A canyon with towering rock formations and a winding road through a lush valley.

Villas in Thessaly

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Top Cities in Thessaly

The abandoned fortress of Kastro in Skiathos island, Sporades, Greece.
VillasVillas

Skiathos

Skiathos

Our top choices for Thessaly villas

Pool

Ocean-front villa, private pool in Alonissos island, Greece. Panoramic sea view.

Ocean-front villa, private pool in Alonissos island, Greece. Panoramic sea view.
Votsi
10.0 out of 10, Exceptional, (8 reviews)
"Great host lovely place"
United Kingdom
Jane H.
Ocean-front villa, private pool in Alonissos island, Greece. Panoramic sea view.
Terrace/patio

Luxury Villa Thea

Luxury Villa Thea
Volos
Luxury Villa Thea
Property grounds

Villa Antigoni - Two Bedroom Villa, Sleeps 4

Villa Antigoni - Two Bedroom Villa, Sleeps 4
Skopelos
9.4 out of 10, Exceptional, (25 reviews)
"The villa had everything we needed for a stress-free vacation."
United States
arnaud v.
Villa Antigoni - Two Bedroom Villa, Sleeps 4
Exterior

Meteora boutique villa A

Meteora boutique villa A
Kalampaka
10.0 out of 10, Exceptional, (35 reviews)
"Top notch accommodation within walking distance of all services, with private parking for your car, behind a secure gate."
Canada
Peter
The price is AED 527
AED 671 total
includes taxes & fees
23 Jun - 24 Jun
Meteora boutique villa A
Outdoor pool

Boutique villa with private pool in Alonissos island, Greece. Mesmeric sea view.

Boutique villa with private pool in Alonissos island, Greece. Mesmeric sea view.
Alonissos
10.0 out of 10, Exceptional, (7 reviews)
"New villas"
Finland
DepA R.
Boutique villa with private pool in Alonissos island, Greece. Mesmeric sea view.
Outdoor pool

Villa Pegasus Private pool villa ideal for a romantic get-away

Villa Pegasus Private pool villa ideal for a romantic get-away
Skopelos
9.8 out of 10, Exceptional, (41 reviews)
"Perfect Romantic Retreat on Skopelos!We had a fantastic stay at this lovely villa on Skopelos. The views were beautiful, and its secluded location offered wonderful peace and privacy, ideal for a romantic getaway.The villa itself was very nice and comfortable. The owner was incredibly kind and helpful, making communication super easy with just one quick message.We highly recommend this spot for couples seeking a charming, quiet escape with great views and excellent service. We'd love to return!"
Netherlands
Ruben M.
The price is AED 872
AED 1,133 total
includes taxes & fees
3 Jul - 4 Jul
Villa Pegasus Private pool villa ideal for a romantic get-away
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
Northern Sporades
10.0 out of 10, Exceptional, (47 reviews)
"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
House | 2 bedrooms

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 review)
"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 pool

Villa Anemopili with amazing sea view close to town and beaches.Private parking.

Villa Anemopili with amazing sea view close to town and beaches.Private parking.
Skopelos
Villa Anemopili with amazing sea view close to town and beaches.Private parking.
Terrace/patio

GoldieLocks 6-Bedroom Beachfront Villa Skiathos

GoldieLocks 6-Bedroom Beachfront Villa Skiathos
Skiathos
9.6 out of 10, Exceptional, (5 reviews)
"We had a fabulous stay at the villa. The highlights were the super clear sea and private beach (shared with just 3 other houses); and a great pool, BBQ and dining space. Friends of ours rented the next door villa for the same week and it worked out very well. The house was set out over 3 levels on a hillside (which needed a bit of organising as the kitchen was 20m away from where we typically ate by the BBq and pool). Alexandr was extremely helpful eg suppliying water and arranging taxis etc....
United Kingdom
marc dumbell
GoldieLocks 6-Bedroom Beachfront Villa Skiathos
House | 4 bedrooms, soundproofing, Internet

Rodon Luxury Villas Aria

Rodon Luxury Villas Aria
Skopelos
Rodon Luxury Villas Aria
Outdoor pool, sun loungers

Villa Pelagoon

Villa Pelagoon
Skiathos
10.0 out of 10, Exceptional, (1 review)
"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
BBQ/picnic area

Luxury Family Villa near Meteora

Luxury Family Villa near Meteora
Kalabaka
9.2 out of 10, Wonderful, (5 reviews)
"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 AED 287
AED 334 total
includes taxes & fees
11 Jul - 12 Jul
Luxury Family Villa near Meteora
Family Villa, Beachfront | Room service - dining

Levantes Villas

Levantes Villas
South Pelion
6.8 out of 10, (3 reviews)
"Beautifully presented 3 bedroom apartment on 3 levels. Four of us stayed here and there was plenty of space. Immaculately clean and had everything we needed. Gorgeous pool area and bar. Short walk to the beach and restaurants of Kala Nera. Eva and her family were wonderful host and helped us with every enquiry that we had from organising a taxi to helping us with our restaurant recommendations."
Australia
Vicki
Levantes Villas
Exterior

Fani's House Under Meteora

Fani's House Under Meteora
Kalabaka
9.0 out of 10, Wonderful, (2 reviews)
"Nice place"
United States
Ha
The price is AED 476
AED 574 total
includes taxes & fees
25 Jun - 26 Jun
Fani's House Under Meteora
House | 2 bedrooms

Archontiko Merylins Pinakates Pelion

Archontiko Merylins Pinakates Pelion
South Pelion
Archontiko Merylins Pinakates Pelion
House | 3 bedrooms

Villa Aloupi in Sporades

Villa Aloupi in Sporades
Skopelos
Villa Aloupi in Sporades
Exterior

Vasilikis Stone House

Vasilikis Stone House
Kalabaka
Vasilikis Stone House
Outdoor dining

3 Bedroom villa

3 Bedroom villa
Platanias
10.0 out of 10, Exceptional, (1 review)
"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
Outdoor pool

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 reviews)
"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.
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Top Thessaly Hotel Reviews

Aeolos Hotel

Aeolos Hotel

8/10 Good
"A lovely clean hotel decorated in a slightly older more traditional style. Almost like a film set from 1920’s. Art deco, dark wood, vintage desk with ‘marble’ vintage telephone and typewriter in communal sitting area. Outside door shutters made the room dark for sleeping although the fuse box and other LED’s light up the room rather. Storage space, drawers and wardrobe was great and for a change there were several bathroom hooks and towel rails for hanging clothes, wash bags and towels, a feature I find is often lacking in lots of hotel bathrooms. Shower cubicle very small though. Breakfast products were interesting and varied from day to day, larger tea and coffee cups would have been better IMO, I’m rather partial to large cups or mugs of tea and coffee needing to rehydrate in the morning especially. A cute bar next to the pool serving drinks, including cocktails. Enough sunbeds available when we were there. The pool was delicious for leisurely swims and a small seat area in the pool where you could sit in the pool and maybe read while enjoying the coolness of the water. The main town centre was a short easy walk along the bay approx 15mins where you can catch a bus, taxi to other parts of the island and pleasure and public boats to other islands here too. 4star rating given as a comparison to the previous hotel we were at which had a far wider selection of breakfast items and individual barista style coffees available which Aeolos didn’t. A very enjoyable stay nonetheless."
Josephine 4-night trip
Posted 20 hours ago
Aeolos Hotel

Frequently asked questions

How much do villas in Thessaly cost?
Prepare to pay between AED 334 and AED 1,133 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 472 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.
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