50 Best Vacation Rentals in Skopelos Town - Holiday Lettings - Cabins

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383 Vacation rentals

(18) Excellent 

Certificate of Excellence

58

Vacation villa with swimming pool in Skopelos Town

Skopelos / Skopelos Town

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • 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

Certificate of Excellence

from $282 / night

$1,916 - $3,832 / week

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from $282 / night

(8) Excellent 

23

Skopelos Town Vacation villa rental

Skopelos / Skopelos Town

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • 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

$631 - $1,813 / week

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Responds fast!
avg. 34 minutes

from $79 / night

(2) Excellent 

29

Vacation studio in Skopelos Town

Skopelos / Skopelos Town

Studio 3 min stay varies

  • Studio
  • sleeps 3
  • min stay varies
  • Nearest beach 0.05 mi
  • Child friendly
  • Air conditioning
NEW 5 STUDIOS TO AGNONDAS BEACH ,50 METERS FROM THE BEACH, INCLUDE FULLY EQUIPPED KITCHEN,FRIDGE,TV 32''LED SMART, PRIVATE BATHROOM WITH 24H. HOT WATER,FREE WI-FI,ANATOMIC MATTRESSES,BALCONY, FREE PUBLIC PARKING SPACE 50 METERS FROM THE ACCOMMODATION, SHOWER GEL,SHAMPOO …see more

from $34 / night

$227 - $476 / week

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Responds fast!
avg. 3 hours 50 minutes

from $34 / night

10

Skopelos Town Vacation apartment rental

Skopelos / Skopelos Town

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
LIVING ROOM - 2 SEPARATE BEDROOMS - 1 BATHROOM Blue begins at the front door in our Family Apartment no_105. With ocean view, this is a very spacious, traditional accommodation. The open plan living area has sofa bed with coffee table and armchair, while the dining tabl …see more

from $113 / night

$789 / week

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Responds fast!
avg. 2 hours 55 minutes

from $113 / 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 $51 / night

$355 / week

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from $51 / night

(3) Very Good 

24

Vacation cottage in Skopelos Town

Skopelos / Skopelos Town

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
A country house located 2Km from Skopelos town. With private pool, peaceful surroundings, fruit trees, terrace, 1.5 Km from Stafilos beach. The country house is built in a traditional style. White walls and roof. Inside there is traditional wooden ceiling. The beds are …see more

from $89 / night

$619 / week

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Responds fast!
avg. 3 hours 19 minutes

from $89 / 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 would li …see more

from $91 / night

$632 / week

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from $91 / night

(13) Excellent 

26

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 $129 / night

$902 - $2,441 / week

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Responds fast!
avg. 2 hours 17 minutes

from $129 / night

(6) Excellent 

25

Vacation villa with swimming pool in Skopelos Town

Skopelos / Skopelos Town

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Air conditioning
  • Private garden
Overview: Villa Pinot is a hidden gem for travellers looking for peace & quiet on an idyllic Greek island to get away from it all yet having easy access to the elegant Skopelos Town with its charming waterfront cafes & tavernas, just 10 minutes by car. The location is …see more

from $124 / night

$868 / week

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Responds fast!
avg. 3 hours 44 minutes

from $124 / night

(9) Excellent 

31

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 $203 / night

$1,417 - $4,122 / week

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Responds fast!
avg. 2 hours 17 minutes

from $203 / night

(5) Excellent 

24

Vacation villa with swimming pool in Skopelos Town

Skopelos / Skopelos Town

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights 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 $333 / night

$2,131 - $3,134 / week

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from $333 / night

14

Vacation villa with swimming pool in Skopelos Town

Skopelos / Skopelos Town

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 7 mi
  • Swimming pool
  • Child friendly
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 make …see more

from $136 / night

$947 / week

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from $136 / night

(1) Excellent 

10

Vacation home rental

Skopelos / Skopelos Town

4 9 5 nights min

  • 4 bedrooms
  • sleeps 9
  • 5 nights min
  • Child friendly
  • Car not necessary
Homely and affordable 3-story townhouse convenient for 6 - 9 people. On each floor private bathroom and kitchen. Friendly, clean and comfortable atmosphere. Centrally located in the heart of the city in a quiet side street. By car close reach. Ideal for a family or a gr …see more

from $67 / night

$466 / week

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Responds fast!
avg. 48 minutes

from $67 / night

(3) Very Good 

17

Vacation villa with swimming pool in Skopelos Town

Skopelos / Skopelos Town

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly
Villa Kentavros is ideal for two 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 …see more

from $79 / night

$632 - $1,815 / week

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Responds fast!
avg. 34 minutes

from $79 / night

20

Apartment rental in Skopelos Town

Skopelos / Skopelos Town

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Air conditioning
'Rastoni Guest House' are just 800 meters from the harbor and the town of Skopelos, in a cool and quiet environment, surrounded by trees and flowers. Even if the house is so near to the first houses of the village you will feel like you are on the countryside.You can se …see more

from $34 / night

$237 - $394 / week

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from $34 / night

(6) 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 $91 / night

$632 / week

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from $91 / night

(1) Very Good 

13

Vacation apartment in Skopelos Town

Skopelos / Skopelos Town

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
SLEEPS 2 – 6 PEOPLE 2 BEDROOMS, 1 BATHROOM, 1 WC OPEN PLAN LIVING ROOM / KITCHEN / DINING with AIR-CONDITIONING WI-FI INTERNET ACCESS, PATIO At the top of Skopelos Town, “Aquamarine House” is in the ideal location for those wanting convenience to town and amenities …see more

from $63 / night

$437 / week

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from $63 / night

17

Vacation villa in Skopelos Town

Skopelos / Skopelos Town

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 7 mi
  • Swimming pool
  • Child friendly
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 $136 / night

$947 / week

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from $136 / night

(1) Excellent 

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 $60 / night

$419 / week

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Responds fast!
avg. 2 hours 55 minutes

from $60 / night

(2) Excellent 

14

Vacation apartment in Skopelos Town

Skopelos / Skopelos Town

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
- Sleeps 2 – 6 People - 2 Bedrooms, 1 Bathroom with Shower, 1 small WC - Open plan dining romm / Kithcen with Air-Conditioning - Enclosed verandaVERANDA - WI-FI Internet access, Private parking At the top of Skopelos Town, “Aquamarine House” is in th …see more

from $62 / night

$434 / week

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from $62 / night

12

Skopelos Town Vacation home rental

Skopelos / Skopelos Town

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Swimming pool
  • Car not necessary
  • Air conditioning
Lovely newly built Villa overlooking beautiful Skopelos Harbor. Very private setting surrounded by numerous gardens and an Olive grove. Close to town with it's many shops , bars and Tavernas. A car or motor bike is not neccesary, but many are available in the town. Apar …see more

from $65 / night

$451 / week

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from $65 / night

(5) 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 $169 / night

$1,184 / week

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from $169 / night

(3) Excellent 

24

Vacation villa with swimming pool in Skopelos Town

Skopelos / Skopelos Town

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
Villa Arktos is the largest of three villas set in their own grounds in the peaceful area of Pefkias, in the hills above Skopelos Town. This villa enjoys fabulous views from the pool and pool terrace down the valley and out to sea. It has two double bedrooms, one sleepi …see more

from $113 / night

$867 - $2,286 / week

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Responds fast!
avg. 34 minutes

from $113 / night

24

Vacation apartment in Skopelos Town

Skopelos / Skopelos Town

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 0.1 mi
  • 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 apartments are …see more

from $44 / night

$308 / week

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from $44 / night

23

Vacation studio rental

Skopelos / Skopelos Town

Studio 3 6 nights min

  • Studio
  • sleeps 3
  • 6 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Studios Elpiniki offers accommodation ideal for up to 3 persons, with furnished balconies which overlook the Aegean Sea, Skopelos Town and the mountain. Free Wi-Fi is available in each studio. A kitchenette with cooking hobs, fridge and electric kettle is included in a …see more

from $79 / night

$508 / week

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from $79 / night

34

Skopelos Town Vacation home rental

Skopelos / Skopelos Town

2 5 5 nights min

  • 2 bedrooms
  • sleeps 5
  • 5 nights min
  • Nearest beach 0.5 mi
  • Car not necessary
  • Air conditioning
With our great satisfaction we present to you an authentic traditional house. With respect to tradition we renovated it as much as needed to make it more functional, to the needs of today. Enjoy the elaborate carvings of furniture, old picture frames, old Venetian mirro …see more

from $113 / night

$789 / week

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from $113 / night

15

Apartment accommodation in Skopelos Town

Skopelos / Skopelos Town

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Ask about children
  • Car not necessary
  • Air conditioning
Anemoessa "thalassa suite" is located in the town of Skopelos right on the promenade (50m from the pier), and is overlooking the harbour. The Suite is in a 2 storey building with the main bedroom …see more

from $106 / night

$741 / week

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from $106 / night

21

Studio rental in Skopelos Town

Skopelos / Skopelos Town

Studio 3 6 nights min

  • Studio
  • sleeps 3
  • 6 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Studios Elpiniki offers accommodation ideal for up to 3 persons, with furnished balconies which overlook the Aegean Sea, Skopelos Town and the mountain. Free Wi-Fi is available in each studio. A kitchenette with cooking hobs, fridge and electric kettle is included in a …see more

from $79 / night

$508 / week

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from $79 / night

27

Vacation apartment rental

Skopelos / Skopelos Town

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 0.1 mi
  • 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 apartments are …see more

from $44 / night

$308 / week

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from $44 / night

38

Vacation apartment in Skopelos Town

Skopelos / Skopelos Town

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child friendly
A ground floor apartment of a newly built house that has been specifically designed, furnished and decorated to make the most of light and space and also to improve it from a simple place to a spacious and comfortable resting lodge. Ideal for couples, solo adventures or …see more

from $74 / night

$592 - $1,026 / week

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from $74 / night

13

Skopelos Town Vacation apartment rental

Skopelos / Skopelos Town

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Child friendly
The suites are 2-storey designed with the master bedroom, toilet and shower on the lower floor. The living room with kitchenette is located on the upper floor and has direct access to a private balcony with stunning views of the sea, the harbor and the traditional water …see more

from $106 / night

$742 / week

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from $106 / night

(1) Excellent 

19

Skopelos Town Vacation apartment rental

Skopelos / Skopelos Town

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Alexandros Rooms & Studios are 1,2 km from Skopelos Town Centre and the island's port, offering sea view, a garden and a children's playground. They feature air-conditioned accommodation with garden, mountain or Aegean Sea views. Free WiFi access is available throughout …see more

from $68 / night

$434 / week

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Responds fast!
avg. 3 hours 26 minutes

from $68 / night

30

Vacation home with swimming pool in Skopelos Town

Skopelos / Skopelos Town

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Air conditioning
Interior: Lemonia Cottage is a charming country cottage with a sleeping gallery under the timbers of its wood-beamed ceiling and a living/dining room area with a traditional log-burning stove, cosy furniture and pleasant décor - all ensuring a holiday with the atmospher …see more

from $203 / night

$1,421 / week

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from $203 / night

33

Vacation home in Skopelos Town

Skopelos / Skopelos Town

2 6 4 nights min

  • 2 bedrooms
  • sleeps 6
  • 4 nights min
  • Nearest beach 0.1 mi
  • Child friendly
Houses are located in Panormos. Kastri Houses 60m from the beautiful beach of Panormos Built on a large estate with lush greenery and ample parking. With all the modern comforts and facilities. The building is surrounded by trees and flowers in various colors. The outdo …see more

from $55 / night

$379 / week

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Responds fast!
avg. 3 hours 19 minutes

from $55 / night

18

Vacation villa rental

Skopelos / Skopelos Town

1 2 5 nights min

  • 1 bedroom
  • sleeps 2
  • 5 nights min
  • Nearest beach 25 mi
  • Swimming pool
  • Air conditioning
1 bedroom villa exclusively for 2 pax, mostly for couples With private swimming pool (8.00x3,80) Shower cabin made of transparent glass Washing machine in the shower / toilet restroom Big terrace with comfortable built in sofas under the shade of a sturdy sun tent. Thi …see more

from $203 / night

$1,421 / week

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from $203 / night

21

Vacation apartment in Skopelos Town

Skopelos / Skopelos Town

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 0.1 mi
  • 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 apartments are …see more

from $48 / night

$332 / week

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from $48 / night

(1) Excellent 

34

Vacation villa in Skopelos Town

Skopelos / Skopelos Town

1 5 7 nights min

  • 1 bedroom
  • sleeps 5
  • 7 nights min
  • Nearest beach 1 mi
  • Suitable for children age 5+
  • Air conditioning
Skopelos villa Afentoulis, beautifull 2 floor traditional townhouse, very peaceful in a narrow village road just a five minute walk to the harbor, taverns, cafes, bars and huge variety of sophisticated shops. The house rooms are specious and bright. Ideal for a family …see more

from $68 / night

$508 / week

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Responds fast!
avg. 57 minutes

from $68 / night

23

Vacation villa in Skopelos Town

Skopelos / Skopelos Town

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
The house next to the wave is perfect for guests who need the ultimate relaxation holiday and love the contact with the sea. Ideally situated on the seafront, overlooking the Aegean Sea and the traditional town, the house next to the wave next to the site of Asclepius, …see more

from $102 / night

$732 / week

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from $102 / night

20

Vacation apartment in Skopelos Town

Skopelos / Skopelos Town

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
Spending your holiday in an apartment with a fantastic view and close to the village? The apartment lies opposite Skopelos village and on foot it takes only a couple of minutes to reach the waterside and the road leading to the village (850 meters) . It was built in 201 …see more

from $91 / night

$635 / week

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from $91 / night

(1) Excellent 

45

Vacation apartment in Skopelos Town

Skopelos / Skopelos Town

1 6 1 night min

  • 1 bedroom
  • sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
Amidst olive groves, this beach-front small resort is located only 700 metres from Skopelos harbour and is reached along a pleasant flat coastal road with views to the open sea and subsequent cooling breeze. It has stunning views across to the harbour entrance with …see more

from $68 / night

$631 - $710 / week

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Responds fast!
avg. 3 hours 35 minutes

from $68 / night