Pico Island Pet-friendly Vacations

Book a Pet-friendly Hotel + Flight or Car together to unlock savings

Photo by Brian Scrivner
  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Pet-friendly vacation packages in Pico Island

Price found within the past 48 hours. Click for updated prices.
Aldeia da Fonte Hotel
Don't see what you're looking for?
See all available trips from Columbus to Pico Island
View all trips

4 Night Pet-friendly vacations in Pico Island

Price found within the past 48 hours. Click for updated prices.
Pico Dreams - Sportfish
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

Vinhas do Calhau

4 out of 5
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 ...
9.4/10 Exceptional! (43 reviews)
The staff were super friendly and very helpful. The property is truly amazing.

Reviewed on Oct 5, 2025

Vinhas do Calhau
Pico Dreams - Sportfish

Pico Dreams - Sportfish

3 out of 5
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 ...
9/10 Wonderful! (62 reviews)
This was a no-frills, simple hotel. It was a great value, and was clean, quiet, and relaxing. The staff were so kind, and laid back. The view from the patio in our room was lovely. The shared kitchen area was a nice place to cook a meal, and there were three adorable cats around the property who ...

Reviewed on Oct 27, 2025

Pico Dreams - Sportfish
Astonishing Double Room in Sao Roque do Pico

Astonishing Double Room in Sao Roque do Pico

São Roque do Pico Açores
  • 26 min drive from Pico Island Vineyard Culture
Stay at this guesthouse in Sao Roque do Pico. Enjoy laundry facilities, patios, and satellite TV channels. Popular attractions Convent of Sao Roque do Pico and ...
Astonishing Double Room in Sao Roque do Pico
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.

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.