Book Luxury Winter Rentals in Sicily

We selected the 588 homes worth renting in this location

Who's coming along?

Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

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Home spotlights in Sicily

Sicilian Sun

Sicilian Sun

  • 12 guests

  • 6 bedrooms

Pantelleria, Trapani

Discover the Sicilian island of Pantelleria from this gorgeous villa. It has a contemporary feel with elements of a dammuso, a typical Pantelleria home, and is surrounded by two acres of fragrant Mediterranean garden.

Ionian Marble

Ionian Marble

  • 8 guests

  • 4 bedrooms

Plemmirio, Syracuse

On the edge of the Ionian coast, you’ll want to drop your bags and immediately head out to the terrace. The interior is just as eye-catching as its Sicilian surroundings – take your pick of two living rooms to unwind, fall asleep blissfully in the elegant bedrooms and wake up refreshed with the help of your rain shower (each en-suite has one).

Early Riser

Early Riser

  • 4 guests

  • 2 bedrooms

Modica, Ragusa

We know waking up early on holiday isn't always what you want to do, but we guarantee a stay in this 1900s townhouse will transform you into an early riser. Situated at a vantage point overlooking panoramic scenes of Modica, when you walk out onto the balcony and witness magnificent views of the light forming over the town, you'll be sure to feel energised for the day ahead.

Centre of Light

Centre of Light

  • 4 guests

  • 2 bedrooms

Centro, Catania

Right in the centre of Catania, this home allows you to explore the city with total ease. History buffs will love it here, due to local landmarks only being a short walk away.


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

Explore the 588 most perfect homes in our collection

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Most popular homes in Sicily

Limoncello On The Terrace

Limoncello On The Terrace

  • 5 guests

  • 1 bedrooms

Noto, Syracuse

The Ancient Olive Press

The Ancient Olive Press

  • 8 guests

  • 4 bedrooms

Milo, Catania

A Pleasant Oasis

A Pleasant Oasis

  • 10 guests

  • 4 bedrooms

Santa Maria di Licodia, Sicily

Colours of The Desert

Colours of The Desert

  • 2 guests

  • 1 bedrooms

Syracuse, Sicily

Torre Salsa

Torre Salsa

  • 8 guests

  • 4 bedrooms

Montallegro, Libero consorzio comunale di Agrigento

Market Symphony

Market Symphony

  • 4 guests

  • 2 bedrooms

Syracuse, Sicily

Salt, Sea, Sun

Salt, Sea, Sun

  • 5 guests

  • 2 bedrooms

Letojanni, Messina

Emerald Green Augusta

Emerald Green Augusta

  • 7 guests

  • 2 bedrooms

Augusta, Syracuse

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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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