A crowded beach with people swimming and sunbathing under umbrellas.

Calheta Vacation Rentals

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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Calheta vacation rentals

Outdoor pool

1. 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 AED 802
AED 946 total
includes taxes & fees
2 Sep - 3 Sep
Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
Outdoor pool

2. 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 AED 755
AED 863 total
includes taxes & fees
4 Sep - 5 Sep
Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)
Property grounds

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 AED 1,073
AED 1,270 total
includes taxes & fees
4 Sep - 5 Sep
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
Outdoor pool

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 AED 1,030
AED 1,172 total
includes taxes & fees
11 Sep - 12 Sep
Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)
Outdoor pool

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 AED 1,030
AED 1,176 total
includes taxes & fees
1 Sep - 2 Sep
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
Beach

6. Herdade das Hortênsias

Herdade das Hortênsias
São Jorge
10.0 out of 10, Exceptional, (1 review)
"Ruhig gelegen mit genügend Platz."
Germany
Lukas R.
The price is AED 343
AED 506 total
includes taxes & fees
11 Sep - 12 Sep
Herdade das Hortênsias
Outdoor pool

7. 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 AED 987
AED 1,124 total
includes taxes & fees
1 Sep - 2 Sep
Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba
Exterior detail

8. Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi

Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi
Topo Calheta São Jorge Açores
The price is AED 692
AED 692 total
includes taxes & fees
23 Aug - 24 Aug
Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi
Property grounds

9. Carpe Diem Apartment

Carpe Diem Apartment
Urzelina
The price is AED 583
AED 606 total
includes taxes & fees
3 Sep - 4 Sep
Carpe Diem Apartment
Exterior

10. Aldeia das Adegas

Aldeia das Adegas
4.0 star property
Sao Roque do Pico
9.4 out of 10, Exceptional, (68 reviews)
"We had a great stay here."
United States
Nicholas
The price is AED 520
AED 541 total
includes taxes & fees
2 Sep - 3 Sep
Aldeia das Adegas
TV

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

Holiday Home 'Adega Pérola' with Wi-Fi
Cais do Galego
The price is AED 754
AED 1,015 total
includes taxes & fees
2 Sep - 3 Sep
Holiday Home 'Adega Pérola' with Wi-Fi
Property grounds

12. Carpe Noctem Apartment

Carpe Noctem Apartment
Urzelina
The price is AED 583
AED 606 total
includes taxes & fees
10 Sep - 11 Sep
Carpe Noctem Apartment
Exterior

13. Casa do Laureano

Casa do Laureano
Santo Amaro
Casa do Laureano
Pool

14. 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 AED 340
AED 340 total
includes taxes & fees
4 Sep - 5 Sep
Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi
2 bedrooms, iron/ironing board, WiFi (free), bed sheets

15. 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
The price is AED 1,204
AED 1,204 total
includes taxes & fees
6 Sep - 7 Sep
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
Dining

16. Casa da Petra – Our Casa is your Casa

Casa da Petra – Our Casa is your Casa
Urzelina
The price is AED 1,875
AED 1,875 total
includes taxes & fees
29 Aug - 30 Aug
Casa da Petra – Our Casa is your Casa
Terrace/patio

17. SKY MOUNTAIN & SEA SMS-AZORES

SKY MOUNTAIN & SEA SMS-AZORES
São Roque do Pico
2.0 out of 10, (1 review)
"Airline canceled our flight. I emailed the host i had no response. "
United States
Thomas M.
The price is AED 172
AED 421 total
includes taxes & fees
23 Aug - 24 Aug
SKY MOUNTAIN & SEA SMS-AZORES
Property grounds

18. 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 AED 1,130
AED 1,471 total
includes taxes & fees
4 Sep - 5 Sep
Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning
Exterior detail

19. Silveira House

Silveira House
Lajes do Pico
The price is AED 193
AED 378 total
includes taxes & fees
6 Sep - 7 Sep
Silveira House
Terrace/patio

20. Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi

Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi
Lajes do Pico
6.0 out of 10, (1 review)
"Pros: Die Ruhe, der Ausblick, der private Parkplatz, die schnelle Unterstützung durch die Ansprechperson, der Insektenschutz an Fenstern Cons: Schwierigkeit gehabt das Haus zu finden, da das einzige Schild am Haus selbst hängt und von der Straße aber nicht zu erkennen war; leichter Schimmel in der Dusche; penetranter Duft der Duftspender in Küche und Bad; Bettwäsche roch nicht sehr frisch"
Germany
Anonymous traveler
The price is AED 942
AED 942 total
includes taxes & fees
22 Aug - 23 Aug
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden 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

Casa do Zé - AL

Casa do Zé - AL

10/10 Excellent
"Rosa was great and really welcoming! She also showed us the backyard with plants and coffee roasting process! The house is pretty, with washing machine and the kitchen well equipped. You can stay multiple days in casa do zè as the position is convenient to enjoy all the island."
Federica 4-night trip
Posted 6 days ago
Casa do Zé - AL

Frequently asked questions

Are there vacation rentals in Calheta?

Yes, there are vacation rentals near popular sights in Calheta, or you can go with a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Calheta?

Matilde's House, in the paradise Fajã de São João: Visitors give good reviews to this Calheta vacation home rental, which is located by the ocean and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals will I find in Calheta?

Choose from 13 Expedia vacation rentals in Calheta for a memorable vacation.

What can I see and do in Calheta?

Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge and Cascata do Cruzal are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Fajã dos Cubres and Pico da Esperanca.

What are vacation rentals like in Calheta?

Vacation rentals are privately owned properties you can reserve for several days or more in Calheta. Vacation rentals feature amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family trips.