
Vacation rentals in São Mateus
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Top-rated vacation rentals in São Mateus
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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?
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5.0 out of 5 average rating, 43 reviews
Casa Next to a Volcano!
Welcome to Casa do Rico Pereira! Our small old-fashioned lava house has an amazing view amid a peaceful setting up on the hillside above the village of São Mateus. The Pico volcano looms behind our house, and the view overlooks the UNESCO-heritage vineyards down to an expansive view of the ocean. One small bedroom has a queen bed, and there is a sofa-bed that can sleep one person or two children comfortably. Come and relax on Pico, swim in the sparkling sea, wander the trails and footpaths!
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5.0 out of 5 average rating, 7 reviews
The Wooden House - 5 guests, BBQ
Sea, Nature, Resort offers a 110m2 cosy home,fantastic ocean and mountain views, baby equipment, 40 sqm roofed terrace, Internet, 3 bedrooms (16m2): double + single, 3 single, 2 single beds, 10m2 bathroom + shower + tub, washing machine, tumble dryer, guest toilet, 50m2 living room/kitchen, dish washer, induction cooking, electrical oven, microwave, BBQ, natural swimming pool 400m distance. Hiking along coast/vineyards. Madalena port 20mins; Airport 30mins, S. Roque port 40 mins drive.
FamilyLocationGetting around
4.79 out of 5 average rating, 112 reviews
Casa Al Mare
Designed from the ground up with comfort and calm in mind. With clean lines, warm materials, and wide-open views, the house invites you to slow down and soak up Pico’s natural beauty — from the private jacuzzi under the stars to the soft silence of the mornings. Whether you’re here for a romantic escape or a laid-back family adventure, this space adapts to your pace. It’s intimate, spacious, and just far enough off the map to feel like your own private piece of the island.
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5.0 out of 5 average rating, 15 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.
FamilyValueLaundry
4.96 out of 5 average rating, 227 reviews
Pico Sereno · Varanda do Mar | Vista Mar & Varanda
Casa T2 totalmente privada com varanda e vista mar para o Atlântico, inserida num ambiente tranquilo na Ilha do Pico. Ideal para casais ou família pequena que procuram conforto, silêncio e boa localização. Dispõe de quartos confortáveis, cozinha equipada, casa de banho privativa, Wi-Fi e estacionamento gratuito. Excelente base para explorar trilhos, praias, vinhas e miradouros, regressando sempre a um espaço calmo para descansar.
LocationCleanlinessDecor
5.0 out of 5 average rating, 23 reviews
Casa Baleia Laranja Ocean-Front
Experience up close the sea pounding against the volcanic rock of Pico Island. Located on the north coast amidst the UNESCO World Heritage Site, this sea-level, ocean-front property is located 5 minutes by car from Madalena, the largest town and center for shopping on Pico Island. The house, with plenty of parking. sits on a landscaped 5500 square meter (approximately 1.3 acres) property, that also supports a small vineyard.
FamilyLocationSleep quality
4.94 out of 5 average rating, 18 reviews
Misterios Lodge
Misterios Lodge is a quiet, private retreat designed exclusively for adults seeking calm and privacy. Set among trees with Atlantic views on Pico Island, it is a single-level, high-quality lodge built from sustainably sourced wood and designed for thermal and acoustic comfort. The lodge is intended for guests who value quiet surroundings and a low-noise environment and is not suitable for parties or events.
LocationCheckoutNearby
5.0 out of 5 average rating, 16 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.
ValueLocationParking
4.95 out of 5 average rating, 170 reviews
Casa d'Avô Francisco
Outrora adega tradicional de vinho, construída por Francisco Paulo em 1980, esta moradia serviu durante muitos anos como local de produção e armazém do vinho da família Paulo. A adega foi remodelada e ampliada, mas mantêm os alçados tradicionais e a decoração e pormenores próprios dos tempos em que foi utilizada como adega. Junto à zona balnear, possui uma vista que convida a longas noites de conversa.
LocationLayoutIndoor spaces
4.95 out of 5 average rating, 121 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.
LocationTVQuiet
5.0 out of 5 average rating, 33 reviews
Casa do Guardião
The "Casa Guardiao" is situated at the Porto Calhau. The big appartement with 2 bedrooms is situated on the first floor of the "Fisherman's Retreat Pico." This is the best spot to watch the sunset and start your walks. It's only a 10 minutes drive from Madalena and about 20 miutes drive from the airport.
ValueLocationPool
4.83 out of 5 average rating, 89 reviewsPopular amenities for São Mateus vacation rentals
Other great vacation rentals in São Mateus

Casinha Melissa
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5.0 out of 5 average rating, 23 reviews
Casa Oceano Pico
FamilyLocationCleanliness
4.94 out of 5 average rating, 36 reviews
Casa da Valsa, Ilha do Pico, Açores
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4.79 out of 5 average rating, 184 reviews
Trees, Vineyards and Sea - Casa da Antiga Vinha
FamilyValueKitchen
4.82 out of 5 average rating, 118 reviews
ADEGA JB (Wine House) - Accommodation
LocationValueComfort
4.91 out of 5 average rating, 46 reviews
2 bed Oceanview Villa/ Wood-Fire BBQ/Washer/Dryer
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5.0 out of 5 average rating, 7 reviews
Casa do Vigia
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4.64 out of 5 average rating, 151 reviews
Pontinha
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4.7 out of 5 average rating, 181 reviewsDestinations to explore
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