Search Villas in Thessaly

Compare and save

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Thessaly villas

Front of property
Luxury Villa Thea

Luxury Villa Thea

Luxury Villa Thea
Volos
Luxury Villa Thea
Outdoor dining
A traditional stone villa with private pool in a stunning location

A traditional stone villa with private pool in a stunning location

A traditional stone villa with private pool in a stunning location
Skopelos
10.0 out of 10, Exceptional, (39)
"Beautiful, beautiful property in a stunning location. Host was exceptional and we had a wonderful week."
Canada
Krista D.
A traditional stone villa with private pool in a stunning location
Outdoor dining
Villa with stunning view out to the sea accross the viladge of Glossa

Villa with stunning view out to the sea accross the viladge of Glossa

Villa with stunning view out to the sea accross the viladge of Glossa
Skopelos
10.0 out of 10, Exceptional, (34)
"A fabulous villa with amazing views and plenty of space "
United States
Luca S.
Villa with stunning view out to the sea accross the viladge of Glossa
Terrace/patio
Meteora boutique villa A

Meteora boutique villa A

Meteora boutique villa A
Kalampaka
10.0 out of 10, Exceptional, (25)
"A warm welcome and a high quality of services.A great location nearby the main touristic sites."
France
Franck D.
The price is ￥22,950
￥29,238 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Meteora boutique villa A
Outdoor dining
Villa Ioanna - Two Bedroom Villa, Sleeps 4

Villa Ioanna - Two Bedroom Villa, Sleeps 4

Villa Ioanna - Two Bedroom Villa, Sleeps 4
Skopelos
10.0 out of 10, Exceptional, (13)
"Great value for such a well-kept and comfortable place."
United States
Anonymous traveler
Villa Ioanna - Two Bedroom Villa, Sleeps 4
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 ￥39,096
￥44,491 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Fani's House Under Meteora
Pool
Villa Pelago - Three Bedroom Villa, Sleeps 7

Villa Pelago - Three Bedroom Villa, Sleeps 7

Villa Pelago - Three Bedroom Villa, Sleeps 7
Skopelos
10.0 out of 10, Exceptional, (11)
"A well-kept villa with great amenities and a homely feel."
United States
Anonymous traveler
Villa Pelago - Three Bedroom Villa, Sleeps 7
Outdoor pool, sun 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
Outdoor dining
3 Bedroom villa

3 Bedroom villa

3 Bedroom villa
Platanias
10.0 out of 10, Exceptional, (1)
"Dimitris is an awesome host. He provided a lot of wonderful information about the island. He ensured that we had everything that we needed. He was very attentive and kind. His house is wonderful, gorgeous and had everything we needed. The pool is big and he kept it immaculate. Our family had a lot of fun swimming when we needed a break from the town. The location is perfect only 15 minutes away from town ame cool ani and there are plenty of beaches, restaurants and supermarkets within walking...
United States
Peggy B.
3 Bedroom villa
Terrace/patio
Villa Kalyves Armenopetra - Beautiful Pool - Amazing Sea Views -Walk to Beaches

Villa Kalyves Armenopetra - Beautiful Pool - Amazing Sea Views -Walk to Beaches

Villa Kalyves Armenopetra - Beautiful Pool - Amazing Sea Views -Walk to Beaches
Neo Klima
9.8 out of 10, Exceptional, (19)
"Magnificent, relaxed, tranquil and utterly magical holiday!"
United Kingdom
Chris H.
Villa Kalyves Armenopetra - Beautiful Pool - Amazing Sea Views -Walk to Beaches
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
Outdoor dining
Villa Aloupi - Three Bedroom Villa, Sleeps 6

Villa Aloupi - Three Bedroom Villa, Sleeps 6

Villa Aloupi - Three Bedroom Villa, Sleeps 6
Sporades
10.0 out of 10, Exceptional, (11)
"A wonderful stay, with kind and attentive hosts."
United States
Anonymous traveler
Villa Aloupi - Three Bedroom Villa, Sleeps 6
Exterior
Vasilikis Stone House

Vasilikis Stone House

Vasilikis Stone House
Kalabaka
Vasilikis Stone House
Outdoor dining
Tranquiliti in the middle of Skopelos island

Tranquiliti in the middle of Skopelos island

Tranquiliti in the middle of Skopelos island
Skopelos
10.0 out of 10, Exceptional, (1)
"We had a wonderful stay in this lovely house with beautiful pool and terrace. The house is very clean, cool and comfortable, and the views are amazing. The house, pool and surroundings are actually more beautiful than on the pictures on vrbo.com. The friendly owner also rents boats, we spent a day on it, and had an amazing day. We highly recommend this villa."
Netherlands
Nathalie H.
Tranquiliti in the middle of Skopelos island
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
Pool
Villa With Private Pool in Front of the Sea - 20 meters from the sea.

Villa With Private Pool in Front of the Sea - 20 meters from the sea.

Villa With Private Pool in Front of the Sea - 20 meters from the sea.
Sporades
10.0 out of 10, Exceptional, (42)
"Fabulous family holiday , clean , spacious, lovely communicative host , would return and recommend x"
United Kingdom
Geraldine G.
Villa With Private Pool in Front of the Sea - 20 meters from the sea.
Outdoor pool
Pool Villa Perivoliou walking distance to 4 beaches, near Mamma Mia Church

Pool Villa Perivoliou walking distance to 4 beaches, near Mamma Mia Church

Pool Villa Perivoliou walking distance to 4 beaches, near Mamma Mia Church
Northern Sporades
10.0 out of 10, Exceptional, (46)
"We had such an amazingly relaxing time at this villa within beautiful surroundings. It was so quiet you could hear the sea at night. The views were stunning. Will definitely stay again"
United Kingdom
Andy A.
Pool Villa Perivoliou walking distance to 4 beaches, near Mamma Mia Church
Outdoor dining
Seafront Villa with amazing view just 30 meters from semi-private beach

Seafront Villa with amazing view just 30 meters from semi-private beach

Seafront Villa with amazing view just 30 meters from semi-private beach
Skiathos
9.8 out of 10, Exceptional, (36)
"Beautiful house, amazing view and the access to the beach is so special. Anni and Christina were super kind and helpful. Thank you !"
United States
Maude B.
Seafront Villa with amazing view just 30 meters from semi-private beach
Outdoor pool
Villa Kentavros Fully private pool villa away from it all!

Villa Kentavros Fully private pool villa away from it all!

Villa Kentavros Fully private pool villa away from it all!
Skopelos
9.8 out of 10, Exceptional, (50)
"Lovely little villa perfect for two. Location good only a 10 minute drive to centre. Pool was lovely and the villa was very well equipped. Had a great time."
United Kingdom
Jayne H.
Villa Kentavros Fully private pool villa away from it all!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Thessaly Hotel Reviews

Meteoritis Hotel

Meteoritis Hotel

10/10 Excellent
"Kind friendly staff. Rooms are small but fine."
Cameron 1-night trip
Posted 2 days ago
Meteoritis Hotel

Find out more about Thessaly

Thessaly Villas information

Number of reviews
228
Accommodation
509 Villas
Lowest Price
￥29,238
Highest Price
￥44,491

Frequently asked questions

How much do villas in Thessaly cost?
Prepare to pay between ￥29,238 and ￥44,491 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 509 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?
With Expedia's filter tool, comparing cheap villas in Thessaly is a breeze. To find stays that give you the most bang for your buck, refine your search by amenities, budget and star rating.