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Villa vacation rentals in Pico Island

Find and book unique villas on Airbnb

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Popular amenities for Pico Island villa rentals

Private villa rentals

Guest favorite
The exterior of a stone building is shown, featuring a staircase leading to a raised terrace. The terrace is covered with a canopy, offering views of the surrounding green mountains. The landscape includes a mix of natural vegetation and neatly arranged stones.
Villa in Prainha
5 out of 5 average rating, 10 reviews

Port Wine Cellar - Adegas do Pico

TinaRating, 5 stars10 months ago
We loved the house. It was perfect for our family. Close to everything we needed
Superhost
A spacious bedroom features a wooden bed frame topped with white pillows and a colorful patterned blanket. Concrete walls are complemented by wooden beams on the ceiling. A doorway opens to a view of greenery, and a small side table stands beside the bed.
Villa in São Roque do Pico
5 out of 5 average rating, 12 reviews

Cheese Factory House

KalynRating, 5 stars1 month ago
We had a lovely time! The home was clean, spacious, and the views were amazing!
Superhost
A stone house is positioned amid lush hills, with the coastline visible in the distance. The surrounding landscape features rolling mountains and vegetation, and a gravel area in the foreground is framed by wooden fencing. A serene atmosphere is conveyed under the soft morning light.
Villa in São Roque do Pico
4.93 out of 5 average rating, 27 reviews

Casa do Outeiro

LindsayRating, 5 stars20 months ago
We loved our stay at the Lava Homes! It was much too short but will definitely be back. Ana, who checked us in was awesome and very helpful. The house was pristine and you can't beat the view. I will recommend the Lava Homes to all of my friends. The Magma restaurant was outstanding as well.
A charming stone house features a traditional design with a tiled roof and a bright red wooden fence. Windows are neatly arranged on the facade, allowing natural light in. The surrounding area includes green grass and stone pathways, enhancing the tranquil outdoor setting.
Villa in São Roque do Pico
4.5 out of 5 average rating, 6 reviews

Casa de Sant'ana

KristenRating, 5 stars9 months ago
We stayed Sept 1-Sept 6 as part of a 2 week trip to Madeira & Azores. Our other accommodations were hotels on either end of our trip. It was a lovely change to have a house in between. The space was perfect for my husband and me! The house is what we in New Hampshire, USA refer to as a “camp”-seasonal home, casual comfort (not luxury) with all of the basics. We prepped a couple of simple meals. The neighbors are close and seemed friendly. We were out exploring each day so did not interact. Someone does have chickens and a rooster. That didn’t bother us. I read a review complaining of bugs. We saw none except one tiny spider on the last day. The house was very clean and a great home base for our Pico adventures. Tips: Keep the key with you because it was easy to get locked out. (Our bad-Thank you Ana for being so responsive). Need a car. There’s a decent market 5-10 minutes away heading west on ER1. We found a supermarket 20 minutes away in Madalena that was better.
Guest favorite
An exterior view of a stone house built with dark volcanic rock, showcasing large windows and a blue door. In the background, the snow-capped peak of Mount Pico rises against a clear sky, framed by lush greenery.
Villa in São Roque do Pico
4.94 out of 5 average rating, 16 reviews

Sea Gates House

ValdasRating, 5 stars2 weeks ago
Nice place with beautiful views! Exactly what we expected. We would come back without hesitation.
Guest favorite
A stone house complex is surrounded by greenery, featuring a distinct architectural style with a sloped roof. The entrance is marked by a white picket fence, and the facade displays several windows, allowing natural light to enter. A clear sky is visible above.
Villa in Prainha
4.88 out of 5 average rating, 8 reviews

Adega da Montanha - Pico Wineries

SabrinaRating, 5 stars9 months ago
Very cute place, we really enjoyed our stay here! Maria was accommodating and helpful throughout our stay and the place had everything we needed. Would recommend!
An open-plan living and dining area features a spacious sectional sofa and a light-colored dining table surrounded by four chairs. Large windows allow natural light to fill the space, complemented by neutral decor and wooden flooring.
Villa in Horta

Casinha Branca

MiguelRating, 5 stars1 month ago
Nelson is a great host. the location was great and super easy to use as a base to explore the island. supermarket was also near as well as the city center. this is a great location for families with kids, as the house has a separate garden away from the road.
Superhost
The traditional stone house features a mixture of textures, with a rugged exterior and a tiled roof. Lush greenery surrounds the property, and a gently sloping pathway leads to the entrance. The setting is elevated, showcasing the natural landscape and nearby hills.
Villa in Prainha
4.79 out of 5 average rating, 14 reviews

Adega das Conteiras - Pico Wineries

TetianaRating, 5 stars1 month ago
It was a perfect family time in the quiet and beautiful place. Helped us to renew our energy. Maria and Beatrix were super nice and helpful all the time and responded quickly

Villa rentals with a pool

Guest favorite
A neatly arranged pathway leads through a white wooden gate, showcasing a stone walkway framed by green grass. The entrance features a sign displaying 'As Casas da Vinha,' complemented by a backdrop of rustic buildings under a blue sky with scattered clouds.
Villa in Criacao Velha
5 out of 5 average rating, 5 reviews

The Wine Houses - Casa Parreira

GrégoryRating, 5 stars8 months ago
Beautiful place inside out. Very well located in between the view of Pico and the sea. We couldn’t find a better place to visit the island.
Superhost
An aerial view of a scenic coastal resort showcases modern duplexes amidst lush greenery and a serene pool. The expansive ocean stretches towards the horizon, complemented by undulating hills and a clear sky. Pathways and gardens create inviting outdoor spaces within the property.
Villa in São Roque do Pico
5 out of 5 average rating, 16 reviews

Casa da Baía do Canto (Canto Bay House)

TammyRating, 5 stars12 months ago
The views from our Lava home were absolutely incredible! The free breakfast was good ,loved the Portuguese pastries and cake .All the staff that we encountered were pleasant and helpful . We ate at Magma several times and the food was very good . The only thing we didn’t like was the mattress,just a bit firm for us .
Guest favorite
A spacious outdoor area features a large swimming pool surrounded by a tiled terrace. Comfortably arranged sun loungers and patio furniture invite relaxation, while vibrant flowers add a splash of color. Lush greenery and stone walls frame the setting, enhancing the serene atmosphere.
Villa in Silveira
4.92 out of 5 average rating, 52 reviews

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

PiaRating, 5 stars12 months ago
Our vacation with Grandma and Grandpa was a great experience on the island of Pico and in the wonderful house of James. The house with pool was our favorite in the selection, so there is something for everyone. View, swimming area, pool, cozy retreats in the house and in front of it. It has everything you want. Only the weather cannot be influenced and therefore we still have an account to settle with Montana de Pico. That's why we'll come back and, if possible, definitely to James'.
Superhost
An aerial view of a spacious stone house complex is displayed, featuring multiple buildings surrounded by lush greenery. The layout includes a rectangular heated swimming pool with sun loungers, set against a backdrop of distant hills and varying elevations.
Villa in São Roque do Pico
4.93 out of 5 average rating, 14 reviews

Forest House

KarenRating, 5 stars23 months ago
This is an incredible property. Every detail has been thought of. The views are insane and the house is decorated impeccably. The staff was friendly and attentive. The food at Magma, their onsight restaurant, was the best we had in Pico. The pool and yoga studio, just breath taking. We loved our entire stay here and will return. Like others have said, the driveway is steep. Grab an automatic or be proficient with your manual car. We had a 7 person manual van and managed fine but we are comfortable with manual drive. Highly recommend!!! We didn't want to leave.
Guest favorite
An aerial view reveals a collection of modern stone structures nestled among lush greenery. A rectangular swimming pool is surrounded by lounge chairs and is framed by beautifully landscaped gardens, creating a serene atmosphere within the hillside resort.
Villa in São Roque do Pico
5 out of 5 average rating, 10 reviews

Casa do Ilhéu

BillRating, 5 stars8 months ago
My wife and I planned this trip in 2019 for 2020 and COVID happened. We replanned and made it to Pico this week. It was worth the wait. The setting is so beautiful and peaceful. The staff were superb. The food at their Magma restaurant was delicious. Everyone was friendly wherever we went. Can’t say enough good things about. Fair warning… it is very very hilly on Pico. Even walking up and down the hill between our “house” and Magma was challenging. But,as I said, it was well worth it.
Superhost
A stone pathway leads into a welcoming entrance, flanked by white wooden gates. The signage displays the name 'As Casas da Vinha', accompanied by lush greenery and a clear blue sky overhead. Neatly arranged rocks provide a functional and attractive surface for visitors.
Villa in Criacao Velha
5 out of 5 average rating, 3 reviews

The Wine Houses - Casa Uva

KarleeRating, 5 stars9 months ago
Proactive, communicative, and super organized hosts. They’ve thought of all the details and even welcomed us with some treats from the island. Clean space. Their recommendations were helpful. Great location - walking distance to the vineyards. Couldn’t be happier with this stay!
An outdoor pool area is highlighted, surrounded by a tiled terrace and lounge chairs. A lush palm tree adds greenery, with scenic hills and the ocean visible in the distance under a vibrant sky. The sun sets, casting a warm glow over the space.
Villa in Horta
4.8 out of 5 average rating, 5 reviews

Vitamin Sea Azores - Full House

EdouardRating, 5 stars1 month ago
Very available for communications and helpful.
Top guest favorite
An aerial view of a serene landscape shows multiple stone buildings surrounded by lush greenery. A heated swimming pool is visible, reflecting the clear blue sky and ocean. The rugged coastal terrain and undulating hills can be seen extending towards the horizon.
Villa in São Roque do Pico
5 out of 5 average rating, 20 reviews

Whale Watcher's House

DavidRating, 5 stars14 months ago
The location of Lava Homes is very unique. The view is stunning. The property is immaculate. It takes your breathe away to see the summit of Pico Mountain to your left and the island of Sao Jorge in front of you across the Atlantic. It’s worth the price for the uniqueness of this property.

Destinations to explore

  1. Airbnb
  2. Portugal
  3. Azores
  4. Pico Island
  5. Villa rentals