50 Best Skiathos Villas on Holiday Lettings - Apartments

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Apartments Skiathos Town
79 properties
Kanapitsa
15 properties
Kalivia
13 properties
Achladias
12 properties
Kolios
9 properties
Megali Ammos
8 properties
Kalyvia
7 properties
Troulos
5 properties

Skiathos

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450 Vacation rentals

(24) Excellent 

Certificate of Excellence

20

Vacation home in Kalamaki Peninsula

Skiathos / Kalamaki Peninsula

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
Villa Rigas, named after the beautiful Rigas Bay above which it sits, is a second generation family owned property set in large, mature landscaped gardens. The Villa is located in the Kanapitsa region of the highly sought after Kalamaki Peninsula on the beautiful Island …see more

Certificate of Excellence

from $71 / night

$537 - $743 / week

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Responds fast!
avg. 1 hour 39 minutes

from $71 / night

20

Vacation studio in Kanapitsa

Skiathos / Kanapitsa

Studio 3 1 night min

  • Studio
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Welcome to Paris House, a family run establishment on the island of Skiathos. We have 6 studio apartments and 1 family apartment available May through October in the luxurious enclave of Kalamaki. If you wish to book outside of these months, please contact us. We offer …see more

from $59 / night

$413 / week

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avg. 3 hours 44 minutes

from $59 / night

(1) Excellent 

32

Vacation villa with swimming pool in Mirovii

Skiathos / Mirovii

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Villa Zaki 2 is one of Five new and luxury houses built in a little different and separate hillside levels ,keeping privacy and the same breathtaking sea view. Villa Zaki 2 which is the second has its own private swimming pool and spacious outdoor area. In the g …see more

from $152 / night

$1,061 - $2,594 / week

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from $152 / night

(10) Excellent 

16

Vacation cottage in Platanias, Skiathos

Skiathos / Platanias, Skiathos

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0.06 mi
  • Child friendly
Welcome to Skiathos Calma Cottages We name them Calma because of the peacefull surroundings Located only 150 meter from the beautiful beach of Ag.paraskevi . Also the main road is closer and there are frequent busses to Skiathos town Very close to the cottages we a …see more

from $47 / night

$330 / week

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from $47 / night

(13) Excellent 

21

Kalyvia Vacation villa rental

Skiathos / Kalyvia

5 8 5 nights min

  • 5 bedrooms
  • Sleeps 8
  • 5 nights min
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child friendly
All of our Luxury Villas are located in the beautiful Greek island of Skiathos, for that perfect dream Mediterranean holiday you always wanted! Each of our private villas have panoramic Aegean Sea views, with their own private pools for the ultimate VIP holiday experien …see more

from $512 / night

$3,529 / week

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avg. 2 hours 21 minutes

from $512 / night

4

Vacation b&b in Agia Paraskevi

Skiathos / Agia Paraskevi

8 16 3 nights min

  • 8 bedrooms
  • Sleeps 16
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
The Harmony Garden is located in Agia Paraskevi, in beautiful Skiathos. 70 meters from the quiet beach of Agia Paraskevi and 6 kilometers from Skiathos harbor, our rented rooms, offer moments of complete relaxation in our beautifully decorated garden, surrounded by gree …see more

from $83 / night

$577 - $3,047 / week

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from $83 / night

11

Vacation villa rental

Skiathos / Skiathos Town

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
The mix of both Greek and Italian charm, tradition and hospitality also has the benefits and comforts of airconditioning, flat screen TV's and FREE WiFi. So if you fancy enjoying a cool drink underneath the grape vines and Skiathos sunshine, taking a dip in the pool or …see more

from $82 / night

$569 / week

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avg. 1 hour 14 minutes

from $82 / night

(2) Excellent 

19

Kanapitsa Vacation studio rental

Skiathos / Kanapitsa

Studio 3 1 night min

  • Studio
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Welcome to Paris House, a family run establishment on the island of Skiathos. We have 6 studio apartments and 1 family apartment available May through October in the luxurious enclave of Kalamaki. If you wish to book outside of these months, please contact us. We offer …see more

from $59 / night

$412 / week

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avg. 3 hours 44 minutes

from $59 / night

(4) Excellent 

15

Villa rental in Vromolimnos

Skiathos / Vromolimnos

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
Unique location! At just 50 meters from Vromolimnos beach, this spacious villa with homey feeling is part of Skiathos Holidays complex. It has three bedrooms (king size or twin beds upon request) and two bathrooms with shower on the ground floor. On the second floor, th …see more

from $165 / night

$2,476 / week

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from $165 / night

(1) Excellent 

16

Vacation home in Skiathos Town

Skiathos / Skiathos Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
In one of the most romantic little streets the old part of Skiathos Town has, a complete town house is offered for rent. It has 4 bedrooms, sleeping 8 people, a bathroom, a kitchen and a living room. But the best part by far is the roof top terrace with the most amazing …see more

from $177 / night

$1,238 / week

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from $177 / night

28

Villa rental in Vromolimnos

Skiathos / Vromolimnos

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
This uniquely situated villa built under the pine trees right by the seaside, combines comfort as well as stunning views of the sea and sunset. The 12000 m2 private property is planted with cypress, pine trees fragrant bushes bougainvillea, jasmine and geraniums. It can …see more

from $413 / night

$2,889 - $7,551 / week

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avg. 32 minutes

from $413 / night

21

Vacation apartment in Kanapitsa

Skiathos / Kanapitsa

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Welcome to Paris House, a family run establishment on the island of Skiathos. We have 6 studio apartments and 1 family apartment available May through October in the luxurious enclave of Kalamaki. If you wish to book outside of these months, please contact us. We offer …see more

from $95 / night

$661 / week

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avg. 3 hours 44 minutes

from $95 / night

(7) Very Good 

21

Vacation studio in Kalamaki Peninsula

Skiathos / Kalamaki Peninsula

Studio 3 1 night min

  • Studio
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Welcome to Paris House, a family run establishment on the island of Skiathos. We have 6 studio apartments and 1 family apartment available May through October in the luxurious enclave of Kalamaki. If you wish to book outside of these months, please contact us. We offer …see more

from $59 / night

$413 / week

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Responds fast!
avg. 3 hours 44 minutes

from $59 / night

(2) Excellent 

29

Vacation villa with swimming pool in Kalivia

Skiathos / Kalivia

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
VILLA LIA is a new comfortable building in Kalivia location. The port is 6 minutes by car . Quite area and good view will help you to relax yourselves. There are 2 floors . 4 bedrooms , 2 baths , 2 full equipment kitchens, 6 TVs(in every bedroom) , 2 living rooms . …see more

from $206 / night

$1,441 / week

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avg. 3 hours 38 minutes

from $206 / night

43

Vacation apartment in Megali Ammos

Skiathos / Megali Ammos

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.05 mi
  • Child friendly
  • Car not necessary
In the most beautiful and cosmopolitan island of Skiathos, with the fragrance of Mediterranean vegetation and the green-blue crystal waters, only a short distance from Skiathos town located hotel «Maria SS». It consists of 5 rooms ( 1 apartment 60 sq.m., 4 studuos 20 sq …see more

from $89 / night

$619 - $949 / week

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from $89 / night

22

Vacation apartment in Platanias

Skiathos / Platanias

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Ask about pets
Villa Maraki is located at the southern coast of the island, 150 meters from the organized beach of Agia Paraskevi, near the settlement of Platanias at a distance of 8,5 kilometers from the town of Skiathos island. Studios, Apartments & Maisonettes can accommodate (2 …see more

from $184 / night

$1,285 / week

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from $184 / night

11

Vacation home in Skiathos Town

Skiathos / Skiathos Town

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
This wonderful house was recently renovated, and is all clean and shiny. It is located in a small side street, very quiet, but everything you want is on close walking distance. The beach of Megali Ammos is just 5 minutes away. The center and the Papadiamanti street are …see more

from $94 / night

$659 / week

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from $94 / night

(5) Excellent 

32

Skiathos Town Vacation villa rental

Skiathos / Skiathos Town

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Villa Zaki 5 is a brand new villa one of five luxury houses, built in a different and separate hillside levels, keeping privacy and the same breathtaking sea view. Villa Zaki 5 (honey moon) has in the first floor an open plan sitting and dining area with a fully …see more

from $152 / night

$1,059 - $2,117 / week

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from $152 / night

(5) Excellent 

21

Villa rental in Skiathos Town with swimming pool

Skiathos / Skiathos Town

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.6 mi
  • Swimming pool
Entering into the top floor of Io, the large area of 45sqm includes two separate bedrooms with a queen's double bed each with en suite bathroom and a seafacing balcony. Downstairs on the ground floor, you will find a modern fully equipped kitchen, dining area with …see more

from $267 / night

$1,135 - $2,988 / week

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from $267 / night

(1) Good 

20

Kanapitsa Vacation studio accommodation

Skiathos / Kanapitsa

Studio 3 1 night min

  • Studio
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Welcome to Paris House, a family run establishment on the island of Skiathos. We have 6 studio apartments and 1 family apartment available May through October in the luxurious enclave of Kalamaki. If you wish to book outside of these months, please contact us. We offer …see more

from $59 / night

$413 / week

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Responds fast!
avg. 3 hours 44 minutes

from $59 / night

(1) Excellent 

21

Kolios Vacation apartment rental

Skiathos / Kolios

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.02 mi
  • Child friendly
Kleopatra Villa is a new-built complex of detached residences, situated in front of the magnificent beach "Kolios" of Skiathos island in Greece. Our philosophy is to provide relaxation and privacy to visitors who love close contact with the sea and nature and wish to di …see more

from $154 / night

$1,651 / week

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avg. 3 hours 39 minutes

from $154 / night

26

Apartment rental in Kolios

Skiathos / Kolios

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Welcome to Kleopatra Villas BEACH SUITES - FAMILY APARTMENTS just in front of Kolios beach at Skiathos island in Greece Kleopatra Villas is a newly built complex (since 2011) that consists of 5 individual villas in a 4 acres land which is located just in front of Kol …see more

from $130 / night

$1,765 / week

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avg. 3 hours 39 minutes

from $130 / night

(5) Excellent 

27

Vacation villa with swimming pool in Kalyvia

Skiathos / Kalyvia

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Luxurious and elegant villa of 180square meters, with private pool and surrounding garden. It is one of the two villas, built next to each other, so that they can both enjoy the same breathtaking sea view, while at the same time each house maintains its privacy. The hou …see more

from $253 / night

$1,766 - $3,533 / week

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from $253 / night

(7) Excellent 

38

Vacation villa rental

Skiathos / Skiathos Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Villa Aerides is a pool villa for rent in Skiathos island of Greece with superb open sea view, a unique barbecue, big garden, fish pond with lilies and gold fish and can accommodates up to 10 persons. The villa is built in three levels leading to the ground floor or di …see more

from $259 / night

$1,813 - $4,945 / week

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avg. 1 hour 44 minutes

from $259 / night

(1) Very Good 

25

Vacation home in Kalamaki Peninsula

Skiathos / Kalamaki Peninsula

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
A stunningly positioned holiday villa with direct access to a secluded sandy beach and unobstructed views of the Aegean sea. The beach is a 5 minute walk downhill through a picturesque olive grove. The villa is set within 4 acres of lush green land making it incredibly …see more

from $295 / night

$2,299 / week

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from $295 / night

(1) Excellent 

20

Kanapitsa Vacation studio rental

Skiathos / Kanapitsa

Studio 3 1 night min

  • Studio
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Welcome to Paris House, a family run establishment on the island of Skiathos. We have 6 studio apartments and 1 family apartment available May through October in the luxurious enclave of Kalamaki. If you wish to book outside of these months, please contact us. We offer …see more

from $59 / night

$413 / week

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Responds fast!
avg. 3 hours 44 minutes

from $59 / night

(1) Very Good 

22

Vacation villa in Kalyvia

Skiathos / Kalyvia

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool
A self - catering luxury villa in the island of skiathos in Greece. Located near Xanemos, on the northeastern coast of the island, with its three nearby beaches of unparalleled beauty, with lucid and cool waters and a magnificent view, exactly opposite Skopelos. Discove …see more

from $142 / night

$988 / week

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avg. 1 hour 8 minutes

from $142 / night

(5) Excellent 

30

Vacation home in Skiathos Town

Skiathos / Skiathos Town

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
This beautiful stone-made house, located in the centre of Skiathos Town, has been recently renovated (2014). It is ideal for large families since it is designed to accommodate 2 to 6 people providing a home-like holiday experience. Despite the fact that it is in the …see more

from $71 / night

$494 / week

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avg. 3 hours 44 minutes

from $71 / night

16

Vacation home in Skiathos Town

Skiathos / Skiathos Town

3 7 4 nights min

  • 3 bedrooms
  • Sleeps 7
  • 4 nights min
  • Child friendly
A wonderfully bright house in a great area, built right above the cliffs of Plakes. The terrace offers the most enchanting sea views, and from there the house can be accessed. On ground level are the kitchen, living room and one bathroom. Up the stairs are the 3 bedroo …see more

from $159 / night

$1,112 / week

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from $159 / night

5

Vacation studio in Achladias

Skiathos / Achladias

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
The recently built NINA’ s HOUSE is located in the area of ACHLADIES , 4 kilometres away from the town of SKIATHOS and 50 metres from the wonderful ,organised, sandy beach of Achladies, which has been awarded the blue flag. NINA’s HOUSE is a family –run property, co …see more

from $142 / night

$991 / week

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avg. 2 hours 24 minutes

from $142 / night

14

Skiathos Town Vacation home rental

Skiathos / Skiathos Town

1 3 4 nights min

  • 1 bedroom
  • Sleeps 3
  • 4 nights min
  • Child friendly
  • Pet friendly
Unique and lovely little apartment on a fantastic spot. Opposite Skiathos town, with the sea at your feet! The apartment has a living room/bedroom, kitchen and bathroom. There is a private veranda, but guests can use the whole rest of the property as well. There are var …see more

from $104 / night

$725 / week

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from $104 / night

42

Vacation villa in Skiathos

Sporades / Skiathos

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
Welcome to House Villa Jasmin on Skiathos island. It is specially designed to comfortably accommodate 2 to 6 people to provide a just like home holiday experience. The villa is situated in quiet surroundings and is only 950 metres from the main road of Skiathos, Koukou …see more

from $126 / night

$883 - $1,765 / week

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from $126 / night

(11) Very Good 

21

Vacation villa with swimming pool in Skiathos Town

Skiathos / Skiathos Town

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
In the area of Vigles this wonderful newly built luxurious villa with 3 bedrooms is located on a hill side overlooking Skiathos Town, in a group of 6 similar villas. It was recently finished to a very high standard, and was created to offer you the most comfortable holi …see more

from $142 / night

$800 - $3,773 / week

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avg. 2 hours 45 minutes

from $142 / night

24

Platanias, Skiathos Vacation apartment rental

Skiathos / Platanias, Skiathos

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 0.9 mi
  • Child friendly
  • Air conditioning
The two Bedroom Skiathos Villa Apartment is Perfect for two to four people and consists of : -The living room with a comfortable three-seater sofa and a rocking chair -The dining table for four -Fully equipped kitchen with all the necessary equipment to coo …see more

from $106 / night

$766 - $1,237 / week

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from $106 / night

(1) Excellent 

16

Vacation apartment in Kolios

Skiathos / Kolios

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
The family- apartment consist of two separate bedrooms( one doublebed and one with 2 single beds), one living room (with 1 sofa and one sofabed), one fully equipped kitchen, two bathrooms, balcony and one sea view large terrace. From the balcony you can enjoy the exc …see more

from $130 / night

$906 / week

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from $130 / night

26

Megali Ammos Vacation private room rental

Skiathos / Megali Ammos

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0.05 mi
  • Child friendly
  • Car not necessary
In the most beautiful and cosmopolitan island of Skiathos, with the fragrance of Mediterranean vegetation and the green-blue crystal waters, only a short distance from Skiathos town located hotel «Maria SS». It consists of 5 rooms ( 1 apartment 60 sq.m., 4 studuos 20 s …see more

from $48 / night

$330 - $537 / week

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from $48 / night

(1) Excellent 

15

Kolios Vacation villa rental

Skiathos / Kolios

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Spacious Rental Villa for 6, elegant interior, Private Pool, Near Beach King size villas are located to a beautiful olive land in a hill with amazing seaview!! It consists of 2 bedrooms with whirpool bath, 3 bathrooms, an open kitchen with seating area for 6 and spacio …see more

from $353 / night

$2,470 - $4,529 / week

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from $353 / night

(5) Excellent 

28

Achladies Vacation villa rental

Skiathos / Achladies

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Villa Kandili is located at the magnificent and peaceful bay of Kanapitsa. It can be reached by the island's main road at a distance of 4 km from the town of Skiathos and main port of the island, 6 km from the island's airport and 7 km from the world famous Koukounaries …see more

from $259 / night

$1,814 - $4,945 / week

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avg. 36 minutes

from $259 / night

10

Townhouse rental in Skiathos Town

Skiathos / Skiathos Town

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Air conditioning
A cute 2-storey high townhouse in a lovely area, with 2 bedrooms. The house is located in a quiet dead end side street. It has 2 bedrooms downstairs and a bathroom. Upstairs is the living room with open kitchen, shower room an a small balcony. The house is near the buz …see more

from $116 / night

$809 / week

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from $116 / night

16

Apartment rental in Skiathos Town

Skiathos / Skiathos Town

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Child friendly
The location of this apartment is simply amazing. In the old part of town, with fantastic sea views to be enjoyed from the terrace, this place is so enjoyable, you will fall in love with it! This is the ground floor apartment with separate entrance, with 2 single beds, …see more

from $130 / night

$907 / week

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from $130 / night