1. Italy
  2. Sicily
  3. Winter Rental

Sicily Winter Rental

10.0
Exceptional
(220 Reviews)
495 ft² 2 Guests 1 Bedroom 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
£89/Night For 7 Nights £625
10.0
Exceptional
(101 Reviews)
592.01 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Free Cancellation Bed & Breakfast
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
£98/Night For 7 Nights £690
10.0
Exceptional
(80 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Bed & Breakfast
  • Hot Tub
  • Pool
  • Balcony/Terrace
£91/Night For 7 Nights £638
10.0
Exceptional
(152 Reviews)
1615 ft² 7 Guests 3 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
£118/Night For 7 Nights £825
10.0
Exceptional
(93 Reviews)
538.2 ft² 4 Guests 1 Bedroom 1 Bathroom
Free Cancellation Apartment
  • Oceanfront
  • Skiing
  • Fireplace/Heating
£167/Night For 7 Nights £1,166
10.0
Exceptional
(127 Reviews)
1292 ft² 6 Guests 3 Bedrooms 3 Bathrooms
Family Friendly Villa
  • Private Pool
  • Fireplace/Heating
  • Pool
£455/Night For 7 Nights £3,186
10.0
Exceptional
(73 Reviews)
1076.39 ft² 4 Guests 2 Bedrooms 1 Bathroom
Free Cancellation Apartment
  • Hot Tub
  • Balcony/Terrace
  • Breakfast
£159/Night For 7 Nights £1,112
10.0
Exceptional
(126 Reviews)
1076 ft² 5 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
£78/Night For 7 Nights £546
10.0
Exceptional
(63 Reviews)
2152.78 ft² 9 Guests 3 Bedrooms 3 Bathrooms
Ocean View Apartment
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
£245/Night For 7 Nights £1,717
10.0
Exceptional
(115 Reviews)
1076 ft² 6 Guests 2 Bedrooms 1 Bathroom
Ocean View Villa
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
£82/Night For 7 Nights £571
10.0
Exceptional
(46 Reviews)
1076.39 ft² 7 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Oceanfront
  • Skiing
  • Fireplace/Heating
£131/Night For 7 Nights £918
10.0
Exceptional
(99 Reviews)
807 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
£117/Night For 7 Nights £816

Why Choose Rent By Owner for your Sicily Winter Rental?

What makes our Winter Rental special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Sicily

When should you plan your Winter Rental stay?

Choosing the ideal time to visit here can enhance your experience, as the region offers unique seasonal charms that make winter rentals particularly appealing during the cooler months when you can enjoy a peaceful and authentic escape.

Peak Season Highlights

spring
Spring (March to May)

During this time, you can enjoy mild weather and blooming landscapes, making it an ideal season for exploring the area without the crowds.

Average Temperature Daytime: 15°C to 20°C - Nighttime: 8°C to 12°C
summer
Summer (June to August)

This peak season offers warm temperatures and longer daylight hours, perfect for experiencing the region’s vibrant atmosphere and outdoor activities.

Average Temperature Daytime: 25°C to 30°C - Nighttime: 18°C to 22°C

Off-Season Highlights

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Autumn (September to November)

As the busy summer winds down, the area becomes quieter with pleasant weather, providing a peaceful setting for winter rentals.

Average Temperature Daytime: 20°C to 25°C - Nighttime: 12°C to 16°C
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Winter (December to February)

During this season, fewer visitors come to the region, offering a tranquil experience and affordable winter rentals in Sicily’s charming surroundings.

Average Temperature Daytime: 10°C to 15°C - Nighttime: 4°C to 8°C

Weekly Weather Forecast for Sicily

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor dining area, perfect for savoring local cuisine amid scenic surroundings.
  • Relax on a spacious terrace or balcony that offers panoramic views of the region’s stunning landscapes.
  • Make use of a well-maintained garden or landscaped yard to unwind and soak up the sunshine.
  • Take advantage of an outdoor swimming pool, ideal for refreshing dips during the warmer months.
  • Utilize a barbecue grill for preparing delicious meals with friends and family in the open air.
  • Experience the convenience of outdoor parking spaces, ensuring easy access to your winter rental.
  • Stroll through private pathways or nearby trails that showcase the natural beauty of this destination.
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Family Activities

  • Visit the Valley of the Temples: Explore this UNESCO World Heritage site to marvel at ancient Greek temples and archaeological ruins that ignite curiosity and bring history to life for your family.
  • Discover the beaches of Cefalù: Relax and enjoy the pristine sands and clear waters, perfect for building sandcastles or taking a refreshing family swim along this picturesque coastline.
  • Experience Mount Etna: Embark on a guided tour of Europe’s most active volcano, offering an unforgettable adventure suitable for older children and teenagers eager for nature's excitement.
  • Explore the Madonie Mountains: Hike scenic trails or visit charming villages nestled in the mountains, creating memorable outdoor excursions for the entire family during your stay.
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Adult Activities

  • Wine Tasting Tours Indulge in exquisite Sicilian wines by exploring renowned vineyards that offer guided tastings and insights into local winemaking traditions.
  • Historical Site Visits Discover the rich history of the area through visits to ancient temples, castles, and archaeological sites that showcase its storied past.
  • Cooking Classes Enhance your culinary skills with authentic Sicilian cooking classes led by local chefs, perfect for immersing yourself in regional flavors.
  • Nature Excursions Explore breathtaking natural landscapes on guided hikes or nature walks, revealing the diverse flora and scenic vistas unique to this destination.

Sicily Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Savor authentic dishes by visiting local markets and restaurants to truly experience the region's culinary heritage during your stay.
  • Visit Hidden Gems: Venture beyond popular sites to discover lesser-known beaches, towns, and cultural spots that offer a more intimate experience of this destination.
  • Enjoy Outdoor Activities: Take advantage of the area's scenic landscapes with outdoor pursuits such as hiking, cycling, or coastal walks around your winter rental.
  • Plan Your Transportation: Arrange reliable local transportation options or rent a vehicle to maximize your flexibility and explore remote areas at your own pace.

Transportation Options

  • Rental Cars: Renting a car provides you with the flexibility to explore the scenic countryside and coastlines at your own pace while staying in your chosen winter rental here.
  • Public Buses: The regional bus network connects key towns and cities, making it a convenient and cost-effective way to navigate this area without the hassle of parking.
  • Trains: Train services offer a comfortable and scenic journey along the coast and through the interior regions, ideal for exploring various destinations within the region.
  • Taxis and Private Transfers: Taxis and private transfer services provide a reliable transportation option from airports or train stations directly to your winter rental here.

Local Customs Options

  • Festeggiamenti and Religious Processions: During local festivals, participation in religious processions is a cherished tradition that reflects the area's deep-rooted spiritual heritage.
  • Family-Centered Hospitality: Visitors often notice the strong emphasis on family bonds and warm hospitality, which are central to social interactions here.
  • Traditional Cuisine Customs: Sharing hearty meals featuring regional specialties is customary, offering an authentic taste of local culinary traditions.
  • Respect for Local Etiquette: Maintaining courteous behavior, especially during social gatherings and religious events, shows respect for the area's cultural norms.

Frequently Asked Questions About Sicily Winter Rentals

2. How many Winter Rentals are available in Sicily?

Currently, the total number of properties listed by RBO in 2026 is over 13165 in the Sicily area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Sicily. 

3. What is the cancellation policy for winter rentals in Sicily, Italy?

The cancellation policies vary depending on the individual property listing. You should review the specific cancellation terms provided in the listing details or contact the property owner directly for precise information.

4. Are there any additional fees I should be aware of when booking a winter rental in this region?

Additional fees such as cleaning charges, service fees, or local taxes may apply and are typically detailed in the property listing. It's advisable to read the full description and confirm with the owner before finalizing your booking.

5. What amenities are included in the winter rentals in Sicily?

Amenities can vary by property but often include essentials like heating, kitchen facilities, Wi-Fi, and parking. For a complete list of what’s available, please consult the specific listing or contact the property owner directly.

6. How do I secure my reservation during the winter months in Sicily?

Reservations are secured through the booking process outlined in each listing. To ensure your stay, make sure to complete all required steps, including payment and confirmation, and reach out to the owner if you have any special requests.

7. Can I find properties that accommodate large groups or families during winter in Sicily?

Yes, many listings cater to larger groups or families, offering spacious accommodations. Check the property details for capacity information and contact the owner if you need specific arrangements or have special requirements.

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  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
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10.0
Exceptional
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1076 ft² 8 Guests 3 Bedrooms 1 Bathroom
Ocean View Villa
  • Private Pool
  • Oceanfront
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10.0
Exceptional
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2164 ft² 7 Guests 3 Bedrooms 2 Bathrooms
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  • Oceanfront
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10.0
Exceptional
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2153 ft² 5 Guests 3 Bedrooms 3 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
£109/Night For 7 Nights £764
10.0
Exceptional
(73 Reviews)
1851 ft² 5 Guests 3 Bedrooms 2 Bathrooms
Ocean View Apartment
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
£291/Night For 7 Nights £2,036
10.0
Exceptional
(73 Reviews)
1292 ft² 8 Guests 4 Bedrooms 2 Bathrooms
Family Friendly Villa
  • Hot Tub
  • Fireplace/Heating
  • Pet Friendly
£261/Night For 7 Nights £1,830