A crowded beach with people swimming and sunbathing under umbrellas.

Holiday Homes in Calheta

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Calheta holiday homes

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

1. 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 AU$237
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.

2. 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 AU$270
includes taxes & fees
2 Nov - 3 Nov
Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
A coastal landscape with a stone wall, a grassy area, and a view of the ocean and mountains.

3. 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 AU$391
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.

4. 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 AU$355
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.

5. 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 AU$355
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.

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 AU$335
includes taxes & fees
2 Nov - 3 Nov
Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba
A room with a wooden ceiling, a bed, a desk with a lamp, a fan, and a window.

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

Holiday Home 'Adega Pérola' with Wi-Fi
Cais do Galego
The price is AU$240
includes taxes & fees
17 Oct - 18 Oct
Holiday Home 'Adega Pérola' with Wi-Fi
A stone building with a tiled roof, a staircase leading to a seating area with chairs, and lush greenery surrounding the property.

8. Casa do Laureano

Casa do Laureano
Santo Amaro
The price is AU$200
includes taxes & fees
17 Oct - 18 Oct
Casa do Laureano
A living room with a fireplace, a sofa, a dining table with chairs, and a stone wall.

9. Casa da Petra – Our Casa is your Casa

Casa da Petra – Our Casa is your Casa
Urzelina
The price is AU$667
includes taxes & fees
19 Oct - 20 Oct
Casa da Petra – Our Casa is your Casa
A stone building with a wooden deck, a table, and chairs.

10. Casa da Terra Alta

Casa da Terra Alta
Santo Amaro
10.0 out of 10, Exceptional, (1 review)
"We had great stay, a fabulous place to sit and enjoy the view in the evening. The house was comfortable and had everything we needed. Bed linens and towels were of good quality, not always the case in some places we have stayed in. Erica was a lovely host; you could tell she cared very much for the house and garden. We would recommend Highland Homes to anyone going to Pico Island!"
Canada
Anonymous traveller
Casa da Terra Alta
A covered outdoor seating area with a table and chairs, overlooking a scenic view of the sea and green landscape.

11. 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 AU$494
includes taxes & fees
1 Nov - 2 Nov
Pico Azores - Family house S. Jorge view
A poolside dining area with a view of the ocean, featuring burgers and fries on the table.

12. 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 AU$117
includes taxes & fees
7 Nov - 8 Nov
Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi
A hotel room with a bed, a view through a door, and a balcony.

13. 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 AU$352
includes taxes & fees
1 Nov - 2 Nov
Vacation Home "Adega Do Portinho Velho" with Balcony & 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 AU$144
includes taxes & fees
27 Oct - 28 Oct
Silveira House
A stone wall with a wooden fence.

15. 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
Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning
A rectangular pool with clear blue water, surrounded by a tiled deck.

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

Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
Ribeiras
The price is AU$282
includes taxes & fees
20 Oct - 21 Oct
Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
A modern living room with a wooden staircase, a sofa, a coffee table, and a dining area.

17. 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 AU$793
includes taxes & fees
15 Oct - 16 Oct
Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi
A stone building with a red door, green shutters, and a balcony.

18. 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 AU$542
includes taxes & fees
15 Oct - 16 Oct
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & 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

Casa do Zé - AL

Casa do Zé - AL

10/10 Excellent
"C’est la dernière maison au bout du chemin. La terrasse sur la photo est en haut à gauche sur le chemin de pierre , non annexée à la maison. La vue est incroyable."
Nathalie Ann 6-night trip
Posted 1 month ago
Casa do Zé - AL

Find out more about Calheta

Calheta Holiday Homes information

Number of reviews
12
Accommodation
82 Holiday Homes
Lowest Price
AU$117
Highest Price
AU$793