Pico Island Holiday Rentals

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Our top choices for Pico Island holiday rentals

Aldeia dos Caldeirões

Aldeia dos Caldeirões
3.5 star property
Madalena
The price is NZ$189
includes taxes & fees
22 Feb - 23 Feb
Aldeia dos Caldeirões

Aldeia das Adegas

Aldeia das Adegas
4.0 star property
Sao Roque do Pico
9.4 out of 10, Exceptional, (64 reviews)
"Diana is friendly and responsive with our requests. We stayed at one bedroom apartment. It feels like staying at home but in the paradise. "
United States
Raechung
The price is NZ$197
includes taxes & fees
18 Mar - 19 Mar
Aldeia das Adegas

Panoramic Ocean Views from your Private Varand

Panoramic Ocean Views from your Private Varand
São Roque do Pico
The price is NZ$308
includes taxes & fees
22 Feb - 23 Feb
Panoramic Ocean Views from your Private Varand

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
The price is NZ$697
includes taxes & fees
22 Feb - 23 Feb
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi

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.
The price is NZ$400
includes taxes & fees
22 Feb - 23 Feb
Casa Baleia Laranja Ocean-Front

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
The price is NZ$303
includes taxes & fees
22 Feb - 23 Feb
Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi

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

Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
Ribeiras
The price is NZ$389
includes taxes & fees
22 Feb - 23 Feb
Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi

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
The price is NZ$964
includes taxes & fees
3 Mar - 4 Mar
Pico Island Villas 22 - Ocean Front & UNESCO Heritage Century-Old Grapevines

Holiday Home 'Adega Pérola' with Wi-Fi

Holiday Home 'Adega Pérola' with Wi-Fi
Cais do Galego
The price is NZ$293
includes taxes & fees
23 Feb - 24 Feb
Holiday Home 'Adega Pérola' with Wi-Fi

Silveira House

Silveira House
Lajes do Pico
The price is NZ$173
includes taxes & fees
3 Mar - 4 Mar
Silveira House

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 traveller
The price is NZ$433
includes taxes & fees
22 Feb - 23 Feb
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi

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
The price is NZ$805
includes taxes & fees
3 Mar - 4 Mar
Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi

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

Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace and Wi-Fi
Santo António SRP
The price is NZ$485
includes taxes & fees
1 Mar - 2 Mar
Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace and Wi-Fi

Lofts Azul Pastel

Lofts Azul Pastel
4.0 star property
Horta
9.8 out of 10, Exceptional, (33 reviews)
"Beautiful stay and wonderful staff!"
United States
Cathy
Lofts Azul Pastel

Casas do Pinheiro

Casas do Pinheiro
4.0 star property
Horta
7.6 out of 10, Good, (4 reviews)
"Very Nice quiet all new and clean "
United States
ELIEZER
Casas do Pinheiro

Horta Bay

Horta Bay
3.5 star property
Horta
10.0 out of 10, Exceptional, (6 reviews)
"The best place I ever been in faial island I love it ❤️❤️❤️❤️❤️👌"
United States
samuel
Horta Bay

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
The price is NZ$266
includes taxes & fees
24 Mar - 25 Mar
Porto Pim Bay
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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Find out more about Pico Island

Everything you need to know about Pico Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pico Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pico Island holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pico Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pico Island holiday rentals we have selected for you start as low as NZ$189 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pico Island rentals

At Expedia, we put the best Pico Island holiday 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 holiday.

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.