Thessaly holiday rentals

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Booking Insights
Recommended by KAYAK

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
R994+
Check availability
Asprolithos Studios - Skiathos - Living room
Asprolithos Studios
Skiathos, TS, Greece
9.1Wonderful(144)
Apartment
Parking
Free Wi-Fi
Air conditioning
R962+
Check availability
Villa Karina - Kolios - Bedroom
Villa Karina
Kolios, TS, Greece
9.2Wonderful(636)
Apartment
Free Wi-Fi
Air conditioning
R1 715+
Check availability
Alexia Studios - Skiathos - Bedroom
Alexia Studios
Skiathos, TS, Greece
8.6Very Good(38)
Apartment
Parking
Free Wi-Fi
Air conditioning
R417+
Check availability
Thalasses Villas Skiathos - Skiathos - Balcony
Thalasses Villas Skiathos
Skiathos, TS, Greece
9.6Wonderful(21)
Villa
Parking
Airport shuttle
Free Wi-Fi
Pool
R7 388+
Check availability
Villas Zoe - Skiathos - Living room
Villas Zoe
Skiathos, TS, Greece
9.5Wonderful(117)
Villa
Parking
Free Wi-Fi
Air conditioning
R1 138+
Check availability
Margio Skiathos Apartments - Skiathos - Bedroom
Margio Skiathos Apartments
Skiathos, TS, Greece
8.8Very Good(269)
Apartment
Free Wi-Fi
Air conditioning
R1 555+
Check availability
Eleni's Cottage, for Natural Living, By ThinkVilla - Skiathos - Bedroom
Eleni's Cottage, for Natural Living, By ThinkVilla
Skiathos, TS, Greece
8.2Very Good(8)
House
Parking
Free Wi-Fi
Air conditioning
R1 747+
Check availability
Casa Blue Marine, Philian Collection - Skiathos
Casa Blue Marine, Philian Collection
Skiathos, TS, Greece
8.7Very Good(418)
Apartment
Free Wi-Fi
Air conditioning
R1 298+
Check availability
Niso Skiathos - Skiathos
Niso Skiathos
Skiathos, TS, Greece
9.4Wonderful(209)
Apartment
Parking
Free Wi-Fi
Air conditioning
R1 763+
Check availability
Mariza's Guest House - Skiathos
Mariza's Guest House
Skiathos, TS, Greece
9.9Wonderful(67)
Apartment
Parking
Airport shuttle
Free Wi-Fi
Air conditioning
R1 122+
Check availability
elizabeth studios - Skiathos
elizabeth studios
Skiathos, TS, Greece
8.8Very Good(388)
Apartment
Parking
Free Wi-Fi
Pool
Pet-friendly
R1 266+
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
R865+
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 907+
Check availability
Pansion Matoula - Skiathos
Pansion Matoula
Skiathos, TS, Greece
9.6Wonderful(315)
Apartment
Parking
Free Wi-Fi
Air conditioning
R1 362+
Check availability
Villa Xanthippi - Platanias
Villa Xanthippi
Platanias, TS, Greece
9.7Wonderful(198)
Villa
Parking
Free Wi-Fi
Pool
Air conditioning
R1 266+
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
August
R1 745
R2 707
Cheapest month to stay with an average 60% drop in price.
Most expensive month to stay with an average 54% 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 is the most popular holiday rental destination in Thessaly?

    Based on KAYAK holiday rental searches, the most popular destination is Skiathos (100% of total searches to 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.

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