Book Holiday Homes in Calheta

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Featured Holiday Homes in Calheta

 AtlanticWindow - Modern House, Stunning View

AtlanticWindow - Modern House, Stunning View

São Roque do Pico
With a stay at this vacation home in Sao Roque do Pico, you'll be by the ocean, and 11.4 mi (18.3 km) from Sao Roque Church and 12.5 mi (20.1 km) from Convent ...
AtlanticWindow - Modern House, Stunning View
Beautiful 3 bedroom & 3 bathrooms House with Sea view in São Jorge, Açores

Beautiful 3 bedroom & 3 bathrooms House with Sea view in São Jorge, Açores

Açores
With a stay at this vacation home in Calheta, you'll be on the waterfront, and 10.2 mi (16.3 km) from Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge ...
Beautiful 3 bedroom & 3 bathrooms House with Sea view in São Jorge, Açores
Cantinho do Avô - Pico Island - Prainha, São Roque do Pico

Cantinho do Avô - Pico Island - Prainha, São Roque do Pico

Prainha de Baixo, São Roque do Pico
With a stay at this vacation home in Sao Roque do Pico, you'll be within a 15-minute drive of Sao Roque Church and Convent of Sao Roque do Pico.
Cantinho do Avô - Pico Island - Prainha, São Roque do Pico
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Casa da Esquila 2

Casa da Esquila 2

São Roque do Pico
When you stay at this vacation home in Sao Roque do Pico, you'll be by the sea, within a 5-minute drive of Convent of Sao Roque do Pico and Sao Roque ...
Casa da Esquila 2
Faidoca's Grandfather House - Four-Bedroom House

Faidoca's Grandfather House - Four-Bedroom House

Calheta de Nesquim
With a stay at this vacation home, you'll be centrally located in Lajes do Pico, 11.6 mi (18.7 km) from Whaler’s Museum and 12.9 mi (20.7 km) from Caiado ...
Faidoca's Grandfather House - Four-Bedroom House
Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".

Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".

Santo Amaro, Sao Roque, Ilha do Pico, Az
With a stay at this vacation home in Sao Roque do Pico, you'll be 9.8 mi (15.7 km) from Sao Roque Church and 10.9 mi (17.5 km) from Convent of Sao Roque do ...
Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".
Liiiving in Açores - Mountain Island House

Liiiving in Açores - Mountain Island House

Altamora
With a stay at this vacation home in Lajes do Pico, you'll be by the sea, and 12.9 mi (20.7 km) from Whaler’s Museum and 13 mi (20.9 km) from Caiado Lagoon.
Liiiving in Açores - Mountain Island House
PICO Hollidays  Rentals- Mountain and sea view for families or  groups

PICO Hollidays Rentals- Mountain and sea view for families or groups

São Roque do Pico
When you stay at this vacation home in Sao Roque do Pico, you'll be on the waterfront, within a 5-minute drive of Convent of Sao Roque do Pico and Sao Roque ...
PICO Hollidays Rentals- Mountain and sea view for families or groups
Holiday house, Santa Luzia, Pico, Azores

Holiday house, Santa Luzia, Pico, Azores

Santa Luzia
Located in Sao Roque do Pico, this vacation home is in a rural location, within a 10-minute drive of A Buraca Winery and Convent of Sao Roque do Pico.
Holiday house, Santa Luzia, Pico, Azores
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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.

Calheta Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Calheta vacation homes are the perfect way for you to wing it.

Holiday houses in Calheta let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Calheta in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Calheta adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Calheta with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Calheta vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Calheta Holiday Homes essential information

Accommodation
120 Holiday Homes
Lowest Price
AU$157
Highest Price
AU$188
Popular accommodation
AtlanticWindow - Modern House, Stunning View, Beautiful 3 bedroom & 3 bathrooms House with Sea view in São Jorge, Açores, Cantinho do Avô - Pico Island - Prainha, São Roque do Pico, Casa da Esquila 2, Faidoca's Grandfather House - Four-Bedroom House, Enchanting view from the balcony of beautifully restored "Adega Baia do Canto"., Liiiving in Açores - Mountain Island House, PICO Hollidays Rentals- Mountain and sea view for families or groups, Holiday house, Santa Luzia, Pico, Azores

Top trending hotels in Calheta

Azores Youth Hostels - São Jorge

Azores Youth Hostels - São Jorge

2 out of 5
Canada da Vinha Nova, Fajã Grande, Calheta
The price is AU$157 per night from 1 Jan to 2 Jan
AU$157
includes taxes & fees
1 Jan - 2 Jan 2025
When you stay at Azores Youth Hostels - São Jorge in Calheta, you'll be 15 minutes by car from Santa Bárbara Church.
Azores Youth Hostels - São Jorge
Kuanza Nature Experience

Kuanza Nature Experience

4 out of 5
Faja do Belo, Calheta, Azores
The price is AU$188 per night from 28 Dec to 29 Dec
AU$188
includes taxes & fees
28 Dec - 29 Dec
When you stay at Kuanza Nature Experience in Calheta, you'll be in a national park and 5 minutes by car from Fajãs das Lagoas de Santo Cristo e dos Cubres de ...
Kuanza Nature Experience
Casas dos Vimes

Casas dos Vimes

3 out of 5
Fajã dos Vimes, Calheta, Azores
With a stay at Casas dos Vimes in Calheta, you'll be 9.6 mi (15.4 km) from Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge and 13.6 mi (22 km) from ...
Casas dos Vimes
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Beautiful 3 bedroom & 3 bathrooms House with Sea view in São Jorge, Açores

Beautiful 3 bedroom & 3 bathrooms House with Sea view in São Jorge, Açores

Açores
With a stay at this vacation home in Calheta, you'll be on the waterfront, and 10.2 mi (16.3 km) from Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge ...
Beautiful 3 bedroom & 3 bathrooms House with Sea view in São Jorge, Açores
Don't see what you're looking for?
See all available properties in Calheta
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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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^Subject to availability and chosen travel dates.