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

Glossa Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Glossa vacation rentals

Exterior

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
$150 nightly
The price is $173
Jul 10 - Jul 11
Total with taxes and fees
Flisvos Beachfront Apartments
Outdoor dining

Magnificent Sunset

Magnificent Sunset
Γλώσσα
10.0 out of 10, Exceptional, (8 reviews)
"We had the most amazing stay in Loutraki thanks to the beautiful apartment , everything was perfect from the begenning until the end . The apartment is extremely well furnished , from Kitchen appliances to a first aid box !! The view is stunning, The Loutraki village is great , everything you need by walk and you can go quickly to the nicest beaches either by car or by bus. Thanks to Giorgios and his parents for their warm welcome. "
France
PERRINE C.
$266 nightly
The price is $266
Jul 31 - Aug 1
Total with taxes and fees
Magnificent Sunset
Sun loungers, beach towels

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.
$444 nightly
The price is $461
Jul 19 - Jul 20
Total with taxes and fees
Malena Pool Villa with stunning view in a quiet location. Free WIFI and jacuz
Panoramic Villa, 3 Bedrooms, Sea View | Property grounds

LemonTree Villa Glossa Skopelos

LemonTree Villa Glossa Skopelos
Loutraki
$685 nightly
The price is $780
Aug 9 - Aug 10
Total with taxes and fees
LemonTree Villa Glossa Skopelos
Outdoor pool

Olea Skopelos 2 bedroom villa with private swimming pool & sea view

Olea Skopelos 2 bedroom villa with private swimming pool & sea view
Skopelos
$666 nightly
The price is $762
Jul 17 - Jul 18
Total with taxes and fees
Olea Skopelos 2 bedroom villa with private swimming pool & sea view
Outdoor dining

Villa Elpiniki

Villa Elpiniki
Skiathos
$237 nightly
The price is $271
Jul 10 - Jul 11
Total with taxes and fees
Villa Elpiniki
House, 2 Bedrooms | Private kitchen | Full-size fridge, oven, stovetop, electric kettle

Anastazia Paradise

Anastazia Paradise
Skiathos
$194 nightly
The price is $223
Jul 30 - Jul 31
Total with taxes and fees
Anastazia Paradise
Studio (Diamond) | In-room safe, soundproofing, free WiFi, bed sheets

Asprolithos Studios

Asprolithos Studios
Skiathos
9.6 out of 10, Exceptional, (8 reviews)
"Perfect location, spotlessly clean, excellent aircon and everything you need"
United Kingdom
Carl
$136 nightly
The price is $156
Jul 22 - Jul 23
Total with taxes and fees
Asprolithos Studios
Exterior

Milia Bay Hotel Apartments

Milia Bay Hotel Apartments
3.0 star property
Alonissos
8.0 out of 10, Very Good, (3 reviews)
$136 nightly
The price is $160
Jul 11 - Jul 12
Total with taxes and fees
Milia Bay Hotel Apartments
Outdoor dining

Physis Oikos Beachfront Apartments

Physis Oikos Beachfront Apartments
Skiathos
$156 nightly
The price is $180
Jul 24 - Jul 25
Total with taxes and fees
Physis Oikos Beachfront Apartments
Outdoor dining

Stefanis House

Stefanis House
Skiathos
$141 nightly
The price is $163
Jul 13 - Jul 14
Total with taxes and fees
Stefanis House
Exterior

Skopelos Summer Homes

Skopelos Summer Homes
Skopelos
$186 nightly
The price is $214
Jul 12 - Jul 13
Total with taxes and fees
Skopelos Summer Homes
Outdoor pool

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, (32 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.
$371 nightly
The price is $425
Jul 14 - Jul 15
Total with taxes and fees
Arktos Secluded villa with private pool, Wi-Fi internet, away from it all!
Balcony

Yalis Hotel

Yalis Hotel
4.0 star property
Alonissos
9.6 out of 10, Exceptional, (63 reviews)
"Super location, very friendly staff, spacious rooms, very clean"
Germany
Udo
$146 nightly
The price is $178
Jul 22 - Jul 23
Total with taxes and fees
Yalis Hotel
Standard Studio, Sea View | Balcony

Delfinia Studios

Delfinia Studios
South Pelion
8.0 out of 10, Very Good, (1 review)
"Très belle vue comme indiqué dans le descriptif Chambres très propres et accueil très chaleureux. Juste que le lit était très dur. Sinon tout parfait "
France
CATHERINE
$68 nightly
The price is $80
Aug 5 - Aug 6
Total with taxes and fees
Delfinia Studios
Pool

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.
$531 nightly
The price is $531
Jul 17 - Jul 18
Total with taxes and fees
Luxury Villa with Private Pool in Skopelos, Nature Retreat, Pine Trees Kardous
On the beach

Beachfront Alonnisos Nest - Cozy Summer Getaway

Beachfront Alonnisos Nest - Cozy Summer Getaway
Patitiri
$152 nightly
The price is $161
Jul 10 - Jul 11
Total with taxes and fees
Beachfront Alonnisos Nest - Cozy Summer Getaway
TV

Phaedrus Living: Skiathos Luxury Residences Orange

Phaedrus Living: Skiathos Luxury Residences Orange
Skiathos
$254 nightly
The price is $254
Jul 29 - Jul 30
Total with taxes and fees
Phaedrus Living: Skiathos Luxury Residences Orange
Outdoor pool

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.
$262 nightly
The price is $303
Jul 10 - Jul 11
Total with taxes and fees
Villa Pegasus Private pool villa ideal for a romantic get-away
Deluxe Suite | Terrace/patio

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
$163 nightly
The price is $191
Jul 10 - Jul 11
Total with taxes and fees
Sunrise Village
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

Minnŏ Boutique Hotel & Spa

Minnŏ Boutique Hotel & Spa

10/10 Excellent
"Fantastic place Totally recommended"
Luiz C 2-night trip
Posted 6 hours ago
Minnŏ Boutique Hotel & Spa

Find out more about Glossa

Everything you need to know about Glossa vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Glossa vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Glossa vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Glossa vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Glossa. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Glossa in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $156 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Glossa rentals

At Expedia, we put the best Glossa vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Glossa rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Glossa vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Glossa. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Glossa?

Yes, we give you a choice of vacation rentals close to well known local attractions in Glossa, or you can go with a more secluded option if you're looking for a relaxing stay. Glossa is known for its waterfront and restaurants.

What's the top vacation rental in Glossa?

Dimitra s House in Skopelos: Visitors give good reviews to this Glossa vacation home rental, which comes with free WiFi so you can feel at home during your trip. Another good choice for your trip to Glossa is Avgoustina's Home A breathtaking view house ! ! !.

How many vacation rentals will I find in Glossa?

With 18 Expedia vacation rentals, you're sure 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 larger area, you’ll find Port of Skopelos and Port of Skianthos.

What’s a vacation rental in Glossa like?

Vacation rentals are privately owned properties you can book for a long or short time in Glossa. Vacation rentals feature extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for family trips.