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
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Calheta vacation rentals

Outdoor pool

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
Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)
Outdoor pool

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, (1 review)
"serviço competente e atencioso, arquitectura enquadrada no contexto, local ideal para passeios e descanso."
Portugal
Pedro E.
The price is SAR 1,026
SAR 1,150 total
includes taxes & fees
28 Jun - 29 Jun
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
Outdoor pool

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 799
SAR 938 total
includes taxes & fees
30 Jun - 1 Jul
Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
Outdoor pool

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 752
SAR 855 total
includes taxes & fees
29 Jun - 30 Jun
Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)
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 SAR 730
SAR 730 total
includes taxes & fees
30 Jun - 1 Jul
Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi
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 SAR 1,408
SAR 1,408 total
includes taxes & fees
3 Jul - 4 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.
The price is SAR 1,539
SAR 2,039 total
includes taxes & fees
20 Jul - 21 Jul
Sea U Pico, São Roque do Pico
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 SAR 1,041
SAR 1,041 total
includes taxes & fees
10 Jul - 11 Jul
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and 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 SAR 1,073
SAR 1,526 total
includes taxes & fees
15 Jul - 16 Jul
Mont Blanc Pico Island Sea
Pool

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

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

Holiday Home 'Adega Pérola' with Wi-Fi

Holiday Home 'Adega Pérola' with Wi-Fi
Cais do Galego
The price is SAR 991
SAR 1,251 total
includes taxes & fees
24 Jul - 25 Jul
Holiday Home 'Adega Pérola' with Wi-Fi
Pool

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 417
SAR 417 total
includes taxes & fees
3 Jul - 4 Jul
Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi
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 SAR 2,656
SAR 2,838 total
includes taxes & fees
10 Jul - 11 Jul
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
Property grounds

Carpe Diem Apartment

Carpe Diem Apartment
Urzelina
Carpe Diem Apartment
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 SAR 644
SAR 879 total
includes taxes & fees
18 Jul - 19 Jul
Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace & 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 SAR 2,890
SAR 3,072 total
includes taxes & fees
10 Jul - 11 Jul
Vacation Home "Dos Vinagreiros - Guilherme" 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
Casa da Petra – Our Casa is your Casa
Exterior detail

Silveira House

Silveira House
Lajes do Pico
The price is SAR 192
SAR 376 total
includes taxes & fees
30 Jun - 1 Jul
Silveira House
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

São Jorge Garden

São Jorge Garden

10/10 Excellent
"L’emplacement idéal près du port, le petit déjeuner digne d’un grand hôtel, la piscine formidable."
Pierre-Marc 2-night trip
Posted 12 days ago
São Jorge Garden

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?

Faidoca's Grandfather House - Four-Bedroom House: Visitors like this Calheta vacation home rental. It is located on the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

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 Velas Marina.

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.