50 Best Skopelos Villas on Holiday Lettings - Apartments

Close

View larger map

Also consider

Skopelos Town
65 properties
Neo Klima
33 properties
Glossa
29 properties
Ditropo-Panormos
12 properties
Stafylos
11 properties

Skopelos

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

187 Vacation rentals

(8) Excellent 

23

Vacation villa with swimming pool in Skopelos Town

Skopelos / Skopelos Town

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
Villa Elia is a beautiful country style pool villa situated in an olive grove overlooking the picturesque whitewashed town of Skoplelos and out to the sea beyond. The villa is fully equipped and beautifully decorated in warm colours with local art and ceramics throughou …see more

from $202 / night

$1409 - $3706 / week

Book View

Responds fast!
avg. 1 hour 1 minutes

from $202 / night

(8) Excellent 

45

Vacation villa with swimming pool in Skopelos Town

Skopelos / Skopelos Town

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
Villa Kerasi is a gorgeous new villa designed in traditional Skopelos style with the most stunning views and easy access to Skopelos town. The villa has many windows and doors that open up to allow the pine scented breeze to flow through. The al fresco dining area ove …see more

from $214 / night

$1348 - $3369 / week

Inquire View

from $214 / night

(7) Very Good 

20

Vacation villa with swimming pool in Raches

Skopelos / Raches

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
THE VILLA Villa Kalimera is a traditional private "kalivi" (Greek country house) built of old stone with pool, terrace, gardens and spectacular mountain and sea views. If some of you have watched the film 'Mamma mia' or read Aristotle's suggestions on wine, you alrea …see more

from $130 / night

$1022 / week

Book View

from $130 / night

Featured properties

(1) Excellent 

21

Vacation villa accommodation

Sporades / Skopelos

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Traditional but modernised stone vilage house in the beautiful island of Skopelos, famous for the Mama Mia movie. Lovely large terrace and balcony with spectacular island, sea and sunset views - among the best views on the island. The house is in Palio Klima, at …see more

from $79 / night

$551 - $944 / week

Book View

from $79 / night

(7) Excellent 

29

Villa rental in Glossa with swimming pool

Skopelos / Glossa

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Villa Maria O sits commandingly in the hill above Glossa town and the sea.It's location combine with some of the best views on the island.Long, sunny afternoons, sunsets beyond compare and the pristine nature setyting make this an exquisite spot. Villa has large balconi …see more

from $134 / night

$1560 / week

Book View

Responds fast!
avg. 1 hour 40 minutes

from $134 / night

23

Apartment rental in Skopelos Town with shared pool

Skopelos / Skopelos Town

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 4 mi
  • Swimming pool
  • Child friendly
Set above the water's edge, this spacious accommodation enjoys panoramic views of the ocean and charming town across the bay. Excellent location -with no obvious noise- it is an easy flat stroll along the seafront from the port at a distance of 800m. LIVING ROOM - 2 SE …see more

from $90 / night

$624 / week

Book View

Responds fast!
avg. 1 hour 24 minutes

from $90 / night

29

Vacation home in Skopelos

Sporades / Skopelos

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Situated on a quiet whitewashed alley, in the centre of the traditional Skopelos town, the house has very flexible accommodation and may host either 2 couples or a family up to 5 persons. The sunny roof terrace offers lovely views of the harbour and the mountains beyond …see more

from $90 / night

$629 / week

Book View

Responds fast!
avg. 2 hours 3 minutes

from $90 / night

(9) Excellent 

23

Vacation villa rental

Skopelos / Skopelos Town

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
A very pretty and beautifully designed greek island cottage with its own swimming pool, set in an olive grove on a hillside overlooking Skopelos town and the sea beyond. The views are amazing - you can sit on the terrace and watch the boats come and go in the harbour b …see more

from $128 / night

$896 - $2426 / week

Book View

Responds fast!
avg. 1 hour 1 minutes

from $128 / night

(3) Very Good 

6

Vacation apartment in Neo Klima

Skopelos / Neo Klima

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
The apartment can accommodate up to six people. There are two bedrooms (2+2 beds), a very spacious veranda with wonderful sea views and a living room where there is a kitchenette with all the necessary to prepare a meal. In the living room there are two sofa beds where …see more

from $90 / night

$629 / week

Book View

from $90 / night

(3) Very Good 

19

Vacation hotel apartment with shared pool in Skopelos Town

Skopelos / Skopelos Town

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
Consist of two double rooms with separate entrances and traditional wooden roof in line with the tradition of the island architecture, two bathrooms (with hairdryers) and balcony doors which lead to spacious shed veranda with a marble-table, comfortable armchairs and a …see more

from $90 / night

$629 / week

Book View

from $90 / night

(1) Excellent 

16

Vacation apartment in Skopelos Town

Skopelos / Skopelos Town

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning
A private apartment in the center of Skopelos town with your own garden A tastefully decorated apartment, of two well separated rooms, located in the very centre of Skopelos town, less than 100 m from the sea front and harbour. Ideal for individual people, who wo …see more

from $62 / night

$433 / week

Book View

from $62 / night

(4) Excellent 

55

Vacation villa rental

Skopelos / Ditropo-Panormos

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
The Pool Villa "Kardous Luxury Holidays" is created with the ambition to become a unique reference point on both local and global level. It is a Luxurious Villa wich has expertly designed to attract discerning guests seeking beauty in simplicity so as to offer them a …see more

from $169 / night

$1494 - $3066 / week

Book View

Responds fast!
avg. 3 hours 55 minutes

from $169 / night

8

Vacation apartment in Neo Klima

Skopelos / Neo Klima

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
The apartment can accommodate up to six people. There are two bedrooms (2+2 beds) a very spacious veranda with wonderful sea views and a living room where there is a kitchenette with all the necessary to prepare a meal. In the living room there are two sofa beds where t …see more

from $85 / night

$590 / week

Book View

from $85 / night

(1) Excellent 

32

Vacation villa with swimming pool in Glossa

Skopelos / Glossa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
Villa Nina is the spot for a couple looking for a romantic and peaceful break away,or a family,whilst beeing close to the village of Glossa with its tavernas and shops, cafe,bars and night life,only 5 min. drive along the country lane. It is a beautiful traditionaly bu …see more

from $112 / night

$780 - $1672 / week

Book View

Responds fast!
avg. 3 hours 2 minutes

from $112 / night

15

Neo Klima Vacation apartment rental

Skopelos / Neo Klima

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Suitable for children age 5+
These rooms are located in a quiet village neighborhood centrally located called Neo Klima (Elios). Everything needed is located walking distance. Public transportation is located at the port which is a short couple minute walk from the studios. The location is chara …see more

from $40 / night

$276 / week

Book View

from $40 / night

(12) Excellent 

28

Villa rental in Glossa with swimming pool

Skopelos / Glossa

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Malena is a newly built luxury,spacious villa (130sq meters) with private swimming pool, set in a picturesque,quiet location, less than one kilometre from the traditional Greek village of Glossa (walking distance). This charming resort, built in a private property of 5 …see more

from $121 / night

$843 - $2358 / week

Book View

from $121 / night

(1) Excellent 

24

Skopelos Vacation cottage rental

Sporades / Skopelos

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 5 mi
  • Swimming pool
  • Suitable for children age 5+
This country villa is ideal for guests who are in need of the ultimate relaxation holiday and love getting in touch with nature, (yet only 7km from the main town of Skopelos). The stunning sunrise views towards Alonisos and the heavenly landscapes of both sea and nature …see more

from $112 / night

$779 - $1329 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from $112 / night

19

Vacation studio in Ditropo-Panormos

Skopelos / Ditropo-Panormos

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Studios are located in front of the beach of Panormos. Three buildings host our studios with one bedroom. All they are located just 15 meters from the beach so going swimming is a matter of less than a minute. There is a beautiful exterior with tables, traditional ov …see more

from $29 / night

$169 - $551 / week

Book View

from $29 / night

(3) Very Good 

21

Vacation cottage with swimming pool in Glossa

Skopelos / Glossa

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
In a tranquil and elevated location with it's own freshwater pool giving way to unimpeeded views across the Aegean to Evia, Skiathos and the mainland Kalivi Karavi dwells amidst the verdant hillside close to Glossa (just ten minutes walk away from shops, tavernas and ba …see more

from $153 / night

$1067 - $1873 / week

Book View

from $153 / night

(6) Very Good 

11

Glossa Vacation apartment rental

Skopelos / Glossa

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
The apartment features a fully equipped kitchen unit and dining area with 2 sofa sleepers, a bathroom and one bedroom with a veranda overlooking the bay. Ktima Ravanou is set in 20 acres of lush Mediterranean greenery of pine-trees and olive groves, next to the c …see more

from $62 / night

$433 / week

Book View

from $62 / night

19

Vacation studio in Ditropo-Panormos

Skopelos / Ditropo-Panormos

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Studios are located in front of the beach of Panormos. Three buildings host our studios with one bedroom. All they are located just 15 meters from the beach so going swimming is a matter of less than a minute. There is a beautiful exterior with tables, traditiona …see more

from $29 / night

$191 - $511 / week

Book View

from $29 / night

8

Neo Klima Vacation apartment rental

Skopelos / Neo Klima

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
The apartment can accommodate up to four people, ideally a family with two children. There is one bedroom with a double bed, a balcony with wonderful sea views and a living room where there is a kitchenette with all the necessary to prepare a meal. In the living room th …see more

from $62 / night

$433 / week

Book View

from $62 / night

23

Vacation home in Glossa

Skopelos / Glossa

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Child friendly
- Traditional House VERONICA is a studio with private semi-covered veranda. Inside living area with kitchenette for breakfast, sleeping area with double bed and bathroom coupled with glass showers. Access to covered outdoor kitchen with barbecue and pizza oven, gas stov …see more

from $42 / night

$291 - $669 / week

Book View

Responds fast!
avg. 3 hours 7 minutes

from $42 / night

(3) Excellent 

24

Vacation villa with swimming pool in Skopelos Town

Skopelos / Skopelos Town

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
This is a house built and furnished as a home rather than an investment property and the difference shows. It is a spacious 130 sq meters giving light and airy accommodation and is finished to a high standard of craftsmanship. The gardens and drystone walling around the …see more

from $315 / night

$2246 - $3066 / week

Book View

from $315 / night

(5) Excellent 

14

Vacation townhouse in Skopelos Town

Skopelos / Skopelos Town

2 2 7 nights min

  • 2 bedrooms
  • Sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Car not necessary
  • Ask about pets
The house is spread over 4 floors and is more like a tower with each level revealing interesting glimpses and views of the town as you go up towards the roof terrace where you have a stunning panorama of the Town, Harbour and Mountains beyond. There are 2 double …see more

from $90 / night

$624 / week

Book View

from $90 / night

(3) Very Good 

14

Vacation apartment in Ditropo-Panormos

Skopelos / Ditropo-Panormos

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
At the point that the pine & olive trees covered moutains of Skopelos where the green of the pine trees meets the blue of the sea, 10m from the beach of Panormos , in one of the most beautiful beaches of skopelos island, is located accommodation YADES. Our apartme …see more

from $54 / night

$378 / week

Book View

from $54 / night

22

Vacation cottage with swimming pool in Ditropo-Panormos

Skopelos / Ditropo-Panormos

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
Luxurious accommodation, relaxation, rest and tranquility are what " Kardous Pine Trees Pool Cottage" stands for ! The illusory glow of vanity has no place here. All are naturally unaffected composing a house with special qualities for 4-5 people. Part of perfect iso …see more

from $102 / night

$708 - $1730 / week

Book View

Responds fast!
avg. 3 hours 55 minutes

from $102 / night

(6) Excellent 

16

Vacation cottage with swimming pool in Skopelos

Sporades / Skopelos

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly
3 cute cottages, named Mulberry tree, Daphne and Chestnut tree, with private pool each one, and very nice surrounded terraces full of trees, plants and flowers, located at Potami (means river) area, between Agnontas beach and Panormos beach. They are full of character w …see more

from $101 / night

$702 - $1482 / week

Book View

Responds fast!
avg. 1 hour 41 minutes

from $101 / night

(2) Very Good 

21

Ditropo-Panormos Vacation apartment rental

Skopelos / Ditropo-Panormos

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
TA KIMATA (The waves) studios and apartments are located in front of the beach of Panormos.Three buildings host our studios and apartments with one and two bedrooms. All they are located just 15 meters from the beach so going swimming is a matter of less than a minute!< …see more

from $34 / night

$236 - $786 / week

Book View

from $34 / night

16

Skopelos Town Vacation home rental

Skopelos / Skopelos Town

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
Ground floor apartment located in 2 floor traditional townhouse, very peaceful in a dead end nerrow village road just a few minutes walk to the harbour, tavernas, cafes, bars and huge variety of sophisticated shops. The rooms are specious and bright. Ideal for a family …see more

from $48 / night

$331 / week

Book View

from $48 / night

27

Vacation cottage in Panormos

Skopelos / Panormos

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
3 cute cottages, named Mulberry tree, Daphne and Chestnut tree, with private pool each one, and very nice surrounded terraces full of trees, plants and flowers, located at Potami (means river) area, between Agnontas beach and Panormos beach. They are full of character w …see more

from $90 / night

$629 / week

Book View

Responds fast!
avg. 1 hour 41 minutes

from $90 / night

22

Skopelos Vacation villa rental

Sporades / Skopelos

4 9 6 nights min

  • 4 bedrooms
  • Sleeps 9
  • 6 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
The villa is airy with 4 bedrooms, 2 bathrooms and an open plan living room ,kitchen and dining area. Situated between two beautiful beaches (almenopetra 3 min walk and kalives 6 min walk), its balconies and terraces overlook the sea. Two of the bedrooms and one bat …see more

from $203 / night

$1415 / week

Book View

from $203 / night

38

Vacation villa with swimming pool in Glossa

Skopelos / Glossa

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
The Villa Stefani is at distance of then minutes from the port of Glossa Skopelos. This villa constructed in 2016. It provides luxurius stay at a privacy area with the breathtaking view of the Aegean sea and the romantic sunset. It's a two floors house with all the …see more

from $112 / night

$779 - $3144 / week

Book View

Responds fast!
avg. 2 hours 13 minutes

from $112 / night

10

Vacation studio in Neo Klima

Skopelos / Neo Klima

Studio 3 2 nights min

  • Studio
  • Sleeps 3
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Comfortable studio near the beach. It has kitchen, refrigerator, a/c, television, hair-dryer, free WiFi, shower and balcony. It has one double bed and one single bed and it can accommodate up to 3 persons. The area is suitable for those who want to have their vacation i …see more

from $34 / night

$219 / week

Book View

from $34 / night

14

Vacation villa in Skopelos Town

Skopelos / Skopelos Town

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Air conditioning
The villa sleeps 4 persons. 2 bedrooms, at the two sides of the living room. -- One with a double bed, chaise-long and one with twin beds. Both have their own WC/shower room. -- Open plan fully equipped kitchen with electric cooker, fridge/freezer, kettle, coffee m …see more

from $145 / night

$903 / week

Book View

from $145 / night

90

Vacation home rental

Skopelos / Glossa

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
In the beautiful, green island of Skopelos, we built Anemolia Country House which is ideal for families and couples who want to spend quiet moments and escape from the hectic pace of everyday life. The Anemolia Country House is a brand new, stone, traditional house bui …see more

from $102 / night

$708 / week

Book View

from $102 / night

21

Skopelos Vacation home rental

Sporades / Skopelos

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
Traditional but modernised 3 story stone house in the beautiful island of Skopelos, famous for the Mama Mia movie. Lovely island, sea and sunset views - among the best views of the island. The house is in Palio Klima, at the quieter northern end of the island. Pa …see more

from $67 / night

$468 - $624 / week

Book View

from $67 / night

(7) Excellent 

24

Skopelos Town Vacation villa rental

Skopelos / Skopelos Town

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly
Villa Pegasus is ideal for people looking for a romantic and peaceful get-a-way whilst being close to the amenities of Skopelos Town, only 10 minutes away by car. It is the perfect spot for walkers, with easy access to many trails, as well as for painters who will appre …see more

from $79 / night

$786 - $1808 / week

Book View

Responds fast!
avg. 1 hour 28 minutes

from $79 / night

13

Vacation apartment in Neo Klima

Skopelos / Neo Klima

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0.2 mi
  • Child friendly
The rooms are located in a green enviroment Village ELIOS Neo Klima Skopelos with the green of the pine mountains to meet the sea. This studio has tv,fridge, wifi, hot water all day, cleaning service, provide linens &towels. the Skopelos main village (or “chora") is 24 …see more

from $45 / night

$315 / week

Book View

from $45 / night

(9) Excellent 

23

Skopelos Vacation villa rental

Sporades / Skopelos

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Villa Milos enjoys the perfect position being both secluded and on the edge of the village ,making the shops and taverna's of Glossa accessible by foot. The views from the villa are spectacular looking across the Port of Loutraki toward Skiathos and the mountains of t …see more

from $225 / night

$1572 - $2583 / week

Book View

Responds fast!
avg. 2 hours 21 minutes

from $225 / night

1