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We selected the 464 luxury monthly villas and homes worth renting in this location

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Home spotlights in Santa Cruz

Drop of Light

Drop of Light

  • 9 guests

  • 4 bedrooms

Funchal (Santa Maria Maior), Funchal

From the blossoming garden and fragrant scent of herbs to the elevated views, this is the kind of home that celebrates the unique spirit of its setting. And whether you’re looking for a slow-paced island getaway or an action-packed adventure, this location makes it easy to experience the magic of Medeira.

I See a Little Lazareto of a Man

I See a Little Lazareto of a Man

  • 4 guests

  • 2 bedrooms

Funchal (Santa Maria Maior), Funchal

Blessed with an enviable clifftop location looking out over Funchal Bay, we can envision long afternoons laid out on sun loungers that evolve into evenings on the terrace, with a glass of wine in hand, watching passing boats bobbing on the ocean waves as the sun slowly sinks towards the horizon. While the Atlantic views have to be seen to be believed, the home's interior is equally as lovely.

Dappled Silhouette

Dappled Silhouette

  • 4 guests

  • 1 bedrooms

Funchal (São Pedro), Funchal

Part of a former fine arts school, this apartment is the perfect spot to kick back and unwind. The building is full of character – winding staircases, exposed brick walls, tiled floors – while the apartment is a bit more modern.

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.


We selected the top 3% holiday homes in Santa Cruz Airbnb Alternatives

Explore the 464 most perfect homes in our collection

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Most popular homes in Santa Cruz

Ready for Takeoff

Ready for Takeoff

  • 5 guests

  • 2 bedrooms

Gaula, Madeira

Grassy Hollow

Grassy Hollow

  • 4 guests

  • 2 bedrooms

Funchal (Santa Maria Maior), Funchal

Carmine Comforts

Carmine Comforts

  • 3 guests

  • 1 bedrooms

Funchal (São Pedro), Funchal

Ocean Palm

Ocean Palm

  • 6 guests

  • 3 bedrooms

Caniço, Santa Cruz

Indigo Sky

Indigo Sky

  • 2 guests

  • 1 bedrooms

Funchal (São Pedro), Funchal

Blue Hibiscus

Blue Hibiscus

  • 8 guests

  • 4 bedrooms

Sao Goncalo, Madeira

Magical Madeiran Dream

Magical Madeiran Dream

  • 2 guests

  • 1 bedrooms

Sao Goncalo, Madeira

Sun on My Mind

Sun on My Mind

  • 2 guests

  • 1 bedrooms

Funchal (São Pedro), Funchal

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Frequently asked questions

Airbnb is a shot in the dark. We meticulously vet all our homes in Santa Cruz to ensure you won’t waste your precious holiday. Every home you'll find on Plum Guide comes fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Before being accepted into our collection, each home much pass a meticulous vetting process, culminating in a personal home visit from an independent Home Critic. Rent one of Plum Guide's luxury Santa Cruz Airbnb Alternatives, and enjoy a long or short stay to remember. Should you need any assistance with your booking, our friendly team of experts will be on hand to guide you through the process.

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