Vacation rentals in Cais do Pico

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Top-rated vacation rentals in Cais do Pico

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Guest favorite

A stone cottage is framed by lush greenery, overlooking the ocean. The structure features a wooden roof and expansive glass walls that provide panoramic views. The landscape includes a mix of native plants and stones, enhancing the natural setting.

Villa in São Roque do Pico

5 out of 5 average rating, 43 reviews

Casa da Canada

Would you like to live in a stone cottage, rustic, but with a modern ambiance and interior, comfortable, romantic, ideal for two with stunning views? You're in the right place, it's here. There is a deck with lounge chairs, a stone barbecue, the full view of the island of São Jorge and the canal. From its left side, the cliffs of the parishes of São Roque, Praínha and Santo Amaro do Pico, crashing waves and fluttering birds; a sunset to fall in love with… 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. The living room has glass sliding door that open the interior nature and the views. What are you waiting for?

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Superhost

A relaxing outdoor patio area is shown, featuring a large umbrella providing shade. A patterned rug is laid on the white surface, complemented by colorful cushions. The ocean and green hills are visible in the background under a partly cloudy sky.

Home in Horta

4.83 out of 5 average rating, 40 reviews

Cliff House | Azores splendid Ocean View

A refurbished cottage with splendid views on the South of Faial Island, 2Km from Horta. A quiet and unique setting for some memorable vacations. Only 15 minutes walk from Horta city center, close enough to visit the marina or Peters Cafe Sport by foot but far away enough to have complete privacy and stunning ocean front views. An almost 100 year old sea front house turned in to a comfortable and picturesque cottage by the sea. If you have any questions, please feel free to contact us directly.

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Guest favorite

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, 73 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 favorite

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 favorite

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

Relaxe neste cottage com um spot único e tranquilo. Aprecie na piscina, jacuzzi ou sauna a vista fantástica sobre o Faial, o mar e a vila da Madalena. Desfrute de uma linda casa em madeira num lugar único e especial com piscina, jacuzzi e sauna. Beneficie dos passeios pedestres com vista para a maravilhosa montanha do Pico. As nossas acomodações situam-se a 2 minutos de carro e 20 minutos a pé da Vila da Madalena, incluem um quarto com cama de casal e uma sala que dispõe de sofá cama.

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Guest favorite

The interior of a wooden tent features natural wood paneling and large windows allowing views of the surrounding greenery. A spacious bed is dressed in white linens, with a light yellow throw at the foot. A kitchenette and small workspace are visible, enhancing convenience.

Tent in Horta

4.99 out of 5 average rating, 74 reviews

Azul Singular - Couple Tent

Azul Singular - Parque de Campismo Rural é o primeiro parque de Glamping dos Açores. Situado no coração de uma plantação de plantas ornamentais, na ilha do Faial, esta é a nossa versão de paraíso que queremos partilhar com quem gosta de um retiro muito ligado à Natureza. Os nossos inovadores alojamentos-tenda unem o conforto da madeira à leveza do canvas. Se não encontrar disponibilidade na nossa Couple Tent, veja as nossas outras tendas disponíveis no nosso perfil - Azul Singular.

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Guest favorite

Home in Canto da Areia

5 out of 5 average rating, 12 reviews

Casa Al Mare

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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Guest favorite

Cabin in São Roque do Pico

5 out of 5 average rating, 7 reviews

Casa da Camélia

Casa de campo, charmosa com vista para a Vila de São Roque do Pico, Canal entre Pico e São Jorge e a vizinha ilha de São Jorge. Esta casa é um refúgio de tranquilidade, simplicidade. Desfrute de dias tranquilos nesta encantadora casa de campo, rodeada pela natureza. Ideal para quem procura descanso, silêncio e paisagens bonitas. A casa oferece um ambiente acolhedor com decoração simples, espaço exterior amplo e áreas perfeitas para relaxar ao ar livre.

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Guest favorite

Home in São Roque do Pico

5 out of 5 average rating, 6 reviews

Pico Sereno - Casa Montanha | Vista Montanha

Casa Montanha é um refúgio acolhedor e reservado na Ilha do Pico, ideal para quem procura tranquilidade e contacto com a natureza. Com uma vista privilegiada para a Montanha do Pico, combina conforto, privacidade e charme açoriano. Rodeada por vegetação, oferece um ambiente sereno para relaxar após um dia de trilhos, observação de baleias ou descoberta da ilha. O local perfeito para desacelerar, respirar fundo e criar memórias inesquecíveis.

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Superhost

A wooden interior features a large window showcasing a panoramic view of the landscape, including rolling hills and the distant mountain peak. A cozy seating area is found below the window, accompanied by two wooden tables and multiple chairs, all bathed in soft, natural light.

Home in São Roque do Pico

4.71 out of 5 average rating, 14 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.

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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

4.99 out of 5 average rating, 71 reviews

Casa da Latada | 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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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

4.91 out of 5 average rating, 74 reviews

Azores Black Mountain House/ Ilha do Pico

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.

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