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
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Pico Island vacation homes

Exterior detail

1. Silveira House

Silveira House
Lajes do Pico
The price is CA $72
CA $142 total
includes taxes & fees
Sep 3 - Sep 4
Silveira House
Pool

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 $128
CA $128 total
includes taxes & fees
Sep 30 - Oct 1
Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi
Property grounds

3. Casa do Jardim

Casa do Jardim
Santo Amaro
The price is CA $242
CA $272 total
includes taxes & fees
Sep 18 - Sep 19
Casa do Jardim
Property grounds

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 $424
CA $551 total
includes taxes & fees
Sep 4 - Sep 5
Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning
Exterior detail

5. 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 $247
CA $247 total
includes taxes & fees
Oct 2 - Oct 3
Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi
Pool

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
Exterior

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 $569 total
includes taxes & fees
Oct 1 - Oct 2
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
2 bedrooms, iron/ironing board, WiFi (free), bed sheets

8. 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 $393
CA $393 total
includes taxes & fees
Oct 1 - Oct 2
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
TV

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

Holiday Home 'Adega Pérola' with Wi-Fi
Cais do Galego
The price is CA $283
CA $381 total
includes taxes & fees
Oct 2 - Oct 3
Holiday Home 'Adega Pérola' with Wi-Fi
TV

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 $765
CA $834 total
includes taxes & fees
Oct 1 - Oct 2
Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi
Beach

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
Exterior

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 $318
CA $381 total
includes taxes & fees
Oct 2 - Oct 3
Holiday Home 'Da Boa Vista' with Sea View and Wi-Fi
Outdoor pool

13. 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 $355 total
includes taxes & fees
Sep 22 - Sep 23
Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
Property grounds

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 $472 total
includes taxes & fees
Sep 4 - Sep 5
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
Outdoor pool

15. 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 4 - Sep 5
Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)
Property grounds

16. Refuge - "Vivenda Chã"

Refuge - "Vivenda Chã"
Ribeira Funda
The price is CA $348
CA $380 total
includes taxes & fees
Sep 6 - Sep 7
Refuge - "Vivenda Chã"
Dining

17. Casa da Petra – Our Casa is your Casa

Casa da Petra – Our Casa is your Casa
Urzelina
The price is CA $983
CA $983 total
includes taxes & fees
Oct 2 - Oct 3
Casa da Petra – Our Casa is your Casa
Outdoor pool

18. 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 $370
CA $422 total
includes taxes & fees
Sep 22 - Sep 23
Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba
Outdoor dining

19. Azores Panorama Lodge

Azores Panorama Lodge
Norte Pequeno
10.0 out of 10, Exceptional, (2 reviews)
"What a great time we had, Our hosts were very welcoming and eager to look after anything we needed, giving us recommendations for things in the area. The accommodations were lovely and clean and recently renovated with great attention to detail. Looking forward to returning sometime."
United States
Faye R.
The price is CA $241
CA $328 total
includes taxes & fees
Sep 6 - Sep 7
Azores Panorama Lodge
Outdoor pool

20. 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 $435 total
includes taxes & fees
Sep 9 - Sep 10
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
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

Hotel Caravelas

Hotel Caravelas

8/10 Good
"The hotel was well located close to everything. The room was a big ions but the bed was confortable and quiet. When we entered our room the first day the fridge was not working but they changed our room. The breakfast buffet was included. The first 4 mornings it was good with all you need but the last day it was awfull, no yogourt, many things were missing so it left us with a mixed feeling. So this is why our review is not better."
André 5-night trip
Posted 15 hours ago
Hotel Caravelas

Find out more about Pico Island

Pico Island Vacation Homes information

Number of reviews
1,293
Accommodation
128 Vacation Homes
Lowest Price
CA $42
Highest Price
CA $401

Explore a world of travel with Expedia