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Holiday rentals in Cais do Pico

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Top-rated holiday rentals in Cais do Pico

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

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Superhost
A well-appointed sleeping area features a spacious bed with crisp white bedding and decorative pillows. Bedside tables are positioned on either side, topped with softly glowing lamps. A floral artwork adorns the wall above the headboard, complemented by elegant drapes framing the window.
Farm stay
4.87 out of 5 average rating, 68 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.

Top guest favourite
Shipping container
4.93 out of 5 average rating, 30 reviews

small, unique home with spectacular Atlantic views

Natural Living... * cool, airy, light & comfortable * totally private, nobody to any side * an experience, not just a stay * incredible views over the Atlantic * seamless indoor & outdoor living * quiet & natural * functional & incredibly flexible spaces * full of charm & character This home started life as an open sided container but recently doubled in size to 35sqm with yet more flexible, light & comfy spaces in which to relax & appreciate simple, natural living.

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
4.95 out of 5 average rating, 205 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.

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
4.95 out of 5 average rating, 163 reviews

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.

Superhost
Sunrise is captured over the water, casting a warm glow on the cobblestone pathway. A traditional boat, shaded by an umbrella, is positioned nearby, creating a serene outdoor space that invites relaxation. The distant hills add depth to the picturesque coastal scene.
Loft
4.72 out of 5 average rating, 148 reviews

Deck

You will find this holiday home direct at the Porto Calhau. It´s a 10 minutes drive from Madalena. You couldn't be closer to the water's edge in our self-catering suite at the head of a slipway and old historic port, with amazing views,from sunrise to sunset. Whether your choice is bathing in the warm,fishing, diving or boating, it is all available right at your door.

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
4.98 out of 5 average rating, 60 reviews

Casa da Latada | 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 favourite
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
5 out of 5 average rating, 60 reviews

Adega Fraga - Cabrito Ilha do Pico Açores

A nossa Adega é o espaço ideal para descansar. Encontra-se à beira-mar, tem uma vista magnífica para a montanha. Embora esteja numa zona mais isolada, pois encontra-se inserida na Paisagem da Vinha-Património da Humanidade, está muito perto de todos os recursos necessários (Centro de Saúde, Mercado, etc).Tem zona balnear a poucos metros.

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
4.92 out of 5 average rating, 62 reviews

Azores Black Mountain House/ Ilha do Pico

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
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
4.97 out of 5 average rating, 126 reviews

Casa da 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

Top guest favourite
A serene garden area is presented, featuring a stone pond with water lilies and a palm tree nearby. Colorful potted plants are arranged around the pond, and a shaded seating area is visible under a trellis in the background. The clear blue sky enhances the outdoor space.
Home
4.98 out of 5 average rating, 43 reviews

Modern one bedroom with panoramic Ocean views

This special place is close to everything, making it easy to plan your visit.With 20 acres of gardens and over 80 variety's of fruit for your enjoyment , { depending on the season } Bananas , oranges , guavas , macadamias and so many more and breathtaking views to regenerate your soul.

Top guest favourite
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
4.95 out of 5 average rating, 116 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!

Superhost
A mountain rises majestically in the background, partially obscured by clouds, with a bright sun illuminating the scene. In the foreground, a simple structure, likely used for living, is surrounded by lush greenery and tall grass.
Cottage
4.8 out of 5 average rating, 123 reviews

Boanova vineyard house is a rural romantic cottage

Kick back and relax in this calm, stylish space located in Bandeiras right on hiking trails. Enjoy the natural views to the ocean or of the mountain right from the patio and if you like a good walk there are plenty of trails to explore.

Popular amenities for Cais do Pico holiday rentals

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