Pico Island Mountain Vacations 2026

Photo by Brian Scrivner

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Top Mountain Pico Island Hotels

Adegas do Pico

Rua do Ramal, 14 Sao Roque do Pico

40 min drive from Pico Island Vineyard Culture

Stay at this cottage in Sao Roque do Pico. Enjoy free WiFi, free parking, and a garden. Popular attractions Caiado Lagoon and Whaler’s Museum are located ...

9/10 Wonderful! (39 reviews)

"Beautiful house and fantastic host! Loved my time here!"

Reviewed on 2026/6/9

Aldeia dos Caldeirões

Rua dos Caldeirões Madalena

14 min drive from Pico Island Vineyard Culture

Stay at this vacation home in Madalena. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Gruta das Torres and Mount Pico are located ...

9.8/10 Exceptional! (6 reviews)

"We had a great stay and Daria was lovely to work with! She was always available for any concerns or questions we had. The only thing was the lack of air conditioning or fans. The house can get very warm, but Daria did her best to try to help us"

Reviewed on 2019/8/3

Pico Dreams - Sportfish

Rua do Laranjal, 9 A Sao Roque do Pico

25 min drive from Pico Island Vineyard Culture

Stay at this guesthouse in Sao Roque do Pico. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Convent of Sao Roque do Pico and A Buraca ...

9.2/10 Wonderful! (71 reviews)

"Great stay here! It was clean and quiet and they have all the amenities of home, even a washing machine and clothes line which is very helpful after hiking Pico Mountain"

Reviewed on 2026/7/2

See all 392 properties in Pico Island

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.