Pico Island Pet-friendly Vacations 2026

Photo by Brian Scrivner

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Top Pet-friendly vacation packages in Pico Island

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

Aldeia da Fonte Hotel

$1,343

per person

Sep 24 - Sep 29

found 3 hours ago

Roundtrip flight included

Boston (BOS) 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

$1,482

per person

Sep 24 - Sep 29

found 3 hours ago

Roundtrip flight included

Boston (BOS) 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 vacations in Pico Island

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

Adegas do Pico

$886

per person

Oct 25 - Oct 27

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Pico Island (PIX)

9/10 Wonderful! (39 reviews)

Beautiful house and fantastic host! Loved my time here!

Reviewed on Jun 9, 2026

Aldeia da Fonte Hotel

$934

per person

Oct 25 - Oct 27

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) 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

Don't see what you're looking for?

See all available trips from Columbus to Pico Island

View all trips

Top Pet-friendly Pico Island Hotels

Vinhas do Calhau

Porto do Calhau 42 Madalena Madalena

5 min drive from Pico Island Vineyard Culture

This family-friendly, oceanfront hotel welcomes dogs and cats (fees apply) with pet-friendly perks such as food and water bowls. While you're here, explore nearby ...

Pico Dreams - Sportfish

Rua do Laranjal, 9 A Sao Roque do Pico

25 min drive from Pico Island Vineyard Culture

The pet-friendly policy of this oceanfront guest house allows dogs and cats to stay free. Nearby hiking or biking trails offer you a chance to stretch your legs ...

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.