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.

Slice of Sunshine

Slice of Sunshine

  • 6 guests

  • 3 bedrooms

Tabua, Ribeira Brava

Located in a quiet area on Madeira's western coast, this contemporary villa is your very own slice of Portuguese paradise. Step outside and you'll be greeted by a private pool as blue as the ocean that surrounds it, plus a lush green lawn with bean bags and a swinging egg chair – the perfect spot to sip a cup of coffee and watch a sunrise each morning.

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 Villas

Explore the 114 most perfect homes in our collection

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Most popular homes in Estreito da Calheta

Sapphire Folds

Sapphire Folds

  • 6 guests

  • 3 bedrooms

Estreito da Calheta, Madeira

Memory Garden

Memory Garden

  • 6 guests

  • 3 bedrooms

Prazeres, Madeira

Heart & Sol

Heart & Sol

  • 4 guests

  • 2 bedrooms

Ponta do Sol, Madeira

Orange Blossom Sugar

Orange Blossom Sugar

  • 10 guests

  • 5 bedrooms

São Martinho, Funchal

Sun, Sea & Solitude

Sun, Sea & Solitude

  • 4 guests

  • 2 bedrooms

São Jorge, Santana

Atlantic Bound

Atlantic Bound

  • 6 guests

  • 3 bedrooms

Raposeira Do Logarinho, Fajã da Ovelha

The Island Bird

The Island Bird

  • 4 guests

  • 2 bedrooms

Canhas, Ponta do Sol

Poncha in Paradise

Poncha in Paradise

  • 6 guests

  • 3 bedrooms

Arco da Calheta, 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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