Thessaly holiday rentals

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Best Thessaly holiday rentals

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$47 - $823$823 - $1,597$1,597 - $2,371$2,371 - $3,145$3,145+ per night

Property type

ApartmentHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Thessaly

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Villa Angela - Skiathos
Villa Angela
Skiathos, TS, Greece
9.7Wonderful(9)
Villa
Free Wi-Fi
$88+
Check availability
Rania Studios - Skiathos
Rania Studios
Skiathos, TS, Greece
8.9Very Good(562)
Apartment
Free Wi-Fi
$95+
Check availability
Asprolithos Studios - Skiathos - Living room
Asprolithos Studios
Skiathos, TS, Greece
9.1Wonderful(144)
Apartment
Parking
Free Wi-Fi
$112+
Check availability
Hellen Studios - Skiathos - Living room
Hellen Studios
Skiathos, TS, Greece
8.2Very Good(290)
Apartment
Parking
Free Wi-Fi
Pet friendly
$114+
Check availability
Physis Oikos Beachfront Apartments - Skiathos
Physis Oikos Beachfront Apartments
Skiathos, TS, Greece
7.5Good(61)
Apartment
Parking
Pool
Pet friendly
$114+
Check availability
Mariza's Guest House - Skiathos
Mariza's Guest House
Skiathos, TS, Greece
9.8Wonderful(67)
Apartment
Parking
Airport shuttle
Free Wi-Fi
$118+
Check availability
Cactus - Skiathos
Cactus
Skiathos, TS, Greece
9.1Wonderful(56)
Apartment
Parking
Free Wi-Fi
$126+
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Villa Nefeli Skiathos - Skiathos
Villa Nefeli Skiathos
Skiathos, TS, Greece
8.1Very Good(249)
Apartment
Free Wi-Fi
$135+
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Villa Stratos Skiathos - Achladias - Balcony
Villa Stratos Skiathos
Achladias, TS, Greece
Villa
Free Wi-Fi
$138+
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Del Sol Suites - Skiathos
Del Sol Suites
Skiathos, TS, Greece
9.0Wonderful(112)
Apartment
Free Wi-Fi
$145+
Check availability
Margio Skiathos Apartments - Skiathos - Bedroom
Margio Skiathos Apartments
Skiathos, TS, Greece
8.8Very Good(269)
Apartment
Free Wi-Fi
$157+
Check availability
elizabeth studios - Skiathos
elizabeth studios
Skiathos, TS, Greece
8.8Very Good(388)
Apartment
Parking
Free Wi-Fi
Pool
Pet friendly
$168+
Check availability
Skyframe Apartments - Skiathos - Balcony
Skyframe Apartments
Skiathos, TS, Greece
9.1Wonderful(3)
Apartment
Parking
Free Wi-Fi
$192+
Check availability
Syraina Apartments - Skiathos
Syraina Apartments
Skiathos, TS, Greece
8.6Very Good(112)
Apartment
Free Wi-Fi
$202+
Check availability
Skiathos, Trulos Beach Studios 500 Metres From The Beach. - Skiathos - Bedroom
Skiathos, Trulos Beach Studios 500 Metres From The Beach.
Skiathos, TS, Greece
2.0Poor(1)
Villa
$232+
Check availability
Antonia House - Skiathos - Balcony
Antonia House
Skiathos, TS, Greece
9.3Wonderful(52)
Apartment
Free Wi-Fi
$247+
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 4 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
$174
$292
Cheapest month to stay with an average 56% drop in price.
Most expensive month to stay with an average 61% 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.

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 rentals in Thessaly