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Skiathos Town Holiday Rentals with Pools

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    Travellers to Skiathos Town are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    29 Matching Rentals in Skiathos TownView all 77 rentals
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    Zaki 51 / 32
    (6)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    The Barn1 / 12
    (16)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Villa Elena1 / 36
    (21)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Villa Elena: Studio 21 / 48
    (1)Excellent
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Skiathos Town, Skiathos 37002
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Villa Elena: Studio 11 / 48
    (1)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Private Garden
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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 - 1 Bathroom, Sleeps 2
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    Sea View Villa Aerides with Private Pool in Vigles of Skiathos1 / 51
    (7)Excellent
    4 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Ocean Views
    • Housekeeping Included
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2017
    My family, teenagers and parents in their 80’s, visited Skiathos for my nephew’s wedding in May.When Christos greeted us at Villa Aerides be said “Welcome to...
    Reviewed 22 April 2017
    I stayed at Villa Aerides last July/August with my family and friends, there were 12 of us in total and we all really loved the place. Each part of the family were able to have...
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    About this property
    Villa Aerides is a pool villa for rent in Skiathos island of Greece with superb open sea view, a unique barbecue, big garden, fish pond with lilies and gold fish and can accommodates up to 10 persons. The villa is built in three levels leading to the ground floor or directly outside. The main...
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    Skiathos Town, Skiathos 37002
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 10
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    Villa Selini1 / 21
    (15)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Children's Pool
    • Grill
    • DVD Player
    • Ocean Views
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 days ago
    We had a lovely stay at Villa Selini. The villa was clean, the pool was great, the views fantastic and Eleni and husband were always available if required.
    Reviewed 27 September 2018
    We had a enjoyable holiday in Villa Selini for 11 nights in September 2018. The villa was spacious and well equipped. There is lovely large pool area provided with comfortable...
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    About this property
    In the area of Vigles this wonderful newly built luxurious villa with 3 bedrooms is located on a hill side overlooking Skiathos Town, in a group of 6 similar villas. It was recently finished to a very high standard, and was created to offer you the most comfortable holiday possible. On entrance...
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    Skiathos Town, Skiathos 37002
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Zaki 41 / 32
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Ocean Views
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 May 2019
    My husband, our 9 year old daughter and myself stayed in Villa Zaki 4 for a week at the end of May. The villa and its views are truly spectacular. Everything in the villa is of...
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    About this property
    Villa Zaki 4 is a brand new villa one of five luxury houses, built in a different and separate hillside levels, keeping privacy and the same breathtaking sea view. Villa Zaki 4 has in the first floor an open plan sitting and a dinning area with a fully equiped kitchen opens out to a shaded...
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    Skiathos Town, Skiathos 37002
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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    Skiathos Island Villas-villa21 / 26
    (8)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Secure Parking
    • Grill
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2018
    This villa was absolutely lovely. Everything we needed, in a great location near the beautiful town of Skiathos. Surrounded by rolling hills of olives and pine. It’s up a bit of...
    Reviewed 15 August 2015
    We were met at the airport by the lovely Maria who guided us to the villa via a curious lane culminating in the lovely Villa 2. The villa was clean, spacious with a lovely pool...
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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 37002
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Villa IO1 / 42
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 August 2017
    The reviews written are not necessarily for the property listed.I've recently stayed in one of the apartments - as that is what they are - not villas- and having researched...
    Reviewed 17 June 2016
    We had the most wonderful holiday in Villa Europa, the villa was exceptionally clean and very well equipped. The views were stunning and it was very quiet and peaceful. The...
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    About this property
    Entering into the top floor of Io, the large area of 45sqm includes two separate bedrooms with a queen's double bed each with en suite bathroom and a seafacing balcony. Downstairs on the ground floor, you will find a modern fully equipped kitchen, dining area with a big modern dining table , a...
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    Location Information
    Skiathos Town, Skiathos 37002
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Starlight Villas Skiathos,1 / 22
    (6)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Mountain Views
    • Wi-Fi
    • Children's Pool
    • Housekeeping Included
    • Ocean Views
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We have all loved our stay at Villa Helios.The villa is beautiful and the view is to die for (one of the many things we will miss when we are back in the UK!) Jill and Tony are...
    Reviewed 9 June 2019
    We arrived from Skopolos on the Ferry and Jill and Tony met us at the port and took us to the Villa, Stunned was not the word at what greeted us, amazing Villa and I mean top...
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    About this property
    These beautifully maintained and regularly updated villas,established since 2007, sit in mature gardens thus enjoying privacy and luxury around their own private pools. Enjoying sea and mountain views they provide all modern conveniences, peacefully situated in the Kalivia hills 5 mins from...
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    Location Information
    Skiathos Town, Skiathos 37002
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Skiathos Island Villas-villa11 / 60
    (3)Excellent
    3 Bedrooms, 3 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 20 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, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Garden
    • Parking
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Children's Pool
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the area of Vigles this wonderful newly built luxurious villa with 3 bedrooms is located on a hill side overlooking Skiathos Town, in a group of 6 similar villas. It was recently finished to a very high standard, and was created to offer you the most comfortable holiday possible. On entrance...
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    Location Information
    Skiathos Town, Skiathos 37002
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Wi-Fi
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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 - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Studio, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    View all property information
    Location Information
    Skiathos Town, Skiathos 37002
    Condo/Apartment - 1 Bathroom, Sleeps 5
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    Skiathos Garden Cottages - Pop compact cottage1 / 4
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Children's Pool
    • Cable/satellite TV
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 July 2018
    Just back from our stay in Skiathos Garden Cottages - Wow! We stayed in Pop and loved it, very clean and had everything we needed. This is the smaller of the cottages but...
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    About this property
    WELCOME Garden Cottages Apartments, Skiathos At a glance, receive the warmest welcome and experience the Greek Island hospitality in Skiathos apartments by Garden Cottages, a complex of four detached, autonomous buildings...
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    Location Information
    Skiathos Town, Skiathos 37002
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Villa Zaki 5 with private swimming pool1 / 36
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Ocean Views
    • Mountain Views
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 July 2018
    we had a wonderful time at zaki 5 , what a cool place took my breath away as I walked through the door I had to pinch myself everytime i looked at the view not just from the...
    Reviewed 20 June 2017
    The location of The Zaki villas are amazing, fantastic views down to Skiathos town and of the sea. It is quite a scary 10 minute drive up to the villa but after a few times...
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    About this property
    Villa Zaki 5 (honey moon) has in the first floor an open plan sitting and dining area with a fully equipped kitchen, leading to a shaded sea view terrace with an outdoor sitting room, sun beds and swimming pool. In the ground floor there is the master bedroom with sea view en suite bathroom...
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    Location Information
    Skiathos Town, Skiathos 37002
    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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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Secure Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Skiathea Villas is a luxury complex of villas and suites, located in Agia Paraskevi of Skiathos, overlooking the crystal blue waters of the Aegean sea. It is 1 km far from the sea and 0,5 km far from the central road of Skiathos (dirt road). Each villa within the complex is carefully designed to...
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    Location Information
    Skiathos Town, Skiathos 37002
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Villa Zaki 4 with private swimming pool - skiathos island1 / 32
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Ocean Views
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2014
    Great Location. Within minutes to town. Great added feature of pool in in the Villa. Will need a car or Scooter to commute as the villa is fairly high up the mountain however...
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    About this property
    Villa Zaki 4 has in the first floor an open plan sitting and a dining area with a fully equipped kitchen opens out to a shaded spacious veranda with an outdoor sitting room and with some steps you reach the BBQ and dining area and with some more you reach the swimming pool. In the ground floor...
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    Location Information
    Skiathos Town, Skiathos 37002
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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    5 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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    Location Information
    Skiathos Town, Skiathos 340 13
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Yachts Themis iv1 / 35
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 August 2018
    Words cannot describe how amazing Haris and Rita are. They hosted us on their THEMIS IV yacht and showed us the jewels of Greece. Highly recommend it, from amazing itineraries...
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    About this property
    Welcome to Themis IV With our boat we offer you a trip on the calm Greek waters, with the ability to sail between beautiful clusters of islands, to anchor in natural protected rare beauty coves and visit inaccessible beaches and swim in waters with unique purity and clarity. As a starting port of...
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    Skiathos Town, Skiathos 38221
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Skiathos Garden Cottages - Bluebell cottage1 / 4
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Children's Pool
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Our fourth visit and the magic just gets better each time; Litsa and Apostolis are the perfect hosts and add that little bit extra to our holiday. Fabulous location and views...
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    About this property
    WELCOME Garden Cottages Apartments, Skiathos At a glance, receive the warmest welcome and experience the Greek Island hospitality in Skiathos apartments by Garden Cottages, a complex of four detached, autonomous buildings...
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    Location Information
    Skiathos Town, Skiathos 37002
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Patio
    • Wi-Fi
    • Grill
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The villas are in secluded and picturesque location with breathtaking views overlooking skiathos town, the islands of Arcos, Tsougrias Skopelos and the infinity blue of the Aegean sea. They are located in Panorama 2,5km from Skiathos town (6 min drive) And 4km from the nearest beach, surrounded...
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    Location Information
    Skiathos Town, Skiathos 37002
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Children's Pool
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    WELCOME Garden Cottages Apartments, Skiathos At a glance, receive the warmest welcome and experience the Greek Island hospitality in Skiathos apartments by Garden Cottages, a complex of four detached, autonomous buildings...
    View all property information
    Location Information
    Skiathos Town, Skiathos 37002
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Children's Pool
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    WELCOME Garden Cottages Apartments, Skiathos At a glance, receive the warmest welcome and experience the Greek Island hospitality in Skiathos apartments by Garden Cottages, a complex of four detached, autonomous buildings...
    View all property information
    Location Information
    Skiathos Town, Skiathos 37002
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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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
    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 buildings...
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    Location Information
    Skiathos Town, Skiathos 37002
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    SKIATHOS ISLAND VILLAS  ( VILLA 3 )1 / 13
    (3)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Private Garden
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Only five minutes from the airport on a small complex of three villas but very private.With no through road the whole area is very quite, hardly any aircraft noise either.This...
    Reviewed 13 September 2018
    We stayed at villa 3 for our honeymoon at the end of August for ten days. We had an amazing time! Maria is so lovely and very helpful. The villa was beautiful very clean...
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    About this property
    SKIATHOS ISLAND VILLAS ( VILLA 3 )is a totaly new house (constraction on 2016) into a privet land of 4000m near Skiathos twon .Skiathos complex has 3 villas ( villa 1 ,villa 2 ,villa 3 ) . Skiathos Island Villa is conveniently located just 2 km away from Skiathos port and Skiathos International...
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    Location Information
    Skiathos Town, Skiathos 37002
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    WELCOME Garden Cottages Apartments, Skiathos At a glance, receive the warmest welcome and experience the Greek Island hospitality in Skiathos apartments by Garden Cottages, a complex of four detached, autonomous buildings...
    View all property information
    Location Information
    Skiathos Town, Skiathos 37002
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Secure Parking
    • Children's Pool
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    WELCOME Garden Cottages Apartments, Skiathos At a glance, receive the warmest welcome and experience the Greek Island hospitality in Skiathos apartments by Garden Cottages, a complex of four detached, autonomous buildings...
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    Location Information
    Skiathos Town, Skiathos 37002
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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