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Glossa Vacation Rentals

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    Travellers to Glossa are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    All 31 Rentals in Glossa
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    Villa Malena1 / 28
    (12)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Clifftop Cottage, fabulous views of Skopelos island:10% Early Bird Discount 20181 / 19
    (15)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Cozy Home1 / 14
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Traditional Pool Villa Maria O1 / 29
    (7)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Washer
    • Hot Tub
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 March 2016
    The view of the house was fantastique, very quiet and in the nature!!!! The iland has magnificent beaches and nice food. We had a very good time all the family!!
    Reviewed 8 October 2013
    Last July my husband and I booked a two week vacation with our two children and a teen-aged friend of my daughter's.We were extremely fortunate to book the Villa Maria Villa...
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    About this property
    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 balconies and large verantas.Its...
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    Glossa, Skopelos 37004
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Villa Yiali1 / 15
    (18)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Ocean Views
    • DVD Player
    • Washer
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 August 2016
    Villa Yiali was a perfect 'home' for us for two weeks. Its location is simply stunning. The views across the Aegean to Skiathos and other islands of the sporades is almost...
    Reviewed 22 August 2015
    There are three features which have led us to return to Villa Yiali. We love the location of the villa in a working village. The shops, restaurants and facilities have given us...
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    About this property
    A traditionally restored pool villa in Glossa, Skopelos. Villa Yiali sleeps 2/3 in spacious accommodation with private gardens and pool, located on the edge of the pretty village of Glossa, Skopelos. <BR><BR>With arguably one of the best views in the Aegean over Evia, Skiathos, Pilion and right up...
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    Glossa, Skopelos 37003
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    KTIMA RAVANOU-Apartment 4 Villa Alexandra1 / 20
    (7)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Terrace
    • Balcony
    • Cable/satellite TV
    • Parking
    • Ocean Views
    • Mountain Views
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2016
    We rented apartment 6 in the first week of August and couldn't have been happier.The apartment can house three people. The house is beautiful with its typically Greek white...
    Reviewed 15 March 2015
    These more traditional Greek-styled apartments are located within and overlook a private olive and plum grove running down to the sea with a backdrop of of wild wooded hills...
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    About this property
    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 coastal village of Elios-Neo Klima,...
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    Glossa, Skopelos XXXXX
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    VILLA NINA1 / 32
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Ocean Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 July 2015
    Villa Nina was the perfect place to stay for our honeymoon. The villa itself is just as it looks in the pictures, beautifully decorated with lovely finishing touches. The view...
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    About this property
    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 built property with views of...
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    Glossa, Skopelos 37003
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Lovely villa with swimming pool overlooking Aegean1 / 20
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Secure Parking
    • Private Garden
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2017
    Loved our stay, the quality of the villa exceeded our expectations. Very clean with good quality towels and appliances. Fantastic views from all angles. Little but tough walk to...
    Reviewed 2 September 2016
    Wonderful villa, woderful sunset, wonderful swimming-pool, everything.The villa is fully equiped, it's cleaning regulary from wonderful greek peoples. they are very helpful.We...
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    About this property
    Villa Zannetina is situated on a ridge with, at the front, an uninterrupted view on the Aegean Sea and, at the back, overlooking a green valley, that both can be enjoyed from spacious terraces and verandas as well as the pool area. This situation allows for a continuous breath of air also during...
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    Glossa, Skopelos 370 03
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    State-of-the-Art Villa has Infinity Pool, Jacuzzi, Comfort Cooling, Sunset View1 / 38
    (3)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • DVD Player
    • Mountain Views
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Washer
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 September 2017
    A truly stunning villa in a glorious location which is only topped by the friendliness of Magda, Kosta and their family. Such a wonderful welcome and nothing was too much...
    Reviewed 23 July 2017
    Extremely stylish, innovative, modern and artistic villa with the most warmest hosts!We are impressed by the incredible villa, thanks to which we felt as if we were in Paradise...
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    About this property
    Villa Stefani is conveniently located on the main road just a couple of km outside the village of Glossa. The house is far enough below the road to be quiet and secluded. Electronic gates beside the road open onto the driveway & secure parking, and a flight of steps leads down to the house. The...
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    Glossa, Skopelos 370 04
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    Villa Eleonorae1 / 23
    (30)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Ocean Views
    • DVD Player
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 October 2016
    Villa Eleonorae is fantastic. The views from the verandah are breathtaking, the pool is lovely and lying beside it on the sun loungers looking out to the sea beyond is...
    Reviewed 1 October 2016
    Over the West facing bay of Skiathos, this beautifully designed villa pays exceptional attention to detail in both colour and finish. All needs are met from kitchen utensils...
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    About this property
    For your holiday whether its for one, two or more people this villa with its incredible views, comfort and location will be hard to beat. Villa Eleonora is named after the falcons that swoop over its elevated position above the unspoiled hill village of Glossa (only 10 minutes away with its shops...
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    Location Information
    Glossa, Skopelos GR37003
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Kalivi Karavi, Atheato, Glossa, Skopelos, Greece1 / 21
    (5)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Ocean Views
    • Cable/satellite TV
    • Housekeeping Included
    • Patio
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 August 2017
    A stunning location and so peaceful. The views are stunning. The Kalivi is comfortable and clean and the pool and gardens are an oasis of tranquillity. The island is beautiful...
    Reviewed 22 June 2017
    Our introduction to Kalivi Karavi was a bit of a shock- a car can only be driven to within about 1/2 kilometre of the property and then there's a steeply uphill and downhill...
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    About this property
    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 bakeries). The self contained...
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    Glossa, Skopelos
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Ysyhia: romantic cottage away from it all1 / 25
    (12)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • DVD Player
    • Ocean Views
    • Mountain Views
    • Washer
    • Wi-Fi
    • Patio
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 September 2017
    If you are reading this, I guess you are thinking of visiting Skopelos and staying at Ysyhia, take my advice- book it right now!! I promise you won't be disappointed!We have...
    Reviewed 23 August 2017
    This was our third visit to our favourite cottage in this wonderful island destination and since we have already booked our fourth visit for next year, no doubt that says it all...
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    About this property
    Ysyhia is modern, bright and airy. It has a private pool that is the perfect size for flopping about in. The kitchen is well-equipped without being full of clutter and you will likely be offered fresh eggs or vegetables from our garden depending upon availability. It is far enough from...
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    Glossa, Skopelos 370 04
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Dion Studio Apartment1 / 22
    (3)Excellent
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 September 2015
    had a lovely time here,there are 7 apartments in all but only one directly overlooks the sea so if you want this one you need to say so. The rooms are very clean, accommodation...
    Reviewed 27 August 2015
    We had a marvellous time in Loutraki! John is a fantastic host, very kind, very helpful and always ready to help us with anything we needed to make sure we had a perfect holiday...
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    About this property
    This beautiful apartment is right on the beach, furnished with 2 single beds and sofa that turns into a bed. Equipped with kitchenette, Frigidaire, ac and WC with shower included. From its balcony you can enjoy the scenery of the Aegean sea and its islets. A short walk of a distance you can enjoy...
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    Glossa, Skopelos 37003
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    Old Wine Store: romantic cottage, great sea views: 10% Early Bird Discount!1 / 23
    (13)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Ocean Views
    • DVD Player
    • Balcony
    • Outdoor Dining Area
    • Terrace
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 July 2017
    Glossa. Lovely, friendly village. Restaurants, small supermarkets, lovely, practical gift shops, chemist, in fact everything you need to survive!We ate at 3 restaurants...
    Reviewed 8 July 2017
    Booked this as part of our honeymoon as love Mama Mia and wanted to see the church! Roger and Jo were very helpful and friendly and we were encouraged to knock on their door if...
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    About this property
    10% Early Bird Discount for 2018! (When you book before January 2018.) Sitting on the edge of the village of Glossa, the cottage is one of a cluster of three holiday cottages on the same property. The three are within hailing distance of eachother but each is detached and secluded with its own...
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    Glossa, Skopelos 37004
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Secure Parking
    • Air Conditioning
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A rare example of an historic farmhouse- with all the modern comforts- in a stunning location. Villa Mavrokolina was built in the late 19th century by the current owners great grandfather where he produced wine and tchipouro( a local variant of ouzo) on the 4 hectares of surrounding land. He...
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    Glossa, Skopelos 37003
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Mountain Views
    • Terrace
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Far away from the hustle and bustle of town, the only sounds you'll hear on our property is the nature and birds chirping above you. Our home is ideal destination for those who love tranquility and nature,with unspoiled view of the sea. Situated down the hill, about 400 meters from Glossa village,...
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    Glossa, Skopelos 37003
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Villa Petaloutha1 / 21
    (26)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Ocean Views
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Washer
    • Patio
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2017
    I'm only writing this after having secured a holiday back at Villa Petaloutha for 2018! Otherwise reluctant to share this new found paradise....We are seasoned villa holiday...
    Reviewed 26 July 2017
    Petaloutha is a stunning villa to visit. There are rooms galore but we enjoyed a trip for just two and we couldn't have asked for more. You won't find better views on Skopelos...
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    About this property
    Villa Petaloutha is a unique home in a breath-taking location. This is unspoilt Greece at its finest – a place to unwind. The villa has a private pool and is situated on a secluded hill with fabulous views across the Aegean Sea. Rooms are comfortable, spacious and light. This beautifully...
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    Glossa, Skopelos 37003
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • DVD Player
    • Balcony
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Glossa, Skopelos 37004
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    PANSION PLATANA1 / 10
    (2)Very good
    Studio, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Ocean Views
    • Grill
    • Balcony
    • Terrace
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 September 2016
    Room spotless, great views, lots of hot water, 5 minutes from the great little town. Eleni was exceptional hostess with lots of local knowledge and very helpful, from arranging...
    Reviewed 25 September 2015
    I was made very welcome by this family run guest house. The rooms are simply furnished but more than adequate for single or couples looking for short or long stays like me. The...
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    About this property
    Pansion Platana is located on the edge of Glossa Town on the beautiful island of Skopelos, the famous Mama Mia island. We provide 5 double rooms with small kitchenette which we rent out separately or if available you can rent all 5 (price is for one double room). Each room provides private...
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    Glossa, Skopelos 37004
    Condo/Apartment - 5 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Mountain Views
    • Grill
    • Private Garden
    • Washer
    • Waterfront
    • Air Conditioning
    • Parking
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Glossa, Skopelos 37003
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Mountain Views
    • Grill
    • Patio
    • Air Conditioning
    • Washer
    • Waterfront
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Glossa, Skopelos 37003
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 11
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    Villa VIOLA. Private access to the sea. Privileged view of the Egean sea.1 / 30
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Balcony
    • Waterfront
    • Mountain Views
    • Air Conditioning
    • Ocean Views
    • Internet Access
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 March 2017
    Amazing location with a beautiful view of the eagean sea with its islands.Owners are very friendly and rooms are confortable and clean.We will definitely come back.
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    Glossa, Skopelos 37003
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Villa Anatoli Skopelos1 / 27
    (13)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    • Patio
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2017
    Our first visit to the beautiful island of Skopelos was made even more magical by staying at this wonderful villa nestled in a valley of olive groves and pine woods overlooking...
    Reviewed 27 May 2016
    We've just returned from Skopelos where we stayed at Anatoli House for one week. There aren't enough complimentary words to portray this accommodation. Beautiful, splendid...
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    About this property
    Anatoli Villa is a beautifully designed and constructed house in a serene and lovely location which has truly breathtaking views across the Aegean to the neighbouring islands. If you can tear yourself away from the infinity pool there are 4 unspoiled beaches situated just below the house, about 25...
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    Location Information
    Glossa, Skopelos 123 546
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
    • Balcony
    • Mountain Views
    • Air Conditioning
    • Ocean Views
    • Waterfront
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Glossa, Skopelos 37003
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You will love our villa because: Private Pool: For your use only Air Conditioned: You'll sleep at night! FREE WiFi: Stay connected while on vacation! Enjoy Sea Views! Villa Katerina is located in Glossa, Skopelos. This detached vacation rental property is air-conditioned and sleeps up to 8 people...
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    Location Information
    Glossa, Skopelos 370 03
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Air Conditioning
    • Wi-Fi
    • Mountain Views
    • Waterfront
    • Patio
    • Grill
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Glossa, Skopelos 37003
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Housekeeping Included
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Mountain Views
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    VILLAVIEW IS NESTLED IN AN OLIVE GROVE WITH A PRIVATE STONE WALLED DRIVE LEADING DOWN TO SECURE AMPLE PARKING. OLIVE FIELDS AND FORESTED LAND EXTEND TO THE RIGHT AND LEFT AND BELOW THE VILLA ENSURING PRIVACY, WITH PANORAMIC SEA AND MOUNTAIN VIEWS. THE LUXURY POOL WITH JACUZZI JET LARGE ENOUGH TO...
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    Glossa, Skopelos 370 03
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Villa CAMELIA. Private access to the sea. Privileged view of the Egean sea.1 / 33
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Waterfront
    • Ocean Views
    • Mountain Views
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Glossa, Skopelos 37003
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Patio
    • Grill
    • Mountain Views
    • Air Conditioning
    • Washer
    • Waterfront
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Glossa, Skopelos 37003
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    1 Bedroom, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Grill
    • Mountain Views
    • Ocean Views
    • Internet Access
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Glossa, Skopelos 37003
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 5
    Make Enquiry
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Ocean Views
    • Mountain Views
    • Air Conditioning
    • Waterfront
    • Washer
    • Wi-Fi
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Glossa, Skopelos 37003
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
    Make Enquiry
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