Compare Thessaly Villas

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Featured Villas in Thessaly

Luxury Villa Thea

Luxury Villa Thea

Agias Aikaterinis Volos Thessalia
Guests staying at this villa enjoy free WiFi in public areas, a terrace, and a garden. If you drive, take advantage of free parking. Friendly staff can provide luggage storage, and also offer advice about sightseeing.
Breakfast included
Kitchen
Traditional Villa Maria O with fantastic view between mountain forest and sea

Traditional Villa Maria O with fantastic view between mountain forest and sea

Glossa Skopelos Θεσσαλία Στερεά Ελλάδα
Guests staying at this villa enjoy a hot tub, laundry facilities, and a garden.
Pool
Hot Tub
Arktos Secluded villa with private pool, Wi-Fi internet, away from it all!

Arktos Secluded villa with private pool, Wi-Fi internet, away from it all!

Skopelos
$284 nightly
The price is $327 total per night
$327 total
Sep 20 - Sep 21
Total with taxes and fees
At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This villa also has a garden.
Pool
Kitchen
Villa Elpiniki

Villa Elpiniki

Koukounaries Rd Skiathos Troulos Area
$177 nightly
The price is $203 total per night
$203 total
Oct 12 - Oct 13
Total with taxes and fees
Renovated in 2026, Villa Elpiniki offers free WiFi in public areas, a seasonal outdoor pool, and a terrace. There's free parking if you drive. A multilingual staff is on hand to assist with luggage storage and tours/tickets. Additional amenities include laundry facilities and a garden.
Pool
Kitchen
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
At this villa, guests have access to an outdoor pool, laundry facilities, and a garden.
Pool
Kitchen
Korali

Korali

Koukounaries Skiathos Thessaly
At Korali, guests have access to an outdoor pool, a terrace, and a garden. Friendly staff can provide a safe deposit box at the front desk, and also offer advice about sightseeing.
Pool
Air conditioning
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
At this villa, guests have access to an outdoor pool, laundry facilities, and a garden. This smoke-free villa also has barbecue grills.
Pool
Washer
GoldieLocks 6-Bedroom Beachfront Villa Skiathos

GoldieLocks 6-Bedroom Beachfront Villa Skiathos

Skiathos Thessaly
This villa features an outdoor pool and laundry facilities.
Pool
Kitchen
Rodon Luxury Villas Aria

Rodon Luxury Villas Aria

Skopelos Thessaly
This villa features free WiFi in public areas and a garden. Staff members can answer questions about accommodations, and also provide luggage storage. This beach villa also has barbecue grills.
Pool
Pet friendly
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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.

Luxury Villas

Book luxury villas in Thessaly
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Thessaly. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Thessaly, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Thessaly
You won’t have a problem finding your own space in Thessaly. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Thessaly on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Thessaly rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Thessaly Villas essential information

Accommodation
393 Villas
Lowest Price
$203
Highest Price
$327
Popular accommodation
Luxury Villa Thea, Traditional Villa Maria O with fantastic view between mountain forest and sea, Arktos Secluded villa with private pool, Wi-Fi internet, away from it all!, Villa Elpiniki, Ocean-front villa, private pool in Alonissos island, Greece. Panoramic sea view., Korali, Villa Anemopili with amazing sea view close to town and beaches.Private parking., GoldieLocks 6-Bedroom Beachfront Villa Skiathos, Rodon Luxury Villas Aria