Become a host

Book Luxury Winter Rentals in Sicily

We selected the 537 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in Sicily

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.

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.

The Lady of Ortigia

The Lady of Ortigia

  • 8 guests

  • 4 bedrooms

Syracuse, Sicily

This stunning apartment makes for a dreamy setting for holidays with family or friends. It overlooks the sea from a privileged spot on the island of Ortigia.

Trapani Hideaway

Trapani Hideaway

  • 4 guests

  • 2 bedrooms

Buseto Palizzolo, Trapani

For a wholesome getaway in the Sicilian countryside, it doesn't get much cosier than this. With traditional kitchen tiles, exposed brick, and a sink of pure Italian stone, it feels like you've stepped right into a family home.

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

Explore the 537 most perfect homes in our collection

View on map

Most popular homes in Sicily

Noto Oasis

Noto Oasis

  • 3 guests

  • 1 bedrooms

Noto, Syracuse

Siciliana Rhythm

Siciliana Rhythm

  • 4 guests

  • 1 bedrooms

Bochini, Sicilia

Chasing Bliss

Chasing Bliss

  • 4 guests

  • 1 bedrooms

Bochini, Sicilia

Sultry Sunsets

Sultry Sunsets

  • 4 guests

  • 1 bedrooms

Riposto, Catania

Sunny Sicily

Sunny Sicily

  • 3 guests

  • 2 bedrooms

Letojanni, Messina

Colours of The Desert

Colours of The Desert

  • 2 guests

  • 1 bedrooms

Syracuse, Sicily

Take Me to the Beach

Take Me to the Beach

  • 6 guests

  • 4 bedrooms

Fontane Bianche, Syracuse

Alture Celesti

Alture Celesti

  • 8 guests

  • 4 bedrooms

Noto, Syracuse

View all

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.

Search our collection

  1. Plum Guide

  2. Italy

  3. Sicily

  4. Vacation Rentals for Winter