A mountain with a lake in the foreground.

Pico Island Vacation Rentals

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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

A white building with grey trim, a stone wall, and a small garden with various plants.

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

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
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 $274
CA $274 total
includes taxes & fees
Oct 1 - Oct 2
Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi
A stone wall with a wooden fence.

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 $422
CA $549 total
includes taxes & fees
Sep 6 - Sep 7
Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning
A garden pathway leading to a body of water with mountains in the background.

5. Casa do Jardim

Casa do Jardim
Santo Amaro
The price is CA $337
CA $382 total
includes taxes & fees
Sep 18 - Sep 19
Casa do Jardim
A rectangular pool with clear blue water, surrounded by a tiled deck.

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 $387
CA $387 total
includes taxes & fees
Sep 13 - Sep 14
Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
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 $499
CA $567 total
includes taxes & fees
Oct 4 - Oct 5
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 $313
CA $411 total
includes taxes & fees
Sep 23 - Sep 24
Holiday Home 'Adega Pérola' with Wi-Fi
A hotel room with a bed, a view through a door, and a balcony.

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
A modern living room with a wooden staircase, a sofa, a coffee table, and a dining area.

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 $762
CA $831 total
includes taxes & fees
Oct 4 - Oct 5
Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & 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 $391
CA $450 total
includes taxes & fees
Oct 3 - Oct 4
Holiday Home 'Casa Praya' with Sea View, Private Terrace and Wi-Fi
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

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 $300
CA $349 total
includes taxes & fees
Sep 22 - Sep 23
Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
A stone building with a window and shutters, surrounded by green hedges and a clear sky.

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 $352
CA $415 total
includes taxes & fees
Oct 2 - Oct 3
Holiday Home 'Da Boa Vista' with Sea View and Wi-Fi
A coastal landscape with a stone wall, a grassy area, and a view of the ocean and mountains.

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 $401
CA $460 total
includes taxes & fees
Sep 13 - Sep 14
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
A dining table with two plates, two wine glasses, and a vase with a plant.

15. Casa da Petra – Our Casa is your Casa

Casa da Petra – Our Casa is your Casa
Urzelina
The price is CA $1,053
CA $1,053 total
includes taxes & fees
Sep 28 - Sep 29
Casa da Petra – Our Casa is your Casa
A building with numbered doors, a tiled courtyard, and potted plants.

16. Refuge - "Vivenda Chã"

Refuge - "Vivenda Chã"
Ribeira Funda
The price is CA $346
CA $378 total
includes taxes & fees
Sep 11 - Sep 12
Refuge - "Vivenda Chã"
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

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 $385
CA $426 total
includes taxes & fees
Sep 18 - Sep 19
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.

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 $385
CA $438 total
includes taxes & fees
Sep 11 - Sep 12
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.

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 $282
CA $321 total
includes taxes & fees
Sep 11 - Sep 12
Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)
A stone building with a red door and window shutters, a stone pathway, and a small garden area.

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.
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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 4 days ago
Hotel Caravelas

Find out more about Pico Island

Pico Island Vacation Homes information

Number of reviews
14
Accommodation
128 Vacation Homes
Lowest Price
CA $127
Highest Price
CA $1,053

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