocean, flanked by lush greenery and traditional stone structures. The clear blue sky complements the vibrant landscape, with the vast Atlantic Ocean visible in the background, enhancing the tranquil setting.

Home in Santo António

5 out of 5 average rating, 4 reviews

Chestnut House

IsabelleRating, 5 stars8 months ago

We absolutely loved our stay! The house was very cozy with stunning views and perfectly located near beautiful natural swimming rock pools. We had a fantastic time exploring the area and relaxing. We hope to return someday. Highly recommend!

A two-story house is framed by lush greenery, with a mountainous landscape in the background. The exterior showcases a combination of white walls and a red-tiled roof, while a stone wall encloses the property. Clear blue skies enhance the overall view.

4.57 out of 5 average rating, 14 reviews

Adega do Pereirinha

CaitlinRating, 5 stars8 months ago

Very spacious house with a nice porch and view, with a really nice swimming area/natural piscina just a 10 minute walk down the road. In general, we felt like Sao Roque as a town didn't have a ton to offer in terms of walkable restaurants and things to see, but the town was great landing spot for then traveling around the island as it's proximate to Madelena, Lajes, etc.

The living area showcases a blend of natural stone and wooden beams, featuring a comfortable seating arrangement with bright cushions. A dining table is set for six, complemented by soft lighting from hanging fixtures. Green plants add a touch of freshness to the space.

Cottage in São Roque do Pico

4.72 out of 5 average rating, 69 reviews

Pike Cliffs - Rural House with an amazing view

KendalRating, 5 stars1 month ago

Ocean views for days...this place has a god-smacking view of the north coast and Sao Jorge. We were 2 couples and this place was perfect. A welcome basket has the essentials to get you through the first 24 hours. There are 2 large, comfortable bedrooms downstairs with walkouts to a patio. Their full 3 piece bathroom is on the main floor. The third, separate bedroom has its own full ensuite bath. The kitchen is well equipped and functional. There are 2 patios facing the fields and sea with an outdoor kitchen area. Pike, Francisco and Vania are always only a text away and are so helpful and very accommodating.

Villa in São Roque do Pico

An outdoor dining area is situated under a wooden pergola, featuring a large table set for a gathering. The house, painted blue, overlooks the Atlantic Ocean, with a grassy landscape surrounding the area.

4.94 out of 5 average rating, 16 reviews

Sea Gates House

ValdasRating, 5 stars3 weeks ago

Nice place with beautiful views! Exactly what we expected. We would come back without hesitation.

A glass of red wine is positioned on a white surface, overlooking a green landscape and the ocean. The distant outline of a neighboring island is visible against a partly cloudy sky, providing a serene view of Pico Island's natural beauty.

5 out of 5 average rating, 9 reviews

~The View Of The Blue~

ChristianRating, 5 stars8 months ago

Breathtaking views from the terrace and living room. Top equipped kitchen with numerous ingredients for cooking. Very large and cozy living room. Compared to the rest of the apartment, the bathroom is a bit outdated. Marianna was a very nice hostess.

An inviting living area features a high wooden ceiling and two red sofas facing each other. Large glass doors lead to a balcony, allowing natural light to fill the space. A soft rug is placed on polished wooden flooring, complementing a bookcase in the corner.

4.6 out of 5 average rating, 5 reviews

My Home

KamilaRating, 5 stars11 months ago

Luis is very nice host, house is huge and beautiful. Thank you

A scenic view is presented, showcasing vibrant green meadows and gently rolling hills under a clear blue sky. The landscape features a small, white house alongside a stone wall, with distant mountains enhancing the rural charm. Power lines subtly traverse the scene.