Vacation rentals in Prainha

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Top-rated vacation rentals in Prainha

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Superhost

A spacious balcony extends from the house, featuring wooden furniture set against a backdrop of expansive ocean views. The structure combines stone and wood elements, with large glass windows reflecting the serene blue of the sea. Lush greenery frames the scene.

Villa in São Roque do Pico

5 out of 5 average rating, 20 reviews

Whale Watcher's House

Beautiful and spacious house, ideal for holidays with family or friends. The breath-taking view allows you to see the entire island of São Jorge and the canal, as well as bays and parishes on the beautiful and jagged north coast of Pico, with its undulating sea waves. The song of birds and the Atlantic waves are heard. Dine indoors or on the balcony watching the sunset, relax in the lounge chairs with a wonderful drink. All rooms have a view; living room with glass sliding doors which invite outdoors in. 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. Come see what you have been missing - you won’t want to leave.

Superhost

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 - the Atlantic Ocean inside the house

A window facing the sea and back on the slopes of the north coast of Pico Island. Sitting in the armchair, I set my gaze on São Jorge lying in the distance. At the foot of the house, the sea ripples like a purring cat. I close my eyes and smile, I found paradise... Old fishing cellar completely rebuilt in the first row facing the sea. The view is incredible, starting with the morning sunrise. It accommodates up to 6 people (4 people in beds and 2 on a sofa bed). Space with 4 environments.

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

New place to stay

House by the sea

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.

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 - "Vínea Lava" Vacation Home Prainha

The house "Vinea Lava" is 25 km from Pico Airport, 15 km from the cruise port of São Roque do Pico with daily connections to the island of São Jorge, Faial and others, 3 km from Diving Center in Santo Amaro, 300 m from the excellent natural pool and the crystal clear and pure sea, 1 km from the center of the parish, market, cafes, restaurant, bakery, ATM garden. About 3 km away is the Mystery of Prainha snack park, "Baia de Canas" beach and "Baia da Areia" beach.

Superhost

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 rustic stone house is visible amidst lush greenery, framed by rolling hills in the background. A winding path leads up to the entrance, bordered by well-maintained bushes and flowers. The sky is partly cloudy, adding to the serene landscape.

Home in Ilha do Pico

5 out of 5 average rating, 27 reviews

Terraced Houses 1

Relax in this paradise surrounded by nature and sea. Casa dos Socalcos is a charming space, located in Terra Alta, parish of Santo Amaro, where you will wake up in the middle of nature and with an extraordinary view of the Pico / São Jorge channel. The house has the amenities of a relaxed lifestyle. It has a bedroom / living room with 2 twin beds, a bathroom and a kitchen. The pedestrian trail "Caminho das voltas" passes right in front of the house.

Superhost

The sleeping area is furnished with two spacious beds, each adorned with light blue throws and neatly rolled towels. Above the beds, a decorative piece featuring sailboats adds a nautical touch to the room. Warm, subtle lighting enhances the calm atmosphere.

Apartment in Santo Amaro

4.85 out of 5 average rating, 79 reviews

"Apartment Melo" in Pico Island

Apartment all eqquiped in a quiet and beautifull small Village of Santo Amaro. You need to have a car or moto. Free parking Near the sea and swimming areas ATM in 2 minutes distance by car Café/ Snack Bar in 1 minute by feet Restaurant in 5 minutes by car Supermarket distance/time: 4,8km - 8 minutes by car Santo Amaro - São Roque do Pico: 16,1km - 25 minutes Santo Amaro - Madalena: 36,3km - 46 minutes

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

Port Wine Cellar - 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.

Superhost

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 - Exclusive house with sea view

Panoramic windows, wood-burning stove, kitchen including dishwasher, terrace, BBQ, Wi-Fi You can enjoy the exclusive comfort 'of your refuge' including fantastic sea view. On the spacious (about 3,500 m) beautifully landscaped property there are four identical cottages. All houses are nestled between numerous exotic trees and thus offer the space for cozy hours for two.

Superhost

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 (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

Superhost

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!