A mountain with a lake in the foreground.

Pico Island Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 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 HK$1,203
HK$1,251 total
includes taxes & fees
28 Oct - 29 Oct
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 HK$748
HK$778 total
includes taxes & fees
6 Oct - 7 Oct
Aldeia dos Caldeirões
A white building with grey trim, a stone wall, and a small garden with various plants.

3. Silveira House

Silveira House
Lajes do Pico
The price is HK$402
HK$786 total
includes taxes & fees
6 Oct - 7 Oct
Silveira House
A spacious living area with a high wooden ceiling, a black leather sofa, and a dining area in the background.

4. 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 HK$1,765
HK$2,256 total
includes taxes & fees
3 Oct - 4 Oct
Vista da Baía - Casa do Aniceto Apartment with Sea View, Private Terrace & Wi-Fi
A stone wall with a wooden fence.

5. 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 HK$2,354
HK$3,062 total
includes taxes & fees
29 Sept - 30 Sept
Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning
A poolside dining area with a view of the ocean, featuring burgers and fries on the table.

6. 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 HK$708
HK$708 total
includes taxes & fees
30 Sept - 1 Oct
Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi
A stone-walled room with a white chair and table, a window, and a view of a landscape.

7. 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 HK$1,090
HK$1,090 total
includes taxes & fees
6 Oct - 7 Oct
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi
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 HK$1,526
HK$1,526 total
includes taxes & fees
3 Oct - 4 Oct
Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi
A bedroom with two beds, a chair, a coat rack, and a window with curtains.

9. 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 HK$883
HK$1,427 total
includes taxes & fees
1 Oct - 2 Oct
Apartment 'Valverdeapart' with Private Terrace 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 HK$1,569
HK$1,569 total
includes taxes & fees
10 Oct - 11 Oct
Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
A stone house with a red roof and orange shutters, featuring a patio with lounge chairs and a hammock.

11. 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 HK$2,234
HK$2,949 total
includes taxes & fees
4 Oct - 5 Oct
Casa Baleia Laranja Ocean-Front
A room with a wooden ceiling, a bed, a desk with a lamp, a fan, and a window.

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

Holiday Home 'Adega Pérola' with Wi-Fi
Cais do Galego
The price is HK$785
HK$1,329 total
includes taxes & fees
30 Sept - 1 Oct
Holiday Home 'Adega Pérola' with Wi-Fi
A hotel room with a bed, a view through a door, and a balcony.

13. 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 HK$2,179
HK$2,179 total
includes taxes & fees
1 Oct - 2 Oct
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
A stone building with a red door, green shutters, and a balcony.

14. 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 HK$2,640
HK$3,021 total
includes taxes & fees
1 Oct - 2 Oct
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
A modern living room with a wooden staircase, a sofa, a coffee table, and a dining area.

15. 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 HK$4,037
HK$4,419 total
includes taxes & fees
1 Oct - 2 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.

16. 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 HK$4,289
HK$5,075 total
includes taxes & fees
1 Oct - 2 Oct
Pico Island Villas 22 - Ocean Front & UNESCO Heritage Century-Old Grapevines
A modern room with wooden beams, a white sofa, a round table, and a view of the sea through a window.

17. Lofts Azul Pastel

Lofts Azul Pastel
4.0 star property
Horta
9.6 out of 10, Exceptional, (41 reviews)
"Room was spacious and had a lovely ocean view. Property was clean and fresh. Convenient location. Would recommend! Staff was helpful and responsive through email with the check in process as I had arrived early before the room was ready."
United States
Miriam
The price is HK$657
HK$684 total
includes taxes & fees
2 Oct - 3 Oct
Lofts Azul Pastel
A modern interior with a large sliding glass door leading to a balcony, wooden beams on the ceiling, and a dark wall.

18. 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 HK$805
HK$838 total
includes taxes & fees
3 Oct - 4 Oct
Porto Pim Bay
A rocky beach with a mountain in the background.

19. Bearsu Nature Almoxarife

Bearsu Nature Almoxarife
2.0 star property
Horta
8.6 out of 10, Excellent, (9 reviews)
"Nice camping near the sea"
Italy
Leonardo
Bearsu Nature Almoxarife
A coastal view with a mountain in the background, a pier, and a clear sky.

20. Horta Bay

Horta Bay
3.5 star property
Horta
10.0 out of 10, Exceptional, (7 reviews)
"The best place I ever been in faial island I love it ❤️❤️❤️❤️❤️👌"
United States
samuel
The price is HK$587
HK$834 total
includes taxes & fees
11 Oct - 12 Oct
Horta 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pico Island Hotel Reviews

Aldeia da Fonte Hotel

Aldeia da Fonte Hotel

10/10 Excellent
"Personnel très accueillant Très bon service Chambre très confortable"
Mireille 3-night trip
Posted 1 day ago
Aldeia da Fonte Hotel

Find out more about Pico Island

Search for holiday rentals in Pico Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Pico Island using one of the methods below:

  • View our selection of featured holiday rentals in Pico Island
  • Use the map to find apartments and other holiday homes in the Pico Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pico Island while they last

Look no further and take a look at our great range of rental properties in Pico Island!