Book Luxury Villas in Estreito da Calheta

We selected the 116 homes worth renting in this location

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Age 1 to 12

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Home spotlights in Estreito da Calheta

Burst of Colour

Burst of Colour

  • 5 guests

  • 2 bedrooms

Arco da Calheta, Madeira

Sitting at the foot of a cliff just outside the sunny resort of Calheta, this welcoming holiday home offers an ideal base from which to explore the stunning southern coast of Madeira. Surrounded by leafy plants, sprawling vines and water features to create a sense of zen, you'll have no trouble unwinding here.

Halfway To Paradise

Halfway To Paradise

  • 8 guests

  • 3 bedrooms

Ponta do Pargo, Calheta

In a quiet, uncommercial part of the island, this modern villa with sea views sits beside woodland close to the start of the Levada da Ponta do Pargo walking trail. One of a pair of matching homes, it's been thoughtfully put together to create a stylish and comfortable place to stay for those who like to be away from it all.

Banana Oil

Banana Oil

  • 4 guests

  • 1 bedrooms

Ponta do Sol, Madeira

Often it's the interior design or the quirky features of a home that really draw you in, and sometimes... it's the location.

Calheta Crystal

Calheta Crystal

  • 6 guests

  • 3 bedrooms

Arco da Calheta, Madeira

Tucked away in the quiet village of Arco de Calheta, this impressive villa offers spectacular views of the surrounding countryside and sea. Boasting a spacious pool deck, start the day by cooking breakfast in the kitchen, then tucking in alfresco while admiring the sparkling blue ocean.


We selected the top 3% holiday homes in Estreito da Calheta Villas

Explore the 116 most perfect homes in our collection

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Most popular homes in Estreito da Calheta

Cake & Wine

Cake & Wine

  • 10 guests

  • 5 bedrooms

Calheta, Madeira

Hydrangea Hills

Hydrangea Hills

  • 4 guests

  • 1 bedrooms

Prazeres, Madeira

Memory Garden

Memory Garden

  • 6 guests

  • 3 bedrooms

Prazeres, Madeira

Nature of the Valley

Nature of the Valley

  • 6 guests

  • 3 bedrooms

São Vicente, Madeira

Music of the Sea

Music of the Sea

  • 10 guests

  • 4 bedrooms

Ribeira Brava, Madeira

Pearl Of The Atlantic

Pearl Of The Atlantic

  • 6 guests

  • 2 bedrooms

Fajã da Ovelha, Calheta

Sapphire Seabird

Sapphire Seabird

  • 8 guests

  • 4 bedrooms

Estreito da Calheta, Madeira

Edge of Forever

Edge of Forever

  • 4 guests

  • 2 bedrooms

Ribeira Brava, Madeira

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Frequently asked questions

Secure a luxury stay in one of the remarkable Villas in our Estreito da Calheta, Madeira, Portugal collection. Our quality and consistency is unmatched, with only the top 3% of homes making it onto our site. Our meticulous home experts test everything from shower pressure to a home's feel and atmosphere, so there really is no need to worry about a thing. Your chosen home is also guaranteed to be fully furnished, with an excellently-equipped kitchen, essential bathroom toiletries, and linens all included. Acquire the help of our friendly experts, on standby 24/7 and always eager to assist you in your hunt for the finest luxury Villa in the entirety of Estreito da Calheta.

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