Thessaly Holiday Rentals
House
- Thessaly
- ·
- Skiathos Town
- 0.09 mi to center
10.0Exceptional
(51 Reviews)
2 Bedrooms
2 Baths
4 Guests
646 ft²
Oceanfront
Fireplace/Heating
Ocean View
Balcony/Terrace
US $383/Night
7 Nights - US $2,684
House
- Zagora-Mouresi
- ·
- Mouresi
- 0.28 mi to center
10.0Exceptional
(198 Reviews)
5 Bedrooms
2 Baths
6 Guests
317.53 ft²
- Fireplace/Heating
- Balcony/Terrace
View
Parking
US $133/Night
7 Nights - US $931
House
10.0Exceptional
(129 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
Breakfast
Kitchen
US $108/Night
7 Nights - US $756
Villa
10.0Exceptional
(42 Reviews)
3 Bedrooms
3 Baths
6 Guests
Private Pool- Oceanfront
- Fireplace/Heating
Pool
US $429/Night
7 Nights - US $3,006
Apartment
- Thessaly
- ·
- Skopelos Town
- 0.64 mi to center
10.0Exceptional
(137 Reviews)
6 Bedrooms
6 Baths
17 Guests
547.17 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $165/Night
7 Nights - US $1,155
Villa
10.0Exceptional
(41 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $351/Night
7 Nights - US $2,454
Villa
10.0Exceptional
(39 Reviews)
2 Bedrooms
2 Baths
4 Guests
1184 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $337/Night
7 Nights - US $2,359
Villa
- Thessaly
- ·
- Skiathos Town
- 0.67 mi to center
10.0Exceptional
(38 Reviews)
5 Bedrooms
5 Baths
12 Guests
4090 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,169/Night
7 Nights - US $8,183
Villa
- Thessaly
- ·
- South Pelion
- 10.31 mi to center
10.0Exceptional
(37 Reviews)
2 Bedrooms
2 Baths
5 Guests
818 ft²
- Private Pool
Hot Tub- Fireplace/Heating
- Pool
US $329/Night
7 Nights - US $2,304
Luxury Holiday Rentals in Thessaly
Over 7695+ Luxury Holiday Rentals in or Near Thessaly
New
Boat Rental
- Volos
- ·
- Volos City Centre
- 0.31 mi to center
4 Bedrooms
5 Baths
8 Guests
151 ft²
- Balcony/Terrace
- Kitchen
Child Friendly
Barbecue/Outdoor Cooking
Unlock the Best Price
Villa
- Thessaly
- ·
- Koukounaries
- 0.30 mi to center
6 Bedrooms
8 Baths
14 Guests
6458.35 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $9,394/Night
7 Nights - US $65,761
Apartment
5 Bedrooms
5 Baths
10 Guests
2981.6 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $9,220/Night
7 Nights - US $64,539
Villa
10 Bedrooms
8 Baths
20 Guests
2690.98 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $8,367/Night
7 Nights - US $58,566
Villa
- Thessaly
- ·
- Agia Paraskevi
- 0.18 mi to center
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $6,791/Night
7 Nights - US $47,538
Villa
10.0Exceptional
(1 Review)
8 Bedrooms
9 Baths
16 Guests
10764 ft²
- Private Pool
- Hot Tub
Spa- Fireplace/Heating
US $6,458/Night
7 Nights - US $45,203
Boat Rental
- Volos
- ·
- Volos City Centre
- 0.30 mi to center
3 Bedrooms
3 Baths
7 Guests
Air Conditioner
Internet- Child Friendly
Bedding/Linens
US $5,904/Night
7 Nights - US $41,331
Villa
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1507 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
US $5,845/Night
7 Nights - US $40,917
Villa
10.0Exceptional
(3 Reviews)
7 Bedrooms
7 Baths
14 Guests
5920 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $5,845/Night
7 Nights - US $40,917
Top-Rated Holiday Rentals with a Pool in Thessaly
Over 1346+ The Best Private Villas and Holiday Rentals in Thessaly with a Pool
Hotel
10.0Exceptional
(101 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Kitchen
- Parking
US $318/Night
7 Nights - US $2,228
Hotel
- Volos
- ·
- Volos City Centre
- 0.80 mi to center
10.0Exceptional
(44 Reviews)
1 Bath
- Spa
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $127/Night
7 Nights - US $891
Hotel
- Thessaly
- ·
- Skiathos Town
- 0.10 mi to center
10.0Exceptional
(42 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $390/Night
7 Nights - US $2,730
Apartment
- Thessaly
- ·
- Koukounaries
- 0.97 mi to center
10.0Exceptional
(36 Reviews)
1 Bedroom
1 Bath
2 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
US $65/Night
7 Nights - US $455
Villa
- Volos
- ·
- Agios Vlassios
- 0.50 mi to center
10.0Exceptional
(35 Reviews)
4 Bedrooms
2 Baths
9 Guests
1507 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $445/Night
7 Nights - US $3,113
Villa
10.0Exceptional
(34 Reviews)
3 Bedrooms
3 Baths
6 Guests
1184 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $270/Night
7 Nights - US $1,890
Villa
10.0Exceptional
(33 Reviews)
3 Bedrooms
2 Baths
6 Guests
1938 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $573/Night
7 Nights - US $4,010
Villa
10.0Exceptional
(32 Reviews)
3 Bedrooms
2 Baths
6 Guests
969 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $206/Night
7 Nights - US $1,443
Villa
10.0Exceptional
(31 Reviews)
4 Bedrooms
3 Baths
8 Guests
1884 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $230/Night
7 Nights - US $1,607
Pet-Friendly Holiday Rentals in Thessaly
Over 1782+ Pet-Friendly Holiday Rentals in or Near Thessaly
House
- Thessaly
- ·
- Steni Vala
- 0.05 mi to center
10.0Exceptional
(34 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $323/Night
7 Nights - US $2,264
House
- Thessaly
- ·
- Lake Plastiras
- 2.39 mi to center
10.0Exceptional
(62 Reviews)
5 Bedrooms
5 Baths
15 Guests
290.63 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
Pet Friendly
US $60/Night
7 Nights - US $420
Apartment
- Thessaly
- ·
- Zagora-Mouresi
- 1.38 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
- Oceanfront
Skiing- Fireplace/Heating
- Pool
US $235/Night
7 Nights - US $1,645
Villa
10.0Exceptional
(27 Reviews)
2 Bedrooms
1 Bath
4 Guests
1399 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $298/Night
7 Nights - US $2,087
House
- Lake Plastiras
- ·
- Pezoula
- 0.09 mi to center
10.0Exceptional
(45 Reviews)
7 Bedrooms
2 Baths
6 Guests
204.51 ft²
- Fireplace/Heating
- View
- Pet Friendly
- Parking
US $59/Night
7 Nights - US $414
Villa
10.0Exceptional
(21 Reviews)
5 Bedrooms
1 Bath
10 Guests
3229 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $370/Night
7 Nights - US $2,591
House
- Thessaly
- ·
- South Pelion
- 7.91 mi to center
10.0Exceptional
(20 Reviews)
1 Bedroom
1 Bath
3 Guests
484 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $99/Night
7 Nights - US $696
House
10.0Exceptional
(16 Reviews)
1 Bedroom
2 Baths
10 Guests
1755 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $117/Night
7 Nights - US $818
Villa
10.0Exceptional
(15 Reviews)
3 Bedrooms
1 Bath
6 Guests
1615 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $491/Night
7 Nights - US $3,437
Large Holiday Rentals and Private Villas in Thessaly
Over 2207+ Large Holiday Rentals and Private Villas in or Near Thessaly
Villa
10.0Exceptional
(29 Reviews)
1 Bedroom
1 Bath
4 Guests
431 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $165/Night
7 Nights - US $1,156
House
- South Pelion
- ·
- Kato Gatzea
- 0.19 mi to center
10.0Exceptional
(82 Reviews)
6 Bedrooms
6 Baths
16 Guests
1040.51 ft²
- Oceanfront
- Skiing
- Fireplace/Heating
- Ocean View
US $296/Night
7 Nights - US $2,069
Villa
- South Pelion
- ·
- Kato Gatzea
- 0.14 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $356/Night
7 Nights - US $2,492
Villa
10.0Exceptional
(28 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Private Pool
- Hot Tub
- Pool
- Balcony/Terrace
US $284/Night
7 Nights - US $1,986
Villa
10.0Exceptional
(32 Reviews)
2 Bedrooms
1 Bath
5 Guests
839.58 ft²
- Skiing
- Fireplace/Heating
- Balcony/Terrace
- View
US $111/Night
7 Nights - US $774
Villa
- Thessaly
- ·
- Skiathos Town
- 0.33 mi to center
10.0Exceptional
(27 Reviews)
3 Bedrooms
1 Bath
6 Guests
2153 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $337/Night
7 Nights - US $2,357
Villa
10.0Exceptional
(24 Reviews)
2 Bedrooms
2 Baths
4 Guests
1076 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $392/Night
7 Nights - US $2,741
Villa
10.0Exceptional
(22 Reviews)
3 Bedrooms
3 Baths
6 Guests
1561 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $670/Night
7 Nights - US $4,689
Villa
10.0Exceptional
(21 Reviews)
3 Bedrooms
3 Baths
6 Guests
538 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $672/Night
7 Nights - US $4,705
Wheelchair Accessible Holiday Homes in Thessaly
Over 456+ Wheelchair Accessible Holiday Homes in or Near Thessaly
Villa
- Thessaly
- ·
- Skopelos Town
- 0.49 mi to center
10.0Exceptional
(9 Reviews)
3 Bedrooms
3 Baths
6 Guests
1507 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $154/Night
7 Nights - US $1,080
Apartment
- Volos
- ·
- Volos City Centre
- 0.91 mi to center
10.0Exceptional
(35 Reviews)
2 Bedrooms
1 Bath
6 Guests
968.75 ft²
- Balcony/Terrace
- Parking
- Air Conditioner
- Internet
US $76/Night
7 Nights - US $534
House
10.0Exceptional
(85 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
US $149/Night
7 Nights - US $1,041
Apartment
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
398 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $93/Night
7 Nights - US $651
House
- South Pelion
- ·
- Kato Gatzea
- 0.41 mi to center
10.0Exceptional
(18 Reviews)
1 Bedroom
1 Bath
4 Guests
430.56 ft²
Private Beach- Oceanfront
- Ocean View
- Balcony/Terrace
US $106/Night
7 Nights - US $740
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
8 Guests
1055 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $119/Night
7 Nights - US $835
Apartment
- Volos
- ·
- Volos City Centre
- 0.36 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
6 Guests
969 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $186/Night
7 Nights - US $1,304
Apartment
- Dio-Olympos
- ·
- Nei Pori
- 0.78 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
592 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $126/Night
7 Nights - US $880
Apartment
- Volos
- ·
- Volos City Centre
- 0.63 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
5 Guests
1292 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $85/Night
7 Nights - US $594
Thessaly Private Villas and Holiday Homes Under $200
Over 5712+ Thessaly Private Villas and Holiday Homes Under $200
Apartment
- South Pelion
- ·
- Afetai
- 0.40 mi to center
10.0Exceptional
(34 Reviews)
2 Bedrooms
1 Bath
4 Guests
431 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $65/Night
7 Nights - US $453
Apartment
10.0Exceptional
(125 Reviews)
1 Bedroom
1 Bath
4 Guests
516.67 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Breakfast
US $85/Night
7 Nights - US $598
House
- Thessaly
- ·
- Skiathos Town
- 0.40 mi to center
10.0Exceptional
(52 Reviews)
1 Bedroom
1 Bath
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $123/Night
7 Nights - US $861
Apartment
- Thessaly
- ·
- Alonnisos Old Town
- 0.18 mi to center
10.0Exceptional
(27 Reviews)
1 Bedroom
1 Bath
4 Guests
710 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $95/Night
7 Nights - US $663
Apartment
10.0Exceptional
(89 Reviews)
2 Bedrooms
1 Bath
5 Guests
1130.21 ft²
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Air Conditioner
US $184/Night
7 Nights - US $1,285
Apartment
10.0Exceptional
(18 Reviews)
1 Bedroom
1 Bath
4 Guests
646 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $115/Night
7 Nights - US $802
Apartment
- Thessaly
- ·
- Koukounaries
- 0.97 mi to center
10.0Exceptional
(14 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $175/Night
7 Nights - US $1,224
House
- South Pelion
- ·
- Afetai
- 0.10 mi to center
10.0Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
4 Guests
861 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $166/Night
7 Nights - US $1,162
Apartment
- South Pelion
- ·
- Koropi
- 0.15 mi to center
10.0Exceptional
(14 Reviews)
1 Bedroom
1 Bath
3 Guests
323 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $82/Night
7 Nights - US $573
Instantly Bookable Holiday Homes in Thessaly
Over 1500+ Instantly Bookable Holiday Homes in or Near Thessaly
Villa
- Thessaly
- ·
- South Pelion
- 10.27 mi to center
10.0Exceptional
(21 Reviews)
3 Bedrooms
1 Bath
6 Guests
980 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $612/Night
7 Nights - US $4,284
Apartment
- Volos
- ·
- Volos City Centre
- 0.33 mi to center
9.5Exceptional
(11 Reviews)
1 Bedroom
1 Bath
2 Guests
269.1 ft²
- Balcony/Terrace
- Parking
- Air Conditioner
- Internet
US $46/Night
7 Nights - US $322
Villa
10.0Exceptional
(6 Reviews)
4 Bedrooms
5 Baths
10 Guests
2045 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $785/Night
7 Nights - US $5,498
Villa
- Thessaly
- ·
- Skopelos Town
- 1.01 mi to center
10.0Exceptional
(20 Reviews)
2 Bedrooms
2 Baths
4 Guests
1453 ft²
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
US $416/Night
7 Nights - US $2,915
Villa
10.0Exceptional
(18 Reviews)
4 Bedrooms
4 Baths
8 Guests
1722 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $348/Night
7 Nights - US $2,433
Villa
- Thessaly
- ·
- Skiathos Town
- 1.15 mi to center
10.0Exceptional
(17 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $666/Night
7 Nights - US $4,664
Cottage
10.0Exceptional
(15 Reviews)
2 Bedrooms
2 Baths
4 Guests
807 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $302/Night
7 Nights - US $2,111
Villa
- Thessaly
- ·
- South Pelion
- 10.29 mi to center
10.0Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
5 Guests
732 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $260/Night
7 Nights - US $1,821
Villa
10.0Exceptional
(13 Reviews)
2 Bedrooms
3 Baths
4 Guests
1507 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $367/Night
7 Nights - US $2,569
Book a Last Minute Place to Stay in Thessaly
About Casai's Private Villas and Holiday Rentals in Thessaly
Discover more than 7704 vacation rentals available in Thessaly. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Thessaly.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Thessaly, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Thessaly. On average, places to stay near Thessaly offer 601.88 ft², with nightly prices averaging US $212.
With Casai, finding and comparing holiday rentals in Thessaly is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Thessaly
| Type | Count |
|---|---|
| Holiday Apartments | 3698 |
| Vacation Homes | 2054 |
| Villas | 1164 |
| Cottages | 53 |
Use these Quick Filters to Find a Holiday Rental in Thessaly
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Thessaly.
Weather in Thessaly, GR
View the weather forecast for Thessaly before booking your Thessaly Vacation Rentals to confirm your best time to go.
December - February
High 66°F Low 28°F
March - May
High 80°F Low 38°F
June - August
High 97°F Low 59°F
September - November
High 86°F Low 48°F
Top Attractions Around Thessaly, GR
Casai offers a large selection of top attractions around Thessaly . Research things to do on your vacation before you visit Thessaly.
Other Places to Stay in Thessaly, GR
Frequently Asked Questions About Thessaly?
What are the top holiday rentals in Thessaly?
With numerous options available in Thessaly, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Thessaly:
- Adis Oneirou
- Stolios Skopelos - Panoramic Seaview Gems
- Oikia Guesthouse
- Meteora countryside villa
- La Luna Hotel
- Mary's Modern and Elegant apartment
- The Storyteller Boutique House
- Gatzeas Blue
- Palaia Luxury Suite
- Diamond Palace Trikala
How many holiday rentals have private pools in Thessaly?
Discover a selection of holiday rentals with private pools near Thessaly with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- 2 bedroom holiday villa in Skíathos
- Ninemia Villa in Skopelos
- Skiathos Island Villas
- Green setting with swimming pool in the heart of the village, ideal for families
Which holiday homes in Thessaly are best for families?
If you're searching for a family-friendly holiday home in Thessaly, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Thessaly:
How many Casai.com holiday rentals are available in Thessaly?
As of 2026, Casai boasts over 7704 properties listed in the Thessaly area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Thessaly.
People Also Ask
Finding the best prices in Thessaly
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