Best Villas in Thessaly 2026

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

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Thessaly Accommodation: Most Popular Cities to Stay

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

Greece, Pelion, Pagasetic Gulf, Sound of Trikeri, Pelion, Aerial view of rocky coast, beach

Our top choices for Thessaly villas

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

Votsi

Jane H.

Luxury Villa Thea

Volos

Villa Antigoni - Two Bedroom Villa, Sleeps 4

Skopelos

Meteora boutique villa A

Kalampaka

Peter

includes taxes & fees

23 Jun - 24 Jun

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

Alonissos

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

Skopelos

"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!"

Ruben M.

includes taxes & fees

3 Jul - 4 Jul

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

Northern Sporades

Andy A.

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

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

Skopelos

GoldieLocks 6-Bedroom Beachfront Villa Skiathos

Skiathos

"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....

marc dumbell

House | 4 bedrooms, soundproofing, Internet

Rodon Luxury Villas Aria

Skopelos

Villa Pelagoon

Skiathos

Luxury Family Villa near Meteora

Kalabaka

Jeanne

includes taxes & fees

11 Jul - 12 Jul

Family Villa, Beachfront | Room service – dining

Levantes Villas

South Pelion

Vicki

Fani's House Under Meteora

Kalabaka

includes taxes & fees

25 Jun - 26 Jun

Archontiko Merylins Pinakates Pelion

South Pelion

Villa Aloupi in Sporades

Skopelos

Vasilikis Stone House

Kalabaka

3 Bedroom villa

Platanias

"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...

Peggy B.

Villa Kentavros Fully private pool villa away from it all!

Skopelos

Jayne H.

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Top Thessaly Hotel Reviews

Petra Nera Skiathos

8/10 Good

"Clean and quiet room. I really enjoyed my stay here and the staff were very friendly and helpful. Driver Capitano Aaron was very hospitable and always free to drive me round the compound. Staff were also helpful arranging taxis and airport transfers. Thanks so much"

Minnŏ Boutique Hotel & Spa

10/10 Excellent

"Minno hotel is a lovely experience from the moment you arrive. All the staff are incredibly friendly and helpful. The rooms are clean, spacious and comfortable. The pool area is so calm and relaxing, it’s hard to tear yourself away to visit the rest of the island! The food is out of this world .. credit to the chef. Highly recommend on every level."

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."

Divani Meteora Hotel

10/10 Excellent

"We very much enjoyed our stay at the Divani Meteora while we were in the area exploring the famous monasteries and convents of Meteora. The hotel is very clean and the staff are exceptionally kind and welcoming. We traveled with our 8 year old daughter and they even gave her a welcome gift of drawing pencils and a coloring book which I thought was an unexpected and very thoughtful touch. The Divani is walking distance to the center of Kalabaka town where we ate several meals during our stay in the area. We made use of the gym and indoor pool which was a nice treat for my daughter. (It was a little chilly and windy to use the beautiful outdoor pool). There is ample parking if you are on a driving trip as we were. And the included breakfast spread kept us going on several long days of exploring. I highly recommend the Divani to anyone looking for a clean, comfortable stay in the Meteora area"

ELIVI Skiathos

10/10 Excellent

"Everything and I mean Everything was perfectly Perfect!! From the pickup at the airport,the staff and amenities were Top notch! All the way on our flight home we were trying to figure out when to get back for our next visit! We fell in love with Elivi Skiathos! Thank you for giving my 92 year young Dad the trip of a lifetime! See you soon!"

Grecotel Larissa Imperial

8/10 Good

"Staff were pleasant and helpful. Breakfast was excellent. Lobb, breakfast area were clean and 5 stars. Rooms in main building on 3rd floor were not 5 star, closer to 3 star.. Carpet outside lift is functional but dated and water stained. Rooms dated need upgrades including painting and redecorating."

Pension Margarita

10/10 Excellent

"Martha the owner is amazing - nothing is too much trouble. She offers transport too and from the airport, welcomes you with a complimentary glass of wine on her roof terrace which has fabulous views over Skiathos town. Works very hard to make your stay comfortable. Happily mskes you a hot drink. Bedrooms very clean."

Find out more about Thessaly

Thessaly Villas information

Number of reviews	156
Accommodation	472 Villas
Lowest Price	£69
Highest Price	£241

Frequently asked questions

How much do villas in Thessaly cost?

Prepare to pay between £69 and £241 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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Change your mind

Treat yourself

Be picky

Check prices for these dates

Thessaly Accommodation: Most Popular Cities to Stay

Skiathos

Volos

Our top choices for Thessaly villas

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

Luxury Villa Thea

Villa Antigoni - Two Bedroom Villa, Sleeps 4

Meteora boutique villa A

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

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

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

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

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

GoldieLocks 6-Bedroom Beachfront Villa Skiathos

Rodon Luxury Villas Aria

Villa Pelagoon

Luxury Family Villa near Meteora

Levantes Villas

Fani's House Under Meteora

Archontiko Merylins Pinakates Pelion

Villa Aloupi in Sporades

Vasilikis Stone House

3 Bedroom villa

Villa Kentavros Fully private pool villa away from it all!

Find holiday rentals that suit your style

Top Thessaly Hotel Reviews

Petra Nera Skiathos

Find out more about Thessaly

Thessaly Villas information

Frequently asked questions

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