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Vacation rentals in Cais do Pico

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Top-rated vacation rentals in Cais 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
5.0 out of 5 average rating, 43 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 favourite
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
4.98 out of 5 average rating, 41 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 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
4.93 out of 5 average rating, 30 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 favourite
An aerial view captures the tiny homes nestled in a lush green landscape, surrounded by well-maintained gardens and rocky walls. The ocean is seen in the background, with expansive views extending to the horizon and the island of São Jorge, creating a sense of tranquility.
Cabin in Santana
5.0 out of 5 average rating, 20 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

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
4.96 out of 5 average rating, 224 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 favourite
Cabin in São Roque do Pico
5.0 out of 5 average rating, 9 reviews

Casa da Camélia

Charming country house overlooking the village of São Roque do Pico, the channel between Pico and São Jorge, and the neighbouring island of São Jorge. This house is a haven of tranquility and simplicity. Enjoy peaceful days in this charming country house, surrounded by nature. Ideal for those seeking rest, tranquillity, and beautiful scenery. The house offers a cozy atmosphere with simple décor, a large outdoor space, and perfect areas for relaxing outdoors.

Superhost
Home in Santo Amaro
5.0 out of 5 average rating, 4 reviews

Casa Aromas

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

Guest favourite
Villa in Madalena
4.94 out of 5 average rating, 18 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 favourite
Home in Santo António
5.0 out of 5 average rating, 21 reviews

Pico Sereno · Balcony of the Sea | Sea View & Balcony

Fully private 2-bedroom house with balcony and sea view of the Atlantic, located in a quiet environment on Pico Island. Ideal for couples or small families looking for comfort, silence 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 calm space to rest.

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
4.99 out of 5 average rating, 72 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.

Guest favourite
A modern living area is presented with a flat-screen TV mounted on a white wall. A small potted plant adds a touch of greenery beside a minimalist shelf. Two light wood coffee tables accompany a comfortable gray sofa, creating a functional and inviting space.
Home in São Roque do Pico
4.91 out of 5 average rating, 74 reviews

Azores Black Mountain House/Pico Island

Black Mountain House is located in São Roque do Pico, capital of Rural Tourism and 10 minutes from the airport, in a quiet area 3 kilometers away from rent-a-car, gas station, cafes, restaurants, Hyper Market, convenience stores and natural pools. The house has stunning views of the island of São Jorge and the Pico Island Mountain.

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
5.0 out of 5 average rating, 33 reviews

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.

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