Vacation rentals in Prainha

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Top-rated vacation rentals in Prainha

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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 - 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.

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).

Top 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, 71 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.

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

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.

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

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.

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 - 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.

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!