Estreito da Calheta Romantic Accommodation

We selected the 458 homes worth renting in this location

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Home spotlights in Estreito da Calheta

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.

Cherry Wine

Cherry Wine

  • 8 guests

  • 3 bedrooms

Ponta do Pargo, Calheta

Tranquil countryside surroundings, outdoor dining spots, and your own glimmering swimming pool - this is the place for relaxing in style. Set back from the dramatic coastline of Ponta do Pargo and its story-book lighthouse, both of which are under a ten-minute drive away from the villa, you're perfectly situated for sprawling out and adopting the slow pace of nature, all while discovering the beauty of West Madeira.

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.

Pearl Of The Atlantic

Pearl Of The Atlantic

  • 6 guests

  • 2 bedrooms

Fajã da Ovelha, Calheta

Hidden away on the western coast of the enchanting island of Madeira, this contemporary villa stuns with breathtaking sea views that instantly assure you that you made the right choice. The light-filled living and dining area welcomes you with neutral tones and pops of colour added by contemporary furnishings, which sit seamlessly alongside a 70s bamboo swivel chair that's got 'afternoon siesta spot' written all over it.


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

Explore the 458 most perfect homes in our collection

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Most popular homes in Estreito da Calheta

Hydrangea Hills

Hydrangea Hills

  • 4 guests

  • 1 bedrooms

Prazeres, Madeira

The Land's End

The Land's End

  • 4 guests

  • 2 bedrooms

Arco da Calheta, Madeira

Tranquil Coast Villa

Tranquil Coast Villa

  • 6 guests

  • 3 bedrooms

Estreito da Calheta, Madeira

Cake & Wine

Cake & Wine

  • 10 guests

  • 5 bedrooms

Calheta, Madeira

Heart & Sol

Heart & Sol

  • 4 guests

  • 2 bedrooms

Ponta do Sol, Madeira

Villa Azure

Villa Azure

  • 7 guests

  • 3 bedrooms

Arco da Calheta, Madeira

Hillside Hedonism

Hillside Hedonism

  • 8 guests

  • 4 bedrooms

Arco da Calheta, Madeira

Casa Calheta

Casa Calheta

  • 6 guests

  • 3 bedrooms

Arco da Calheta, Madeira

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Frequently asked questions

Discover the most romantic accommodation in Estreito da Calheta, Madeira, Portugal. We’ve handpicked homes that are perfect for two, in soulful neighbourhood locations with characterful living spaces, sumptuous bedrooms and luxurious bathrooms. Book today and enjoy a short or extended stay in the most romantic accommodation that Estreito da Calheta, Madeira, Portugal has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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