A coastal town with buildings on a hillside, clear turquoise waters, and a sandy beach.

Glossa Holiday Rentals

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Our top choices for Glossa holiday rentals

1. Flisvos Beachfront Apartments

Flisvos Beachfront Apartments
Skopelos
10.0 out of 10, Exceptional, (5 reviews)
"Amazing! The ladies that work here are terrific. So much knowledge and so willing to share. We felt at home immediately! The rooms were spacious and had all the needed and wanted amenities (minus a coffee machine). The island is beautiful and we had a great time exploring the whole thing. Very much recommend this island and this hotel, you won’t regret it!!!"
United States
Daniel
The price is NZ$312
includes taxes & fees
6 Sept - 7 Sept
Flisvos Beachfront Apartments

2. LemonTree Villa Glossa Skopelos

LemonTree Villa Glossa Skopelos
Loutraki
The price is NZ$676
includes taxes & fees
13 Sept - 14 Sept
LemonTree Villa Glossa Skopelos

3. Malena Pool Villa with stunning view in a quiet location. Free WIFI and jacuz

Malena Pool Villa with stunning view in a quiet location. Free WIFI and jacuz
Γλώσσα
9.6 out of 10, Exceptional, (22 reviews)
"We loved everything about our stay! The pool and view were spectacular and the house was exactly what we needed: decent sized kitchen so it was easy to make our own meals and a short drive/taxi ride to Glossa and Loutraki when we wanted to go out. Thanks!!"
United States
Eric and Thene L.
The price is NZ$604
includes taxes & fees
23 Sept - 24 Sept
Malena Pool Villa with stunning view in a quiet location. Free WIFI and jacuz

4. Skopelos Summer Homes

Skopelos Summer Homes
Skopelos
The price is NZ$352
includes taxes & fees
11 Sept - 12 Sept
Skopelos Summer Homes

5. GEORGIA APARTMENTS

GEORGIA APARTMENTS
Skopelos
10.0 out of 10, Exceptional, (1 review)
"great stay! all very comfortable and new"
Italy
Pasquale
The price is NZ$123
includes taxes & fees
1 Sept - 2 Sept
GEORGIA APARTMENTS

6. Asprolithos Studios

Asprolithos Studios
Skiathos
9.4 out of 10, Exceptional, (9 reviews)
"Perfect location, spotlessly clean, excellent aircon and everything you need"
United Kingdom
Carl
The price is NZ$150
includes taxes & fees
16 Sept - 17 Sept
Asprolithos Studios

7. Sofia Studios

Sofia Studios
Skiathos
9.2 out of 10, Wonderful, (7 reviews)
"One bedroom upstairs, another bedroom and everything else downstairs, with separately controlled airconditioning. The bathroom and especially the shower area is fairly small (common thing in Greece), but other areas are comfortable enough to stay there and unpack your luggage. Airport is so close you can walk there in 10 minutes, and you can see planes landing while sipping your coffee on the balcony. Don't worry, there are no flights during the night. Skiathos port and the city center is also...
Hungary
Gyorgy
The price is NZ$165
includes taxes & fees
24 Sept - 25 Sept
Sofia Studios

8. Stefanis House

Stefanis House
Skiathos
The price is NZ$301
includes taxes & fees
26 Aug - 27 Aug
Stefanis House

9. Casa Blue Sea View

Casa Blue Sea View
Skiathos
The price is NZ$192
includes taxes & fees
20 Sept - 21 Sept
Casa Blue Sea View

10. Sunrise Village

Sunrise Village
3.0 star property
Skopelos
9.2 out of 10, Wonderful, (21 reviews)
"Lovely hotel - looks like it has been recently been renovated. Rooms were spacious and modern but with a Greek feel! We enjoyed an afternoon by the pool and only a short walk to the bus terminal and port plus restaurants and shops. our balcony had a great view of Skopelos town as well. We will definitely be back!"
United Kingdom
Charlotte
The price is NZ$300
includes taxes & fees
11 Sept - 12 Sept
Sunrise Village

11. Casa Blue Old Port

Casa Blue Old Port
Skiathos
10.0 out of 10, Exceptional, (3 reviews)
"The location was amazing, the property was very clean, and the communication process was very easy. We loved the view from our window, and having a little balcony was such a treat! The woman who helped us get checked in was so nice and answered all of our questions. Not having a shower curtain was a little bit weird, but we had plenty of towels and managed to not make too big of a mess. It was a little bit loud at night, but that’s the price you pay when you stay in such a fun part of town. We...
United States
Alixandra
The price is NZ$157
includes taxes & fees
24 Sept - 25 Sept
Casa Blue Old Port

12. Péra Skopelos

Péra Skopelos
Skopelos
The price is NZ$253
includes taxes & fees
24 Sept - 25 Sept
Péra Skopelos

13. Villa Kentavros Fully private pool villa away from it all!

Villa Kentavros Fully private pool villa away from it all!
Skopelos
9.8 out of 10, Exceptional, (50 reviews)
"Lovely little villa perfect for two. Location good only a 10 minute drive to centre. Pool was lovely and the villa was very well equipped. Had a great time."
United Kingdom
Jayne H.
The price is NZ$370
includes taxes & fees
2 Sept - 3 Sept
Villa Kentavros Fully private pool villa away from it all!

14. Villa Pegasus Private pool villa ideal for a romantic get-away

Villa Pegasus Private pool villa ideal for a romantic get-away
Skopelos
9.8 out of 10, Exceptional, (43 reviews)
"Perfect Romantic Retreat on Skopelos!We had a fantastic stay at this lovely villa on Skopelos. The views were beautiful, and its secluded location offered wonderful peace and privacy, ideal for a romantic getaway.The villa itself was very nice and comfortable. The owner was incredibly kind and helpful, making communication super easy with just one quick message.We highly recommend this spot for couples seeking a charming, quiet escape with great views and excellent service. We'd love to return!"
Netherlands
Ruben M.
The price is NZ$406
includes taxes & fees
12 Sept - 13 Sept
Villa Pegasus Private pool villa ideal for a romantic get-away

15. Luxury Villa with Private Pool in Skopelos, Nature Retreat, Pine Trees Kardous

Luxury Villa with Private Pool in Skopelos, Nature Retreat, Pine Trees Kardous
Skopelos
10.0 out of 10, Exceptional, (4 reviews)
"Natasha and her family were so sweet and inviting. The cottage is lovely, peaceful, and quiet. It is in a great secluded location between Glossa and Skopelos Town, not far from beaches, seaside villages, and fantastic restaurants. The pool was perfect and the outdoor areas were so relaxing. I highly recommend staying at Villa Pine Trees!"
United States
Scott M.
The price is NZ$469
includes taxes & fees
13 Sept - 14 Sept
Luxury Villa with Private Pool in Skopelos, Nature Retreat, Pine Trees Kardous

16. Vrachos house is an apartment in the most beautiful area of ​​Skopelos in Greece

Vrachos house is an apartment in the most beautiful area of ​​Skopelos in Greece
Skopelos
10.0 out of 10, Exceptional, (1 review)
"Fabulous stay very quick responding host and amazing location and view."
United States
craig m.
The price is NZ$270
includes taxes & fees
5 Sept - 6 Sept
Vrachos house is an apartment in the most beautiful area of ​​Skopelos in Greece

17. Arktos Secluded villa with private pool, Wi-Fi internet, away from it all!

Arktos Secluded villa with private pool, Wi-Fi internet, away from it all!
Skopelos
10.0 out of 10, Exceptional, (33 reviews)
"A lovely villa and lovely pool. Dimitris answered every text quickly and resolved every issue we had promptly. We had a wonderful stay. It really is a beautiful spot with comfortable beds and everything you need for a really relaxing time."
United Kingdom
Victoria G.
The price is NZ$610
includes taxes & fees
20 Sept - 21 Sept
Arktos Secluded villa with private pool, Wi-Fi internet, away from it all!

18. Villa Pine Trees bei Kardous, Skopelos Privater Pool by Interhome

Villa Pine Trees bei Kardous, Skopelos Privater Pool by Interhome
Skopelos
The price is NZ$465
includes taxes & fees
19 Sept - 20 Sept
Villa Pine Trees bei Kardous, Skopelos Privater Pool by Interhome

19. Physis Oikos Beachfront Apartments

Physis Oikos Beachfront Apartments
Skiathos
10.0 out of 10, Exceptional, (1 review)
The price is NZ$354
includes taxes & fees
6 Sept - 7 Sept
Physis Oikos Beachfront Apartments

20. Design ArchitectoniKa

Design ArchitectoniKa
Skiathos
8.6 out of 10, Excellent, (95 reviews)
"Amazing stay! Highly recommend, it is very close to the port and is a 5 minute walk from the bus station. It is super clean and well maintained. The staff are very helpful and offer great suggestions for food, activities, beaches, shopping and more! I stayed here as a solo female traveller and felt very safe."
Canada
Payton
The price is NZ$312
includes taxes & fees
30 Aug - 31 Aug
Design ArchitectoniKa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Glossa Hotel Reviews

Find out more about Glossa

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Glossa holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Glossa. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Glossa. Seeing all the best attractions is bound to make you fall in love with Glossa. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Glossa short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Glossa?

Yes, there are holiday rentals close to the most popular sights in Glossa, or you can select a more secluded option if you're looking for a relaxing stay. Glossa is known for its waterfront and restaurants.

What are some of the best holiday rentals that Glossa has to offer?

Avgoustina's Home A breathtaking view house ! ! !: This highly rated holiday home rental in Glossa is located by the ocean, and offers a balcony, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, an oven and a microwave, so that you can cook with friends or family. Our travellers also rate Magnificent Sunset as a favourite home for rent in Glossa.

How many holiday rentals will I find in Glossa?

With 18 Expedia holiday rentals, you're guaranteed to find just the right place for your Glossa stay.

What’s there to see and do in Glossa?

While you're exploring the area, Kastani Beach and Panormos Beach are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Port of Skopelos and Port of Skianthos.

What’s a holiday rental in Glossa like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Glossa. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for families.