Glossa Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Glossa vacation rentals

A pool with lounge chairs, a stone deck, and a view of the sea and hills.

1. Rodon Luxury Villas "Aura"

Rodon Luxury Villas "Aura"
Skopelos
Rodon Luxury Villas "Aura"
A terrace with a round table and chairs, overlooking a coastal town with buildings and a view of the sea.

2. Design ArchitectoniKa

Design ArchitectoniKa
Skiathos
8.6 out of 10, Excellent, (97 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 $46
Nov 12 - Nov 13
Total with taxes and fees
Design ArchitectoniKa
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
$247 nightly
The price is $250
Nov 15 - Nov 16
Total with taxes and fees
Apartment 'Waves Of Millos 1' with Sea View, Wi-Fi and Air Conditioning
A modern living room with a beige sofa, patterned cushions, a round ottoman, and a woven chair.

4. Family Apartment, Ammos Skiathos

Family Apartment, Ammos Skiathos
Skiathos
$184 nightly
The price is $184
Nov 25 - Nov 26
Total with taxes and fees
Family Apartment, Ammos Skiathos
A bedroom with a view of the sea, a bed, a window with curtains, a hat, and a book.

5. 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.
$184 nightly
The price is $184
Nov 25 - Nov 26
Total with taxes and fees
Skiathos Ammos Luxury Apartments in Megali Ammos Beach
An outdoor patio with a wooden table and chairs, an umbrella, and potted plants.

6. Dodis Village

Dodis Village
South Pelion
$67 nightly
The price is $77
Nov 25 - Nov 26
Total with taxes and fees
Dodis Village
A balcony with two grey upholstered chairs, a small table, and two terracotta pots with plants.

7. 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
$119 nightly
The price is $122
Nov 15 - Nov 16
Total with taxes and fees
Apartment 'Unit 1' with Sea View, Wi-Fi, and Air Conditioning
A bedroom with a view of the sea, a bed, a window with curtains, a hat, and a book.

8. Ammos luxury apartments

Ammos luxury apartments
Skiathos
$985 nightly
The price is $1,119
Nov 25 - Nov 26
Total with taxes and fees
Ammos luxury apartments
A bedroom with a view of the sea, a bed, a window with curtains, a hat, and a book.

9. Skiathos Ammos Luxury Apartments

Skiathos Ammos Luxury Apartments
Skiathos
$369 nightly
The price is $369
Nov 25 - Nov 26
Total with taxes and fees
Skiathos Ammos Luxury Apartments
A stone pathway with benches and lanterns leading to a scenic overlook.

10. 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
$377 nightly
The price is $380
Nov 25 - Nov 26
Total with taxes and fees
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.
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Find vacation rentals that suit your style

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Top Glossa Hotel Reviews

A multi-story building with a balcony, a shop on the ground floor, and a sign for 'Sotos Pension'.
Sotos Pension

Sotos Pension

Sotos Pension
Skopelos

10/10 Excellent

Very close to the ferry terminal and restaurants.
United States
Thomas
Reviewed June 19, 2026
Sotos Pension

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 $46 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.

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.

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