Book Luxury Villas in Estreito da Calheta

We selected the 8 homes worth renting in this location

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Home spotlights

Setting Suns

Setting Suns

  • 6 guests

  • 3 bedrooms

Estreito da Calheta, Madeira

Surrounded by luscious landscapes and that breathtaking ocean view – this spot dits perched in the sun-drenched hills above Calheta. Once an old barn, the newly transformed villa offers modern styles to an infrastructure packed with original character.

Lazy Ocean

Lazy Ocean

  • 8 guests

  • 4 bedrooms

Calheta, Madeira

Staggering 360-degree panoramic views over the Atlantic Ocean will leave you awe-inspired from the moment you step out onto the dreamy terrace space here. Yet, the views can be enjoyed pretty much anywhere inside or outside the villa.

Sapphire Folds

Sapphire Folds

  • 6 guests

  • 3 bedrooms

Estreito da Calheta, Madeira

This is where time stands still. Where the pool, the sea, and the sky fold into one.

Coal Embers & Cliffsides

Coal Embers & Cliffsides

  • 6 guests

  • 3 bedrooms

Estreito da Calheta, Madeira

This stunning villa is perched on the cliffs of Madeira, and is waiting to offer you a luxurious and tranquil holiday by the sea. Go for a dip in the private infinity pool, heated if you so prefer, or lie back on the sun loungers and catch some sun under the clear blue skies.


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

Explore the 8 most perfect homes in our collection

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Most popular homes

Sapphire Seabird

Sapphire Seabird

  • 8 guests

  • 4 bedrooms

Estreito da Calheta, Madeira

Cherries & Bananas

Cherries & Bananas

  • 10 guests

  • 5 bedrooms

Calheta, Madeira

Cake & Wine

Cake & Wine

  • 10 guests

  • 5 bedrooms

Calheta, Madeira

Picture Perfect Horizon

Picture Perfect Horizon

  • 8 guests

  • 4 bedrooms

Estreito da Calheta, Madeira

Sun, Sea & Solitude

Sun, Sea & Solitude

  • 4 guests

  • 2 bedrooms

São Jorge, Santana

By the Crystalline Ocean

By the Crystalline Ocean

  • 12 guests

  • 6 bedrooms

Sao Goncalo, Madeira

Tinta Negra

Tinta Negra

  • 8 guests

  • 4 bedrooms

São Vicente, Madeira

Blue Reflection

Blue Reflection

  • 6 guests

  • 3 bedrooms

Arco da Calheta, Madeira

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Check upcoming rates & availability for Estreito da Calheta Villas


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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