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Skiathos Luxury Holiday Homes

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    Travellers to Skiathos are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    28 Matching Rentals in SkiathosView all 189 rentals
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    4 Elements Villa1 / 32
    (1)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    Luxury Villa Rental on Mykonos with Chef - Villa Mykonos1 / 92
    (19)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Dream Property Beach, Pool and Jacuzzi1 / 38
    (1)Excellent
    9 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Grill
    • Terrace
    • Patio
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Villa Arios, on the lush island of Skiathos, provided the perfect base from which my large family (15 adults 3 children under the age of 4 ) could relax and experience an idilic...
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    About this property
    An extraordinary property with unique features in the best location, 5min walk from a secluded beach. Large pool with sea waters, infinity jacuzzi pool, amazing views, common areas and private corners make the perfect setting for a dream vacation. Skiathos has long been know as one of the most...
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    Kanapitsa, Skiathos 37002
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 18
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Balcony
    • Grill
    • Washer
    • Terrace
    • Air Conditioning
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Sanibel is a villa with its own private pool and spacious sun deck area located at the top of an olive and pine grove in the area of Troulos, 9 km southwest of Skiathos town. It can accommodate up to 10 guests in its 5 fully air-conditioned rooms. On the ground floor, a large dining room is...
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    Troulos, Skiathos 37002
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Those who stay in villa Hakunamatata ('don't worry, be happy'), feels like living in a small paradise. The villa and the various terraces offer a magnificent view over the Aegean sea, in total peace and tranquility, enjoyed from everywhere in and outside the villa. The villa is built from natural...
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    Skiathos Town, Skiathos 340 13
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Villa Asteri, Kolios1 / 26
    (14)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Air Conditioning
    • DVD Player
    • Ocean Views
    • Mountain Views
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 June 2018
    The villa was ideal for a family holiday and accommodated 9 adults easily, without feeling that we were overcrowded. Two of the bedrooms have on-suite wet rooms and the 3...
    Reviewed 8 August 2017
    A fantastic time spent at the Villa Asteri. The villa is absolutely beautiful and the view to the bay is one that can be admired from the terrace from your early morning cup of...
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    About this property
    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 the bedrooms located on the...
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    Kolios, Skiathos SKIATHOS
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 11
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    Villa Bienvenue - Skiathos1 / 18
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Outdoor Dining Area
    • Balcony
    • Terrace
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 August 2017
    It is a fabulus villa with a private beach! There is also another private beach two minutes distance where is a tavern with excellent food..Moreover the two appartements are so...
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    About this property
    Bienvenue Villa in Skiathos is the absolute choice that ensures a complete luxury living experience for discerning guests who seek the discreet opulence of an indulgent getaway. Our philosophy is to provide relaxation and privacy to visitors who love close contact with the sea and nature and wish...
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    Location Information
    Skiathos Town, Skiathos 37002
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Garden
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Grill
    • Washer
    • Terrace
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Sanibel is a villa with its own private pool and spacious sun deck area located at the top of an olive and pine grove in the area of Troulos, 9 km southwest of Skiathos town. It can accommodate up to 6 guests in its 3 fully air-conditioned rooms. On the ground floor, a large dining room is...
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    Troulos, Skiathos 37002
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Balcony
    • Terrace
    • Private Garden
    • Washer
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This stunning villa is situated in the area of Troulos at only 2 minute walk from a semi private sandy beach. A very short drive will also take you to one of the most popular beaches of Skiathos called Koukounaries. Two mini markets are located at the top of the road and Skiathos town is only 7km...
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    Location Information
    Troulos, Skiathos 37002
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Balcony
    • Grill
    • Washer
    • Patio
    • Housekeeping Included
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Optimal location - 50 meters from semi-private beach. One complex including two houses and a studio apt. Outdoor balconies in each, beds, sitting area, kitchen, shower/toilets. Quiet, private, inside an olive grove. Easy connection to Skiathos town/port. Close by to restaurants, supermarkets,...
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    Kanapitsa, Skiathos 37002
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Aries Villas - Capricorn1 / 21
    (13)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Ocean Views
    • Wi-Fi
    • Housekeeping Included
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 December 2017
    We rented one of the house for our group of 8 in August. Accommodation was great, in particular the mattresses. Great seaview from the bedroom, in a calm area. We particularly...
    Reviewed 5 August 2017
    Where can i start with this. We had a week here in this villa and could not fault one little thing with it. Perfection. Amazing views. Immaculately clean. Everything about these...
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    About this property
    All of our Luxury Villas are located in the beautiful Greek island of Skiathos, for that perfect dream Mediterranean holiday you always wanted! Each of our private villas have panoramic Aegean Sea views, with their own private pools for the ultimate VIP holiday experience. The Villas are separated...
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    Location Information
    Skiathos, Sporades 37002
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    ARIES VILLAS - VILLA SAGITTARIUS1 / 22
    (5)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Housekeeping Included
    • Ocean Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 2017
    Less than a week since we got back from our stay and we're missing it already and planning next year. Nothing was too much trouble and owners Capt John and Evan could not be...
    Reviewed 12 February 2017
    Best place we've ever stayed in. Beautiful villa and superb service from the owners Captain John and His son Evan . We didn't hire a car but they would always be on hand to...
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    About this property
    Villa Sagittarius is a 6 bedroom villa set in beautiful landscaped gardens complete with outstanding water features. The newly constructed villa has every modern amenity. Offering high-speed wireless internet, and air conditioning throughout, as well as central heating to keep you warm during cold...
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    Location Information
    Kalivia, Skiathos 37002
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Aries Villas - Villa LEO1 / 19
    (3)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Washer
    • Air Conditioning
    • Ocean Views
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We have just returned from a 10 day stay at Aries Villas and the complete “Aries” experience has blown us away it was truly amazing and we could not ask for more. From our...
    Reviewed 28 July 2017
    There is always some degree of nervousness when you turn up to your accommodation. There was pure joy when we turned up. We had chosen well!After having visited Skiathos on...
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    About this property
    Villa Leo consists of 5 bedrooms, with a private garden and a private pool. The newly constructed villa has a modern design and it has been beautifully decorated by leading interior designers, with very high quality furniture, and hand-made works of art. It is set in a beautiful place with a...
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    Location Information
    Kalivia, Skiathos 37002
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 9
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Balcony
    • Washer
    • Ocean Views
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful luxury villa situated on the Punta peninsula offers amazing views of the Aegean sea as well as Skiathos Town . The villa maintains private gardens, vast decks and balconies with stunning views. The ground floor is spacious and elegant with marble floors and leads up to the second floor...
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    Punta, Skiathos 37002
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Parking
    • Washer
    • Wi-Fi
    • Balcony
    • Private Garden
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 be reached from the island's...
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    Vromolimnos, Skiathos 37002
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Blue Angels Villa1 / 13
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Housekeeping Included
    • Ocean Views
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2018
    The Villa ismore beautiful then the pictures. Very clean and spacious, totally private. perfect for relaxing,sensational view!!!
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    About this property
    Blue Angel Villa is a private family owned villa located on the hillside of Agios Fanourios, a stones throw from the beautiful town of Skiathos. It's 500meters from Megali Ammos beach the 1st of 65 beaches on the island.Blue Angel Villa is a bright spacious villa set over 2 floors with the...
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    Location Information
    Skiathos Town, Skiathos 370 02
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Secure Parking
    • Private Garden
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A lovely four bedroom villa with a private pool and stunning panoramic view on the sea and islands. Quiet and sunny place among olive and pine trees is located in Katsarou in 5 min of the town Skiathos and 3 min to the one of the beautiful beaches - Vasilias. Guests can enjoy the Mediterranean...
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    Location Information
    Achladias, Skiathos 37002
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Beachfront private villa1 / 15
    (5)Very good
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Waterfront
    • Secure Parking
    • Air Conditioning
    • Balcony
    • Wi-Fi
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 August 2017
    Very confortable location in an extraordinary position, directly on the sea, with two private and woderful beaches... The best if you find total relax, far from crowded places...
    Reviewed 15 June 2017
    Villa Folia is situated just outside Troulos, as you climb the hill towards Koukounaries. Access is via an electronic gate. The Villa is very private and secluded, overlooking a...
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    About this property
    We welcome you to our home! If you are looking for serenity and careless vacations near the sea Villa Folia is all you need! Folia is the Greek word for 'nest' and the name was given to the villa from a bird's nest, existing inside the house. Villa Folia is located on the Southwest side of...
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    Location Information
    Skiathos Town, Skiathos 37002
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
    • Washer
    • Ocean Views
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Atrium Villas are a perfect getaway with incredible views beyond your expectations. Spending days next to the turquoise pool, watching romantic sunsets, dining outdoors and dreaming under the starry sky… it is a perfect environment to relax and rejuvenate. Each villa is comprised of two...
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    Location Information
    Skiathos Town, Skiathos 37002
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    King size villas complex! Two bedrooms luxury villas with private pool!1 / 14
    (1)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Housekeeping Included
    • Mountain Views
    • Ocean Views
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 June 2016
    What an amazing stay we had in Skiathos. We were kindly met at the airport and taken to our Villa. On arrival we were shown over the villa. It was absolutely amazing. Large...
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    About this property
    Spacious Rental Villa for 6, elegant interior, Private Pool, Near Beach King size villas are located to a beautiful olive land in a hill with amazing seaview!! It consists of 2 bedrooms with whirpool bath, 3 bathrooms, an open kitchen with seating area for 6 and spacious lounge opening on to...
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    Location Information
    Kolios, Skiathos 37002
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Housekeeping Included
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This unique apartment is directly connected with the beach of Achladies, a lovely sandy family beach, with restaurants and supermarkets nearby. It is located on the first floor, with a private entrance from its balcony with stunning views to the beach and the sea. There are 3 bedrooms, all with...
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    Achladias, Skiathos 37002
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Skiathos Island Villas-villa11 / 27
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Secure Parking
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Private Garden
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 September 2016
    Suggest car rental as the trek to town can be a bit of a pain along a busy road part of the way but taxis are easy to book if you don't want to rent a car.
    Reviewed 21 July 2014
    Our host - Maria is a perfect organizer. She waited for us at the airport, although we have the car rented. Welcome set of wine, beer and some food waiting in the fridge. And a...
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    About this property
    If you're looking for the perfect place to stay in the Greek Islands, then look no further than Skiathos Island Villas! Located on the tiny island of Skiathos in the Aegean, just an hour's flight away from Athens, Skiathos Island Villas is a spacious villa that can comfortably accommodate 8 guests....
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    Location Information
    Skiathos Town, Skiathos
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Private Garden
    • Secure Parking
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Skiathea Villas is a luxury complex of villas, located in Agia Paraskevi of Skiathos (Platanias), overlooking the crystal blue waters of the Aegean sea. Each villa within the complex is carefully designed to offer a luxurious, yet relaxed feeling to their guests. Special care has been given to the...
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    Location Information
    Agia Paraskevi, Skiathos 37002
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Balcony
    • DVD Player
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Iliana is a new build villa with a private infinity pool, located at Kalivia just outside Skiathos town. Olive trees, flowers and garden surround the villa, from were you have beautiful views to the Aegean see and absolutely fantastic sunrise. Out side is a large tarrage with a built-in BBQ...
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    Location Information
    Kalivia, Skiathos 37002
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Balcony
    • Secure Parking
    • Private Garden
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unique location, 1 minute above semi-private beach. Classic Greek villa situated inside an olive grove, overlooking Kanapitza bay. The villa has two floors: upper level - fully equipped kitchen, large dinning table, living area, shower & toilet, a large open balcony overlooking Kanapitza Bay....
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    Location Information
    Skiathos Town, Skiathos 37002
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa Selini Skiathos1 / 25
    (1)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Balcony
    • Patio
    • Washer
    • Ocean Views
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 October 2017
    Very good accommodation exactly as described by the owner. Quite secluded so I would definitely recommend car hire if staying here, Nearest taverna and beach is Kala pitza which...
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    About this property
    A stunningly positioned holiday villa with direct access to a secluded sandy beach and unobstructed views of the Aegean sea. The beach is a 5 minute walk downhill through a picturesque olive grove. The villa is set within 4 acres of lush green land making it incredibly tranquil and serene. There is...
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    Location Information
    Skiathos, Sporades 37002
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Villa Elena1 / 12
    (20)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Ocean Views
    • DVD Player
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 June 2018
    Beautiful, peaceful location but somewhat isolated. Car is essential, as no tavernas/shops within easy walking distance, road to ‘villa’ is not for the faint-hearted as very...
    Reviewed 28 August 2016
    Villa Elena is the perfect location for a holiday in Skiathos . Hotel with swimming pool, bar and barbecue. Located in the hills overlooking the sea, just minutes from downtown...
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    About this property
    This privately owned retreat in the hillside of Skiathos is close to Skiathos City. Under the Greek sun, surrounded by pine and olive trees, this place offers picturesque views of the ocean, the neighboring islands of Skopelos and Tsougria and the mountains of Evia all the way to the Greek...
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    Location Information
    Skiathos Town, Skiathos 37002
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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