Mountain Vacations in Pico Island 2026

Photo by Brian Scrivner

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Flight and Mountain hotel deals in Pico Island

Price found within the past 48 hours. Click for updated prices.

Adegas do Pico

CA $1,531

per person

Nov 6 - Nov 12

found 24 hours ago

Roundtrip flight included

Detroit (DTW) to Pico Island (PIX)

9/10 Wonderful! (40 reviews)

Wonderful location as a home base to explore the island. Very clean, super helpful staff, and the view was amazing!

Reviewed on Aug 22, 2026

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Mountain Hotels in Pico Island

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 Pontinha are located nearby.

9/10 Wonderful! (40 reviews)

"Wonderful location as a home base to explore the island. Very clean, super helpful staff, and the view was amazing!"

Reviewed on Aug 22, 2026

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 Cabeço do Tamusgo and Gruta das Torres ...

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 Aug 3, 2019

Superb view!

Madalena (Pico) Azores

17 min walk from Pico Island Vineyard Culture

Book a stay at this family-friendly vacation home in Madalena. Enjoy a garden, laundry facilities, and patios. Popular attractions Adega do Vulcão and Pico Island ...

9.6/10 Exceptional! (4 reviews)

Amazing view and comforts of home!

"Beautiful, bright open and cozy. We all loved our stay at this Pico home. Location was great and the view amazing! Many thoughtful additions throughout the house that made us all feel welcome and comfortable. We would definitely recommend this location and look forward to staying here again. Thank ..."

Reviewed on May 31, 2024

See all 393 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.