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Vacation rentals in São Roque do Pico

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Top-rated vacation rentals in São Roque do Pico

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
The exterior of the stone house is showcased, featuring large glass windows that invite natural light. Surrounding flora includes colorful flower beds, while the backdrop of rolling hills and misty mountains enhances the serene environment.
Villa in São Roque do Pico
5 out of 5 average rating, 14 reviews

Casa do Ilhéu

Dream house, in stone, like all, and with modern design, with a rustic touch. It offers two bedrooms and a complete bathroom on the ground floor. On the upper floor, be dazzled and enjoy the beautiful and large balcony where you can relax on the loungechairs or dine al fresco, with an amazing view of the canal and the whole island of São Jorge. It should be noted that, taking into account that the two floors are connected by an interior staircase, it is not advisable for families with young children. It also has a totally unobstructed view of the bays and parishes of the beautiful and indented north coast of Pico on your left.The interior space, in open spacestyle ,is modern and relaxed sophisticated, with a fully equipped kitchen, living and dining room. As if that were not enough, there is an additional treat: on the left side you will experience a sunset of those surreal and sublime - perfect and unforgettable. All rooms with a view and the living room with ceiling-to-floor glass sliding doors that open the interior to the exterior. Bearing in mind that Casa do Ilhéu is on a slope, it is not recommended for people with motor difficulties and small children. This house is part of a small family resort, within which is available the Magma restaurant, a grocery store, a yoga room and a heated swimming pool. Come live this dream ...

Guest favorite
A rocky coastline meets the vibrant blue ocean, with gentle waves lapping at the shore. A thatched umbrella provides shade on a flat stone surface, where individuals relax under the sun. In the distance, an island silhouette is visible against the horizon.
Farm stay in São Roque do Pico
4.87 out of 5 average rating, 69 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.

Guest favorite
Home in Canto da Areia
5 out of 5 average rating, 5 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.

Top guest favorite
Cabin in Santana
5 out of 5 average rating, 17 reviews

Casinha Melissa

What you can expect at Casinha Melissa: • queen-size bed with memory foam mattress • USB/USB-C ports built-in to the light socket at each bedside table • 43" Smart TV for streaming on all major apps or watching cable • WIFI connection with high-speed internet • ceiling fan • air-conditioning/heating system • private on-site laundry with steam dryer option or clothesline located behind the house (clothes pins provided) • personal picnic table • firewood for the fire pit

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
4.81 out of 5 average rating, 54 reviews

Pico Formoso - "Vínea Lava" Vacation Home Prainha

The "Vinea Lava" house 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 the Diving Center in Santo Amaro, 300 m from an excellent natural pool and the crystal clear sea, 1 km from the center of the parish, market, cafes, restaurant, bakery, ATM, garden. About 3 km away is the picnic park of Mistério da Prainha, "Baia de Canas" beach and "Baia da Areia" beach.

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, 211 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.

Guest favorite
An open living area showcases a modern design with wooden ceilings and a staircase. A spacious gray sofa faces a dining table surrounded by black chairs, while a dark kitchen is visible in the background, featuring sleek cabinetry and appliances.
Home in Prainha
4.96 out of 5 average rating, 45 reviews

Adega do Cachalote (Sperm Whale Cellar)

Adega do Cachalote is located in Prainha, one of the most beautiful parishes on the island of Pico. It has 2 bedrooms, 1 bathroom and a fully equipped kitchen. It has a flat-screen TV and air conditioning. Outside there is a barbecue and a magnificent view of the sea and the island of S. Jorge. It also has free private parking. The sandy beach, unique to Pico Island, is about 5 minutes away and can be easily reached on foot, enjoying a breathtaking landscape.

Top guest favorite
The image features a wooden structure with large glass doors, adjacent to a rectangular swimming pool. Surrounding trees and a clear blue sky enhance the serene outdoor setting. A jacuzzi and seating area are visible, situated on a stone patio beside the pool.
Cabin in Madalena
4.97 out of 5 average rating, 60 reviews

Quinta-Casa da Pipas Winery

Relax to the sound of nature in this calm and elegant space, enjoying a pool, Jacuzzi and sauna on a farm with a paradisiacal view of Vila da Madalena, the sea and Faial Island, and benefit from the pedestrian walks with a view of the Pico mountain. Our accommodations are located 2 minutes by car and 20 minutes on foot from Vila da Madalena, and include a bedroom with a double bed and a living room with a sofa bed. You can enjoy a sauna and a fire pit.

Guest favorite
Apartment in Horta
4.88 out of 5 average rating, 100 reviews

Casa da Paula

Spacious and comfortable 3-bedroom apartment located in the heart of Horta, ideal for families or groups looking to explore the island of Faial in peace. With three bedrooms, the space offers all the comforts needed for longer stays, making it perfect for those looking to explore the island at their own pace with all the comforts of home.

Guest favorite
A cozy living area features a soft, neutral-toned sofa, complemented by exposed stone walls and wooden accents. The space includes a well-equipped kitchen area and a well-lit sleeping space with a spacious bed, creating a blend of rustic charm and modern convenience.
Apartment in Horta
5 out of 5 average rating, 7 reviews

"Hommage" Suite 2

Welcome to our beautifully restored historic house in the heart of Horta. This stunning building has been thoughtfully renovated to the highest standards, blending its rich heritage with modern luxury. Each of our unique apartments/suites is a tribute to the building’s past, offering an authentic experience with contemporary comfort.

Top guest favorite
A rustic structure with a tiled roof is framed by lush greenery, situated near the base of a towering mountain. The building features large windows, allowing natural light to fill the interior, while the distinctive mountain peak rises prominently in the background.
Home in PT
5 out of 5 average rating, 64 reviews

Adega Fraga - Cabrito Ilha do Pico Açores

Our Winery is the ideal space to rest. It is by the sea, you have a magnificent view of the mountain. Although it is in a more isolated area, as it is located in the Landscape of the World Heritage Vineyard, it is very close to all the necessary resources (Health Center, Market, etc.). It has a bathing area a few meters away.

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, 132 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

Popular amenities for São Roque do Pico vacation rentals

  1. Airbnb
  2. Portugal
  3. Azores
  4. Ilha do Pico
  5. São Roque do Pico