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
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Glossa vacation rentals

A coastal town at dusk with a marina, boats, and illuminated buildings.

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
$109 nightly
The price is $125
Oct 8 - Oct 9
Total with taxes and fees
Flisvos Beachfront Apartments
A stone patio with lounge chairs and an umbrella, overlooking a body of water and a mountainous landscape.

2. LemonTree Villa Glossa Skopelos

LemonTree Villa Glossa Skopelos
Loutraki
$287 nightly
The price is $328
Oct 24 - Oct 25
Total with taxes and fees
LemonTree Villa Glossa Skopelos
A white building with a red door and balcony, surrounded by greenery and red flowers.

3. Skopelos Summer Homes

Skopelos Summer Homes
Skopelos
$87 nightly
The price is $101
Oct 4 - Oct 5
Total with taxes and fees
Skopelos Summer Homes
A balcony with wicker chairs and a table, overlooking a coastal view with buildings and the sea.

4. Sunrise Village

Sunrise Village
3.0 star property
Skopelos
9.2 out of 10, Wonderful, (23 reviews)
"Really nice rooms at a great price."
United Kingdom
Matthew
$119 nightly
The price is $141
Oct 4 - Oct 5
Total with taxes and fees
Sunrise Village
A terrace with a round table and chairs, overlooking a coastal town with buildings and a view of the sea.

5. 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
$40 nightly
The price is $48
Oct 7 - Oct 8
Total with taxes and fees
Design ArchitectoniKa
An outdoor seating area with tables and chairs, overlooking a body of water.

6. Physis Oikos Beachfront Apartments

Physis Oikos Beachfront Apartments
Skiathos
9.6 out of 10, Exceptional, (5 reviews)
"The outdoor breakfast area / bar area was nice near the beach. The staff were very friendly and helpful. Perhaps it was just our bungalow, but it was pretty barebones … there were hangers for clothes, but no towel bars or hooks and only one flat surface for a suitcase."
Canada
Donna
$85 nightly
The price is $98
Oct 4 - Oct 5
Total with taxes and fees
Physis Oikos Beachfront Apartments
A balcony with a table, chairs, and a straw hat.

7. Yalis Hotel

Yalis Hotel
4.0 star property
Alonissos
9.6 out of 10, Exceptional, (69 reviews)
"Super location, very friendly staff, spacious rooms, very clean"
Germany
Udo
$100 nightly
The price is $125
Oct 7 - Oct 8
Total with taxes and fees
Yalis Hotel
A coastal view with a swimming pool, terraced houses, and a clear blue sky.

8. Péra Skopelos

Péra Skopelos
Skopelos
$106 nightly
The price is $129
Oct 4 - Oct 5
Total with taxes and fees
Péra Skopelos
A balcony with a white table and chairs, blue shutters, and a wooden ceiling.

9. Casa Blue Old Port

Casa Blue Old Port
Skiathos
9.6 out of 10, Exceptional, (5 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
Casa Blue Old Port
A terrace with wicker furniture, a glass table, a potted plant, and a view of the sea.

10. Casa Blue Sea View

Casa Blue Sea View
Skiathos
Casa Blue Sea View
A wooden balcony with a view of a hillside and houses.

11. Villa Elpiniki

Villa Elpiniki
Skiathos
Villa Elpiniki
A coastal building with a tiled roof, a balcony, and a view of the sea.

12. Apartment 'Waves Of Millos 1' with Sea View, Wi-Fi and Air Conditioning

Apartment 'Waves Of Millos 1' with Sea View, Wi-Fi and Air Conditioning
Skopelos
$256 nightly
The price is $265
Oct 19 - Oct 20
Total with taxes and fees
Apartment 'Waves Of Millos 1' with Sea View, Wi-Fi and Air Conditioning
A dining area with a table set for two, a chair, and a bottle of wine.

13. Ammos luxury apartments

Ammos luxury apartments
Skiathos
$888 nightly
The price is $1,011
Oct 4 - Oct 5
Total with taxes and fees
Ammos luxury apartments
A modern living room with a sofa, a coffee table, and a TV mounted on the wall.

14. Vrachos house "In the heart of ​​Skopelos Town"

Vrachos house "In the heart of ​​Skopelos Town"
Skopelos
10.0 out of 10, Exceptional, (1 review)
"Fabulous stay very quick responding host and amazing location and view."
United States
craig m.
$133 nightly
The price is $133
Nov 1 - Nov 2
Total with taxes and fees
Vrachos house "In the heart of ​​Skopelos Town"
A modern living room with a sofa, a chair, a round ottoman, and wall art.

15. Family Apartment, Ammos Skiathos

Family Apartment, Ammos Skiathos
Skiathos
$186 nightly
The price is $186
Oct 4 - Oct 5
Total with taxes and fees
Family Apartment, Ammos Skiathos
A beach with thatched umbrellas and boats on the water.

16. Skiathos Ammos Luxury Apartments

Skiathos Ammos Luxury Apartments
Skiathos
$371 nightly
The price is $371
Oct 20 - Oct 21
Total with taxes and fees
Skiathos Ammos Luxury Apartments
A beach with thatched umbrellas and boats on the water.

17. Skiathos Ammos Luxury Apartments in Megali Ammos Beach

Skiathos Ammos Luxury Apartments in Megali Ammos Beach
Skiathos
10.0 out of 10, Exceptional, (1 review)
"My family and I had the pleasure of staying in Skaithos at this amazing property. George the property manager was wonderful and the daily cleaning services were so appreciated. The overall experience was excellent. My only feedback would be for the property owner to more proactively reach out to the guests to give them George's contact information sooner, maybe the morning of their stay."
United States
Nicole G.
$186 nightly
The price is $186
Oct 20 - Oct 21
Total with taxes and fees
Skiathos Ammos Luxury Apartments in Megali Ammos Beach
A residential street with a white house, a beige gate, and lush greenery.

18. PS House Platanias

PS House Platanias
Skiathos
7.0 out of 10, Good, (2 reviews)
"The location is good, close to the beach and local restaurants - although on a busy and noisy road."
United Kingdom
Anonymous traveler
$101 nightly
The price is $117
Oct 12 - Oct 13
Total with taxes and fees
PS House Platanias
A poolside view with two glasses of purple drink, a wooden table, and a scenic ocean view.

19. Villa Nerissa, Villa Nerissa

Villa Nerissa, Villa Nerissa
Alonnisos
$284 nightly
The price is $284
Oct 4 - Oct 5
Total with taxes and fees
Villa Nerissa, Villa Nerissa
A pool area with lounge chairs and a view of the sea and hills.

20. Villa Calma, Villa Calma

Villa Calma, Villa Calma
Alonnisos
$303 nightly
The price is $303
Oct 4 - Oct 5
Total with taxes and fees
Villa Calma, Villa Calma
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

Asteri Studio's

Asteri Studio's

10/10 Excellent
"It's a really nice place to stay in Skiathos, Asteri Studio's lie up the hill just outside Skiathos Town. It's easy to find as it's around 5mins drive from the port, property has a nice large front garden & plenty of seating to enjoy the warm evenings. Great view of the town from up here too, rooms are spacious and well equipped, had everything you need, there's a few bakeries close by if you need a snack, plenty of local shops at the bottom of the hill. Main town is 5 mins drive, there's a beach at the bottom of the hill and many more just a short drive away. Wi-Fi is included but you need to be close to reception to pick it up. I would recommend and stay there again."
Iain 7-night trip
Posted 2 days ago
Asteri Studio's

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 $48 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?

Magnificent Sunset: Visitors like this Glossa vacation home rental. It is located near the beach and offers a balcony, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Our travelers also rate Avgoustina's Home A breathtaking view house ! ! ! as a favorite home for rent in Glossa.

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.