50 Best Skiathos Villas on Holiday Lettings - Apartments

Close

View larger map

Also consider

Apartments Skiathos Town
76 properties
Kanapitsa
15 properties
Kalivia
14 properties
Achladias
12 properties
Kolios
10 properties
Megali Ammos
8 properties
Kalyvia
7 properties
Troulos
5 properties
Koukounaries
5 properties

Skiathos

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

446 Vacation rentals

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 $434 / night

$3,036 - $7,936 / week

Book View

Responds fast!
avg. 41 minutes

from $434 / night

(23) 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 $75 / night

$564 - $781 / week

Book View

Responds fast!
avg. 2 hours 15 minutes

from $75 / night

(1) Excellent 

21

Kolios Vacation apartment rental

Skiathos / Kolios

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • 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 $223 / night

$1,735 / week

Book View

Responds fast!
avg. 3 hours 1 minutes

from $223 / night

(4) Excellent 

16

Vacation apartment in Kolios

Skiathos / Kolios

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Villa Karina is a family-run holiday resort since 1980 that offers apartments located in between Agia Paraskevi and Kolios Beach. The apartment consists of a living room, one bedroom and a bathroom en-suite. It is equipped with a kitchenette for self-catering and offers …see more

from $87 / night

$607 / week

Book View

from $87 / 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 $112 / night

$806 - $1,301 / week

Book View

from $112 / night

(5) Excellent 

27

Vacation villa with swimming pool in Kalyvia

Skiathos / Kalyvia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 $319 / night

$1,921 - $3,779 / week

Book View

from $319 / 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 $100 / night

$694 / week

Book View

Responds fast!
avg. 3 hours 9 minutes

from $100 / 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 $50 / night

$347 / week

Book View

from $50 / 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 $62 / night

$434 / week

Book View

Responds fast!
avg. 3 hours 9 minutes

from $62 / 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 $62 / night

$434 / week

Book View

Responds fast!
avg. 3 hours 9 minutes

from $62 / night

26

Vacation townhouse in Skiathos Town

Skiathos / Skiathos Town

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Car not necessary
Overlooking the old port of Skiathos, this unique house breathes a very authentic and relaxed atmosphere. It blends old and new elements and is excellent for a group of friends. there are 2 double bedrooms and a single bedroom. It has a big balcony with views to the por …see more

from $106 / night

$738 / week

Book View

from $106 / night

(1) Excellent 

32

Mirovii Vacation villa accommodation

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 3 is one of Five new and luxury houses built in a different and separate hillside levels, keeping privacy and the same breathtaking sea view. Zaki 3 which is the third has its own private swimming pool and spacious outdoor area. an open plan sitting r …see more

from $213 / night

$1,487 - $2,974 / week

Book View

from $213 / 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 $160 / night

$1,115 - $2,726 / week

Book View

from $160 / 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 $62 / night

$434 / week

Book View

Responds fast!
avg. 3 hours 9 minutes

from $62 / 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 $186 / night

$1,301 / week

Book View

from $186 / 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 $174 / night

$2,602 / week

Book View

from $174 / night

(13) Excellent 

26

Vacation villa with swimming pool in Kolios

Skiathos / Kolios

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
Villa Asteri is one of the largest villas on the island, set in mature gardens with private swimming pool and beautiful views over Kolios beach. A two minute walk to Kolios beach and 10 minute drive from Skiathos Town. A bright and spacious villa set over 2 floors with …see more

from $660 / night

$4,620 - $6,300 / week

Book View

Responds fast!
avg. 2 hours 16 minutes

from $660 / night

26

Villa rental in Skiathos Town with swimming pool

Skiathos / Skiathos Town

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Swimming pool
Very elegant 110 sqm villa Kleio comes with three bedrooms with one double and three single beds,one big lounge with a fully equipped kitchen plus an attic with exceptional sea view, where three single beds also exist.Up to 8 persons can easily sleep.There are three f …see more

from $174 / night

$1,215 - $2,875 / week

Book View

from $174 / night

(8) Very Good 

Certificate of Excellence

21

Villa rental in Koukounaries with shared pool

Skiathos / Koukounaries

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.6 mi
  • Swimming pool
This traditional Greek property (144sqare meters) provides the ideal location for a relaxing get away, it is situated on the south western side of Skiathos which if you didn't already know is a small island full of character and steeped in it's nations history, it is of …see more

Certificate of Excellence

from $124 / night

$744 - $1,128 / week

Book View

Responds fast!
avg. 3 hours 15 minutes

from $124 / night

(1) Good 

18

Vacation villa with swimming pool in Kalivia

Skiathos / Kalivia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly
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 $319 / night

$1,921 - $3,779 / week

Book View

from $319 / night

(4) Very Good 

37

Vacation apartment in Skiathos Town

Skiathos / Skiathos Town

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.45 mi
  • Child friendly
Skiathos Island is one of the most popular holiday destination in Greece. Lush Vegetation , easy access to more than 50 magnificent sandy beaches , excellent night life , unique dining experience ,are a few of the many assets of this unique Island Strophilia Apartments …see more

from $56 / night

$391 / week

Book View

from $56 / night

12

Vacation studio in Skiathos Town

Skiathos / Skiathos Town

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
Each furnished studio has: 2 single beds and a sofa bed, TV, Refrigerator, Air-condition, TV, Small Yard, Balcony. It has also a kitchenette suitable for preparing small meals like breakfast. Situated in a quiet area surrounded by trees, the family run Holiday House of …see more

from $70 / night

$486 / week

Book View

from $70 / 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 $273 / night

$1,908 - $5,204 / week

Book View

Responds fast!
avg. 35 minutes

from $273 / 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 $75 / night

$521 / week

Book View

Responds fast!
avg. 3 hours 15 minutes

from $75 / 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 $133 / night

$930 - $1,859 / week

Book View

from $133 / night

6

Vacation private room rental

Skiathos / Skiathos Town

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Air conditioning
The quadruple room is only offered in the program for ages 18 to 24th years. Each furnished room in Skiathos complex Holiday House has: 4 beds twin, 1 Bathroom, refrigerator, kitchenette *, Air-condition, TV, Wi Fi, Small Patio, Balcony, Mountain or the village * The ki …see more

from $66 / night

$460 / week

Book View

from $66 / 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 $86 / night

$599 / week

Book View

Responds fast!
avg. 1 hour 22 minutes

from $86 / night

12

Vacation guest house in Skiathos Town

Skiathos / Skiathos Town

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 0.3 mi
  • Child friendly
  • Air conditioning
Naftilos Skiathos is a beautiful unique property in Skiathos town. With a typical Mediterranean garden you can indulge yourself in the relaxing and peaceful ambiance, while still being in the center able to wander around and visit local sightseeing, nice restaurants, co …see more

from $96 / night

$668 / week

Book View

from $96 / night

(13) Excellent 

12

Vacation home in Skiathos Town

Skiathos / Skiathos Town

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
The Barn is so called because it originally started it's life as a place to store hay & grain for our horse, donkey, goats & chickens. However, as we gradually switched our source of income from animals and an organic garden to providing accommodation for those looking …see more

from $186 / night

$1,301 - $2,212 / week

Book View

from $186 / 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 $137 / night

$1,859 / week

Book View

Responds fast!
avg. 3 hours 1 minutes

from $137 / 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 $282 / night

$1,196 - $3,147 / week

Book View

from $282 / night

(1) Excellent 

24

Vacation villa in Achladies

Skiathos / Achladies

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Air conditioning
Villa Nikko a fully registered EOT privatley owned property. We deal and have been dealing for over 10 years with all our holiday guests direct as we offer a very personal service to all our holiday clients. Villa Nikko is one of the most beautiful homes on the lovely …see more

from $137 / night

$917 - $1,834 / week

Inquire View

from $137 / night

12

Skiathos Town Vacation studio rental

Skiathos / Skiathos Town

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
Air-conditioned studio offers a kitchenette that includes a fridge without cooking hobs for preparing small meals like breakfast. A TV , two single beds and small dining area are also standard. The Neighborhood Situated in a quiet area surrounded by trees, the family r …see more

from $61 / night

$425 / week

Book View

from $61 / night

22

Vacation villa in Skiathos Town

Skiathos / Skiathos Town

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
ENGLISH - ROMANIAN - ITALIAN - GERMANY - NORWAY ---------------------------------------------------------------------------------------------- Xanemos Villa consists from Main Villa upper floor and is 150 square meters.Has the abil …see more

from $100 / night

$694 / week

Book View

from $100 / 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 $62 / night

$434 / week

Book View

Responds fast!
avg. 3 hours 9 minutes

from $62 / night

(5) Excellent 

28

Vacation villa rental

Skiathos / Platanias, Skiathos

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.9 mi
  • Child friendly
Skiathos Villa Jasmin is newly built and was completed in 2009. The villa is situated in quiet surroundings and is only 950 metres from the main road of Skiathos, Koukounaries and the beautiful beach of Ag. Paraskeri, which can be reached easily by bus from the number …see more

from $149 / night

$930 - $1,859 / week

Book View

from $149 / 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 $93 / night

$651 - $998 / week

Book View

from $93 / night

(2) Very Good 

55

Kalivia ski villa to rent.

Skiathos / Kalivia

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
On the island of Skiathos, in a beautiful area near Kalivia, are located three new luxury villas, the Four Seasons Villas Skiathos.This northern part of Skiathos island has a special beauty, the weather is always warm and you can enjoy the cool breeze and the relaxing v …see more

from $186 / night

$1,301 - $2,732 / week

Book View

from $186 / 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 $273 / night

$2,255 - $4,609 / week

Book View

Responds fast!
avg. 2 hours 10 minutes

from $273 / 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 $149 / night

$840 - $3,222 / week

Book View

Responds fast!
avg. 2 hours 51 minutes

from $149 / night