Thessaly holiday rentals

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Booking Insights
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Best Thessaly holiday rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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R573 - R8 433R8 433 - R16 277R16 277 - R24 120R24 120 - R31 963R31 963+ per night

Property Types

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Thessaly

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Act Art Skiathos - Skiathos - Bedroom
Act Art Skiathos
Skiathos, TS, Greece
7.2Good(220)
Free Wi-Fi
Air conditioning
R677+
Check availability
Fresh Rooms - Skiathos
Fresh Rooms
Skiathos, TS, Greece
8.3Very Good(339)
Free Wi-Fi
Air conditioning
R902+
Check availability
Rania Studios - Skiathos
Rania Studios
Skiathos, TS, Greece
8.7Very Good(549)
Parking
Free Wi-Fi
Air conditioning
R954+
Check availability
Villa Angela - Skiathos - Bedroom
Villa Angela
Skiathos, TS, Greece
9.7Wonderful(9)
Free Wi-Fi
R1 111+
Check availability
Mr P. Boutique Residence - Skiathos - Balcony
Mr P. Boutique Residence
Skiathos, TS, Greece
8.0Very Good(444)
Parking
Free Wi-Fi
Air conditioning
R1 230+
Check availability
Pansion Pandora - Skiathos
Pansion Pandora
Skiathos, TS, Greece
9.5Wonderful(498)
Parking
Free Wi-Fi
Air conditioning
R1 426+
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Cactus - Skiathos
Cactus
Skiathos, TS, Greece
9.0Wonderful(51)
Parking
Free Wi-Fi
Air conditioning
R1 458+
Check availability
Hellen Studios - Skiathos - Living room
Hellen Studios
Skiathos, TS, Greece
8.1Very Good(286)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
R1 468+
Check availability
Physis Oikos Beachfront Apartments - Skiathos
Physis Oikos Beachfront Apartments
Skiathos, TS, Greece
7.5Good(57)
Parking
Pool
Pet-friendly
Air conditioning
R2 010+
Check availability
Asprolithos Studios - Skiathos - Living room
Asprolithos Studios
Skiathos, TS, Greece
9.1Wonderful(140)
Parking
Free Wi-Fi
Air conditioning
R2 134+
Check availability
elizabeth studios - Skiathos
elizabeth studios
Skiathos, TS, Greece
8.9Very Good(381)
Parking
Free Wi-Fi
Pool
Pet-friendly
R2 238+
Check availability
Del Sol Suites - Skiathos
Del Sol Suites
Skiathos, TS, Greece
9.0Wonderful(112)
Parking
Free Wi-Fi
Pool
Air conditioning
R2 291+
Check availability
Antonia House - Skiathos
Antonia House
Skiathos, TS, Greece
9.4Wonderful(52)
Parking
Airport shuttle
Free Wi-Fi
Air conditioning
R2 499+
Check availability
Kaiti`s House - Skiathos
Kaiti`s House
Skiathos, TS, Greece
9.6Wonderful(19)
Parking
Free Wi-Fi
Air conditioning
R2 846+
Check availability
Syraina Apartments - Skiathos
Syraina Apartments
Skiathos, TS, Greece
8.6Very Good(115)
Free Wi-Fi
Air conditioning
R4 703+
Check availability
A Villa With Swimming Pool, Garden And Open Sea View - Skiathos - Living room
A Villa With Swimming Pool, Garden And Open Sea View
Skiathos, TS, Greece
Air conditioning
R6 091+
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 11 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
R2 188
R3 034
Cheapest month to stay with an average 52% drop in price.
Most expensive month to stay with an average 37% 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 (83% of total searches to Thessaly). The next most popular destination is Skopelos (17%).

  • How much is a holiday rental in Thessaly for tonight?

    In the last 72 hours, users have found Thessaly holiday rentals for tonight for as little as R2 380. Search here for similar prices

  • 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, houses, boats, campgrounds, homestays, 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 12% 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

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