A mountain with a lake in the foreground.

Pico Island Vacation 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
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Pico Island vacation homes

A poolside dining area with a view of the ocean, featuring burgers and fries on the table.

1. 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 CA $114
CA $114 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi
A white building with grey trim, a stone wall, and a small garden with various plants.

2. Silveira House

Silveira House
Lajes do Pico
The price is CA $70
CA $138 total
includes taxes & fees
Oct 31 - Nov 1
Silveira House
A stone building with a stone wall, a window, and a door leading to an interior with a cow-patterned wall.

3. 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 CA $240
CA $240 total
includes taxes & fees
Oct 31 - Nov 1
Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi
A rectangular pool with clear blue water, surrounded by a tiled deck.

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

Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
Ribeiras
The price is CA $289
CA $289 total
includes taxes & fees
Nov 1 - Nov 2
Apartment 'Branca' with Sea View, Private Terrace and 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 CA $343
CA $468 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning
A covered outdoor seating area with a table and chairs, overlooking a scenic view of the sea and green landscape.

6. Pico Azores - Family house S. Jorge view

Pico Azores - Family house S. Jorge view
Ribeirinha
10.0 out of 10, Exceptional, (1 review)
"Nous étions 2 familles et avons passé une superbe semaine. Les chambres sont bien divisées et il y avait le nécessaire pour notre séjour. La maison est très propre et très belle."
United States
Amélie T.
The price is CA $197
CA $481 total
includes taxes & fees
Nov 1 - Nov 2
Pico Azores - Family house S. Jorge view
A stone building with a red door, green shutters, and a balcony.

7. 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 CA $461
CA $528 total
includes taxes & fees
Nov 1 - Nov 2
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.

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

Holiday Home 'Adega Pérola' with Wi-Fi
Cais do Galego
The price is CA $258
CA $363 total
includes taxes & fees
Nov 13 - Nov 14
Holiday Home 'Adega Pérola' with Wi-Fi
A modern living room with a wooden staircase, a sofa, a coffee table, and a dining area.

9. 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 CA $705
CA $772 total
includes taxes & fees
Nov 1 - Nov 2
Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi
A hotel room with a bed, a view through a door, and a balcony.

10. 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 CA $343
CA $343 total
includes taxes & fees
Nov 30 - Dec 1
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
A rocky shoreline with waves, a clear sky, and distant mountains.

11. Holiday Home 'Casa Praya' with Sea View, Private Terrace and Wi-Fi

Holiday Home 'Casa Praya' with Sea View, Private Terrace and Wi-Fi
Horta
The price is CA $240
CA $297 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Home 'Casa Praya' with Sea View, Private Terrace and Wi-Fi
A stone building with a window and shutters, surrounded by green hedges and a clear sky.

12. Holiday Home 'Da Boa Vista' with Sea View and Wi-Fi

Holiday Home 'Da Boa Vista' with Sea View and Wi-Fi
Pedro Miguel
8.0 out of 10, Very good, (3 reviews)
"Von den 4 Unterkünften, die wir in diesem Urlaub auf den Azoren hatten, ist dies die Einzige, die wir nicht empfehlen können. Als wir ankamen (Anfang Mai) waren die Temperaturen zwischen 11 und 17 Grad, mit wenigen sonnigen Abschnitten und dann höheren Temperaturen. Das Haus verfügt über keine Heizung, dementsprechend war die Temperatur im Inneren bei 16 Grad und über 80% Luftfeuchtigkeit. Die Wohnung war also kalt und klamm, in den Schränken und Kommoden riecht es modrig. Erst auf Nachfrage...
Germany
Bernd R.
The price is CA $309
CA $370 total
includes taxes & fees
Oct 31 - Nov 1
Holiday Home 'Da Boa Vista' with Sea View and Wi-Fi
A dining table with two plates, two wine glasses, and a vase with a plant.

13. Casa da Petra – Our Casa is your Casa

Casa da Petra – Our Casa is your Casa
Urzelina
The price is CA $649
CA $649 total
includes taxes & fees
Nov 1 - Nov 2
Casa da Petra – Our Casa is your Casa
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

14. Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)

Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
Calheta
The price is CA $222
CA $259 total
includes taxes & fees
Nov 4 - Nov 5
Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

15. Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)

Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)
São Jorge
10.0 out of 10, Exceptional, (1 review)
"The view from the property was spectacular! Lucas was extremely helpful and kind. A unique experience that has made us wanting to come back again for a longer stay."
United States
Kimberly
The price is CA $304
CA $345 total
includes taxes & fees
Nov 19 - Nov 20
Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

16. Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)

Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)
São Jorge
The price is CA $200
CA $228 total
includes taxes & fees
Nov 4 - Nov 5
Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)
A coastal landscape with a stone wall, a grassy area, and a view of the ocean and mountains.

17. Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)

Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
São Jorge
10.0 out of 10, Exceptional, (6 reviews)
"location, location, location plus the thoughtful design, adaptive reuse of structures, and the evident and abundant care of ownership and staff all added up to bliss for our group perhaps not for everyone, but the adventure of getting there and provisioning one’s stay can make for an even more satisfying stay."
United States
David B.
The price is CA $325
CA $380 total
includes taxes & fees
Nov 11 - Nov 12
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
An outdoor covered seating area with wicker furniture and a table, overlooking a lush landscape.

18. Casa Mar & Alma, with panoramic ocean views from the rooftop of Faial, featuring sofas and tables

Casa Mar & Alma, with panoramic ocean views from the rooftop of Faial, featuring sofas and tables
Feteira
The price is CA $1,348
CA $1,594 total
includes taxes & fees
Nov 1 - Nov 2
Casa Mar & Alma, with panoramic ocean views from the rooftop of Faial, featuring sofas and tables
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

19. Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)

Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
São Jorge
10.0 out of 10, Exceptional, (2 reviews)
"serviço competente e atencioso, arquitectura enquadrada no contexto, local ideal para passeios e descanso."
Portugal
Pedro E.
The price is CA $304
CA $343 total
includes taxes & fees
Nov 3 - Nov 4
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

20. Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba

Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba
São Jorge
The price is CA $289
CA $326 total
includes taxes & fees
Nov 9 - Nov 10
Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba
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

Pico Dreams - Sportfish

Pico Dreams - Sportfish

10/10 Excellent
"Great location! Great staff. Safe and quiet"
Kathleen 2-night trip
Posted 10 days ago
Pico Dreams - Sportfish

Find out more about Pico Island

Pico Island Vacation Homes information

Number of reviews
14
Accommodation
130 Vacation Homes
Lowest Price
CA $114
Highest Price
CA $1,594

Explore a world of travel with Expedia