A crowded beach with people swimming and sunbathing under umbrellas.

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Check prices for these dates

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

Our top choices for Calheta vacation homes

A coastal landscape with a stone wall, a grassy area, and a view of the ocean and mountains.

1. 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 SAR 870
SAR 1,018 total
includes taxes & fees
2 Nov - 3 Nov
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

2. 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 SAR 816
SAR 933 total
includes taxes & fees
2 Nov - 3 Nov
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.

3. 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 SAR 816
SAR 925 total
includes taxes & fees
2 Nov - 3 Nov
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.

4. 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 SAR 594
SAR 698 total
includes taxes & fees
2 Nov - 3 Nov
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.

5. 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 SAR 536
SAR 611 total
includes taxes & fees
2 Nov - 3 Nov
Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

6. 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 SAR 774
SAR 875 total
includes taxes & fees
2 Nov - 3 Nov
Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba
A dining table with two plates, two wine glasses, and a vase with a plant.

7. Casa da Petra – Our Casa is your Casa

Casa da Petra – Our Casa is your Casa
Urzelina
The price is SAR 1,741
SAR 1,741 total
includes taxes & fees
1 Nov - 2 Nov
Casa da Petra – Our Casa is your Casa
A covered outdoor seating area with a table and chairs, overlooking a scenic view of the sea and green landscape.

8. 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 SAR 528
SAR 1,290 total
includes taxes & fees
1 Nov - 2 Nov
Pico Azores - Family house S. Jorge view
A room with a wooden ceiling, a bed, a desk with a lamp, a fan, and a window.

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

Holiday Home 'Adega Pérola' with Wi-Fi
Cais do Galego
The price is SAR 817
SAR 1,097 total
includes taxes & fees
29 Nov - 30 Nov
Holiday Home 'Adega Pérola' with 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 traveler
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
A stone wall with a wooden fence.

11. 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 SAR 919
SAR 1,250 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning
A rectangular pool with clear blue water, surrounded by a tiled deck.

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

Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
Ribeiras
The price is SAR 817
SAR 817 total
includes taxes & fees
29 Nov - 30 Nov
Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
A stone building with a red door, green shutters, and a balcony.

13. 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 SAR 1,301
SAR 1,480 total
includes taxes & fees
29 Nov - 30 Nov
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
A white building with grey trim, a stone wall, and a small garden with various plants.

14. Silveira House

Silveira House
Lajes do Pico
The price is SAR 188
SAR 368 total
includes taxes & fees
31 Oct - 1 Nov
Silveira House
A modern living room with a wooden staircase, a sofa, a coffee table, and a dining area.

15. 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 SAR 1,891
SAR 2,069 total
includes taxes & fees
1 Nov - 2 Nov
Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi
A poolside dining area with a view of the ocean, featuring burgers and fries on the table.

16. 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 SAR 306
SAR 306 total
includes taxes & fees
29 Nov - 30 Nov
Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi
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 Calheta 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