Thessaly holiday rentals

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Booking Insights
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Best Thessaly holiday rentals

Hellen Studios - Skiathos - Living room
Hellen Studios
Skiathos, TS, Greece
8.2Very Good(290)
Apartment
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
R1 105+
Check availability
Margio Skiathos Apartments - Skiathos - Bedroom
Margio Skiathos Apartments
Skiathos, TS, Greece
8.8Very Good(269)
Apartment
Free Wi-Fi
Air conditioning
R1 524+
Check availability
Skiathos Island Villas - Skiathos - Dining room
Skiathos Island Villas
Skiathos, TS, Greece
9.1Wonderful(13)
Villa
Parking
Airport shuttle
Free Wi-Fi
Pool
R5 794+
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Armamento Villa - Skiathos - Patio
Armamento Villa
Skiathos, TS, Greece
9.5Wonderful(5)
House
Free Wi-Fi
Air conditioning
R3 182+
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Villa Mitzelos - Skiathos - Pool
Villa Mitzelos
Skiathos, TS, Greece
9.6Wonderful(34)
Villa
Parking
Free Wi-Fi
Pool
Air conditioning
R3 065+
Check availability
Iridanos Apartments - Skiathos - Building
Iridanos Apartments
Skiathos, TS, Greece
9.1Wonderful(111)
Apartment
Parking
Free Wi-Fi
Air conditioning
R3 567+
Check availability
Europa,2br,2bth Villa With Private Pool And Stunning Sea Views - Skiathos - Pool
Europa,2br,2bth Villa With Private Pool And Stunning Sea Views
Skiathos, TS, Greece
9.3Wonderful(3)
Villa
Air conditioning
R5 460+
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Ps House Old Port - Skiathos - Bedroom
Ps House Old Port
Skiathos, TS, Greece
9.1Wonderful(17)
Apartment
Air conditioning
R2 914+
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Mariza's Guest House - Skiathos
Mariza's Guest House
Skiathos, TS, Greece
9.8Wonderful(67)
Apartment
Parking
Airport shuttle
Free Wi-Fi
Air conditioning
R1 139+
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Villa Anna - Skiathos
Villa Anna
Skiathos, TS, Greece
9.6Wonderful(365)
Apartment
Parking
Free Wi-Fi
Air conditioning
R1 156+
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Chris Rea Villa - Skiathos
Chris Rea Villa
Skiathos, TS, Greece
9.6Wonderful(34)
Villa
Parking
Airport shuttle
Free Wi-Fi
Pool
R3 031+
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Valmas village - Skiathos
Valmas village
Skiathos, TS, Greece
9.2Wonderful(27)
Apartment
Parking
Free Wi-Fi
Pool
Air conditioning
R1 022+
Check availability
Casa Blue Old Port, Philian Collection - Skiathos
Casa Blue Old Port, Philian Collection
Skiathos, TS, Greece
8.3Very Good(84)
Apartment
Free Wi-Fi
Air conditioning
R1 206+
Check availability
Georgia's House Project - Skiathos
Georgia's House Project
Skiathos, TS, Greece
9.2Wonderful(11)
Apartment
Parking
Airport shuttle
Free Wi-Fi
Air conditioning
R1 993+
Check availability
Vanessa House Luxury Apartments - Skiathos
Vanessa House Luxury Apartments
Skiathos, TS, Greece
9.7Wonderful(99)
Apartment
Parking
Airport shuttle
Free Wi-Fi
Air conditioning
R1 172+
Check availability
Casa Blue Sea View, Philian Collection - Skiathos
Casa Blue Sea View, Philian Collection
Skiathos, TS, Greece
8.1Very Good(237)
Apartment
Free Wi-Fi
Air conditioning
R1 189+
Check availability
Booking Insights

KAYAK’s insights for holiday rentals in Thessaly

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Thessaly with confidence.

How early should you book a vacation rental in Thessaly?

Book at least 7 days before your stay begins to get the best price for your Thessaly vacation rental.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

October
July
R1 720
R2 828
Cheapest month to stay with an average 55% drop in price.
Most expensive month to stay with an average 41% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding the perfect Thessaly holiday rental

FAQs when booking a holiday home in Thessaly

  • What types of holiday rentals are available in Thessaly?

    There are loads of different property types that you can make your holiday home in Thessaly. You’ll find apartments, boats, campgrounds, guest houses, houses, homestays, hotels, houseboats and villas.

  • Are there any pet-friendly holiday rentals in Thessaly?

    There are a number of dog and pet-friendly Thessaly holiday rentals, with around 5% allowing you to bring your pet along with you.

Where to stay in Thessaly?

Our map will help you find the perfect place to stay in Thessaly by showing you the exact location of each holiday home.

Everything you need to know for your stay in Thessaly

Complete your trip to Thessaly

Car hire in Thessaly