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 $142 total
includes taxes & fees
Sep 16 - Sep 17
Silveira House
A garden pathway leading to a body of water with mountains in the background.

2. Casa do Jardim

Casa do Jardim
Santo Amaro
The price is CA $258
CA $290 total
includes taxes & fees
Sep 18 - Sep 19
Casa do Jardim
A stone wall with a wooden fence.

3. 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 15 - Sep 16
Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning
A stone building with a stone wall, a window, and a door leading to an interior with a cow-patterned wall.

4. 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 $275
CA $275 total
includes taxes & fees
Oct 1 - Oct 2
Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi
A rectangular pool with clear blue water, surrounded by a tiled deck.

5. 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 $389
CA $389 total
includes taxes & fees
Sep 15 - Sep 16
Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
A room with a wooden ceiling, a bed, a desk with a lamp, a fan, and a window.

6. 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
Sep 28 - Sep 29
Holiday Home 'Adega Pérola' with Wi-Fi
A hotel room with a bed, a view through a door, and a balcony.

7. 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
A modern living room with a wooden staircase, a sofa, a coffee table, and a dining area.

8. 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
A stone building with a red door, green shutters, and a balcony.

9. 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
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

10. 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 $353 total
includes taxes & fees
Sep 2 - Sep 3
Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
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 $393
CA $451 total
includes taxes & fees
Oct 1 - Oct 2
Holiday Home 'Casa Praya' with Sea View, Private Terrace and Wi-Fi
A coastal landscape with a stone wall, a grassy area, and a view of the ocean and mountains.

12. 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 $475 total
includes taxes & fees
Sep 5 - Sep 6
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
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 $353
CA $416 total
includes taxes & fees
Oct 1 - Oct 2
Holiday Home 'Da Boa Vista' with Sea View and Wi-Fi
A building with numbered doors, a tiled courtyard, and potted plants.

14. Refuge - "Vivenda Chã"

Refuge - "Vivenda Chã"
Ribeira Funda
The price is CA $348
CA $380 total
includes taxes & fees
Sep 2 - Sep 3
Refuge - "Vivenda Chã"
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

15. 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 18 - Sep 19
Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba
A white building with red shutters and a red door.

16. Main House 2 Bedrooms

Main House 2 Bedrooms
Capelo
The price is CA $193
CA $193 total
includes taxes & fees
Sep 15 - Sep 16
Main House 2 Bedrooms
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

17. 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 $322 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.

18. 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 $146
CA $146 total
includes taxes & fees
Sep 2 - Sep 3
Oxen Car House 1 Bedroom
A dining table with two plates, two wine glasses, and a vase with a plant.

19. Casa da Petra – Our Casa is your Casa

Casa da Petra – Our Casa is your Casa
Urzelina
The price is CA $953
CA $953 total
includes taxes & fees
Sep 28 - Sep 29
Casa da Petra – Our Casa is your Casa
An outdoor dining area with a table set for four, overlooking a scenic view of the ocean.

20. 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 $242
CA $329 total
includes taxes & fees
Sep 6 - Sep 7
Azores Panorama Lodge
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

Pico TERRAMAR & SPA

Pico TERRAMAR & SPA

10/10 Excellent
"Beautiful hotel, and excellent location Spacious rooms with great amenities Richard at the Front Desk was very efficient and helpful Room service was very slow Restaurant was very well located and excellent food Ample parking Definitely stay here again"
Nishith 2-night trip
Posted 18 hours ago
Pico TERRAMAR & SPA

Find out more about Pico Island

Pico Island Vacation Homes information

Number of reviews
15
Accommodation
128 Vacation Homes
Lowest Price
CA $142
Highest Price
CA $953

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