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Holiday rentals in São Joao

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Top-rated holiday rentals in São Joao

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

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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
5 out of 5 average rating, 35 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 traditional island home features white walls and a red-tiled roof, accented by red window shutters. The house is set against a backdrop of a prominent mountain, with a clear blue sky overhead. Lush greenery surrounds the property, providing a natural setting.
Home
4.96 out of 5 average rating, 23 reviews

PicoComigo

Conhecemos o Pico e apaixonamo-nos pela ilha. Comprámos uma casa e fomos viver na ilha. Alugamos a casa completa no 1º andar e residimos num apartamento na propriedade. Como viajantes que somos, respeitamos a privacidade dos hospedes. É uma casa tradicional da ilha, onde com todo o charme de uma casa típica do Pico, mas com todo o conforto para umas férias em família. Vista mar e montanha 300 m da zona balnear das Arinhas e com o trilho de São João a escassos 30 metros da casa.

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
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
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
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
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
4.95 out of 5 average rating, 117 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.

Superhost
A large window offers a panoramic view of the ocean and surrounding greenery. The seating area below features a cushioned bench, and soft curtains frame the view, allowing natural light to fill the space. Decorative elements are subtly placed around the area.
Home
4.81 out of 5 average rating, 95 reviews

Fish House 3

O paraiso na terra. A vista mais bonita do mundo! Maravilhosa casa construida de raiz recentemente, situada na Prainha de Cima ( zona Norte da ilha do Pico) com vista deslumbrante sobre o canal e sobre a ilha de São Jorge. Composta por 2 pisos com 2 janelas panorâmicas, pode alojar 4 pessoas, 2 no quarto e 2 na sala em sofá-cama. Tem 2 WC's completos. Vale mesmo a pena acordar para ver o nascer do sol!

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
4.97 out of 5 average rating, 124 reviews

Casa da 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

Superhost
An outdoor dining area is set up with a wooden table and chairs, accompanied by plates and glasses. A hammock is positioned nearby, with a clear view of the mountain in the background. Green foliage surrounds the space, enhancing the serene outdoor atmosphere.
Home
4.86 out of 5 average rating, 90 reviews

Casa do Almance - Pico, Azores

Centennial house totally remodeled in 2018. The project by an Azorean architect had the objective of maintaining the original architecture and design of the house, typical of the Azores, combining tradition with comfort and modernity. Everything has been designed to make your holiday unforgettable.

Top guest favourite
A serene garden area is presented, featuring a stone pond with water lilies and a palm tree nearby. Colorful potted plants are arranged around the pond, and a shaded seating area is visible under a trellis in the background. The clear blue sky enhances the outdoor space.
Home
4.98 out of 5 average rating, 43 reviews

Modern one bedroom with panoramic Ocean views

This special place is close to everything, making it easy to plan your visit.With 20 acres of gardens and over 80 variety's of fruit for your enjoyment , { depending on the season } Bananas , oranges , guavas , macadamias and so many more and breathtaking views to regenerate your soul.

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
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
4.8 out of 5 average rating, 122 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 Joao holiday rentals

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