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  2. South Aegean
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  4. Winter Rental

Syros Winter Rentals & Holiday Homes

Discover winter rentals Syros - We found 93 exact matches

About Syros Winter Rental on Estia Villas

Planning on a winter vacation in Syros? Discover 93 places to stay in Syros, for those traveling with their family, friends, in groups, or for a wedding retreat.

At Estia Villas, we have a wide range of listings for accommodations in Syros that are perfect for your winter trip or seasonal escape. Our listings have private vacation homes, cabins, condos, villas, resorts, or pet-friendly apartments that you would love. Estia Villas winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.

Syros winter accommodation starts at US $1,090, and the most popular properties in Syros are cabins, bungalows, and rental homes by owner. Planning snowboarding on your next winter vacation? We have many snowboard-friendly ski resorts, chalets, and cabins that are available for you to rent. These rentals are available for both short-term stays and long-term stays, whether you are traveling for a weekend, monthly, or a longer stay, Estia Villas will make your winter trip memorable.

Estia Villas offers a great deal for travelers planning on renting a place in Syros, to enjoy these benefits and to book your winter vacation homes, go to Estia Villas filter option, enter your travel date, check the filters to narrow down your property type and amenities, then choose from a long list of our winter vacation rentals without hassle. Our interactive map is also available, to view all places to stay in or around Syros and unlock even more amazing deals.

Frequently Asked Questions About Syros Winter Rental

What are the top rated Winter Rentals in Syros?

There are a lot of options in Syros. If you plan on staying in the Syros area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Syros:

How much does it cost to rent a place to stay near Syros in the wintertime?

The average cost for winter rentals in Syros is $1,090 per night. Estiavillas has a wide list of great winter places to stay near Syros that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.

Do you have any winter rentals in Syros that are suitable for families?

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Syros to find what works for you.

Are there winter accommodations in Syros that have indoor swimming pools?

As of 2026, the data from Estiavillas shows that there are over 93 private swimming pools or indoor pools accommodations near Syros along with other great amenities.