Thessaly holiday rentals

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Latest Thessaly holiday rental deals

MOST POPULARSkiathos
Holiday homes from £286

Best Thessaly holiday rentals

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£20 - £713£713 - £1,406£1,406 - £2,099£2,099 - £2,792£2,792+ per night

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Most recommended holiday rentals in Thessaly

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Karagiozos Studios & Apartments - Skopelos
Karagiozos Studios & Apartments
Skopelos, TS, Greece
8.7Very Good(146)
Apartment
Parking
Free Wi-Fi
Air conditioning
£34+
Check availability
Hellen Studios - Skiathos - Living room
Hellen Studios
Skiathos, TS, Greece
8.1Very Good(290)
Apartment
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£49+
Check availability
Aspa Victoria - Troulos
Aspa Victoria
Troulos, TS, Greece
9.5Wonderful(238)
Apartment
Parking
Free Wi-Fi
Air conditioning
£50+
Check availability
Modern, comfortable apartment, in the heart of the city - Larissa - Bedroom
Modern, comfortable apartment, in the heart of the city
Larissa, TS, Greece
9.6Wonderful(126)
Apartment
Free Wi-Fi
Air conditioning
£52+
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Villa Jeanna - Troulos - Bedroom
Villa Jeanna
Troulos, TS, Greece
9.0Wonderful(301)
Apartment
Parking
Free Wi-Fi
Air conditioning
£70+
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Skiathos Troulos Studios 500 Metres From the Beach Surrounded by Pine Trees - Skiathos - Outdoor view
Skiathos Troulos Studios 500 Metres From the Beach Surrounded by Pine Trees
Skiathos, TS, Greece
6.0Okay(1)
House
Air conditioning
£87+
Check availability
Your Business-Class Stay in the Heart of Larissa - Larissa - Living room
Your Business-Class Stay in the Heart of Larissa
Larissa, TS, Greece
Apartment
Free Wi-Fi
Air conditioning
£92+
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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
Air conditioning
£109+
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Nadia's Luxury Apartment - Larissa - Kitchen
Nadia's Luxury Apartment
Larissa, TS, Greece
Apartment
Free Wi-Fi
Air conditioning
£113+
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Kamara House - Panormos
Kamara House
Panormos, TS, Greece
9.6Wonderful(18)
House
Free Wi-Fi
Air conditioning
£121+
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EvageliasVilla sea view - Skopelos
EvageliasVilla sea view
Skopelos, TS, Greece
9.1Wonderful(25)
Villa
Parking
Free Wi-Fi
Air conditioning
£127+
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Magda's Place - Skopelos
Magda's Place
Skopelos, TS, Greece
7.0Good(1)
Apartment
Free Wi-Fi
Air conditioning
£139+
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Villa Strada - Skopelos
Villa Strada
Skopelos, TS, Greece
9.7Wonderful(17)
Villa
Parking
Free Wi-Fi
Air conditioning
£151+
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Villa Skopelita - Skopelos
Villa Skopelita
Skopelos, TS, Greece
9.2Wonderful(5)
Apartment
Free Wi-Fi
Air conditioning
£156+
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Anchor Villa - Skiathos
Anchor Villa
Skiathos, TS, Greece
9.7Wonderful(46)
Apartment
Free Wi-Fi
Pet-friendly
Air conditioning
£187+
Check availability
Zina's House - Troulos
Zina's House
Troulos, TS, Greece
9.2Wonderful(9)
House
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£217+
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)

March
September
£78
£66
Cheapest month to stay with an average 37% drop in price.
Most expensive month to stay with an average 59% 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

  • If you’re looking for a cheap holiday rental in Thessaly, you should consider visiting during the low season. The cheapest holiday homes in Thessaly can be found in November and September.
  • The cheapest night for renting a holiday home in Thessaly is Friday. In contrast, the most expensive is Wednesday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Thessaly for 4 days.
  • Pool, air-conditioned, beachfront, parking, pet friendly, and wifi are the most popular holiday rental property amenities in Thessaly
  • Holiday rentals in Thessaly are around 19% cheaper than hotels on average. Search here to compare prices for all accommodation types in Thessaly.
  • The city in Thessaly with the most affordable holiday homes is Skiathos, with around 357 properties and an average price of £214. The most popular holiday rentals in Thessaly among KAYAK users are Hellen Studios, Villa Angela, and Villa View To The Sea.

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 (37% of total searches to Thessaly). The next most popular destinations are Skopelos (17%) and Troulos (8%). Searches for holida rentals in Alonnisos (8%), Vólos (5%) and Koukounaries (5%) are also popular.

  • 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 £31. Search here for similar prices

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

    The average price for a weekly Thessaly holiday rental found by KAYAK users in the last 2 weeks is £1,154.

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

    The average price for a monthly Thessaly holiday rental found by KAYAK users in the last 2 weeks is £4,945.

  • 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, villas, homestays, chalets, cottages, towers, boats, campgrounds, guest houses, hotels and houseboats.

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

    There are a number of dog and pet-friendly Thessaly holiday rentals, with around 10% 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

Flights to Thessaly
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