Some info has been automatically translated. Show original language

Holiday houses in São Joao

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in São Joao

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

%{current} / %{total}1 / 1
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 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 in São Joao
4.96 out of 5 average rating, 23 reviews

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.

Top Guest favourite
Shipping container in São Roque do Pico
4.93 out of 5 average rating, 30 reviews

small, unique home with spectacular Atlantic views

Natural Living... * cool, airy, light & comfortable * totally private, nobody to any side * an experience, not just a stay * incredible views over the Atlantic * seamless indoor & outdoor living * quiet & natural * functional & incredibly flexible spaces * full of charm & character This home started life as an open sided container but recently doubled in size to 35sqm with yet more flexible, light & comfy spaces in which to relax & appreciate simple, natural living.

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.

Superhost
A two-story house with a white exterior and red window accents is set against a lush green landscape. The structure features a traditional tiled roof and is framed by natural foliage, with a backdrop of a mountain rising into the sky.
Home in São Joao
4.72 out of 5 average rating, 36 reviews

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.

Superhost
Sunrise is captured over the water, casting a warm glow on the cobblestone pathway. A traditional boat, shaded by an umbrella, is positioned nearby, creating a serene outdoor space that invites relaxation. The distant hills add depth to the picturesque coastal scene.
Loft in Madalena
4.72 out of 5 average rating, 149 reviews

Deck

You will find this holiday home direct at the Porto Calhau. It´s a 10 minutes drive from Madalena. You couldn't be closer to the water's edge in our self-catering suite at the head of a slipway and old historic port, with amazing views,from sunrise to sunset. Whether your choice is bathing in the warm,fishing, diving or boating, it is all available right at your door.

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 space to rest. It is by the sea, you have a magnificent view of the mountain. Although it is in a more isolated area, as it is inserted in the Landscape of the Vine-Patrimonium of Humanity, it is very close to all the necessary resources (Health Center, Market, etc.).There are a few meters away.

Top Guest favourite
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, 19 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.

Top Guest favourite
A well-lit sleeping area features two beds with a light green throw at the foot. Soft pillows are arranged neatly. Two stylish lamps with round shades are positioned on side tables, while a modern chair sits nearby, adding to the inviting ambiance.
Home in São Roque do Pico
4.99 out of 5 average rating, 100 reviews

Casa da Furna D'Água II (House of Furna D'Água II)

Furna D’Água II 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 in São Joao
4.84 out of 5 average rating, 94 reviews

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.

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!

Popular amenities for São Joao holiday rentals

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