50 Best Vacation Rentals in Thessaly - Holiday Lettings - Cabins

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Magnesia Region
293 properties
Trikala Region
30 properties
Larissa Region
12 properties
Karditsa Region
7 properties

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342 Vacation rentals

3

Vacation manor house in Makrinitsa

Volos / Makrinitsa

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
Our ardent wish, good taste – soon developed into a unique token of artistry – and mainly our great respect for our cultural heritage and the local traditional architecture were the guidelines for the renovation of this old mansion that dates back to the 19th century. N …see more

from $87 / night

$496 / week

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from $87 / night

(22) Excellent 

27

Vacation villa with swimming pool in Agios Georgios Nilias

Magnesia Region / Agios Georgios Nilias

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Swimming pool
This house is 140m² and laid out in three levels and can easily accommodate four to nine people. There are three main big terraces of a total 90m² with pergola shaded areas and single roof for protection from sun and rain. The entrance is located on the ground floor wh …see more

from $298 / night

$2,082 / week

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Responds fast!
avg. 1 hour 20 minutes

from $298 / night

17

Villa rental in Kalamaki

Magnesia Region / Kalamaki

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Built in the early 1930's in the traditional architectural style of Mount Pelion, Propan House was completely renovated in the '90s and is used as a vacation house by its owners Panos and Ira. The villa is located in a beautiful 1200 sq.m. garden full of flowers, olive …see more

from $199 / night

$1,208 - $1,685 / week

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avg. 2 hours 40 minutes

from $199 / night

(2) Very Good 

8

Volos Vacation villa rental

Magnesia Region / Volos

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Swimming pool
Esperos Suites & Villas. Offer traditional Pilion architechture,using local craftsmanship and elegant design touches with all modern facilities. The villas are fully equipped for self catering, have a TV and air conditioning. Located in the mountains, within w …see more

from $93 / night

$651 / week

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from $93 / night

(1) Excellent 

31

Apartment rental in Zagora

Magnesia Region / Zagora

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly
Gaya: Just a 5 minute walk (or 1 minute drive) from the beautiful beach of Chorefto! The apartment contains two beautiful double bed rooms, with a magnificent sea view, an impressive living room with a nice dining table suitable for 6. If necessary, this room …see more

from $124 / night

$868 / week

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from $124 / night

(22) Excellent 

25

Villa rental in Agios Georgios Nilias with swimming pool

Magnesia Region / Agios Georgios Nilias

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 15 mi
  • Swimming pool
  • Child friendly
Villa Thalia - A luxury villa with magnificent Sea view in Pelion that can accommodate up to six (6) people. Villa Thalia indulging and cozy, named after the “flourishing” Muse in Greek mythology, has been carefully designed to provide comfort and privacy with a more c …see more

from $217 / night

$1,518 / week

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Responds fast!
avg. 1 hour 20 minutes

from $217 / night

40

Chania Vacation apartment rental

Magnesia Region / Chania

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
Walk to the beach!! Built on the shores of Souda Bay, close to Kalami village, surrounded by a 5,000m² lush and tree garden. Armonia is a self-catering accommodation with views of Souda bay. It is located 500 meters from a quiet beach and 2 km from the Ancient Aptera. A …see more

from $87 / night

$607 / week

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from $87 / night

14

Vacation cottage in Volos

Magnesia Region / Volos

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Beach/lakeside relaxation
  • Air conditioning
  • Private garden
Villa in private gardens with spectacular, uninterrupted sea views at the foot of Mount Pelion, one of the most beautiful mountains in Greece. A short walk down through the gardens leads to the beach. Uphill, cobbled paths climb through the olive groves to picturesque m …see more

from $124 / night

$868 / week

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from $124 / night

33

Vacation villa in Volos

Magnesia Region / Volos

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Child friendly
The villa is interconnected into two parts. Studio A, has 2 rooms and a loft and can host up to 6 people. It has it's own fully equipped kitchen and refrigerator along with 1 bathroom and 1 WC. The interior has been designed with light minimalistic touches to mak …see more

from $372 / night

$2,602 / week

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from $372 / night

(1) Excellent 

43

Zagora Vacation apartment rental

Magnesia Region / Zagora

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
"SELENE" is just a 5 minute walk (or 1 minute drive) from the beautiful beach of Chorefto! It is the upper level apartment of my house, which includes 2 charming bedrooms. (One double and one triple). “Selene” is proud of its large terrace, overlooking the stunnin …see more

from $124 / night

$868 / week

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from $124 / night

(5) Excellent 

48

Vacation villa in Prinos

Trikala Region / Prinos

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
On the beautiful picturesque village of Prinos, lies Elena & Pelagia Villas combine traditional architecture with all the modern amenities, for a comfortable stay 2 to 5 people in a green and quiet landscape with private pool where you can relax, and enjoy your holidays …see more

from $100 / night

$868 / week

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Responds fast!
avg. 2 hours 17 minutes

from $100 / night

22

Vacation cottage in Zagora

Magnesia Region / Zagora

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
It is a very cute family cottage in the beautiful village of Zagora.Zagora is the capital village of the magical mountain Pelion also known as the mountain of centaurs which are creatures from the greek mythology.The house was built 100 years ago and even though it has …see more

from $62 / night

$372 - $620 / week

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Responds fast!
avg. 3 hours 14 minutes

from $62 / night

(2) Excellent 

54

Vacation home in Agios Georgios Nilias

Magnesia Region / Agios Georgios Nilias

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
In the heart of north-western Pelion, close to the city of Volos (20 km) and yet far enough to be able to maintain the quality and the peace that suits this location. Breath taking views, history that fills books, it is no coinsidence this village is called St. George t …see more

from $87 / night

$558 - $1,004 / week

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Responds fast!
avg. 3 hours 59 minutes

from $87 / night

28

Trikala Vacation apartment rental

Trikala Region / Trikala

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Nearest beach 110 mi
  • Child friendly
  • Car not necessary
The house which i rent is 17,7 minutess away from meteora rocks,27min car distance from ski center of Pertouli,45 min from Plastiras Lake, and 3 minutes walking distance of milos of xotikon ,an event where about one million people come all over Greece to watch. …see more

from $69 / night

$980 - $1,000 / week

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from $69 / night

(1) Very Good 

23

Vacation villa in Nea Anchialos

Magnesia Region / Nea Anchialos

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Ask about pets
The house is located on the seafront, surrounded by a garden with olive and orange trees and many rose bushes. the entire property is ideal for relaxing holidays On the first floor there is a spacious living room with fireplace and large dining room, fully equipped kitc …see more

from $123 / night

$866 - $1,363 / week

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from $123 / night

36

Vacation villa with swimming pool in Chania

Magnesia Region / Chania

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Four luxurious rental villas, each with their own private pool, standing majestically above a hamlet belonging to the bay of Tersanas on the Akrotiri peninsula of Chania, Crete. Inspired by Greek architecture, the villas are stylishly designed, and have …see more

from $484 / night

$3,383 / week

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Responds fast!
avg. 3 hours 46 minutes

from $484 / night

(1) Excellent 

9

Vacation villa in Volos

Magnesia Region / Volos

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Esperos Suites & Villas is a rare intimate boutique architectural masterpiece in Mount Pelion. It is located in a natural environment outside the picturesque village of Lavkos. It is distinguished for its local craftsmanship, modern facilities and elegant design touc …see more

from $174 / night

$1,215 / week

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from $174 / night

(4) Very Good 

8

Vacation villa with swimming pool in Chania

Magnesia Region / Chania

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Villa Chryssa, situated away from the madding crowd, yet only 10 minutes away from the nearest beach and also from the city of Chania, Crete, is an ideal destination for families, couples and people seeking to combine quiet and adventurous holidays. Villa Chryssa is s …see more

from $222 / night

$1,549 / week

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from $222 / night

(4) Excellent 

14

Apartment rental in Chania

Chania / Chania Town

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Air conditioning
Porta Sabbionara apartments were built just five years ago on a street that leads directly to the shore and beach of Koum Kapi. Situated only 50 meters from the sea front, the apartments are walking distance from the center of the city and the Old Venetian port. It is a …see more

from $112 / night

$744 - $930 / week

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from $112 / night

(12) Excellent 

19

Vacation villa with swimming pool in Volos

Magnesia Region / Volos

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Have you ever dreamed of spending your holidays in a peaceful, traditional stone-built house, which is 120 years old, tucked and hidden in a vast olive grove, with 15 different kinds of trees, a big swimming pool and amazing views to the surrounding mountains and hills? …see more

from $236 / night

$1,425 - $1,859 / week

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Responds fast!
avg. 2 hours 57 minutes

from $236 / night

(1) Excellent 

20

Tsagkarada Vacation home rental

Magnesia Region / Tsagkarada

2 7 2 nights min

  • 2 bedrooms
  • Sleeps 7
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
On the east side of Magnesia 62 km from Volos we arrive in Tsagarada, one of the most popular and picturesque villages of Pelion. Arriving in the center of the village is the square of Agia Paraskevi (where is the Platanos of 1000 years ). We continue driving even ten m …see more

from $81 / night

$564 / week

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from $81 / night

19

Vacation apartment in Chania

Magnesia Region / Chania

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Child friendly
  • Air conditioning
Rainbow in Chania the traditional Cretan hospitality combined with modern comforts, offering you a unique accommodation experience. Just 200 meters from the beach of Gold Coast , at the 3rd km of Chania - Kissamos (Kastelli) our hotel is the ideal destination for unforg …see more

from $62 / night

$434 / week

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from $62 / night

22

Vacation home in Milies

Magnesia Region / Milies

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
To Spitaki (the little house) lies on the slopes of Milies, in a beautiful pine forest which will attract your attention with its aromas and coolness the moment you get there. Leave your car in the forest, take your baggage, your imagination, your good mood and your tor …see more

from $75 / night

$496 - $669 / week

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from $75 / night

14

Vacation apartment rental

Larissa Region / Velika

1 5 4 nights min

  • 1 bedroom
  • Sleeps 5
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Lepenioti apartments are located in the village of Velika, exactly opposite the sea, at the eastern coast of Central Greece (Prefecture of Larissa). There, unfolds a lacy coastline of 14 km, with crystal-clear Aegean water and pristine beaches, awarded with the Blue F …see more

from $44 / night

$304 / week

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Responds fast!
avg. 2 hours 57 minutes

from $44 / night

(48) Excellent 

Certificate of Excellence

25

Vacation cottage in Pelion

Magnesia Region / Pelion

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
Olive Store Cottage was originally built as a 'kalivi', a farm building for storing produce, sheltering animals and for the owners to live when working the land. In 2005 it was carefully and lovingly restored as a simple but beautiful holiday cottage. It has two large …see more

Certificate of Excellence

from $112 / night

$616 - $989 / week

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Responds fast!
avg. 1 hour 13 minutes

from $112 / night

(2) Excellent 

25

Apartment rental in Lefokastro

Magnesia Region / Lefokastro

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Child friendly
The upper floor of a traditional stone 2-storey house, next to the hamlet of Lefokastro. Family-run business. Superb view to the Pagasetic Gulf and Mt. Pelion. Only 500 metres from the two beaches of Lefokastro. A/C, Sat TV - Free wi-fi (from 01/06 to 30/09)* --------- …see more

from $81 / night

$564 / week

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from $81 / night

(3)  

24

Vacation home in Makrinitsa

Volos / Makrinitsa

3 7 4 nights min

  • 3 bedrooms
  • Sleeps 7
  • 4 nights min
  • Child friendly
  • Pet friendly
  • Private garden
THE SPACE This beautiful three-storey stone house has a magnificent view and boasts 3 large bedrooms, 2 kitchens, 2 bathrooms, large living+dining room, a 300m2 yard and a small patio which can also sleep more people. It can easily sleep 8 people, plus more mattresse …see more

from $149 / night

$1,041 / week

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from $149 / night

(4) Excellent 

36

Vacation apartment in Chorto

Magnesia Region / Chorto

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
ELECTRA VILLA - Horto, Pelion, Greece Pelion is one of those rare destinations in Greece that are ideal for visiting any time of the year. It is a place of immense natural beauty, and the landscapes you will find here are the perfect combination of the sea and mount …see more

from $65 / night

$451 - $495 / week

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Responds fast!
avg. 2 hours 0 minutes

from $65 / night

(1) Excellent 

16

Vacation studio rental

Magnesia Region / Tsagkarada

Studio 3 3 nights min

  • Studio
  • Sleeps 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
A small and cosy house [ 25 sqm] ideal for your vacation. It has a balcony with amazing sea view, a backyard and an arable farm. It is fully furnished with some traditional and some brand new furniture and equipped with clothing and kitchenware. It features a main area …see more

from $62 / night

$391 / week

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from $62 / night

(1) Very Good 

24

Apartment rental in Lefokastro

Magnesia Region / Lefokastro

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Child friendly
The ground floor of a traditional stone 2-storey house, next to the hamlet of Lefokastro. Family-run business. Great view to the Pagasetic Gulf and Mt. Pelion. Only 500 metres from the two beaches of Lefokastro. A/C, Sat TV, spacious yard with kiosk. Free wi-fi (from 01 …see more

from $75 / night

$521 / week

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from $75 / night

34

Home rental in Lefokastro

Magnesia Region / Lefokastro

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
A beautiful traditional house by the sea, Pelion style. The calm bay in front of the house, the peaceful landscape, the neighboring fishing village and the other villages of the area can be an ideal setting for your holidays. The only thing between the house and the sea …see more

from $62 / night

$434 / week

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from $62 / night

(10) Excellent 

24

Vacation apartment in Amaliapoli

Magnesia Region / Amaliapoli

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0.6 mi
  • Child friendly
Located on the 2nd floor of this large villa the apartment is offered on a self-catering basis by a private owner. It offers one bedroom, a living room with a double sofabed for 2 people, a kitchen area for preparing meals and a bathroom. The bedroom is air-conditioned …see more

from $69 / night

$477 / week

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Responds fast!
avg. 2 hours 10 minutes

from $69 / night

(1) Excellent 

49

Vacation home in Volos

Magnesia Region / Volos

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Nearest beach 0.15 mi
  • Child friendly
  • Air conditioning
The House consists of 3 levels: The ground floor which is open space and has 1 double and 1 single bed, kitchen and bathroom. The first floor has a bathroom and 2 bedrooms: one with a double bed and the other with 2 single beds. In the second floor there are the living …see more

from $75 / night

$471 - $601 / week

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Responds fast!
avg. 2 hours 15 minutes

from $75 / night

(1) Excellent 

13

Vacation apartment rental

Volos / Ano Lechonia

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
The Orchard Guesthouse is located at the foothills of Mt Pelion, just 11km from the city of Volos, in the beautiful village of Ano Lehonia. Its location makes it the ideal base from which to explore this beautiful mountain and all it has to offer. The Guesthouse is co …see more

from $81 / night

$484 - $657 / week

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Responds fast!
avg. 26 minutes

from $81 / night

(2) Excellent 

19

Ano Lechonia Vacation apartment rental

Volos / Ano Lechonia

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
The Orchard Guesthouse is located at the foothills of Mt Pelion, just 11km from the city of Volos, in the beautiful village of Ano Lehonia. Its location makes it the ideal base from which to explore this beautiful mountain and all it has to offer. The Guesthouse is co …see more

from $118 / night

$682 / week

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Responds fast!
avg. 26 minutes

from $118 / night

(4) Excellent 

43

Vacation home in Milina

Magnesia Region / Milina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
In selection of an astonishing location in one of the most beautiful villages of South Pelion Milina, The Thea Houses compose the ultimate choice for magical moments of escape. Just a breath away, very close from the village center at a distance of 5 km, in Glyfada gulf …see more

from $124 / night

$868 - $1,041 / week

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from $124 / night

(4) Excellent 

25

Milina Vacation home rental

Magnesia Region / Milina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Situated in a beautiful location just outside the Pelion coastal resort of Milina, in a lovely area known as Agios Andreas, you will find the lovely "St.Andrews Bay/Villas". Right next to the picturesque bay are these remote villas, prodiving you with the perfect choice …see more

from $81 / night

$564 / week

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from $81 / night

27

Studio rental in Lefokastro

Magnesia Region / Lefokastro

Studio 3 5 nights min

  • Studio
  • Sleeps 3
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Suitable for children age 5+
Two-level Studio, attached to a traditional stone 2-storey house, next to the hamlet of Lefokastro. Family-run business. Only 500 metres from the two beaches of Lefokastro. Great view to the Pagasetic Gulf and Mt. Pelion. Sat TV, A/C, balcony. Free wi-fi (from 01/06 to …see more

from $62 / night

$434 / week

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from $62 / night

(11) Excellent 

41

Villa rental in Pouri

Magnesia Region / Pouri

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 9 mi
  • Child friendly
Villa Asterina is a stone-built traditional house located at Pelion area, Central Greece. The Villa is totally renovated with all the amenities that anyone may need so as to make his vacation dreamed and unforgettable! Our Villa consists of two (2) floors. Each floor ha …see more

from $161 / night

$1,072 / week

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from $161 / night

(2) Very Good 

21

Vacation apartment in Chania

Chania / Chania Town

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Beautifull room with 2 beds or one double and separate kitchen with anything you need to cook... balcony big bathroom and washing machine... you also have the option of one double bed or two single... Room is full furnished and it is just 50 metres …see more

from $62 / night

$434 / week

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from $62 / night