Villas in Thessaly

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Top Cities in Thessaly

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

Skiathos

Skiathos

Our top choices for Thessaly villas

Outdoor pool

Villa in Votsi

Boutique villa with private pool in Alonissos island, Greece. Stunning sea view.
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful property in a fantastic location. The villa is very well equipped. The views are to die for; the villa is sublime. Anyone staying here will not be disappointed! "
United Kingdom
Mairead H.
Boutique villa with private pool in Alonissos island, Greece. Stunning sea view.
Outdoor pool

Villa in Taxiarchis

"Villa Erifili" Luxurious villa with spectacular view in Skiathos Island
10.0 out of 10, Exceptional, (33 reviews)
"What a wonderful Villa with great hosts ERRIKA and her husband they ensured we had the best holiday. The views were amazing and so was the hospitality, we’d have no hesitation rebooking, in fact we are already planning our next visit but next time a longer stay. "
United Kingdom
Tracey W.
"Villa Erifili" Luxurious villa with spectacular view in Skiathos Island
Outdoor pool

Villa in Alonissos

Boutique villa with private pool in Alonissos island, Greece. Mesmeric sea view.
10.0 out of 10, Exceptional, (6 reviews)
"New villas"
Finland
DepA R.
Boutique villa with private pool in Alonissos island, Greece. Mesmeric sea view.
Pool

Villa in Votsi

Ocean-front villa, private pool in Alonissos island, Greece. Panoramic sea view.
10.0 out of 10, Exceptional, (7 reviews)
"Great host lovely place"
United Kingdom
Jane H.
Ocean-front villa, private pool in Alonissos island, Greece. Panoramic sea view.
Outdoor dining

Villa in Skopelos

A traditional stone villa with private pool in a stunning location
10.0 out of 10, Exceptional, (39 reviews)
"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 pool

Villa in Skopelos

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.
Terrace/patio

Villa in Panormos

Olea Skopelos 2 villas with Swimming pool & sea view
10.0 out of 10, Exceptional, (3 reviews)
"It was a joy to spend few days at Constantino’s place. Totally immersed in nature, the private pool felt like a real luxury given how wonderful the sea is in Skopelos. "
United States
Luca S.
Olea Skopelos 2 villas with Swimming pool & sea view
Exterior

Villa in SKOPELOS

Lux!view!6prs.10min city, port, taxi frm Skiath, NO car, freetour with our boat
9.8 out of 10, Exceptional, (29 reviews)
"We spent two great weeks in Villa Orange. The view from the balcony towards the sea and town is spectacular. The house is located in a very quiet area in the hillside, with beautiful green surroundings. The house itself is also good, with a very nice pool area, and the hosts are always available and helpful."
Norway
Hege U.
Lux!view!6prs.10min city, port, taxi frm Skiath, NO car, freetour with our boat
Terrace/patio

Villa in Kalampaka

Meteora boutique villa A
10.0 out of 10, Exceptional, (26 reviews)
"A warm welcome and a high quality of services.A great location nearby the main touristic sites."
France
Franck D.
The price is AED 533
AED 679 total
includes taxes & fees
8 Mar - 9 Mar
Meteora boutique villa A
Outdoor dining

Villa in Glossa

Pool Villa -Anastasia-sea views,sunset,wifi,near the village & the port
10.0 out of 10, Exceptional, (12 reviews)
"With our 2 daughters we enjoyed our 2 weeks family stay in the wonderful area of Skopelos near Glossa. The location of the villa is amazing with a broad view to the sea including every day a great sundown. The house's owner is always available and very supportive in case of anything needed. Thanks for our great stay we had !!"
Austria
Alexander W.
Pool Villa -Anastasia-sea views,sunset,wifi,near the village & the port
Exterior

Villa in Kalabaka

Fani's House Under Meteora
9.0 out of 10, Wonderful, (2 reviews)
"Nice place"
United States
Ha
The price is AED 497
AED 567 total
includes taxes & fees
14 Mar - 15 Mar
Fani's House Under Meteora
Outdoor pool, sun loungers

Villa in Skiathos

Villas Phos Skiathos
Villas Phos Skiathos
Exterior

Villa in Alonnissos

Anemologio Villas Villa Zefiros
Anemologio Villas Villa Zefiros
Outdoor pool

Villa in Neo Klima

Villa Kalyves Armenopetra - Beautiful Pool - Amazing Sea Views -Walk to Beaches
9.8 out of 10, Exceptional, (19 reviews)
"Magnificent, relaxed, tranquil and utterly magical holiday!"
United Kingdom
Chris H.
Villa Kalyves Armenopetra - Beautiful Pool - Amazing Sea Views -Walk to Beaches
Terrace/patio

Villa in Skiathos

GoldieLocks 6-Bedroom Beachfront Villa 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
Villa | 2 bedrooms

Villa in Skopelos

Villa Glysteri Large Private Pool Walk to Beach A C - 2125
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
Villa | 4 bedrooms, soundproofing, Internet

Villa in Skopelos

Rodon Luxury Villas Aria
Rodon Luxury Villas Aria
Pool

Villa in Sporades

Villa Aloupi - Three Bedroom Villa, Sleeps 6
10.0 out of 10, Exceptional, (11 reviews)
"A wonderful stay, with kind and attentive hosts."
United States
Anonymous traveler
Villa Aloupi - Three Bedroom Villa, Sleeps 6
Outdoor dining

Villa in Skopelos

Tranquiliti in the middle of Skopelos island
10.0 out of 10, Exceptional, (1 review)
"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
Exterior

Villa in Kalabaka

Vasilikis Stone House
Vasilikis Stone House
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

Theatro Hotel Odysseon

Theatro Hotel Odysseon

10/10 Excellent
"We loved our stay here. The room was nice and clean, it had a balcony with a beautiful view. We hiked up to Meteora right from our hotel. Town restaurants and bakeries are just down the street. The breakfast at the hotel was so beautiful, had so many options from savory to sweet, everything looked freshly made and was delicious. The staff was amazing! We had to check out early, they even had our breakfast packed to take with us for the road. We were very happy with our stay here. "
Jurgita 2-night trip
Posted 19 hours ago
Theatro Hotel Odysseon

Frequently asked questions

How much do villas in Thessaly cost?
Prepare to pay between AED 567 and AED 679 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?
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