
Holiday rentals in São Joao
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Top-rated holiday rentals in São Joao
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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?

PeakWithMe
We got to know Pico and fell in love with the island. We bought a house and went to live on the island. We rented the entire house on the 1st floor and lived in an apartment on the property. As travelers, we respect the privacy of our guests. It is a traditional house on the island, with all the charm of a typical Pico house, but with all the comforts for a family vacation. Sea and mountain view 300 meters from the Arinhas bathing area and with the São João trail just 30 meters from the house.

Adega da Quinta - Casa do Camolas
Relax in this cottage with a unique and tranquil spot. Enjoy the fantastic view of Faial, the sea and the village of Madalena in the pool, Jacuzzi or sauna. Enjoy a beautiful wooden house in a unique and special place with a swimming pool, Jacuzzi and sauna. Benefit from the walking tours overlooking the wonderful Pico mountain. Our accommodations are located a 2-minute drive and a 20-minute walk from Vila da Madalena, and include a bedroom with a double bed and a living room with a sofa bed.

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.

Yes Pico - By the Sea "Casa 3 Vistas"
A Yes Pico - By the sea " Casa 3 Vistas", encontra-se localizada na zona costeira do Cabrito, pertencente à freguesia de Santa Luzia, concelho de São Roque do Pico. No lugar do Cabrito, é possível observar uma grande quantidade de estruturas semicirculares de pedra, construídas para proteger figueiras e que são representativas do fantástico esforço por parte do Homem do Pico para conseguir extrair sustendo a partir de solo rochoso e árido.

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.

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.

House with a view of the bay
Casa Vista Baia offers accommodations in the parish of São João Pico. This holiday home is located in a private secluded area on the coastal side with ocean views and the beautiful Mountain Peak above. Ponta do Admoiro is close to picnic areas with small natural pools and a natural area for swimming. Two more natural pools located Nearby. During the summer, there is a food and drink bar.

Casa da Latada | Historic Azorean Home in Pico
Casa da Latada is a historic family home in Cais do Pico, São Roque do Pico. Spacious, cozy, and renovated, it offers a comfortable stay with a warm, authentic atmosphere. Preserving original details and generations of family history, the house blends traditional character with modern comfort — ideal for enjoying Pico Island in a genuine and welcoming setting.

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.

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

Casa do Almance - Pico, Azores, Portugal
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.
Popular amenities for São Joao holiday rentals
Other great holiday rentals in São Joao

"Basalt House" - Rustic stone house

Casa do Ananas, cliff-top/ocean-front villa, Pico

Casa de São João

House by the sea

Beachside Retreat Almoxarife

Incredible Ocean+Vineyard Villa

~The View Of The Blue~

typical Pico house, rustic and modern style
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