Book Luxury Villas in Santa Cruz

We selected the 132 homes worth renting in this location!

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Age 1 to 12

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Home spotlights in Santa Cruz

Sun, Sea & Solitude

Sun, Sea & Solitude

  • 4 guests

  • 2 bedrooms

São Jorge, Santana

If you long for a quiet retreat in a quaint cottage by the sea, your search is over – this home will tick every one of your holiday boxes and more. Nestled in São Jorge on the northern coast of Madeira, this is seclusion at its finest.

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.

Filtered Golden Light

Filtered Golden Light

  • 5 guests

  • 2 bedrooms

Sao Vicente, São Vicente

Scenery doesn’t come much more impressive than this. The towering mountains of Madeira’s north coast protect the verdant green valley of São Vicente and when the sun tinges the folds of this landscape golden, there’s nothing quite like it.

Blue Hibiscus

Blue Hibiscus

  • 8 guests

  • 4 bedrooms

Sao Goncalo, Madeira

Elevated in location as well as style, this grand holiday home is well-prepped to provide you with a wonderful place to make many fond memories with friends and family. Boasting a breathtaking location nestled up above the Atlantic Ocean, this home will make your jaw drop as soon as you arrive – the white Roman columns, intricate exposed stonework and the fantastic infinity pool make the outdoor space in particular feel like your own personal patch of paradise.


We selected the top 3% holiday homes in Santa Cruz Villas

Explore the 132 most perfect homes in our collection

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Most popular homes in Santa Cruz

Botanical Days

Botanical Days

  • 10 guests

  • 4 bedrooms

Funchal (Santa Maria Maior), Funchal

The Good Stuff

The Good Stuff

  • 2 guests

  • 1 bedrooms

São Vicente, Madeira

Music of the Sea

Music of the Sea

  • 10 guests

  • 4 bedrooms

Ribeira Brava, Madeira

The Land's End

The Land's End

  • 4 guests

  • 2 bedrooms

Arco da Calheta, Madeira

The Island Bird

The Island Bird

  • 4 guests

  • 2 bedrooms

Canhas, Ponta do Sol

Ocean Daze

Ocean Daze

  • 4 guests

  • 1 bedrooms

Funchal (Santa Maria Maior), Funchal

Grassy Hollow

Grassy Hollow

  • 4 guests

  • 2 bedrooms

Funchal (Santa Maria Maior), Funchal

Palm Overlook

Palm Overlook

  • 6 guests

  • 3 bedrooms

São Martinho, Funchal

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Check upcoming rates & availability for Santa Cruz Villas


Frequently asked questions

Secure a luxury stay in one of the remarkable Villas in our Santa Cruz 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 Santa Cruz.

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