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Holiday houses in São Mateus

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Top-rated holiday rentals in São Mateus

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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 São Roque do Pico
5 out of 5 average rating, 38 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?

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
5 out of 5 average rating, 29 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.

Guest favourite
The interior of a wooden tent features natural wood paneling and large windows allowing views of the surrounding greenery. A spacious bed is dressed in white linens, with a light yellow throw at the foot. A kitchenette and small workspace are visible, enhancing convenience.
Tent in Horta
4.99 out of 5 average rating, 73 reviews

Azul Singular - Couple Tent

Azul Singular - Parque de Campismo Rural é o primeiro parque de Glamping dos Açores. Situado no coração de uma plantação de plantas ornamentais, na ilha do Faial, esta é a nossa versão de paraíso que queremos partilhar com quem gosta de um retiro muito ligado à Natureza. Os nossos inovadores alojamentos-tenda unem o conforto da madeira à leveza do canvas. Se não encontrar disponibilidade na nossa Couple Tent, veja as nossas outras tendas disponíveis no nosso perfil - Azul Singular.

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, 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 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.

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, 130 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 modern kitchen features a sink and countertop with ample storage space. Decorative tiles line the wall, adding character. Soft lighting is provided by hanging fixtures, while a stylish staircase leads to the upper level. Natural light enters through a nearby window.
Home in Horta
4.84 out of 5 average rating, 75 reviews

Dabneys Studio

Located in the centre of the old town of Horta, this is the perfect retreat for a relaxing and comfortable holiday by the sea. In less than a minute you can feel the sea breeze and admire the most colourful marina in the world and Pico island. There is a bakery on the street, bars and restaurants are in a short walking distance accessible.

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 in PT
5 out of 5 average rating, 60 reviews

Adega Fraga - Cabrito Ilha do Pico Açores

Our Winery is the ideal place to rest. It is located by the sea, has a magnificent view of the mountain. Although it is in a more isolated area, as it is located in the Landscape of the World Heritage Vineyard, it is very close to all the necessary resources (Health Center, Market, etc.). It has a bathing area a few meters away.

Guest favourite
Cottage in Monte
4.84 out of 5 average rating, 140 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
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 in São Roque do Pico
4.97 out of 5 average rating, 126 reviews

Casa da Furna D'Água I (House of 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
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.

Popular amenities for São Mateus holiday rentals

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