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Holiday houses in São Mateus

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Top-rated holiday rentals in São Mateus

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

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Top Guest favourite
A spacious living area features a light-colored sofa and a wooden coffee table crafted from natural materials. At the back, a dining table is set, surrounded by four chairs, with a minimalist kitchen visible in the background. Large windows provide soft natural light.
Villa in Conceicao
5 out of 5 average rating, 15 reviews

Villa vue sur la mer et accès plage à pied

Relax in this unique and peaceful accommodation. Located in the valley of Almoxarife. 5 min walk to the most beautiful black sand beach of the island and 10 mins to the famous Horta marina and landmark downtown by car. Completely renovated, the house offers all modern comforts. All rooms have sea views. The villa "Quinta dos Maracujas" is a located on a vast orchard, where, depending on the season, you will be able to enjoy the exotic fruits. Bars and restaurants at the bottom of the street.

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
4.95 out of 5 average rating, 199 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
The exterior showcases a stone house with a conservatory featuring large windows that provide an unobstructed view of the Atlantic Ocean and the island of Pico. Lush green lawn and blooming hydrangeas add color to the landscape under a clear blue sky.
Home in Pedro Miguel
4.95 out of 5 average rating, 41 reviews

Casa Vista Fantástica

This tradicional stone house rightly bears the name "Casa Vista Fantástica". Look forward to a fantastic, unobstructed view of the wide Atlantic Ocean and the neighboring island of Pico with Portugal's highest mountain "Montanha do Pico", 2,351m. The rooms go up to the roof and convey a great feeling of space. The jewel of the house is the large conservatory, wich is glazed on 3 sides inluding the roof, and which might be better be called a summer garden.

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
4.96 out of 5 average rating, 161 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.

Guest favourite
An open-plan living area is presented, featuring a wooden ceiling and earthy yellow flooring. A dining table with yellow chairs is visible, alongside a kitchenette equipped with essential appliances. Bright natural light filters through large windows, creating a warm and inviting space.
Home in Horta
4.95 out of 5 average rating, 129 reviews

Casinha Pim - Front of Beach/city house

Casinha em frente à praia de Porto Pim, com uma vista incrível e bem equipada. A 5 min. a pé do centro da cidade Tem TV cabo e Wi-Fi. Estacionamento gratuito perto de casa e espaço para guardar as suas bicicletas dentro de casa. Situa-se num antigo bairro de pescadores de frente para a baía e praia de Porto Pim e para o Forte de São Sebastião, muito agradável, tradicional e muito muito calmo.

Top Guest favourite
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 favourite
A modern one-story house is surrounded by vibrant flower gardens. The exterior features white walls, blue window shutters, and a spacious covered porch. Light-colored outdoor furniture and wooden chairs are arranged on the patio to enhance the inviting outdoor space.
Home in Horta
4.95 out of 5 average rating, 99 reviews

Casa do Chafariz

Casa para 2 pessoas. Situada no Varadouro, local por excelência de veraneio da ilha do Faial uma vista deslumbrante ao mar. Muito perto das piscinas naturais do Varadouro, com restaurantes e mercearia próximos. Localizada em zona tranquila e perto de muitos trilhos e zonas de interesse da ilha como a Caldeira ou o Vulcão dos Capelinhos.

Guest favourite
Cottage in Monte
4.84 out of 5 average rating, 138 reviews

Casa do Cais

You will find this holiday home at Porto Calhau - only a 10 minutes drive from Madalena. There is one big bedroom for 5 people ( 1 double bed, and a bunk bed for 3 people), one living room with a kitchenette, bathroom with a shower and a toilette. It also has a terrace where you can enjoy beautiful sunset.

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 in Santo Amaro - S. Roque do Pico
4.95 out of 5 average rating, 115 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!

Guest favourite
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.

Guest favourite
A traditional stone house is surrounded by green grass and decorative plants. A hammock is gently hung beneath a wooden pergola. Visible are the terracotta roof and wooden doors, providing a rustic charm to the exterior. Lush mountains can be seen in the background.
Home in Calheta
4.88 out of 5 average rating, 260 reviews

Refúgio dos Cúbres

Típica Casa de Fajã, localizada na Costa Norte da ilha de São Jorge, no único local dos Açores com galardão das 7 Maravilhas de Portugal, na categoria "Aldeias de Mar".

Top Guest favourite
The image displays a rugged coastline featuring dark volcanic rocks partially covered in green algae near the water's edge. The sea reflects soft hues of blue and orange from the sunset sky. A cottage is visible in the background, set against the hillside.
Cottage in Prainha - São Roque do Pico
4.98 out of 5 average rating, 125 reviews

Oceanfront Cottage: The Boathouse

Originally an early 20th century boathouse, now a cozy oceanfront cottage. It is located in the village of Prainha de Baixo, a small village on the island of Pico.

Popular amenities for São Mateus holiday rentals

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