Pet-friendly Vacations in Pico Island 2026

Photo by Brian Scrivner

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Flight and Pet-friendly hotel deals in Pico Island

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

Aldeia da Fonte Hotel

CA $2,125

per person

Sep 21 - Sep 26

found 16 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Pico Island (PIX)

9/10 Wonderful! (2 reviews)

Fantastic room! Newly remodeled ocean view. Listening to ocean waves while falling asleep is amazing. Great breakfast and dinner.

Reviewed on Jul 29, 2026

Adegas do Pico

CA $2,493

per person

Sep 20 - Sep 23

found 4 hours ago

Roundtrip flight included

Kelowna (YLW) to Pico Island (PIX)

9/10 Wonderful! (39 reviews)

Beautiful house and fantastic host! Loved my time here!

Reviewed on Jun 9, 2026

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3 Night Pet-friendly holidays in Pico Island

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

Adegas do Pico

CA $1,727

per person

Sep 29 - Oct 2

found 24 hours ago

Roundtrip flight included

Chania (CHQ) to Pico Island (PIX)

9/10 Wonderful! (39 reviews)

Beautiful house and fantastic host! Loved my time here!

Reviewed on Jun 9, 2026

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Pet-friendly Hotels in Pico Island

Vinhas do Calhau

Porto do Calhau 42 Madalena Madalena

5 min drive from Pico Island Vineyard Culture

Book a stay at this family-friendly hotel in Madalena. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Pico Island Vineyard Culture and ...

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 Jul 2, 2026

Room-astonishing Double Room in Sao Roqu

Sao Roque do Pico Azores

26 min drive from Pico Island Vineyard Culture

Stay at this guesthouse in Sao Roque do Pico. Popular attractions Convent of Sao Roque do Pico and A Buraca Winery are located nearby.

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.