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Villa vacation rentals in Pico Island

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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
4.91 out of 5 average rating, 11 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
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 stars2 months 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
Superhost
A traditional stone house is set against a mountainous backdrop, showcasing its rustic charm. The structure features multiple windows allowing natural light to illuminate the interior. Lush greenery surrounds the property, enhancing the connection to the natural environment.
Villa in Prainha
4.83 out of 5 average rating, 6 reviews

Adega Alto da Ribeira - Pico Wineries

MariaRating, 5 stars21 months ago
This place is amazing for people who want peace, beauty, and inspiration. The house is absolutely lovely, and it was very clean. The bathrooms are big enough, and the water pressure in the master bathroom shower was great. The area where the house is located is beautiful. A small beach is very close, within walking distance. A nice bakery is very close by also. We rented an electric car from Maria, and it was easy to get to other places around the island; there was a charger at the property. The house view is to the east, so it is possible to enjoy the sunrise over the ocean. The light pollution is minimal at night, so it is possible to enjoy the night sky and also to sleep in total darkness. The service was outstanding. They picked us up from the airport, took us to get the car, took us to the house. The communication while we were on the island was prompt and helpful. Check-out was equally smooth. My whole family was delighted to stay here, we want to return soon.

Luxury villa rentals

An aerial view of the villa surrounded by lush greenery, showcasing red-roofed architecture. The spacious patio with a pool is visible in the backyard, complemented by an artistic mural on the surrounding wall. Neatly landscaped pathways lead toward the entrance.
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.
Guest favorite
A cozy bedroom is framed by lush greenery, featuring two spacious beds adorned with decorative pillows. Natural light streams in through large glass openings, illuminating the wooden ceiling and soft bedding. A metal chair adds a touch of design to the inviting space.
Villa in São Roque do Pico
5 out of 5 average rating, 11 reviews

Casa da Terralta

NathanRating, 5 stars1 month ago
We loved our time on Pico. The property we stayed in as a family of five was perfect. We spent last afternoons after exploring the area sleeping by the fire and drinking coffee on deck enjoying the view . The breakfast was a a wonderful way to start our day. We recommend the restaurant after a full day exploring. Staff was friendly and helpful. We highly recommend this property .
Superhost
A spacious bedroom features a large bed adorned with a patterned throw. Floor-to-ceiling glass doors lead to a private outdoor space, allowing views of the ocean and surrounding greenery. Wooden beams grace the ceiling, creating an airy and open atmosphere.
Villa in São Roque do Pico
4.93 out of 5 average rating, 14 reviews

Forest House

KarenRating, 5 stars24 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.
Top guest favorite
A spacious balcony extends from the house, featuring wooden furniture set against a backdrop of expansive ocean views. The structure combines stone and wood elements, with large glass windows reflecting the serene blue of the sea. Lush greenery frames the scene.
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.

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.
Guest favorite
A view of the stone cottage surrounded by a landscaped garden featuring various plants and flowers. The cottage displays a wooden deck with lounge chairs, enhancing the connection to the outdoor space. Other structures are visible in the background, situated among the greenery.
Villa in São Roque do Pico
5 out of 5 average rating, 34 reviews

Casa da Canada

Marie-EveRating, 5 stars2 days ago
Our most loved stay in the Azores! Stunning view, property is as described and really well furnished to cook and enjoy a meal and glass of wine on the large patio. Will definitely come back!
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 .
Superhost
An aerial view reveals a collection of modern stone houses surrounded by lush greenery, with a central swimming pool nestled among gardens. The layout offers a blend of private spaces and communal areas, indicative of a serene retreat in a natural setting.
Villa in São Roque do Pico
5 out of 5 average rating, 8 reviews

Casa do Piquinho

KarineRating, 5 stars34 months ago
We stayed in the house " Casa de piquinho" in August 2022. What a wonderful place: the view of the ocean and the island of Sao Jorge through the floor-to-ceiling windows is breathtaking! The accommodation is neat, clean, functional, with noble materials in perfect agreement with the environment Breakfast, included in price, is top notch. We also highly recommend the restaurant "Le magma" (the octopus...the chocolate cake...) managed by the same team (note: possibility of ordering take-away) If we return to the island of Pico one day, we will return to Lava Homes
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'.
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, 11 reviews

Casa do Ilhéu

AlyssaRating, 5 stars8 months ago
Lava Homes was everything we wanted and more for our honeymoon. The home was gorgeous with its two bedrooms, large bathroom and absolutely amazing views. We’ve stayed at a lot of air bnb’s in Europe, North and South America, but this view and the beauty of this stay surpasses them all. The pool and amenities were gorgeous, the restaurant was delicious and the team at Lava Homes were incredible. We already want to go back. Thank you!
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!
Guest favorite
A well-maintained pool is situated outside a black and yellow house, reflecting sunlight. The clear water is inviting, surrounded by a stone patio. A bright sky is visible above, enhancing the outdoor ambiance and providing a sense of openness.
Villa in São Mateus
4.97 out of 5 average rating, 29 reviews

Casa Flor de Sal

SueRating, 5 stars3 months ago
This is a perfect house for a couple. The waterfront location is beautiful. It’s easy to walk around the area. There is a small grocery store at the top of the hill that carries everything you will need to prepare your own meals. We were here during February and a small heater was provided to keep the temperature comfortable in the living room. The bedroom has heat and A/C too.

Destinations to explore

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