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Pico Island Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Pico Island holiday rentals

A stone building with a red roof, a paved pathway, and a stone wall with a red railing.

1. Aldeia das Adegas

Aldeia das Adegas
4.0 star property
Sao Roque do Pico
9.4 out of 10, Exceptional, (70 reviews)
"We had a great stay here."
United States
Nicholas
The price is NZ$144
includes taxes & fees
1 Nov - 2 Nov
Aldeia das Adegas
A wooden table and bench in a garden with a hot tub and a glass door leading to a room.

2. Aldeia dos Caldeirões

Aldeia dos Caldeirões
4.0 star property
Madalena
8.8 out of 10, Excellent, (3 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
The price is NZ$166
includes taxes & fees
17 Oct - 18 Oct
Aldeia dos Caldeirões
A bedroom with a bed, a bedside table, a lamp, a radiator, a shelf with clothes, and a picture on the wall.

3. Azorica Pico

Azorica Pico
3.0 star property
Madalena
Azorica Pico
A stone building with a tiled roof, a staircase leading to a seating area with chairs, and lush greenery surrounding the property.

4. Casa do Laureano

Casa do Laureano
Santo Amaro
The price is NZ$247
includes taxes & fees
25 Oct - 26 Oct
Casa do Laureano
A poolside dining area with a view of the ocean, featuring burgers and fries on the table.

5. 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
The price is NZ$147
includes taxes & fees
1 Nov - 2 Nov
Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi
A bedroom with two beds, a chair, a coat rack, and a window with curtains.

6. Apartment 'Valverdeapart' with Private Terrace and Wi-Fi

Apartment 'Valverdeapart' with Private Terrace and Wi-Fi
Madalena
8.0 out of 10, Very good, (1 review)
"."
United States
Miranda C.
The price is NZ$293
includes taxes & fees
1 Nov - 2 Nov
Apartment 'Valverdeapart' with Private Terrace and Wi-Fi
A stone building with a wooden deck, a table, and chairs.

7. Casa da Terra Alta

Casa da Terra Alta
Santo Amaro
The price is NZ$377
includes taxes & fees
17 Oct - 18 Oct
Casa da Terra Alta
A stone building with a stone wall, a window, and a door leading to an interior with a cow-patterned wall.

8. 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$342
includes taxes & fees
18 Oct - 19 Oct
Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi
A stone-walled room with a white chair and table, a window, and a view of a landscape.

9. 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
6.0 out of 10, (1 review)
"Pros: Die Ruhe, der Ausblick, der private Parkplatz, die schnelle Unterstützung durch die Ansprechperson, der Insektenschutz an Fenstern Cons: Schwierigkeit gehabt das Haus zu finden, da das einzige Schild am Haus selbst hängt und von der Straße aber nicht zu erkennen war; leichter Schimmel in der Dusche; penetranter Duft der Duftspender in Küche und Bad; Bettwäsche roch nicht sehr frisch"
Germany
Anonymous traveller
The price is NZ$220
includes taxes & fees
6 Oct - 7 Oct
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi
A rectangular pool with clear blue water, surrounded by a tiled deck.

10. 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$352
includes taxes & fees
10 Oct - 11 Oct
Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
A spacious living area with a high wooden ceiling, a black leather sofa, and a dining area in the background.

11. Vista da Baía - Casa do Aniceto Apartment with Sea View, Private Terrace & Wi-Fi

Vista da Baía - Casa do Aniceto Apartment with Sea View, Private Terrace & Wi-Fi
Santo António SRP
The price is NZ$506
includes taxes & fees
6 Oct - 7 Oct
Vista da Baía - Casa do Aniceto Apartment with Sea View, Private Terrace & Wi-Fi
A white building with grey trim, a stone wall, and a small garden with various plants.

12. Silveira House

Silveira House
Lajes do Pico
The price is NZ$176
includes taxes & fees
9 Oct - 10 Oct
Silveira House
A stone house with a red roof and orange shutters, featuring a patio with lounge chairs and a hammock.

13. Casa Baleia Laranja Ocean-Front

Casa Baleia Laranja Ocean-Front
Madalena
10.0 out of 10, Exceptional, (4 reviews)
"The Orange Whale House is a magical place. I have traveled a lot, and this is my favorite place so far. The house, the host, and the location are the absolute best. The Vrbo pictures do not do it justice, simply beautiful!"
United States
Michael S.
The price is NZ$702
includes taxes & fees
9 Oct - 10 Oct
Casa Baleia Laranja Ocean-Front
A stone wall with a wooden fence.

14. Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning

Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning
Prainha
The price is NZ$648
includes taxes & fees
1 Nov - 2 Nov
Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning
A stone building with a red door, green shutters, and a balcony.

15. 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
7.0 out of 10, Good, (2 reviews)
"Nicley updated and clean but damp/musty smell. Location was good but required a drive to any attractions, restaurants, or markets. Balcony was nice but required access through the main bedroom. No communications on check-out procedures. Price was a bit high for what was offered."
United States
Eugene S.
The price is NZ$678
includes taxes & fees
6 Oct - 7 Oct
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
A room with a wooden ceiling, a bed, a desk with a lamp, a fan, and a window.

16. Holiday Home 'Adega Pérola' with Wi-Fi

Holiday Home 'Adega Pérola' with Wi-Fi
Cais do Galego
The price is NZ$299
includes taxes & fees
9 Oct - 10 Oct
Holiday Home 'Adega Pérola' with Wi-Fi
A compact kitchen with wooden beams, a built-in oven, a microwave, and a refrigerator.

17. Apartment 'Ribeirinha 94' with Sea View and Wi-Fi

Apartment 'Ribeirinha 94' with Sea View and Wi-Fi
Ribeirinha
The price is NZ$543
includes taxes & fees
8 Oct - 9 Oct
Apartment 'Ribeirinha 94' with Sea View and Wi-Fi
A modern living room with a wooden staircase, a sofa, a coffee table, and a dining area.

18. 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$991
includes taxes & fees
6 Oct - 7 Oct
Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi
A room with a view of the sea through large windows, a dining table with a bowl and a glass, and a hanging light fixture.

19. 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$1,181
includes taxes & fees
6 Oct - 7 Oct
Pico Island Villas 22 - Ocean Front & UNESCO Heritage Century-Old Grapevines
A modern interior with a large sliding glass door leading to a balcony, wooden beams on the ceiling, and a dark wall.

20. Porto Pim Bay

Porto Pim Bay
Horta
9.6 out of 10, Exceptional, (32 reviews)
"Exceptional place to stay. Clean, professional and caring staff; can’t wait to come back. "
United States
Joseph
The price is NZ$128
includes taxes & fees
4 Nov - 5 Nov
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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Top Pico Island Hotel Reviews

Pico TERRAMAR & SPA

Pico TERRAMAR & SPA

8/10 Good
"Hotel itself was excellent. Absolutely perfect. And the spa was great. The only negative aspect of our stay was the massage service. My girlfriend was very disappointed with the experience because the massage didn't focus on her shoulders which were sore. She told the practitioner about it, but they essentially refused to deviate from their plan, which was pretty lack luster and not effective at relaxing her muscles."
Michael 4-night trip
Posted 2 days ago
Pico TERRAMAR & SPA

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$144 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.