Astypalaia Vacations

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Astypalaia Hotel Deals

Kallichoron Art Hotel

Kallichoron Art Hotel

Chora Astypalaia Astypalaia Island
The price is AED 405 per night from Oct 28 to Oct 29
AED 405
AED 452 total
28 Oct - 29 Oct
includes taxes & fees
9.8/10 Exceptional! (24 reviews)
"Lovely, spotless clean room with amazing view of Chora. The staff was super nice and friendly and the breakfast which was served at our room was delicious. Thanks for everything!"

Reviewed on 17 August 2026

Kallichoron Art Hotel
Caldera Studios

Caldera Studios

Pera Yialos Astypalaia
The price is AED 157 per night from Nov 4 to Nov 5
AED 157
AED 174 total
4 Nov - 5 Nov
includes taxes & fees
9/10 Wonderful! (31 reviews)
"We had an amazing view from our balcony. Apartments are in excellent location - just a short walk to Pera Gialos port/bus stop, and in the other direction to a good supermarket. Owner was kind, giving us a gift when we left, and also a bottle of red wine as well as a bottle of water, when we arrived. ..."

Reviewed on 6 October 2026

Caldera Studios
Pylaia Boutique Hotel & Spa

Pylaia Boutique Hotel & Spa

3 out of 5
Chora Astypalaia Astypalaia Island
8.6/10 Excellent! (26 reviews)
"Very nice Hotel the staff was amazing. The Hotel was clean and modern most of the rooms have ocean views. The only area of improvement I would be for the gym to have Wi-Fi and air-conditioning and more weights and equipment."

Reviewed on 10 September 2026

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Pylaia Boutique Hotel & Spa
See all 96 properties in Astypalaia
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.

Stay near popular Astypalaia attractions

Livadi Beach

9.2/10 (18 reviews)
If a restful vacation is part of your travel plans, Livadi Beach might be the perfect place to seek out during your trip to Astypalaia. Amble around the area's marina or visit its monuments.
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Frequently asked questions

How much does an Astypalaia vacation package cost?
You'll find cheap prices on Expedia for your Astypalaia escape. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Astypalaia costs.
What are the cheapest months to go to Astypalaia?
Travel in the low season and you're likely to find cheap Astypalaia vacation packages. Bear in mind that school vacation periods and local events and festivals can have an impact on prices, so do your research before booking.
How to find the best Astypalaia package deals?
Begin your search for an Astypalaia package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Astypalaia package deal right away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Astypalaia getaway off to a flying start.
Is it cheaper to book an Astypalaia vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and hotels individually. Better still, you can tailor your Astypalaia escape to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Astypalaia?
Score amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Astypalaia trip.
How to plan a trip to Astypalaia?

  1. Choose when to get away: Check your calendar and pack your bags. Your preferred time of year and the type of activities on offer will also help you decide when to vacation in Astypalaia.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and meals to flights and activities. Your accommodations will likely be the largest expense during your trip to Astypalaia.
  3. Determine how many days away: Start by making a list of all the activities and sights you'd like to get to in Astypalaia. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalized Astypalaia vacation package.

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