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.

Vacation Rentals with Pools in Glossa

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
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price per night
    Min
    to
    Max
    Bedrooms
    Any
    Amenities
    Select
    Payment
    Select
    Go to map view
    More filters
    loading...
    Sort by
    From
    $784
    / Week
    Payment Protection
    View Details
    1 / 15
    5 of 5 stars (15) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 3
    traveller have booked this property
    Overview Reviews (15) Make Enquiry
    From
    $1,171
    / Week
    Payment Protection
    View Details
    1 / 24
    5 of 5 stars (8) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (8) Make Enquiry
    From
    $1,171
    / Week
    Payment Protection
    View Details
    1 / 23
    5 of 5 stars (4) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (4) Make Enquiry
    From
    $1,277
    / Week
    Payment Protection
    View Details
    1 / 23
    5 of 5 stars (16) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travellers have booked this property
    Overview Reviews (16) Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Stereo System
    • Wi-Fi
    • Watersports Nearby
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    About this property
    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 and tavernas). Its secluded location feels private, despite its proximity to the beaches, the port, the Mamma Mia church and the village... View all property information
    Make Enquiry
    Location Information
    GR37003, Glossa, Skopelos
    5 of 5 stars Reviewed 30 June 2015
    We stayed for a week in June. Shane the host (as many have said) is excellent and has a sound knowledge of the island...helped us with car hire, our luggage from the ferry and...
    5 of 5 stars Reviewed 29 August 2014
    You cannot help but fall in love with this place the moment you see it. If you think the pictures are good, they don't do it justice, it is even better than it looks. From the...
    See all reviews
    From
    $153
    / Night
    Payment Protection
    View Details
    1 / 16
    4 Bedrooms / 8 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Private Garden
    • Towels Provided
    • Terrace
    • Private Outdoor...
    • Air Conditioning
    • Balcony
    • Linens Provided
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This 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 out... View all property information
    Make Enquiry
    Location Information
    37003, Glossa, Skopelos
    From
    $1,671
    / Week
    Payment Protection
    View Details
    1 / 21
    5 of 5 stars (12) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (12) Make Enquiry
    Amenities & Details
    • Staffed Property
    • Ocean Views
    • Wi-Fi
    • Private Outdoor...
    • Water Views
    • DVD Player
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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. This beautifully... View all property information
    Make Enquiry
    Location Information
    37003, Glossa, Skopelos
    5 of 5 stars Reviewed 31 July 2014
    Seriously two fridges are a godsend esp when traveling with a 19-month old boy and when friends keep dropping by. We stayed for ten days. The villa was chilled (as was the wine...
    3 of 5 stars Reviewed 23 September 2013
    Got to loutarki got the car and was lead to our villa. Up the hill we went bend, hill, bend, hair pin bend, hill and on and on we went higher and higher and after about twenty...
    See all reviews
    From
    $170
    / Night
    Payment Protection
    View Details
    1 / 20
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Water Views
    • DVD Player
    • Private Outdoor...
    • Ocean Views
    • Stereo System
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    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. We love the forest and the view... View all property information
    Make Enquiry
    Location Information
    370 04, Glossa, Skopelos
    5 of 5 stars Reviewed 16 July 2014
    Met by Sarah who took us to the apartment, and showed us where everything was and how it all worked. The apartment is very spacious and clean with all the needed mod con's for...
    See all reviews
    From
    $125
    / Night
    Payment Protection
    View Details
    1 / 20
    5 of 5 stars (3) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveller have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • DVD Player
    • Mountain Views
    • Private Outdoor...
    • Stereo System
    • Air Conditioning
    • Washer
    • Internet Access
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • x
    • Smoking allowed
    • Elder access
    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
    Make Enquiry
    Location Information
    370 04, Glossa, Skopelos
    5 of 5 stars Reviewed 23 May 2015
    Owners Sarah & Matt are very helpful & very discreet, never visiting the very private Ysyhia without a prior alert. Accept their offer to facilitate car-hire - I've never had that...
    5 of 5 stars Reviewed 12 October 2014
    Ysyhia is just a beautiful villa in a beautiful location. The cottage has been perfectly finished with every detail considered. We didn't need for anything. The location is...
    See all reviews
    From
    $1,593
    / Night
    Payment Protection
    View Details
    1 / 13
    7 Bedrooms / 7 Bathrooms / Sleeps 14
    Overview Make Enquiry
    Location Information
    370 04, Glossa, Skopelos
    From
    $139
    / Night
    Payment Protection
    View Details
    1 / 27
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Ocean Views
    • Watersports Nearby
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Pool Table
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    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
    Make Enquiry
    Location Information
    37003, Glossa, Skopelos
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    From
    $2,260
    / Week
    View Details
    1 / 24
    5 of 5 stars (9) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Reviews (9) Make Enquiry
    Amenities & Details
    • Washer
    • Private Outdoor...
    • Watersports Nearby
    • Wi-Fi
    • DVD Player
    • Ocean Views
    • Fireplace
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    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
    Make Enquiry
    Location Information
    123 546, Glossa, Skopelos
    5 of 5 stars Reviewed 18 July 2014
    My family and I have just returned from a week in this villa in Skopelos. The villa is absolutely beautiful with every comfort you could wish for. The decor is done to an...
    5 of 5 stars Reviewed 2 July 2013
    Villa Anatoli is a stunning property, and the views are even more breath-taking. If you are looking for total privacy and want to relax for a week or two, this is the place to...
    See all reviews