Villas in Thessaly

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Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Thessaly Accommodation: Most Popular Cities to Stay

VillasVillas

Skiathos

Skiathos

Our top choices for Thessaly villas

Front of property
Luxury Villa Thea

Luxury Villa Thea

Luxury Villa Thea
Volos
Luxury Villa Thea
Exterior
Fani's House Under Meteora

Fani's House Under Meteora

Fani's House Under Meteora
Kalabaka
9.0 out of 10, Wonderful, (2)
"Nice place"
United States
Ha
The price is Rp4.589.579
Rp5.221.962 total
includes taxes & fees
5 Jan - 6 Jan 2026
Fani's House Under Meteora
Outdoor pool, pool loungers
Villa Pelagoon

Villa Pelagoon

Villa Pelagoon
Skiathos
10.0 out of 10, Exceptional, (1)
"Amazing! The pool, the sea view in each house (there are four…), the direct access to the sea… And on top of that, the host is really kind. I strongly recommand"
United States
David
Villa Pelagoon
Villa | 2 bedrooms
Villa Glysteri Large Private Pool Walk to Beach A C - 2125

Villa Glysteri Large Private Pool Walk to Beach A C - 2125

Villa Glysteri Large Private Pool Walk to Beach A C - 2125
Skopelos
8.0 out of 10, Very good, (1)
"The villa was charming in many ways, it was very clean, the pool was in good condition, and Glisteri beach was very nice. We were not told that the water was not drinkable and no bottled water was provided to get us “started” until we could purchase some. Likewise, there were no basic supplies in the kitchen such as coffee or filters, or trash can liners. The distance to town and grocery stores isn’t that far, but if you’re not used to driving on narrow mountain roads that have hairpin turns and...
United States
Evelyn Anne
Villa Glysteri Large Private Pool Walk to Beach A C - 2125
Exterior
Vasilikis Stone House

Vasilikis Stone House

Vasilikis Stone House
Kalabaka
Vasilikis Stone House
Villa | 3 bedrooms
Villa Aloupi in Sporades

Villa Aloupi in Sporades

Villa Aloupi in Sporades
Skopelos
Villa Aloupi in Sporades
Villa | 2 bedrooms
Archontiko Merylins Pinakates Pelion

Archontiko Merylins Pinakates Pelion

Archontiko Merylins Pinakates Pelion
South Pelion
Archontiko Merylins Pinakates Pelion
Seasonal outdoor pool
Luxury Villas Skiathos

Luxury Villas Skiathos

Luxury Villas Skiathos
Skiathos
Luxury Villas Skiathos
Interior
Villa Stratos Skiathos

Villa Stratos Skiathos

Villa Stratos Skiathos
Skiathos
10.0 out of 10, Exceptional, (2)
"It was quite the trip to get up to the villa but it was so perfect!! We had a magical stay!"
United States
Courtney
Villa Stratos Skiathos
Outdoor pool, pool loungers
Villas Phos Skiathos

Villas Phos Skiathos

Villas Phos Skiathos
Skiathos
Villas Phos Skiathos
Villa | 4 bedrooms, soundproofing, Internet
Rodon Luxury Villas Aria

Rodon Luxury Villas Aria

Rodon Luxury Villas Aria
Skopelos
Rodon Luxury Villas Aria
Exterior
Skiathos Island Villas

Skiathos Island Villas

Skiathos Island Villas
Skiathos
10.0 out of 10, Exceptional, (2)
"Very clean, beds were very hard, not sure if that’s normal in Greece. Bit of a hill to walk up and taxis reluctant to drop off as the track to the villa is full of bumps. Otherwise a fab stay. Oh and no path a lot of the walk into town."
United Kingdom
Sonia
Skiathos Island Villas
Villa, 3 Bedrooms, Smoking, Private Pool | Pool | Indoor pool
Superior 3-bedroom Villa Cassiope With Private Pool and Breathtaking Sea Views

Superior 3-bedroom Villa Cassiope With Private Pool and Breathtaking Sea Views

Superior 3-bedroom Villa Cassiope With Private Pool and Breathtaking Sea Views
Skiathos
Superior 3-bedroom Villa Cassiope With Private Pool and Breathtaking Sea Views
Exterior
Historic Luxury House Heart of Meteora

Historic Luxury House Heart of Meteora

Historic Luxury House Heart of Meteora
Kalabaka
10.0 out of 10, Exceptional, (2)
"Nice place right up against the mountain. Easy access to town."
United States
Mr
The price is Rp5.440.302
Rp6.188.086 total
includes taxes & fees
8 Jan - 9 Jan 2026
Historic Luxury House Heart of Meteora
Property grounds
Dodis Village

Dodis Village

Dodis Village
South Pelion
The price is Rp1.174.461
Rp1.343.584 total
includes taxes & fees
24 Dec - 25 Dec
Dodis Village
Terrace/patio
Golden King

Golden King

Golden King
Skiathos
9.4 out of 10, Exceptional, (8)
"Fabulous Villa would definitely recommend views are spectacular "
United Kingdom
Samantha
Golden King
BBQ/picnic Area
Luxury Family Villa near Meteora

Luxury Family Villa near Meteora

Luxury Family Villa near Meteora
Kalabaka
9.2 out of 10, Wonderful, (5)
"Beautiful whole house. Well equipped kitchen. Comfortable beds. Only problem is finding it. Like everywhere in Greece we found no street signs and no house numbers. Make sure you have a photo of this house. "
United States
Jeanne
The price is Rp2.253.839
Rp2.569.379 total
includes taxes & fees
7 Jan - 8 Jan 2026
Luxury Family Villa near Meteora
Villa | 4 bedrooms
Villa Katerina Private Pool Sea Views A C Wifi - 2179

Villa Katerina Private Pool Sea Views A C Wifi - 2179

Villa Katerina Private Pool Sea Views A C Wifi - 2179
Skopelos
10.0 out of 10, Exceptional, (1)
"**Wundervolle Unterkunft und herzliche Gastfreundschaft!** Unsere Zeit in der Villa Katerina auf Skopelos war einfach fantastisch! Wir waren zwei Familien mit insgesamt drei Kindern und haben uns rundum wohlgefühlt. Die Gastfreundschaft und Herzlichkeit der Familie, die der Villa gehört, war außergewöhnlich – wir fühlten uns von Anfang an willkommen und wurden herzlich empfangen. Die Villa entspricht genau den Bildern, die wir vorab gesehen haben. Die Einrichtung ist rustikal aber sehr...
Germany
Viktor
Villa Katerina Private Pool Sea Views A C Wifi - 2179
House, 3 Bedrooms | Terrace/patio
Villa Agape in Kala Nera Pelion

Villa Agape in Kala Nera Pelion

Villa Agape in Kala Nera Pelion
South Pelion
10.0 out of 10, Exceptional, (1)
"By far one of the best apartments I had in any of my trips abroad! Big, comfortable, fully equipped kitchen, air conditioner in every room (that freeze up the air in no time, despite the 34 degrees outside!), two balconies and a huge yard to have friends over (in this case - my sister's family that also visited Kala Nera). "
United Kingdom
Noam
Villa Agape in Kala Nera Pelion
Villa | 2 bedrooms, soundproofing
Villa Antigoni Large Private Pool - 2405

Villa Antigoni Large Private Pool - 2405

Villa Antigoni Large Private Pool - 2405
Skopelos
9.0 out of 10, Wonderful, (2)
"We spent an amazing week in a lovely house lost in the nature but very close to Skopelos (15min) and wonderful beaches such as Agnondas and Limonari just at 5 min. The location is very central to visit the island (Glossa, Agios Loanis...). For sure you need a car and a kind of "greek roads driving experience" but nothing complicated. The house is more confortable than the photos shows and is really charming, The pool area is a good way to begin your journey especially with kids who don't wants...
France
VIVIANT
Villa Antigoni Large Private Pool - 2405
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Thessaly Hotel Reviews

Tsikeli Boutique Hotel Meteora - Adults Friendly

Tsikeli Boutique Hotel Meteora - Adults Friendly

10/10 Excellent
"Everyone was perfect! Starting from the extremely nice staff that did everything and more, the great rooms and the delicious breakfast. Thank you ! Definitely will come again."
Yehuda 2-night trip
Posted 5 days ago
Tsikeli Boutique Hotel Meteora - Adults Friendly

Find out more about Thessaly

Thessaly Villas information

Number of reviews
15
Accommodation
147 Villas
Lowest Price
Rp1.343.584
Highest Price
Rp6.188.086

Frequently asked questions

How much do villas in Thessaly cost?
Prepare to pay between Rp1.343.584 and Rp6.188.086 per night for villas in Thessaly. Whatever your budget, an awesome escape is just a few clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Thessaly?
Choose from 147 villas in Thessaly. Whether you're getting away with your family or friends, and wherever you're venturing, Expedia will help you find the perfect place.
Why book your villa in Thessaly with Expedia?
Reserving a villa in Thessaly is as easy as working out your travel dates and picking an option that suits your style. Want something affordable or upmarket, or a stay that also includes a kitchenette? Use Expedia's search filters to narrow your results and find the ideal fit at the right price.
How can I find cheap villas in Thessaly?
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