Pico Island Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Pico Island vacation rentals

Exterior

Aldeia dos Caldeirões

Aldeia dos Caldeirões
4.0 star property
Madalena
8.0 out of 10, Very Good, (2 reviews)
"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...
Canada
Evan
$156 nightly
The price is $162
Jun 28 - Jun 29
Total with taxes and fees
Aldeia dos Caldeirões
Interior

Sea U Pico, São Roque do Pico

Sea U Pico, São Roque do Pico
São Roque do Pico
10.0 out of 10, Exceptional, (3 reviews)
"We loved Pico and the place, the house and the welcome familiy"
Portugal
Duarte D.
$545 nightly
The price is $545
Jul 20 - Jul 21
Total with taxes and fees
Sea U Pico, São Roque do Pico
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi

Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
Engrade
10.0 out of 10, Exceptional, (1 review)
"Pros: The house was recently renovated, everything was nice and clean, very kind host, peaceful place with view of the ocean and vineyards"
United States
Anonymous traveler
$336 nightly
The price is $336
Jun 22 - Jun 23
Total with taxes and fees
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
2 bedrooms, iron/ironing board, WiFi, bed sheets

Apartment 'Valverdeapart' with Private Terrace and Wi-Fi

Apartment 'Valverdeapart' with Private Terrace and Wi-Fi
Madalena
$196 nightly
The price is $196
Jun 22 - Jun 23
Total with taxes and fees
Apartment 'Valverdeapart' with Private Terrace and Wi-Fi
Terrace/patio

Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi

Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi
Lajes do Pico
$280 nightly
The price is $280
Jul 10 - Jul 11
Total with taxes and fees
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi
Garden

Atlantis Breeze

Atlantis Breeze
3.0 star property
Madalena
8.0 out of 10, Very Good, (1 review)
"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."
Switzerland
Heinz
$279 nightly
The price is $290
Jun 29 - Jun 30
Total with taxes and fees
Atlantis Breeze
Exterior detail

Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi

Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi
Lajido
$227 nightly
The price is $227
Jun 22 - Jun 23
Total with taxes and fees
Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi
Beach

Mont Blanc Pico Island Sea

Mont Blanc Pico Island Sea
São Roque do Pico Açores
8.8 out of 10, Excellent, (3 reviews)
"Schöne Location, nette Besitzer: man kann sich wundervoll erholen"
Portugal
Sonya G.
$407 nightly
The price is $407
Jul 15 - Jul 16
Total with taxes and fees
Mont Blanc Pico Island Sea
Interior

Pico Island Villas 22 - Ocean Front & UNESCO Heritage Century-Old Grapevines

Pico Island Villas 22 - Ocean Front & UNESCO Heritage Century-Old Grapevines
São Roque do Pico
$691 nightly
The price is $691
Jun 22 - Jun 23
Total with taxes and fees
Pico Island Villas 22 - Ocean Front & UNESCO Heritage Century-Old Grapevines
Outdoor dining

Casa Baleia Laranja Ocean-Front

Casa Baleia Laranja Ocean-Front
Madalena
10.0 out of 10, Exceptional, (3 reviews)
"The location of the property was wonderful. We could hear the waves crashing throughout our stay. Thank you again "
United States
Sebastien B.
$492 nightly
The price is $492
Jun 28 - Jun 29
Total with taxes and fees
Casa Baleia Laranja Ocean-Front
TV, fireplace

Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace & Wi-Fi

Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace & Wi-Fi
Santo António SRP
$236 nightly
The price is $245
Jul 18 - Jul 19
Total with taxes and fees
Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace & Wi-Fi
Exterior

Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi

Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
Pontas negras
$595 nightly
The price is $595
Jun 22 - Jun 23
Total with taxes and fees
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
TV

Holiday Home 'Adega Pérola' with Wi-Fi

Holiday Home 'Adega Pérola' with Wi-Fi
Cais do Galego
$181 nightly
The price is $181
Jun 23 - Jun 24
Total with taxes and fees
Holiday Home 'Adega Pérola' with Wi-Fi
TV

Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi

Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi
Pontas Negras
$563 nightly
The price is $563
Jun 22 - Jun 23
Total with taxes and fees
Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi
Pool

Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi

Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi
Lajes do Pico
$112 nightly
The price is $112
Jul 3 - Jul 4
Total with taxes and fees
Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi
Pool

Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi

Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
Ribeiras
$277 nightly
The price is $277
Jun 26 - Jun 27
Total with taxes and fees
Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
Exterior detail

Silveira House

Silveira House
Lajes do Pico
$101 nightly
The price is $101
Jun 30 - Jul 1
Total with taxes and fees
Silveira House
Superior Apartment, 1 Bedroom, Ocean View | Living area | Flat-screen TV

Lofts Azul Pastel

Lofts Azul Pastel
4.0 star property
Horta
9.8 out of 10, Exceptional, (34 reviews)
"Beautiful stay and wonderful staff!"
United States
Cathy
$109 nightly
The price is $114
Jun 23 - Jun 24
Total with taxes and fees
Lofts Azul Pastel
Deluxe Duplex, 3 Bedrooms | Individually decorated, individually furnished, desk, laptop workspace

Porto Pim Bay

Porto Pim Bay
Horta
9.6 out of 10, Exceptional, (31 reviews)
"Exceptional place to stay. Clean, professional and caring staff; can’t wait to come back. "
United States
Joseph
$133 nightly
The price is $139
Jul 17 - Jul 18
Total with taxes and fees
Porto Pim Bay
On the beach, black sand

Bearsu Nature Almoxarife

Bearsu Nature Almoxarife
2.0 star property
Horta
8.8 out of 10, Excellent, (6 reviews)
"Nice camping near the sea"
Italy
Leonardo
$53 nightly
The price is $55
Jul 5 - Jul 6
Total with taxes and fees
Bearsu Nature Almoxarife
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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Top Pico Island Hotel Reviews

Hotel Caravelas

Hotel Caravelas

8/10 Good
"Super convenient as just across the road from the ferry port and very close to the town centre. Nice breakfast. Spacious room."
Maria 1-night trip
Posted 3 hours ago
Hotel Caravelas

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 $162 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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