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Vacation rentals in São Mateus

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Top-rated vacation rentals in São Mateus

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

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Guest favorite
A rustic stone house with a traditional basalt facade is set against a cloudy sky. Green shutters adorn the windows, and a staircase leads to an upper deck. The surrounding area features volcanic black gravel, creating a stark yet appealing contrast to the structure.
Home in Candelaria
4.93 out of 5 average rating, 14 reviews

Adega Verdelho

Located in a quiet coastal area of the parish of Candelária, this rustic house is set within a vineyard classified as a World Heritage Site. With a basalt stone façade, typical of the island’s wine cellars, it offers an authentic and peaceful stay. Just 12 km from the airport and 15 minutes from the town of Madalena, it boasts stunning views of the ocean, the island of Faial, and the majestic Pico Mountain. This house is the ideal retreat for those seeking peace, scenery, and Azorean identity.

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, 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 favorite
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.
Vacation home in Madalena
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 in Madalena
4.72 out of 5 average rating, 149 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 favorite
A dining area features a rustic wooden table accompanied by colorful chairs, while a peaceful outdoor view is visible through large windows. An inviting pathway leads to a well-structured house nestled among trees, with a cloudy sky providing a serene backdrop.
Home in Candelaria
4.88 out of 5 average rating, 25 reviews

Alojamento local

Alojamento local em zona tranquila da freguesia da Candelária, a 10 minutos da Vila da Madalena, ilha do Pico. Pensado para uma estadia de sonho, confortável e espaçoso, perfeito para uma escapadinha romântica ou para tirar aquelas férias de que tanto precisa. Venha embrenhar-se na natureza e desfrutar de uma vista de cortar a respiração.

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, 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.

Top guest favorite
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 out of 5 average rating, 19 reviews

Casa das Duas Ribeiras

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.

Top guest favorite
A well-lit sleeping area features two beds with a light green throw at the foot. Soft pillows are arranged neatly. Two stylish lamps with round shades are positioned on side tables, while a modern chair sits nearby, adding to the inviting ambiance.
Home in São Roque do Pico
4.99 out of 5 average rating, 100 reviews

Casa da Furna D'Água II

Furna D’Água II 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.

Guest favorite
A dining area features a light-colored table surrounded by four chairs, set against a patterned floor. Artistic fish sculptures adorn the wall above, adding a coastal touch to the space. Natural light enhances the modern decor, creating a welcoming environment.
Home in Horta
4.84 out of 5 average rating, 145 reviews

Casinha Azul - 3 min. from the sea port

This house is beautiful, bright, well-equipped and ideal for tranquility in Horta. At 3 min. walk from the city center 3 from Praia da Conceição and 2 min. from the sea port. Local Housing no. 848 - If you are only 2, but want to use the 2 beds, an extra fee of 30 euros will be charged.

Top guest favorite
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 in Santo Amaro - S. Roque do Pico
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 in Bandeiras
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.

Top guest favorite
The outer area of the house features a stone pathway leading to a front entrance. A terrace is visible with natural vegetation surrounding the property, and the facade includes large glass windows. Rolling green hills provide a backdrop, reflecting the home's location in nature.
Tiny home in São Roque do Pico
5 out of 5 average rating, 46 reviews

Casa do Caramba - The Dream House

There is nothing better than the stunning sound of nature, in a retreat by the sea. That's why we're here, to welcome you and provide you with a dream stay in a typical and environmentally friendly house on the island of Pico.

Popular amenities for São Mateus vacation rentals

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