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
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Thessaly villas

A balcony with a table and chairs, overlooking a cityscape and greenery.

1. Luxury Villa Thea

Luxury Villa Thea
Anavros
Luxury Villa Thea
A stone building with a pool, lounge chairs, and an umbrella.

2. Rodon Luxury Villas Aria

Rodon Luxury Villas Aria
Skopelos
Rodon Luxury Villas Aria
A modern multi-story building with balconies, a swimming pool, and outdoor seating.

3. Korali

Korali
Skiathos
Korali
A poolside area with lounge chairs and a view of the sea.

4. 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
A pool area with lounge chairs and an umbrella, a brick patio, and a view of the sea and mountains.

5. Villa Aloupi in Sporades

Villa Aloupi in Sporades
Skopelos
Villa Aloupi in Sporades
A beachside restaurant with wooden tables and chairs, a thatched roof, and a view of the sea.

6. 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
A stone building with a wooden balcony and a stone staircase leading to the entrance.

7. Archontiko Merylins Pinakates Pelion

Archontiko Merylins Pinakates Pelion
South Pelion
Archontiko Merylins Pinakates Pelion
A wooden balcony with a view of a hillside and houses.

8. Villa Elpiniki

Villa Elpiniki
Skiathos
Villa Elpiniki
A stone patio with lounge chairs and an umbrella, overlooking a body of water and a mountainous landscape.

9. LemonTree Villa Glossa Skopelos

LemonTree Villa Glossa Skopelos
Loutraki
LemonTree Villa Glossa Skopelos
A poolside area with two sun loungers, a stone building, and a view of the sea.

10. Golden King

Golden King
Skiathos
9.4 out of 10, Exceptional, (9 reviews)
"Fabulous Villa would definitely recommend views are spectacular "
United Kingdom
Samantha
Golden King
A poolside lounge area with two wooden lounge chairs and a view of the sea.

11. Villas Phos Skiathos

Villas Phos Skiathos
Skiathos
Villas Phos Skiathos
A coastal building with a balcony, a stone pathway leading to the water, and a clear view of the sea.

12. Porto Castello Villas

Porto Castello Villas
Skiathos
10.0 out of 10, Exceptional, (2 reviews)
"This was one of the best stays we’ve ever had! Perfect for larger families as the villa is very expansive and easy access to your private beach. Victoria was incredible at providing suggestions around the island and made check in and check out really easy. The villa is cleaned every 3 days allowing you to just relax and the cleaners are incredibly kind! Honestly, if you are okay with being away from the hustle of the main town and would prefer a scenic view of the town from across the cove then...
United Kingdom
Krishna
Porto Castello Villas
Private pool

13. Luxury Villas Skiathos

Luxury Villas Skiathos
Skiathos
10.0 out of 10, Exceptional, (1 review)
"We have just spent 11 incredible days at Villa Lavanta with our family. The Villa is very well proportioned with everything you could possibly need. Everybody was very happy with their room, every bedroom is spacious and well appointed The views from every room over Achladies beach and the Aegean are breathtaking. Namil and the house keeping staff were very friendly and accommodating and ensured our stay was incredibly relaxing. We can’t wait to return."
United Kingdom
Michala Christine
Luxury Villas Skiathos
A white building with blue shutters and pink bougainvillea flowers, a stone-paved area, and a view of the sea.

14. Villa Antigoni Large Private Pool - 2405

Villa Antigoni Large Private Pool - 2405
Skopelos
9.0 out of 10, Wonderful, (2 reviews)
"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
An aerial view of a resort with multiple swimming pools, connected walkways, and a variety of buildings with red-tiled roofs.

15. Skiathos Island Villas

Skiathos Island Villas
Skiathos
10.0 out of 10, Exceptional, (3 reviews)
"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
A modern multi-story building with large windows and a flat roof.

16. Salina SPA Villas - with PRIVATE ECO-POOL, SAUNA & Hot Tub

Salina SPA Villas - with PRIVATE ECO-POOL, SAUNA & Hot Tub
Volos
10.0 out of 10, Exceptional, (2 reviews)
"Είναι από τα καλύτερα καταλύματα αυτού του τύπου που έχουμε επισκεφθεί (βίλες ειδικά σχεδιασμένες για τουριστικά καταλύματα). Είναι πολύ όμορφο, λειτουργικό, προσεγμένο σε κάθε λεπτομέρεια και ήσυχο. Βρίσκεται μόλις ενάμιση τετράγωνο από την παραλία και τον κεντρικό δρόμο που έχει οτιδήποτε χρειαστείς από ταβέρνες και καφέ μέχρι mini market και φαρμακείο. Έχει όλες τις ανέσεις, και όλη η οικογένεια έμεινε κατενθουσιασμένη. Η manager του καταλύματος Δέσποινα ήταν ευγενέστατη και απόλυτα...
Greece
MIXALHS
Salina SPA Villas - with PRIVATE ECO-POOL, SAUNA & Hot Tub
A stone wall with a pool and lounge chairs, a staircase, and a sign for Sunrise Pelican Villas.

17. Sunrise Pelion Villas Tsagkarada

Sunrise Pelion Villas Tsagkarada
Zagora-Mouresi
9.8 out of 10, Exceptional, (16 reviews)
"Nice aria "
United States
Dan
Sunrise Pelion Villas Tsagkarada
A sunlit outdoor lounge area with a pergola, a reclining chair, and a view of a mountainous landscape.

18. Skopelos Country Villas

Skopelos Country Villas
Skopelos
10.0 out of 10, Exceptional, (1 review)
"Amazing views & so peaceful. Wonderful pool & villa. Very clean & tidy with lovely gardens. Owner gave amazing help prior to arrival with car hire (you do need 4 wheel drive or equivalent) & ferry etc & following arrival was on hand for general info' on restaurants etc. Would highly recommend."
United Kingdom
CAROL
Skopelos Country Villas
A swimming pool with lounge chairs and a night sky view.

19. Olivia Sports & Sea

Olivia Sports & Sea
Almyros
Olivia Sports & Sea
A balcony with a view of a coastal landscape, a pool, and a stone building with green shutters.

20. Villas by Pelion Esties in Ano Gatzea

Villas by Pelion Esties in Ano Gatzea
South Pelion
10.0 out of 10, Exceptional, (2 reviews)
Villas by Pelion Esties in Ano Gatzea
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
"What a great location and the view of the rocks was beautiful. The staff was exceptional."
KIM 1-night trip
Posted 6 hours ago
Theatro Hotel Odysseon

Find out more about Thessaly

Thessaly Villas information

Number of reviews
17
Accommodation
152 Villas
Lowest Price
Highest Price

Frequently asked questions

How much do villas in Thessaly cost?
Prepare to pay between and 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 152 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?
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How can I find cheap villas in Thessaly?
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