Top Villas in Thessaly in 2026

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

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

In two months

In three months

In four months

Thessaly Accommodation: Most Popular Cities to Stay

A coastal cliff with ruins and a metal staircase.

Our top choices for Thessaly villas

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

1. Luxury Villa Thea

Anavros

A stone building with a pool, lounge chairs, and an umbrella.

2. Rodon Luxury Villas Aria

Skopelos

A modern multi-story building with balconies, a swimming pool, and outdoor seating.

3. Korali

Skiathos

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

4. Villa Pelagoon

Skiathos

David

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

Skopelos

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

Skopelos

"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...

Evelyn Anne

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

7. Archontiko Merylins Pinakates Pelion

South Pelion

A wooden balcony with a view of a hillside and houses.

8. Villa Elpiniki

Skiathos

Rp3.410.253 total

includes taxes & fees

3 Oct - 4 Oct

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

9. LemonTree Villa Glossa Skopelos

Loutraki

Rp6.145.134 total

includes taxes & fees

6 Oct - 7 Oct

A poolside area with two sun loungers, a stone building, and a view of the sea.

10. Golden King

Skiathos

Samantha

A poolside lounge area with two wooden lounge chairs and a view of the sea.

11. Villas Phos Skiathos

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

Skiathos

"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...

Krishna

13. Luxury Villas Skiathos

Skiathos

"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."

Michala Christine

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

Skopelos

"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...

VIVIANT

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

Sonia

A modern multi-story building with large windows and a flat roof.

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

Volos

"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...

MIXALHS

A stone wall with a pool and lounge chairs, a staircase, and a sign for Sunrise Pelican Villas.

17. Sunrise Pelion Villas Tsagkarada

Zagora-Mouresi

Dan

A sunlit outdoor lounge area with a pergola, a reclining chair, and a view of a mountainous landscape.

18. Skopelos Country Villas

Skopelos

CAROL

A swimming pool with lounge chairs and a night sky view.

19. Olivia Sports & Sea

Almyros

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

South Pelion

View all properties

Find holiday rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Top Thessaly Hotel Reviews

Theatro Hotel Odysseon

8/10 Good

"L’hôtel est bien situé."

Tsikeli Boutique Hotel Meteora - Adults Friendly

10/10 Excellent

"This hotel is located in the more quiet side of the meteora which we prefer! Our host Christina was the sweetest and most helpful. It's a nice and quiet boutique hotel with unique rooms. The hotel bar made excellent drinks and we enjoyed the views from the courtyard/dining area. We opted to eat at one of the local restaurants which the hotel recommended. Short walking toward the town center and enjoyed an authentic family owned Greek restaurant. It was a lovely stay. I would highly recommend."

Divani Meteora Hotel

8/10 Good

"Everything was clean and well maintained I just found that the room decor, the bed and the bathtub was a little outdated. The bathtub especially was very narrow and hard for a 6 ft 230 lb man 2 stand in without falling. All of that considered I would still stay here again it was very nice the staff were extremely friendly and it had breathtaking views of the monasteries."

Celine Volos by halu!

10/10 Excellent

"L’endroit était bien situé, j’aurais bien aimé avoir du sel du poivre un peu d’huile . comme je viens du canada cela aurait été apprécié. Je voyage en autobus je ne peux pas en trimbaler tous. Un petit chiffon pour nettoyer.. J’ai bien aimé l’endroit le calme. Merci à vous tous."

Find out more about Thessaly

Thessaly Villas information

Number of reviews	17
Accommodation	149 Villas
Lowest Price	Rp3.410.253
Highest Price	Rp6.145.134

Frequently asked questions

How much do villas in Thessaly cost?

Prepare to pay between Rp3.410.253 and Rp6.145.134 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 149 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.

Villas in Thessaly

Change your mind

Treat yourself

Be picky

Check prices for these dates

Thessaly Accommodation: Most Popular Cities to Stay

Skiathos

Our top choices for Thessaly villas

1. Luxury Villa Thea

2. Rodon Luxury Villas Aria

3. Korali

4. Villa Pelagoon

5. Villa Aloupi in Sporades

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

7. Archontiko Merylins Pinakates Pelion

8. Villa Elpiniki

9. LemonTree Villa Glossa Skopelos

10. Golden King

11. Villas Phos Skiathos

12. Porto Castello Villas

13. Luxury Villas Skiathos

14. Villa Antigoni Large Private Pool - 2405

15. Skiathos Island Villas

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

17. Sunrise Pelion Villas Tsagkarada

18. Skopelos Country Villas

19. Olivia Sports & Sea

20. Villas by Pelion Esties in Ano Gatzea

Find holiday rentals that suit your style

Top Thessaly Hotel Reviews

Theatro Hotel Odysseon

Find out more about Thessaly

Thessaly Villas information

Frequently asked questions