Vacation rentals in Prainha

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Top-rated vacation rentals in Prainha

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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

4.82 out of 5 average rating, 49 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, 54 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.

Top guest favorite

A private wooden deck features two red rocking chairs, surrounded by lush greenery. Eucalyptus trees stand tall, adding to the serene atmosphere. The structure above has a thatched roof, and the wooden rails create a rustic feel, inviting relaxation in nature.

Apartment in Açores

5 out of 5 average rating, 27 reviews

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).

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.

Guest favorite

The exterior showcases a stone house with a conservatory featuring large windows that provide an unobstructed view of the Atlantic Ocean and the island of Pico. Lush green lawn and blooming hydrangeas add color to the landscape under a clear blue sky.

Home in Pedro Miguel

4.95 out of 5 average rating, 39 reviews

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 stone apartment is nestled among lush greenery and colorful hydrangeas. A winding pathway leads to the entrance, framed by vibrant foliage and tropical plants, with a clear blue sky overhead enhancing the serene outdoor environment.

Home in Terra Alta

4.89 out of 5 average rating, 19 reviews

Modern Apartment w/ Ocean View

Experience elegance in this one-bedroom, one-bathroom apartment, inspired by Azorean architecture and crafted from native lava rock. Timeless design meets modern luxury, complete with the latest amenities. Nestled in a vibrant garden, a secluded patio offers a serene space to enjoy morning coffee, with the Atlantic's expanse and São Jorge Island's silhouette enhancing the horizon. Follow us @highlandhomes.pico on IG

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

4.91 out of 5 average rating, 47 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.

Top guest favorite

A charming exterior view showcases a two-story house with a balcony, surrounded by lush greenery and colorful flowering plants in terracotta pots. A stone pathway leads up to the entrance, offering glimpses of the natural landscape and distant hills.

Home in Santo Amaro

4.96 out of 5 average rating, 81 reviews

Casa do Gato Preto

Situada numa zona calma da freguesia de Santo Amaro onde acorda no meio da natureza com uma vista fantástica para o mar e ilha de São Jorge. Atrás surgem as encostas da zona norte da ilha. A cerca de 200 mt encontra a zona balnear do Portinho. A casa está equipada com uma televisão de ecrã plano com canais por cabo, ar condicionado e WI-FI. Tem um quarto /sala com cama de casal. uma casa de banho e uma cozinha.

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

4.8 out of 5 average rating, 91 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!

Superhost

The exterior of a stone building is shown, featuring a staircase leading to a raised terrace. The terrace is covered with a canopy, offering views of the surrounding green mountains. The landscape includes a mix of natural vegetation and neatly arranged stones.

Villa in Prainha

4.92 out of 5 average rating, 13 reviews

Adega do Porto - Adegas do Pico

Adega do Porto 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 about 250 meters from the sea and center of the village, 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, 119 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

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, 110 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!