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Vacation rentals in São Mateus

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Top-rated vacation rentals in São Mateus

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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 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, 16 reviews

Sea view villa and beach access on foot

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 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, 204 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 favorite
A kitchen area is presented with wooden cabinets and a dining table surrounded by four chairs. The geometric-patterned wallpaper adds a modern touch, while stainless steel appliances include a refrigerator. A staircase with wooden steps leads to the upper level.
Home in Madalena
4.95 out of 5 average rating, 117 reviews

Grandfather Francisco's House

Once a traditional wine cellar, built by Francisco Paulo in 1980, this villa served for many years as a production site and warehouse for the Paulo family's wine. The wine cellar has been remodeled and expanded, but it maintains the traditional elevations and the decoration and details of the times when it was used as a wine cellar. Next to the bathing area, it has a view that invites long nights of conversation.

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
4.96 out of 5 average rating, 162 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.

Top guest favorite
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, 100 reviews

Casa do Chafariz

House for 2 people. Situated in the Varadouro, a place of excellence for the summer of the island of Faial, a stunning view of the sea. Very close to the natural pools of Varadouro, with restaurants and grocery store nearby. Located in a quiet area and close to many trails and areas of interest of the island such as Caldeira or Capelinhos Volcano.

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, 14 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.

Guest favorite
Cottage in Monte
4.84 out of 5 average rating, 139 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.

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, 143 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!

Guest favorite
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 favorite
A light-filled living area features a spacious grey sofa accompanied by patterned cushions. A round dining table with white chairs sits on a striped rug, while wood-paneled sliding doors add rustic charm. Decor items and plants accentuate the inviting space.
Home in Horta
4.92 out of 5 average rating, 134 reviews

Casa Mar do Triângulo (House of the Triangle Sea)

Traditional 1937 house that was recovered while maintaining its rustic and welcoming appearance. It has a spectacular view of Pico Mountain, Horta Bay as well as Porto Pim Bay and the neighboring island of Sao Jorge.

Popular amenities for São Mateus vacation rentals

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