Vacation rentals in Prainha

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Top-rated vacation rentals in Prainha

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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, 35 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?

Superhost

An outdoor seating area is presented under a wooden pergola with a sloped roof. Two lounge chairs and a wooden dining set create a welcoming space, while a low stone wall and lush greenery provide a natural backdrop. Sunlight filters through the open structure.

Villa in Prainha

4.83 out of 5 average rating, 52 reviews

Pico Formoso - Casa Férias "Vínea Lava" Prainha

A casa "Vinea Lava" fica a 25 km do Aeroporto do Pico, a 15 Km do porto de cruzeiros de São Roque do Pico com ligações diárias para a ilha de São Jorge, Faial e outras, a 3 km de Centro de mergulho em Santo Amaro, a 300 m de Piscina natural excelente e do mar cristalino e puro, a 1 km do centro da freguesia, de mercado, cafés, restaurante, padaria, multibanco jardim. A cerca de 3 km encontra-se o parque de merendas do Mistério da Prainha, praia da "Baia de Canas" e praia da "Baia da Areia".

Guest favorite

A dining area is set by the sea, featuring a wooden table with elegant glassware and plates arranged neatly. Comfortable chairs are positioned around the table, offering a scenic view of the ocean and distant land. The calm water reflects a serene atmosphere.

Home in Prainha

4.98 out of 5 average rating, 56 reviews

Janela do Porto - o Atlântico dentro de casa

Uma janela de frente para o mar e costas nas encostas da costa Norte da Ilha do Pico. Sentado na poltrona pouso o olhar em São Jorge lá deitado ao longe. Nos pés da casa o mar enovela-se como gato que ronrona. Fecho os olhos e sorrio, encontrei o paraíso... Antiga adega de pesca totalmente reconstruída na primeira fileira de frente para o mar. A vista é incrível a começar com o nascer do sol matutino. Abriga até 6 pessoas (4 pessoas em camas e duas em sofá cama). Espaço com 4 ambientes.

Superhost

A tranquil bedroom features a spacious bed adorned with a light-colored quilt and decorative pillows. Large glass doors offer views of the outdoor landscape, while a modern pendant light hangs overhead, casting a warm glow on the clean lines of the interior.

Home in Canto da Areia

5 out of 5 average rating, 3 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.

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, 197 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

Two wooden lounge chairs are positioned to face a panoramic view of the coastline and lush mountains in the background. The clear blue sky and fluffy white clouds enhance the serene atmosphere of this outdoor setting.

Home in Prainha

4.92 out of 5 average rating, 48 reviews

Refúgio do Pico - Exklusives Haus mit Meerblick

Panoramafenster, Kaminofen, Küche inklusive Spülmaschine, Terrasse, Grill, W-LAN Genießen Sie den exklusiven Komfort 'Ihres Refugiums' inklusive fantastischem Meerblick. Auf dem weitläufigen (ca. 3.500 m² großen) schön angelegten Grundstück befinden sich vier baugleiche Ferienhäuser. Alle Häuser liegen eingebettet zwischen zahlreichen exotischen Bäumen und bieten so den Freiraum für gemütliche Stunden zu zweit.

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, 94 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!

Top guest favorite

A rocky coastline meets calm, clear waters, with dark volcanic stones contrasting with the blue hues of the sea. Irregularly shaped rocks are partially submerged, while patches of greenery are visible along the shore, enhancing the natural landscape.

Home in Santo Amaro

4.92 out of 5 average rating, 170 reviews

Casa Acima da Rocha

A Casa Acima da Rocha, está a “um palmo e meio” das pedras da costa com uma vista magnífica sobre o canal Pico- São Jorge, onde se poderá embalar com o sussurrar das ondas do mar e o canto dos cagarros. É uma casa recentemente reconstruída decorada maioritariamente com recicláveis, otimizando os materiais existentes e simultaneamente proporcionando conforto a quem dela usufrui.

Top guest favorite

A stone house is depicted with a window featuring gray shutters opened outward. The view beyond displays the sea, while a wooden chair is positioned near the house, providing a serene spot to enjoy the surroundings.

Home in Prainha

4.92 out of 5 average rating, 38 reviews

Adega do Garajau - Adegas do Pico

Adega do Garajau belongs to Adegas do Pico, a set of 13 stone houses located in Praínha, Pico island, where the guests enjoy the hospitality and the feeling of the traditional Azorean village. This house is located in front of the sea, with a great view to the sea and São Jorge Island. Local grocery shop, restaurant and Tapas&Wine house within walking distance.

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, 121 reviews

Casa da 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

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, 112 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!