Book Luxury Holiday Rentals in Santa Cruz

Award-winning homes from £98

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Home spotlights in Santa Cruz

Toast of the Coast

Toast of the Coast

  • 6 guests

  • 3 bedrooms

Caniço, Santa Cruz

You could never tire of the ever-changing sea views from the private suntrap balcony of this exquisite apartment set in the pretty village of Reis Magos. Adored for its charming promenade and postcard-pretty pebble beach with crystal-clear waters for swimming (just one kilometre away), the pace of life is slower here than its neighbouring cousins, Caniço (five minutes by car) and a smidge further, Funchal – which is just how we like things.

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.

Lavender Grey

Lavender Grey

  • 2 guests

  • 1 bedrooms

Funchal (São Pedro), Funchal

Sitting within the former School of Fine Arts, this thoughtfully renovated apartment provides the perfect base from which to explore Funchal. Just a short walk from the seafront with easy access to the surrounding mountains, you’ll find your stay enriched by the natural beauty and cultural depth of Madeira.

Amber & Azure

Amber & Azure

  • 6 guests

  • 3 bedrooms

Gaula, Santa Cruz

Nestled up above the gloriously blue Atlantic ocean sits this contemporary dwelling, providing a luxurious pad for you to return to after long and lovely days exploring Santa Cruz in Madeira. We adore the outside space, with a large pool that overlooks the sea where you can have fun with loved ones – and there are plenty of poolside loungers where you can kick back with a good book in peace.


We selected the top 3% holiday homes in Santa Cruz Holiday Rentals

Explore the 472 most perfect homes in our collection

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Most popular homes in Santa Cruz

On the Reef

On the Reef

  • 6 guests

  • 2 bedrooms

Santa Cruz, Madeira

Drop of Light

Drop of Light

  • 9 guests

  • 4 bedrooms

Funchal (Santa Maria Maior), Funchal

A Drop in the Atlantic

A Drop in the Atlantic

  • 2 guests

  • 1 bedrooms

Caniço, Santa Cruz

Living Art

Living Art

  • 4 guests

  • 1 bedrooms

Funchal (São Pedro), Funchal

Roof of Madeira

Roof of Madeira

  • 4 guests

  • 2 bedrooms

Funchal (Sé), Funchal

Ready for Takeoff

Ready for Takeoff

  • 5 guests

  • 2 bedrooms

Gaula, Madeira

The Edge of Time

The Edge of Time

  • 2 guests

  • 1 bedrooms

Caniço, Santa Cruz

Glistening Blue

Glistening Blue

  • 2 guests

  • 1 bedrooms

Funchal (Santa Maria Maior), Funchal

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Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in Santa Cruz, Madeira, Portugal. The homes in Plum Guide's collection come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Each home is professionally vetted and carefully handpicked, with both measurable and soft 'feel' elements thoroughly tested to ensure the highest quality. Book today and enjoy a short or extended stay in one of the best homes that Santa Cruz, Madeira, Portugal has to offer. Our friendly experts are also on hand 24/7, should you need any help finding the perfect Holiday Rentals for your trip.

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