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
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Calheta vacation rentals

Exterior detail

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 664
AED 664 total
includes taxes & fees
8 Jul - 9 Jul
Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi
Exterior

Aldeia das Adegas

Aldeia das Adegas
4.0 star property
Sao Roque do Pico
9.4 out of 10, Exceptional, (65 reviews)
"We had a great stay here."
United States
Nicholas
The price is AED 929
AED 966 total
includes taxes & fees
9 Jul - 10 Jul
Aldeia das Adegas
2 bedrooms, iron/ironing board, free WiFi, bed sheets

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 1,383
AED 1,383 total
includes taxes & fees
8 Jul - 9 Jul
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
Interior

Sea U Pico, São Roque do Pico

Sea U Pico, São Roque do Pico
São Roque do Pico
10.0 out of 10, Exceptional, (3 reviews)
"We loved Pico and the place, the house and the welcome familiy"
Portugal
Duarte D.
Sea U Pico, São Roque do Pico
Exterior

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
The price is AED 2,613
AED 2,792 total
includes taxes & fees
14 Jul - 15 Jul
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
Dining

Casa da Petra – Our Casa is your Casa

Casa da Petra – Our Casa is your Casa
Urzelina
The price is AED 1,995
AED 1,995 total
includes taxes & fees
11 Jul - 12 Jul
Casa da Petra – Our Casa is your Casa
Terrace/patio

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
The price is AED 922
AED 922 total
includes taxes & fees
10 Jul - 11 Jul
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi
TV

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 AED 2,843
AED 3,022 total
includes taxes & fees
8 Jul - 9 Jul
Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi
Beach

Mont Blanc Pico Island Sea

Mont Blanc Pico Island Sea
São Roque do Pico Açores
8.8 out of 10, Excellent, (3 reviews)
"Schöne Location, nette Besitzer: man kann sich wundervoll erholen"
Portugal
Sonya G.
The price is AED 1,055
AED 1,501 total
includes taxes & fees
15 Jul - 16 Jul
Mont Blanc Pico Island Sea
Outdoor dining

Casa da Terra Alta

Casa da Terra Alta
Santo Amaro
Casa da Terra Alta
TV, fireplace

Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace & Wi-Fi

Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace & Wi-Fi
Santo António SRP
The price is AED 876
AED 1,107 total
includes taxes & fees
11 Jul - 12 Jul
Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace & Wi-Fi
Pool

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

Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
Ribeiras
The price is AED 2,305
AED 2,305 total
includes taxes & fees
22 Jul - 23 Jul
Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
Property grounds

Carpe Diem Apartment

Carpe Diem Apartment
Urzelina
The price is AED 713
AED 742 total
includes taxes & fees
8 Jul - 9 Jul
Carpe Diem Apartment
Exterior

Casa do Laureano

Casa do Laureano
Santo Amaro
The price is AED 638
AED 718 total
includes taxes & fees
2 Aug - 3 Aug
Casa do Laureano
Exterior detail

Silveira House

Silveira House
Lajes do Pico
The price is AED 189
AED 370 total
includes taxes & fees
18 Jul - 19 Jul
Silveira House
Property grounds

Carpe Noctem Apartment

Carpe Noctem Apartment
Urzelina
The price is AED 713
AED 742 total
includes taxes & fees
9 Jul - 10 Jul
Carpe Noctem Apartment
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 stay here! It was clean and quiet and they have all the amenities of home, even a washing machine and clothes line which is very helpful after hiking Pico Mountain"
Kathleen 2-night trip
Posted 4 days ago
Pico Dreams - Sportfish

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?

Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".: Visitors like this Calheta vacation home rental. It offers a balcony, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. Make the most of the books in this rental home to help you unwind.

How many vacation rentals will I find in Calheta?

Choose from 12 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.