Pico Island Vacation Rentals from $159: Search Short-Term Rentals

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Our top choices for Pico Island vacation rentals

Aldeia dos Caldeirões

Madalena

"The place is beautiful, in a great location, private and secluded, with nice amenities such as hot tubs, pool, wood BBQ. It looks just like the pictures and overall, we enjoyed our stay. But, - very limited hot water. Takes long to warm up and then only lasts 5 minutes. Not enough for 2 showers. We could only fill the amazing bath up a few inches before it got cold, so kind of useless. - lots of ants, and when we complained, we were told to deal with it ourselves - there was a birds nest...

Evan

$153 nightly

Jun 28 - Jun 29

Total with taxes and fees

Atlantis Breeze

Madalena

"Wir haben eine super Wohnung mit atemberaubender Aussicht auf das Meer vorgefunden. Die Wohnung verfügt über alle Annehmlichkeiten, die man in einer Ferienwohnung erwarten würde, inkl. funktionierende Klimaanlage. Etwas Abzug machen wir bei den Haushaltsgeräten, welche Wartung benötigen. Die Waschmaschine wurde während dem Aufenthalt ersetzt, aber der Dampfabzug und die Abwaschmaschine funktionieren zwar, aber benötigen eine Wartung."

Heinz

$268 nightly

Jun 29 - Jun 30

Total with taxes and fees

Superior Apartment, 1 Bedroom, Ocean View | Living area | Flat-screen TV

Lofts Azul Pastel

Horta

Cathy

$106 nightly

Jun 29 - Jun 30

Total with taxes and fees

Bearsu Nature Almoxarife

Horta

$53 nightly

Jul 5 - Jul 6

Total with taxes and fees

Apartment, 2 Bedrooms (Green) | Private kitchen | Full-size fridge, microwave, oven, stovetop

Casas do Pinheiro

Horta

ELIEZER

$118 nightly

Jun 28 - Jun 29

Total with taxes and fees

Deluxe Duplex, 3 Bedrooms | Individually decorated, individually furnished, desk, laptop workspace

Porto Pim Bay

Horta

Joseph

$127 nightly

Jul 19 - Jul 20

Total with taxes and fees

Horta Bay

Horta

samuel

$118 nightly

Jul 11 - Jul 12

Total with taxes and fees

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Top Pico Island Hotel Reviews

Vinhas do Calhau

10/10 Excellent

"The location and apartment are simply perfect! The rooms were really clean and the breakfast was plentyfull. Staff (Isabel & Ana) was also very helpful and responsive. 100% recommend!"

Azores Youth Hostels - Pico

8/10 Good

"L’emplacement, la vue sur la mer, le charme d’un vieil édifice patrimonial rénové, très propre, personnel vraiment accueillant, stationnement facile, un bon pdj assez simple mais convenable. Seul bémol au niveau de la plomberie de la salle de bain ch101 qui aurait besoin de rénovation car de petites odeurs."

A Casa do Ouvidor

10/10 Excellent

"A spacious space with a lovely view. We were looking for a place to relax on a quieter island, and this set the perfect tone for our time on Pico. The villa is in a lovely location - less than 2k from a bakery, coffee shops, and a small grocery store if you want nearby options. Or you're 15 minutes from Madelena for more options. You're right off the ring road, and there are several beautiful miradoros nearby - or enjoy the views from your window or the back yard. The kitchen was well-equipped, and there are lots of spaces to lounge inside and out. We were excited to use the space as a home base and space to recharge for active days around the island and visits to Faial. It was exactly that, and we are recommending spot to friends."

Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".

10/10 Excellent

"Enjoy this moment of time with views of the ocean and the rectangular, hand built vineyard plots that represent generations of individual farmers who stacked these stones one by one without mortar. Revel in the eerie delightful sounds of the Cory’s Shearwaters come home each night to nest in the rocky cliffs. Pico has its own pace and this Adega creates a sense of belonging - no matter how far you’ve traveled - because it’s innately Pico. "

Aires HOSTEL

10/10 Excellent

"For a hostel experience this place was outstanding. Clean, everything like brand new, good check-in experience, communication responsive, and centrally located. On a bus route, tho' I recommend renting a car if possible as everything on Pico Is. is more accessible if you have your own transportation. I would highly recommend this spot for anyone! especially solo travelers like myself."

Find out more about Pico Island

Everything you need to know about Pico Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pico Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pico Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pico Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pico Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pico Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $159 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pico Island rentals

At Expedia, we put the best Pico Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pico Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pico Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pico Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Check prices for these dates

Our top choices for Pico Island vacation rentals

Aldeia dos Caldeirões

Atlantis Breeze

Lofts Azul Pastel

Bearsu Nature Almoxarife

Casas do Pinheiro

Porto Pim Bay

Horta Bay

Find vacation rentals that suit your style

Top Pico Island Hotel Reviews

Vinhas do Calhau

Hotel Caravelas

Azores Youth Hostels - Pico

Aldeia das Adegas

Pico TERRAMAR & SPA

Pico Dreams - Sportfish

A Casa do Ouvidor

Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".

Aires HOSTEL

Find out more about Pico Island

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