Pico Island Beach Vacations

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Top Beach vacation packages in Pico Island

Price found within the past 48 hours. Click for updated prices.
Hotel Caravelas
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Find your perfect Pico Island beach vacation

How do I book the best Pico Island beach vacation packages?

Life’s a beach when you dive into our brilliant Pico Island beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Pico Island?

A rental steps from the shore creates an amazingly affordable Pico Island beach vacation. Seaside sojourns during low season start from $687. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in Pico Island?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Pico Island beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Pico Island vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Pico Island beach vacation deals?

Sort your search results by deals to delight in amazing Pico Island beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Pico Island beach trip with free cancellation and/or flexible dates?

Just like the Pico Island tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Pico Island beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Pico Island. (OK, maybe not that last part.)

Top Beach Pico Island Hotels

Hotel Caravelas

Hotel Caravelas

4 out of 5
Rua Conselheiro Terra Pinheiro, 3, Madalena
  • 4 min drive from Pico Island Vineyard Culture
Stay at this 4-star beach hotel in Madalena. Enjoy free WiFi, free parking, and room service. Our guests praise the property condition in our reviews. Popular ...
7.8/10 Good! (212 reviews)
"A one night stay only to catch a flight. Hotel was clean, comfortable and staff were friendly and efficient. Breakfast buffet was busy but comprehensive."

Reviewed on Sep 21, 2025

Hotel Caravelas
Aldeia da Fonte Hotel

Aldeia da Fonte Hotel

4 out of 5
Caminho Da Fonte Silveira, Lajes do Pico
  • 35 min drive from Pico Island Vineyard Culture
Stay at this 4-star beach hotel in Lajes do Pico. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Whaler’s Museum and Caiado Lagoon are ...
8.6/10 Excellent! (100 reviews)
"The location is very unique and lovely. Also liked the fact you could go down to the ocean for a swim and is also on the route of an official PRC Hike on Pico. The infrastructure looks a bit outdated and needs some additional maintenance: I hurt myself really bad on the crooked swimming pool ladder, ..."

Reviewed on Aug 22, 2025

Aldeia da Fonte Hotel
Sara Village

Sara Village

3 out of 5
Estrada Regional Nº1 Nº20, Sao Roque do Pico, Azorea
  • 26 min drive from Pico Island Vineyard Culture
Stay at this 3-star beach country house in Sao Roque do Pico. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Convent of Sao Roque ...
8.2/10 Very Good! (56 reviews)
"We stayed in the Susete Apartment fo 3 mihts on Pico Island. Basically a 1 bedroom with kitchen which was great for cooking and prepping food fo day trips. Miguel is an excellent host and easy to contact, apartment was clean and conveneont for day tripping around Pico. Thanks Miguel!"

Reviewed on Sep 9, 2025

Sara Village
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.

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