Book Luxury Villas in Estreito da Calheta

We selected the 114 homes worth renting in this location

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Home spotlights in Estreito da Calheta

A Seabird's View

A Seabird's View

  • 4 guests

  • 2 bedrooms

Arco da Calheta, Madeira

Take a time-out from everyday life and enjoy peace and perspective at this stunning villa, nestled on a hill overlooking the ocean below, and therefore offering stunning views of the big blue. This home is based just a 15-minute drive from the centre of Calheta, a vibrant coastal town that’s steeped in history while still feeling fresh and fun, with plenty of lovely restaurants and exciting bars to check out as well as a sandy beach.

Nature of the Valley

Nature of the Valley

  • 6 guests

  • 3 bedrooms

São Vicente, Madeira

Tucked away amid the river valley of Sao Vicente, this countryside spot in Madeira offers a tranquil setting from which to relax and enjoy nature – all while locating you just ten minutes from the sea and a five-minute drive from volcanic caves. Soak up the luscious green landscapes visible in every direction while chilling out in the sunshine.

Tinta Negra

Tinta Negra

  • 8 guests

  • 4 bedrooms

São Vicente, Madeira

Between the ancient trees of the Laurissilva Forest and the rolling fields of São Vicente, this home sits within a sprawling vineyard. Tinta Negra and Verdelho grapes grow plump in the sun, ready to be harvested for the island’s famous Madeira wine – you can experience this yourself if you time your visit right.

The Land's End

The Land's End

  • 4 guests

  • 2 bedrooms

Arco da Calheta, Madeira

Perched high above the ocean, facing west so the sun hits the terrace most hours of the day, this villa’s position is the envy of the island. Huge glass doors slide open to the wrap-around terrace where sun loungers make the most of the daily rays and a neat blue swimming pool waits for its surface to be disturbed during the heat of the day.


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

Explore the 114 most perfect homes in our collection

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Most popular homes in Estreito da Calheta

Sapphire Seabird

Sapphire Seabird

  • 8 guests

  • 4 bedrooms

Estreito da Calheta, Madeira

Memory Garden

Memory Garden

  • 6 guests

  • 3 bedrooms

Prazeres, Madeira

Madeira Cake

Madeira Cake

  • 6 guests

  • 3 bedrooms

Arco da Calheta, Madeira

By the Crystalline Ocean

By the Crystalline Ocean

  • 12 guests

  • 6 bedrooms

Sao Goncalo, Madeira

The Lucky One

The Lucky One

  • 12 guests

  • 5 bedrooms

Tabua, Ribeira Brava

Villa Azure

Villa Azure

  • 7 guests

  • 3 bedrooms

Arco da Calheta, Madeira

Blue Reflection

Blue Reflection

  • 6 guests

  • 3 bedrooms

Arco da Calheta, Madeira

Banana Oil

Banana Oil

  • 4 guests

  • 1 bedrooms

Ponta do Sol, 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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