We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Glossa Holiday Vacation with Pools

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    C$201 Average
    |||
    |||
    C$0C$1,000+
    Suitability
    More filters
    Travellers to Glossa are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    13 Matching Rentals in GlossaView all 29 rentals
    Sort by:
    Default
    State-of-the-Art Villa has Infinity Pool, Jacuzzi, Comfort Cooling, Sunset View1 / 37
    (6)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Villa Perivoliou,walk distance to the beaches1 / 20
    (10)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Traditional Pool Villa Maria O1 / 29
    (8)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Lovely villa with swimming pool overlooking Aegean1 / 20
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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 September 11, 2018
    This villa has a wonderful view over Loutraki and to Skiathos beyond. You can walk to Glossa but it’s very hard (we have small children and they couldn’t do it without being...
    Reviewed August 18, 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...
    See all reviews
    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...
    View all property information
    Location Information
    Glossa, Skopelos 370 03
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Villa Malena1 / 28
    (12)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 2, 2017
    We have just returned from a fabulous week in Skopelos. The location is perfect - 5 minutes drive to the local supermarket , bakery and butchers and 10 minutes drive to the best...
    Reviewed August 28, 2015
    This villa is wonderful.The owners Philipe and Kalliopi were delightful and could not have been better hosts.The villa is just a few minutes by car from Glossa ( good car hire...
    See all reviews
    About this property
    Malena is a newly built luxury,spacious villa (130sq meters) with private swimming pool, set in a picturesque,quiet location, less than one kilometre from the traditional Greek village of Glossa (walking distance). This charming resort, built in a private property of 5 acress, offers guests the...
    View all property information
    Location Information
    Glossa, Skopelos 37004
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    VILLA NINA1 / 32
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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 July 26, 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...
    See all reviews
    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...
    View all property information
    Location Information
    Glossa, Skopelos 37003
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Kalivi Karavi, Atheato, Glossa, Skopelos, Greece1 / 30
    (6)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Washer
    • Housekeeping Included
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 3, 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 June 22, 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...
    See all reviews
    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...
    View all property information
    Location Information
    Glossa, Skopelos
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Ysyhia: romantic cottage away from it all1 / 25
    (17)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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 September 29, 2018
    Everything written about Ysyhia in the other reviews is totally accurate and if anything the reality of this place is even better than you might anticipate as a result. It...
    Reviewed September 2, 2018
    Well, we just spent 3 more weeks in this wonderful little cottage in front of the sea and as usual, would have loved to stay longer & are already plotting our return...
    See all reviews
    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...
    View all property information
    Location Information
    Glossa, Skopelos 370 04
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    Villa Yiali1 / 15
    (18)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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 August 5, 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 August 22, 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...
    See all reviews
    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. With arguably one of the best views in the Aegean over Evia, Skiathos, Pilion and right up to...
    View all property information
    Location Information
    Glossa, Skopelos 37003
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    Make Enquiry
    CHARMING, TRADTIONAL VILLA WITH MAJESTIC SEA VIEWS, SECLUDED LUXURY POOL, WIFI1 / 31
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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
    Reviewed July 20, 2018
    The villa is very well appointed and comfortable with lots of useful touches and detail such as soap, bin bags candles etc - which enable you to just have to worry about buying...
    Reviewed June 6, 2018
    This is our fourth time in Greece and, by far, the most beautiful and luxurious. The white-washed villa is situated on a hillside with extensive views of the sea. Karen Fava...
    See all reviews
    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...
    View all property information
    Location Information
    Glossa, Skopelos 370 03
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Enquiry
    Save time - get the best Glossa rentals sent straight to your email!
    Get the List
    Villa Petaloutha1 / 22
    (30)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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 October 1, 2018
    Terrific views, great pool and terrace...perfect places to unwind and enjoy the cool gentle breezes. Comfortable bedrooms and lovely sitting room. Driving up towards the house...
    Reviewed September 30, 2018
    A lovely villa which feels very private and is surrounded by beautiful scenery and nature. We liked the fact that it is full of character and feels 'lived in' - someone's home...
    See all reviews
    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...
    View all property information
    Location Information
    Glossa, Skopelos 37003
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Villa Eleonorae1 / 23
    (31)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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 October 17, 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 October 1, 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...
    See all reviews
    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...
    View all property information
    Location Information
    Glossa, Skopelos GR37003
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Enquiry
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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
    View all property information
    Location Information
    Glossa, Skopelos 37004
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    Make Enquiry
    List your property
    Owner log in