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.

Holiday Rentals with Pools in Glossa, Greece

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    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}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Change Dates
    Price
    per night
    |||
    |||
    $0
    $176 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Travellers to Glossa are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    Clear All
    1 / 24
    5 of 5 stars (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 15
    5 of 5 stars (17) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 32
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 27
    5 of 5 stars (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor...
    • Internet Access
    • Ocean Views
    • Housekeeping...
    • Washer
    • Air Conditioning
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    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
    5 of 5 stars Reviewed 30 December 2015
    For us, this was the perfect holiday and Kalivi Karavi was very much a big part of that. Initially we were met from the ferry, taken to the house and all our questions answered...
    See all reviews
    1 / 22
    5 of 5 stars (7) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Mountain Views
    • Private Outdoor...
    • Patio
    • Air Conditioning
    • Grill
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    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
    370 04, Glossa, Skopelos
    5 of 5 stars Reviewed 26 May 2016
    What more can we say to add to the glowing reports on Ysyhia and Matt and Sarah? The welcome at the quayside in Loutraki was so warm, friendly and reassuring. Our hire car was...
    5 of 5 stars Reviewed 21 September 2015
    What can we say that hasn't been said before! We have just spent two wonderful relaxing weeks holiday staying at Ysyhia Cottage in the most stunning and secluded location in the...
    See all reviews
    1 / 24
    5 of 5 stars (12) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Private Outdoor...
    • Patio
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    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... View all property information
    Location Information
    123 546, Glossa, Skopelos
    5 of 5 stars 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, quiet...
    5 of 5 stars Reviewed 1 August 2015
    We stayed for a week at Villa Anatoli and had a wonderful time. The views are amazing, and the interiors of the villa are stunning. Our children are 8 and 6 and loved the pool...
    See all reviews
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Private Outdoor...
    • Private Garden
    • Secure Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    INTERIOR The property consists of a villa and 2 poolside apartments which are rented as a whole. The main villa has an open-plan living room, dining area and kitchen. 1 double bedroom and 1 twin bedroom, each with their own en suite bathroom. Villa Katerina has a living room which opens directly... View all property information
    Location Information
    37003, Glossa, Skopelos
    1 / 28
    5 of 5 stars (11) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Private Outdoor...
    • Ocean Views
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Mountain Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    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
    37004, Glossa, Skopelos
    5 of 5 stars Reviewed 28 August 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...
    4 of 5 stars Reviewed 30 July 2015
    The villa has the most spectacular views out to sea which you never get tired of looking at! It is quite well equipped and nice and spacious. The owners were very helpful...
    See all reviews
    1 / 21
    5 of 5 stars (16) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Ocean Views
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Washer
    • Patio
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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. <BR><BR>This... View all property information
    Location Information
    37003, Glossa, Skopelos
    5 of 5 stars Reviewed 3 weeks ago
    Imagine the peace and quiet of a hill-top villa, with breath-taking views across the Aegean Sea and onto Skiathos. No traffic, just the sound of bees and crickets going about...
    5 of 5 stars Reviewed 25 July 2015
    we have been coming to Skopelos for many years now and I cannot recommend the villa (which we fell in love with the first time we came) and the surrounding countryside (with its...
    See all reviews
    1 / 11
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Private Outdoor...
    • Grill
    • Wi-Fi
    • DVD Player
    • Balcony
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    37004, Glossa, Skopelos
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Private Garden
    • Air Conditioning
    • Satellite TV
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    370 03, Glossa, Skopelos
    4 Bedrooms, 8 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Air Conditioning
    • Terrace
    • Private Outdoor...
    • Balcony
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This property consists of a villa and 2 poolside apartments which are rented as a whole.<BR><BR>The main villa has an open-plan living room, dining area and kitchen. 1 double bedroom and 1 twin bedroom, each with their own en suite bathroom.<BR><BR>Villa Katerina has a living room which opens... View all property information
    Location Information
    37003, Glossa, Skopelos
    1 / 23
    5 of 5 stars (19) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor...
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Ocean Views
    • DVD Player
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    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
    GR37003, Glossa, Skopelos
    5 of 5 stars Reviewed 6 September 2015
    We had a wonderful two weeks at Villa Eleonorae in August this year. Everything lived up to or exceeded the photos we had studied so much - the views, the Villa, the garden and...
    5 of 5 stars Reviewed 22 August 2015
    Having spent 20 years taking pool villa holidays all over the world, we have come back to this house for our second visit for two weeks, after staying a week in 2013, it really is...
    See all reviews