Book Luxury Winter Rentals in Sicily

We selected the 648 homes worth renting in this location

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Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

An extra fee may apply

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Home spotlights in Sicily

The Sunlit View

The Sunlit View

  • 6 guests

  • 3 bedrooms

Syracuse, Sicily

There's no denying that this apartment's sun-drenched terrace is a real show stopper. With rooftop views and spots to wine, dine, and unwind together, we can't think of a better setting for outdoor entertaining.

Opulent Vista

Opulent Vista

  • 12 guests

  • 5 bedrooms

Noto, Syracuse

Tucked among olive groves in the heart of Val di Noto, this soulful countryside retreat is filled with timeless Sicilian charm. Classic furnishings, sun-drenched courtyards, and a tranquil pool invite slow days and alfresco moments.

Siracusa White

Siracusa White

  • 8 guests

  • 3 bedrooms

Fontane Bianche, Syracuse

This home in Fontane Bianche is a great place to relax and enjoy the Sicilian sunshine. A five-minute drive away is the beach, while thirty minutes away is Syracuse if you're in the mood for a day trip.

The Sweet Melody

The Sweet Melody

  • 10 guests

  • 5 bedrooms

Savoca, Messina

This lovely villa is located on the edge of the charming village of Savoca, just a few kilometres north of Taormina. The property boasts a stunning view over the surrounding landscape, Mount Etna and the Ionian Sea.


We selected the top 3% holiday homes in Sicily Vacation Rentals for Winter

Explore the 648 most perfect homes in our collection

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Most popular homes in Sicily

Sicilian Chic

Sicilian Chic

  • 4 guests

  • 2 bedrooms

Rosolini, Syracuse

The Count of Modica

The Count of Modica

  • 6 guests

  • 3 bedrooms

Modica, Ragusa

The Ancient Olive Press

The Ancient Olive Press

  • 8 guests

  • 4 bedrooms

Milo, Catania

The Stone Garden

The Stone Garden

  • 6 guests

  • 2 bedrooms

Noto, Syracuse

Sweet Blue Horizon

Sweet Blue Horizon

  • 6 guests

  • 3 bedrooms

Cefalù, Palermo

Limoncello On The Terrace

Limoncello On The Terrace

  • 5 guests

  • 1 bedrooms

Noto, Syracuse

Early Riser

Early Riser

  • 4 guests

  • 2 bedrooms

Modica, Ragusa

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Check upcoming rates & availability for Sicily Vacation Rentals for Winter


Frequently asked questions

Browse our remarkable collection of luxury Vacation Rentals for Winter in Sicily, Italy. As only the top 3% of homes go on to become Plum Award winners, you can be certain that your chosen home will be ideal for you. Each home in our range must pass 3 rounds of testing, and comes fully furnished with a well-equipped kitchen, all linen, and essential bathroom toiletries included. Make the most of the chilly season, and wrap up warm in a comfortable Winter Holiday Rental in Sicily. Reach out to our caring team of experts, who love nothing more than helping you discover the perfect home for your trip.

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