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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Pico Island vacation homes

1. Silveira House

Silveira House
Lajes do Pico
The price is CA $72
CA $141 total
includes taxes & fees
Sep 16 - Sep 17
Silveira House

2. 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 $127
CA $127 total
includes taxes & fees
Sep 30 - Oct 1
Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi

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 $274
CA $274 total
includes taxes & fees
Oct 3 - Oct 4
Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi

4. 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 $423
CA $551 total
includes taxes & fees
Sep 15 - Sep 16
Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning

5. Casa do Jardim

Casa do Jardim
Santo Amaro
The price is CA $354
CA $399 total
includes taxes & fees
Sep 18 - Sep 19
Casa do Jardim

6. 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 $353
CA $353 total
includes taxes & fees
Oct 2 - Oct 3
Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi

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 $500
CA $568 total
includes taxes & fees
Oct 1 - Oct 2
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi

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

Holiday Home 'Adega Pérola' with Wi-Fi
Cais do Galego
The price is CA $282
CA $380 total
includes taxes & fees
Sep 21 - Sep 22
Holiday Home 'Adega Pérola' with Wi-Fi

9. 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 $392
CA $392 total
includes taxes & fees
Oct 1 - Oct 2
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi

10. 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 $764
CA $833 total
includes taxes & fees
Oct 1 - Oct 2
Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi

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 $353
CA $412 total
includes taxes & fees
Oct 2 - Oct 3
Holiday Home 'Casa Praya' with Sea View, Private Terrace and Wi-Fi

12. 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 $301
CA $348 total
includes taxes & fees
Sep 8 - Sep 9
Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)

13. 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 $318
CA $380 total
includes taxes & fees
Oct 2 - Oct 3
Holiday Home 'Da Boa Vista' with Sea View and Wi-Fi

14. 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 $402
CA $474 total
includes taxes & fees
Sep 13 - Sep 14
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)

15. Casa da Petra – Our Casa is your Casa

Casa da Petra – Our Casa is your Casa
Urzelina
The price is CA $982
CA $982 total
includes taxes & fees
Oct 2 - Oct 3
Casa da Petra – Our Casa is your Casa

16. Refuge - "Vivenda Chã"

Refuge - "Vivenda Chã"
Ribeira Funda
The price is CA $347
CA $379 total
includes taxes & fees
Sep 8 - Sep 9
Refuge - "Vivenda Chã"

17. 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 $386
CA $434 total
includes taxes & fees
Sep 8 - Sep 9
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)

18. 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 $386
CA $437 total
includes taxes & fees
Sep 11 - Sep 12
Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)

19. 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 $283
CA $320 total
includes taxes & fees
Sep 11 - Sep 12
Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)

20. Oxen Car House 1 Bedroom

Oxen Car House 1 Bedroom
Capelo
10.0 out of 10, Exceptional, (1 review)
"Excelente ❤️"
Portugal
Maria Lourdes V.
The price is CA $141
CA $141 total
includes taxes & fees
Sep 8 - Sep 9
Oxen Car House 1 Bedroom
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Pico Island Hotel Reviews

Find out more about Pico Island

Pico Island Vacation Homes information

Number of reviews
1,363
Accommodation
128 Vacation Homes
Lowest Price
CA $43
Highest Price
CA $361

Explore a world of travel with Expedia