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

Glossa Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Glossa vacation rentals

A terrace with a round table and chairs, overlooking a coastal town with buildings and a view of the sea.

1. Design ArchitectoniKa

Design ArchitectoniKa
Skiathos
8.6 out of 10, Excellent, (96 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 ￥6,079
￥6,992 total
includes taxes & fees
Nov 26 - Nov 27
Design ArchitectoniKa
A coastal view with a swimming pool, terraced houses, and a clear blue sky.

2. Péra Skopelos

Péra Skopelos
Skopelos
The price is ￥18,799
￥22,755 total
includes taxes & fees
Oct 27 - Oct 28
Péra Skopelos
A coastal building with a tiled roof, a balcony, and a view of the sea.

3. 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
The price is ￥38,730
￥40,136 total
includes taxes & fees
Oct 27 - Oct 28
Apartment 'Waves Of Millos 1' with Sea View, Wi-Fi and Air Conditioning
A beach with thatched umbrellas and boats on the water.

4. 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.
The price is ￥28,995
￥28,995 total
includes taxes & fees
Oct 28 - Oct 29
Skiathos Ammos Luxury Apartments in Megali Ammos Beach
A modern living room with a sofa, a chair, a round ottoman, and wall art.

5. Family Apartment, Ammos Skiathos

Family Apartment, Ammos Skiathos
Skiathos
The price is ￥28,995
￥28,995 total
includes taxes & fees
Oct 27 - Oct 28
Family Apartment, Ammos Skiathos
A balcony with two grey upholstered chairs, a small table, and two terracotta pots with plants.

6. Apartment 'Unit 1' with Sea View, Wi-Fi, and Air Conditioning

Apartment 'Unit 1' with Sea View, Wi-Fi, and Air Conditioning
Αλόννησος
10.0 out of 10, Exceptional, (1 review)
"Pros: Όλα μια χαρά!η κυρία Μαρία πολύ φιλόξενη!υπέροχη θέα και ησυχία ιδανική για ξεκούραση !"
Greece
Anonymous traveler
The price is ￥18,697
￥20,103 total
includes taxes & fees
Oct 27 - Oct 28
Apartment 'Unit 1' with Sea View, Wi-Fi, and Air Conditioning
A beach with thatched umbrellas and boats on the water.

7. Skiathos Ammos Luxury Apartments

Skiathos Ammos Luxury Apartments
Skiathos
The price is ￥57,989
￥57,989 total
includes taxes & fees
Oct 30 - Oct 31
Skiathos Ammos Luxury Apartments
A beach with thatched umbrellas and boats on the water.

8. Ammos luxury apartments

Ammos luxury apartments
Skiathos
The price is ￥156,395
￥177,960 total
includes taxes & fees
Oct 27 - Oct 28
Ammos luxury apartments
A stone pathway with benches and lanterns leading to a scenic overlook.

9. Holiday Home 'The House with The Cave' with Sea View, Wi-Fi and Air Conditioning

Holiday Home 'The House with The Cave' with Sea View, Wi-Fi and Air Conditioning
Promiri
The price is ￥50,609
￥60,801 total
includes taxes & fees
Oct 31 - Nov 1
Holiday Home 'The House with The Cave' with Sea View, Wi-Fi and Air Conditioning
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Glossa Hotel Reviews

Atlas Hotel Skiathos

Atlas Hotel Skiathos

10/10 Excellent
"This is a very well run property that is central to the old town and port. This is very clean and great value"
Jason 1-night trip
Posted 5 days ago
Atlas Hotel Skiathos

Find out more about Glossa

Search for holiday rentals in Glossa on Expedia! You can easily find your home rentals, villas, holiday apartments in Glossa using one of the methods below:

  • View our selection of featured holiday rentals in Glossa
  • Use the map to find apartments and other holiday homes in the Glossa neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Glossa while they last

Look no further and take a look at our great range of rental properties in Glossa!

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.