Book Luxury Winter Rentals in Sicily

We selected the 535 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

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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.

Limoncello On The Terrace

Limoncello On The Terrace

  • 5 guests

  • 1 bedrooms

Noto, Syracuse

As well as being perfectly positioned in a charming, family–friendly neighbourhood with great transport links to central Sicily, this beautiful home has been lovingly furnished right through, ensuring a beautiful base to every single one of your adventures. From the outside, this place is utterly idyllic.

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).

The Stone Garden

The Stone Garden

  • 6 guests

  • 2 bedrooms

Noto, Syracuse

In the historic heart of Sicily's baroque capital, this charming home beautifully blends modern and antique for a true taste of Noto. Located mere minutes from the city's famous cathedral, step out of your front door you're ready to explore.


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

Explore the 535 most perfect homes in our collection

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Most popular homes in Sicily

The Count of Modica

The Count of Modica

  • 6 guests

  • 3 bedrooms

Modica, Ragusa

Trapani Hideaway

Trapani Hideaway

  • 4 guests

  • 2 bedrooms

Buseto Palizzolo, Trapani

Sapphire & Pearl

Sapphire & Pearl

  • 3 guests

  • 2 bedrooms

Fontane Bianche, Syracuse

Colours of The Desert

Colours of The Desert

  • 2 guests

  • 1 bedrooms

Syracuse, Sicily

Centre of Light

Centre of Light

  • 4 guests

  • 2 bedrooms

Centro, Catania

Vigliena View

Vigliena View

  • 4 guests

  • 2 bedrooms

Syracuse, Sicily

Chasing Bliss

Chasing Bliss

  • 4 guests

  • 1 bedrooms

Bochini, Sicilia

Sisters Are Doing It For Themselves

Sisters Are Doing It For Themselves

  • 10 guests

  • 5 bedrooms

Noto, 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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