Vacation rentals in Cais do Pico

Farm stay in São Roque do Pico

4.89 out of 5 average rating, 56 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, 24 reviews

A wooden cabin is positioned amidst lush greenery, surrounded by tall trees. The cabin features a deck with two red chairs, inviting relaxation in a natural setting. Bright sunlight filters through the trees, illuminating the vibrant foliage.

Apartment in Açores

Cabanas da Viscondessa Studio

Merge with the lush nature of São Jorge Island in this comfortable studio, conveniently placed in the middle of the island of São Jorge, not far from the airport and the town of Velas. This studio has private bathroom and balcony, air conditioning, a well-equipped kitchen area, TV, blackouts and free high speed internet. The guests can choose between a king-sized bed or two separate beds. And there is a sofa that can be used as an extra bed for a small child (under 130cm in height).

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, 184 reviews

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

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, 35 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

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

The exterior view highlights a stone house with a terracotta roof, surrounded by lush greenery and a vast blue ocean. A staircase leads down to a patio area furnished with a white table and chairs, providing an inviting space for relaxation.

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!

4.91 out of 5 average rating, 53 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.

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, 111 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.

4.97 out of 5 average rating, 31 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.

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Popular amenities for Cais do Pico vacation rentals

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Other great vacation rentals in Cais do Pico

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.

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, 10 reviews

~The View Of The Blue~

JoostRating, 5 stars2 days ago

Nice and warmly decorated apartment where you feel right at home with beautiful views over the ocean! Anything you need is present. Location is great for exploring the island. Marianna is a very pleasant and helpful woman with good tips. Recommended!

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

5 out of 5 average rating, 17 reviews

An expansive outdoor space features a sleek swimming pool surrounded by sun loungers. A rustic stone table is positioned nearby, providing an ideal spot for dining. The structure's large windows allow for ample natural light, and the backdrop showcases lush greenery and distant mountains.

Villa in Madalena

PicoTerrace

KamyRating, 5 stars1 month ago

One of the nicest, most beautiful properties we have ever stayed in!! Cannot say enough about the views, spotless and very comfortable, with attention to detail and warm greetings from the host, including wine, bread, ham and cheese when we arrived. All so thoughtful, and playing three holes of mini golf was a fun addition. Highly recommend!

Farm stay in São Roque do Pico

5 out of 5 average rating, 5 reviews

Waka_Land_Azores

DeidreRating, 5 stars12 months ago

Our family of 7 spent a wonderful week at Paula’s magical WakaLand compound. We spread out in all 3 houses( 2 with WiFi and 1 without) and enjoyed the beautiful and peaceful location. The houses were clean and well outfitted with all of the necessities. The pool, BBQ , outside seating at each house and beautiful landscaping made it difficult to leave the property to explore the island of Pico. Paula was always responsive and provided excellent information regarding local restaurants, tour companies and things to do on the island. She even purchased a washing machine so that we could do laundry on site. We thoroughly enjoyed our stay at WakaLand and hope to return soon!