Estreito da Calheta Unique Homes

We selected the 458 homes worth renting in this location

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Home spotlights in Estreito da Calheta

Set On The Sea

Set On The Sea

  • 2 guests

  • 1 bedrooms

Ponta do Sol, Madeira

Up above the town of Ponta do Sol on Madeira’s south coast, this sugar-cube style apartment embraces traditional architecture on the outside and minimalist modernity inside. The view of Ponta do Sol – a series of orange-roofed buildings tumbling down the hillside to the deep blue sea – is framed by tropical plants, and settling into the beanbag-like chairs on the private terrace is the perfect spot to take it all in.

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.

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.

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.


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

Explore the 458 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

Heart & Sol

Heart & Sol

  • 4 guests

  • 2 bedrooms

Ponta do Sol, Madeira

Pearl Of The Atlantic

Pearl Of The Atlantic

  • 6 guests

  • 2 bedrooms

Fajã da Ovelha, Calheta

Casa Calheta

Casa Calheta

  • 6 guests

  • 3 bedrooms

Arco da Calheta, Madeira

Memory Garden

Memory Garden

  • 6 guests

  • 3 bedrooms

Prazeres, Madeira

Light Skies

Light Skies

  • 10 guests

  • 4 bedrooms

Estreito da Calheta, Madeira

Tranquil Coast Villa

Tranquil Coast Villa

  • 6 guests

  • 3 bedrooms

Estreito da Calheta, Madeira

Hot, Hot, Hot

Hot, Hot, Hot

  • 4 guests

  • 1 bedrooms

Arco da Calheta, Madeira

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Frequently asked questions

Plum guide offers a handpicked selection of the most unique homes in Estreito da Calheta, Madeira, Portugal. Our homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book a short or extended stay and secure the most unique home in Estreito da Calheta, Madeira, Portugal for your next getaway. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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