Portugal, Madeira, Calheta, High angle view of people relaxing on sandy coastal beach in summer

Calheta Holiday Rentals

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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Calheta holiday rentals

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 HK$1,698
HK$1,993 total
includes taxes & fees
27 Jun - 28 Jun
Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
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
The price is HK$2,179
HK$2,497 total
includes taxes & fees
16 Jun - 17 Jun
Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)
Beach

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 HK$687
HK$1,030 total
includes taxes & fees
16 Jun - 17 Jun
Herdade das Hortênsias
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 HK$1,462
HK$1,462 total
includes taxes & fees
19 Jun - 20 Jun
Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi
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 HK$2,179
HK$2,460 total
includes taxes & fees
13 Jun - 14 Jun
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
Property grounds

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, (4 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 HK$2,270
HK$2,651 total
includes taxes & fees
16 Jun - 17 Jun
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
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 HK$1,598
HK$1,807 total
includes taxes & fees
29 Jun - 30 Jun
Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)
Outdoor pool

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 HK$2,088
HK$2,361 total
includes taxes & fees
16 Jun - 17 Jun
Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba
Exterior

Aldeia das Adegas

Aldeia das Adegas
4.0 star property
Sao Roque do Pico
9.4 out of 10, Exceptional, (64 reviews)
"Wonderful stay. Beautiful units with great hospitality"
United States
Adam
The price is HK$943
HK$980 total
includes taxes & fees
13 Jun - 14 Jun
Aldeia das Adegas
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 HK$886
HK$886 total
includes taxes & fees
3 Jul - 4 Jul
Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi
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 HK$1,432
HK$1,432 total
includes taxes & fees
20 Jun - 21 Jun
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden 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 traveller
The price is HK$2,644
HK$2,644 total
includes taxes & fees
25 Jun - 26 Jun
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
TV

Holiday Home 'Adega Pérola' with Wi-Fi

Holiday Home 'Adega Pérola' with Wi-Fi
Cais do Galego
The price is HK$877
HK$1,431 total
includes taxes & fees
15 Jun - 16 Jun
Holiday Home 'Adega Pérola' with Wi-Fi
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
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 HK$4,318
HK$4,706 total
includes taxes & fees
13 Jun - 14 Jun
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
TV, fireplace

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

Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace and Wi-Fi
Santo António SRP
The price is HK$1,694
HK$2,265 total
includes taxes & fees
23 Jun - 24 Jun
Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace 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 HK$5,813
HK$6,201 total
includes taxes & fees
13 Jun - 14 Jun
Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi
Fridge, microwave, oven, stovetop

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
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

A Casa do Ouvidor

A Casa do Ouvidor

6/10 Okay
"There is no hottub at this property! We were really disappointed to see this when we arrived as it was one of the main reasons we booked here. The property need to update their expedia profile but please note there hasnt been a hottub there in a while. Otherwise, beautiful view and a nice stay at the property. A bit rough around the edges in places but perfectly adequate for our 4 night stay"
Madeleine 4-night trip
Posted 3 days ago
A Casa do Ouvidor

Find out more about Calheta

Search for holiday rentals in Calheta on Expedia! You can easily find your home rentals, villas, holiday apartments in Calheta using one of the methods below:

  • View our selection of featured holiday rentals in Calheta
  • Use the map to find apartments and other holiday homes in the Calheta neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Calheta while they last

Look no further and take a look at our great range of rental properties in Calheta!

Frequently asked questions

Are there holiday rentals in Calheta?

Yes, there are holiday rentals close to the most popular sights in Calheta, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Calheta has to offer?

Faidoca's Grandfather House - Four-Bedroom House: This holiday home rental outside of Calheta is located on the beach, and has an outdoor pool, a balcony and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in Calheta?

Choose from 12 Expedia holiday rentals in Calheta for a memorable holiday.

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 wider area, you’ll find Fajã dos Cubres and Velas Marina.

What are holiday rentals like in Calheta?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Calheta. Holiday rentals feature extras such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a family trip.