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Vacation rentals in Ilha do Pico

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Top-rated vacation rentals in Ilha do Pico

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Superhost
Home in São Roque, Ilha do Pico
4.79 out of 5 average rating, 38 reviews

Casa da Figueira

House of Figueira, a charismatic and modern house. We adapted the architecture to insert it in a natural and graceful way on the extremely sloping terrain, resulting in a duplex with the two rooms on the lower floor, both with a spectacular view of the sea, the island of São Jorge and a wonderful sunrise. Its sumptuous balcony that includes stone barbecue has an unobstructed and stunning view of the entire island of São Jorge, the beautiful canal and a garden.Upstairs, dazzle yourself again and enjoy a drink in lounge chairs or outdoor dining with unsurpassed views. The interior space, in open space style , is cozy and comfortable. As if that were not enough, there is an additional treat: on the left-hand side of the porch, a sunset like a Hollywood movie, so perfect that it looks like a mirage. All rooms have views and the room with glazing from ceiling to floor on sliding doors open the interior to the exterior reminiscent of heaven on earth. Yeah, it's here.

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, 41 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?

Top guest favorite
A glass of red wine is positioned on a white surface, overlooking a green landscape and the ocean. The distant outline of a neighboring island is visible against a partly cloudy sky, providing a serene view of Pico Island's natural beauty.
Home in São Roque do Pico
4.97 out of 5 average rating, 32 reviews

~The View Of The Blue~

Nestled up on a charming hilltop with stunning panoramic views, you cannot go wrong with this guesthouse. The View of The Blue is the space that appeals to all of your senses & to truly relax & take in the many natural wonders that Pico Island offers. Located 5kms from São Roque centre & ferry terminal,offering shops/restaurants/bakeries/cafes/museums/natural ocean pools & a starting point to Mt. Pico road&elsewhere. Private & Spacious Home. Value & Tranquility. Take A View & See You Soon.

Top guest favorite
An outdoor dining area is presented under a covered terrace, featuring a wooden table surrounded by several chairs. The view reveals a scenic coastline leading to the Atlantic Ocean, framed by rolling hills and distant mountains, illuminated by soft evening light.
Home in Santo Amaro
4.99 out of 5 average rating, 85 reviews

AtlanticWindow - Modern House, Stunning View

Pico Island, and especially Santo Amaro, has always been the holiday’s spot of our family. Here we grew up, we saw ships being built, we learnt how to swim, to fish and to live around nature. The dream of having our own place here, where to revisit the past, to rest and to enjoy the local genuine environment, has come true years later. The houses, built in a modern style, but with both inside and outside local stone details, were designed to take full advantage of the outstanding location an

Top guest favorite
A terrace is showcased with two sun beds positioned for relaxation, overlooking unobstructed ocean views under a clear blue sky. The modern structure features sliding glass doors that lead inside, complementing the natural coastal environment.
Home in Ribeira Grande
4.92 out of 5 average rating, 25 reviews

Casa Oceano Pico

Casa Oceano Pico is a new, modern house nestled in one of the most beautiful and serene parts of the island, offering peace, tranquility, and lush greenery. With fabulous, unobstructed views of the Atlantic Ocean, you’ll find yourself immersed in natural beauty. Located just a 12-minute drive from the picturesque town of Lajes do Pico, and close to some of the island's most stunning natural pools, this home is ideal for solo travelers, couples, friends, families, and remote workers alike.

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, 214 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
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, 61 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
Home in Ilha do Pico
5 out of 5 average rating, 31 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.

Top guest favorite
Home in Ribeiras
5 out of 5 average rating, 34 reviews

Views, peace, and quiet

180 degrees of breathtaking views of the Atlantic (at about 200 meters above sea level), a lot of green everywhere and no neighbors in sight: if you're looking for a relaxing vacation in a traditional Azorean stone cottage placed in a magical landscape, this is the place for you. Casas do Horizonte is a traditional compound of two homes (the main farm house and a converted millhouse) set in 2 acres of gardens and wooded areas.

Guest favorite
Villa in Madalena
4.93 out of 5 average rating, 15 reviews

Casa Baleia Laranja Oceanfront

Experience up close the sea pounding against the volcanic rock of Pico Island. Located on the north coast amidst the UNESCO World Heritage Site, this sea-level, ocean-front property is located 5 minutes by car from Madalena, the largest town and center for shopping on Pico Island. The house, with plenty of parking. sits on a landscaped 5500 square meter (approximately 1.3 acres) property, that also supports a small vineyard.

Top guest favorite
A historic house is depicted with white walls and a red-tiled roof, surrounded by lush greenery. Steps lead up to the entrance, and several windows allow natural light into the space. The backdrop features a mountainous landscape.
Home in São Roque do Pico
4.99 out of 5 average rating, 67 reviews

Latada House | Historic Azorean Home in Pico

Casa da Latada is a historic family home in Cais do Pico, São Roque do Pico. Spacious, cozy, and renovated, it offers a comfortable stay with a warm, authentic atmosphere. Preserving original details and generations of family history, the house blends traditional character with modern comfort — ideal for enjoying Pico Island in a genuine and welcoming setting.

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, 65 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.

Popular amenities for Ilha do Pico vacation rentals

Frequently Asked Questions

  • Where is Pico Island located?

    Pico Island is found in the Azores archipelago, a region of Portugal in the North Atlantic Ocean. It is known for volcanic landscapes and sits among the group’s central islands.

  • When is the best time to visit Pico Island?

    Many travelers prefer visiting Pico Island during late spring and summer when weather tends to be milder and outdoor activities are frequently suggested. Autumn offers quieter surroundings and opportunities to explore local traditions.

  • What are some things to do near Pico Island?

    You can explore Pico Island’s locally rooted wine vineyards, hike Mount Pico, or visit traditional whaling heritage sites. Outdoor activities, nature tours, and sampling local cuisine are frequently suggested around the island.

  • How is the weather near Pico Island?

    Pico Island usually experiences a temperate oceanic climate, with mild winters and comfortably warm summers. Occasional rainfall and cool breezes are common, so packing a light waterproof layer is often recommended.

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