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Holiday houses in Ilha do Pico

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Top-rated holiday rentals in Ilha do Pico

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

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Guest favourite
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 S.Roque do Pico

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?

5.0 out of 5 average rating, 43 reviews
Top Guest favourite
A spacious living area features large glass windows that offer views of the sea and mountains. A round wooden dining table is surrounded by four white chairs. A comfortable seating arrangement includes a grey sofa and a rocking chair, under a vaulted wooden ceiling.
Home in Prainha

Nemo's Corner

We are a Portuguese family that knows all the islands of the Azores, and completed in August 2018 this retreat, to get away from our busy lives in London. Until the day comes that we can enjoy it full time, we have decided to share the amazing space we have created with others that love the nature, mountain and sea that is always surrounding us. The house is within Prainha, the most beautiful parish of Pico Island, and within close proximity to the beach, restaurants, grocery store and bakery.

5.0 out of 5 average rating, 31 reviews
Top Guest favourite
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

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

4.99 out of 5 average rating, 87 reviews
Top Guest favourite
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

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.

4.94 out of 5 average rating, 33 reviews
Top Guest favourite
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

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.

4.96 out of 5 average rating, 224 reviews
Superhost
Home in Santo Amaro

Casa Aromas

Casa Aromas is an elegant luxury home located within an exclusive tourist development on Ilha do Pico. For added flexibility, the house also offers the option of a studio on the ground floor, ideal for two more people, for an additional fee, perfect for families or small groups looking for more space. Guests benefit from amenities such as breakfast, daily cleaning, Wi-Fi, air conditioning, and access to the shared swimming pool (heated during the winter months).

5.0 out of 5 average rating, 4 reviews
Top Guest favourite
Home in Ribeiras

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.

5.0 out of 5 average rating, 38 reviews
Guest favourite
Villa in Madalena

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.

4.94 out of 5 average rating, 18 reviews
Top Guest favourite
Home in Santo António

Pico Sereno · Varanda do Mar | Sea View & Balcony

Fully private 2-bedroom house with a balcony and a view of the Atlantic Ocean, located in a quiet area on Pico Island. Ideal for couples or small families looking for comfort, quiet, and a good location. It has comfortable rooms, an equipped kitchen, a private bathroom, Wi-Fi, and free parking. An excellent base for exploring trails, beaches, vineyards, and viewpoints, always returning to a quiet place to rest.

5.0 out of 5 average rating, 21 reviews
Top Guest favourite
A traditional wine house with red accents is framed by dark lava stones, set against the backdrop of Pico Mountain, topped with snow. A clear sky with a visible moon enhances the serene landscape, inviting guests to experience the uniqueness of the surroundings.
Holiday home in Madalena

Ocean view in UNESCO Heritage Site

Solar-powered wine house located in the Landscape of Pico Island Vineyard Culture - a UNESCO World Heritage Site. Just a couple of minutes driving from Madalena village, this traditional and remodeled wine house has its own vineyard on the backyard. A cozy space for two with a bedroom, kitchenette open to living room and a bathroom. The wine house is overlooking the ocean, Faial island and Pico mountain.

4.95 out of 5 average rating, 170 reviews
Top Guest favourite
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

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.

4.99 out of 5 average rating, 73 reviews
Top Guest favourite
An outdoor terrace showcases a wooden dining table surrounded by four chairs. A vase filled with dried flowers sits at the center, with a backdrop of lush green hills under a clear blue sky.
Home in Ribeiras

House of the Two Rivers

Casa das Duas Ribeiras is a cozy Azorean house made of local lava stone, ideal for relaxing in the heart of nature on Pico Island. It offers peaceful accommodation with modern amenities, a garden and ocean views. The house is suitable for couples looking for privacy, style and the authentic atmosphere of Pico Island.

5.0 out of 5 average rating, 33 reviews

Popular amenities for Ilha do Pico holiday 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.