A coastal town with white buildings, a harbor, and a hill with a castle.

Astypalaia Vacation Rentals

Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Astypalaia vacation rentals

Junior Studio Suite, 1 Bedroom, Private Pool, Sea View (Imerovigli) | Room amenity

1. Tholaria Boutique Hotel

Tholaria Boutique Hotel
2.0 star property
Astypalaia
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful property just a short walk up to the windmills. The host was amazing (so nice) and she knew everything about the island. Breakfast was great, the pool was a luxury and they also operated day trips to Koutsomitis & Kounoupes islands, a must do if you get the chance. We really enjoyed our stay."
Australia
Angelo
$115 nightly
The price is $128
Oct 1 - Oct 2
Total with taxes and fees
Tholaria Boutique Hotel
Daily cooked-to-order breakfast for a fee

2. Ihthioessa Boutique Hotel

Ihthioessa Boutique Hotel
2.0 star property
Astypalaia
9.8 out of 10, Exceptional, (14 reviews)
"Nice & polite staff. Good breakfast and clean rooms"
United Kingdom
Panagiotis
$70 nightly
The price is $79
Oct 1 - Oct 2
Total with taxes and fees
Ihthioessa Boutique Hotel
Junior Suite, Private Pool | Hypo-allergenic bedding available, blackout drapes

3. Provenzo Luxury Apartments & Suites

Provenzo Luxury Apartments & Suites
Astypalaia
8.0 out of 10, Very Good, (1 review)
"Für den Check-In gibt es keine Rezeption. Hier am Besten im Vorfeld alles klären. Oder man fragt die Nachbarn. Aber ansonsten hat alles gepasst. Das Zimmer war sehr sauber und auch sehr schön eingerichtet und alles da, was es braucht."
Germany
Tanja
$113 nightly
The price is $126
Sep 10 - Sep 11
Total with taxes and fees
Provenzo Luxury Apartments & Suites
Stelia Suite | Premium bedding, memory foam beds, in-room safe, soundproofing

4. Esperia Luxury Suites

Esperia Luxury Suites
Astypalaia
8.8 out of 10, Excellent, (3 reviews)
"Beautiful and quiet space! Definitely recommend. "
Canada
Pénélope
$65 nightly
The price is $73
Sep 28 - Sep 29
Total with taxes and fees
Esperia Luxury Suites
Outdoor spa tub

5. Melograno Villas

Melograno Villas
Astypalaia
10.0 out of 10, Exceptional, (8 reviews)
"The owner take care of guests in an amazing way,Vassliki is a super kind manager that is helpful for all you need."
United States
Luca
$133 nightly
The price is $148
Oct 9 - Oct 10
Total with taxes and fees
Melograno Villas
Deluxe Apartment, 2 Bedrooms, Sea View (Mini Pool- Hot Tub) | Living area | Flat-screen TV

6. Aphrodite Luxury Apartment

Aphrodite Luxury Apartment
Astypalaia
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful apartment right in the port, lovely views and close to restaurants and cafes. The manager, Ilias, is extremely helpful, professional, polite. Highly recommend this place. "
United States
Elizabeth
$170 nightly
The price is $189
Sep 20 - Sep 21
Total with taxes and fees
Aphrodite Luxury Apartment
Seasonal outdoor pool

7. Fildisi Hotel

Fildisi Hotel
3.0 star property
Astypalaia
10.0 out of 10, Exceptional, (8 reviews)
"Ilias Helen and the staff where wonderful "
Australia
Jim
$181 nightly
The price is $205
Sep 16 - Sep 17
Total with taxes and fees
Fildisi Hotel
Daily continental breakfast for a fee

8. Aegean Sea Villas

Aegean Sea Villas
Astypalaia
10.0 out of 10, Exceptional, (3 reviews)
"Accommodation lovely and the guys kept our rooms so clean - new towels every day and a few essentials in the fridge ( water / milk / butter ) , lovely toiletries in the bathrooms . Astypalaia we loved - albeit pretty windy on most days we were there . "
United Kingdom
Janet
$147 nightly
The price is $164
Sep 20 - Sep 21
Total with taxes and fees
Aegean Sea Villas
Deluxe Suite | Terrace/patio

9. Remezzo Suites

Remezzo Suites
Astypalaia
10.0 out of 10, Exceptional, (2 reviews)
"Owners are helpful and highly hospitable and location is convent for relaxing holiday by the beach. We are so lucky to have found this place for our vacation !!! "
Japan
Anonymous traveler
$105 nightly
The price is $117
Oct 1 - Oct 2
Total with taxes and fees
Remezzo Suites
Property grounds

10. Siesta Villas, Cycladic Elegance With Castle View

Siesta Villas, Cycladic Elegance With Castle View
Astypalaia
$179 nightly
The price is $199
Oct 1 - Oct 2
Total with taxes and fees
Siesta Villas, Cycladic Elegance With Castle View
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 Astypalaia Hotel Reviews

Chrysalis Boutique Hotel

Chrysalis Boutique Hotel

10/10 Excellent
"Excellent location with beautiful sea and chora views throughout the hotel. Walkable to lots of restaurants and shops. Comfortable bed, great breakfast and friendly, helpful staff. Would definitely return."
Tina 5-night trip
Posted 5 days ago
Chrysalis Boutique Hotel

Find out more about Astypalaia

Everything you need to know about Astypalaia 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 Astypalaia 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 Astypalaia vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Astypalaia vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Astypalaia. 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 Astypalaia 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 $73 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 Astypalaia rentals

At Expedia, we put the best Astypalaia 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 Astypalaia 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 Astypalaia 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 Astypalaia. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find vacation rentals in Astypalaia?

Yes, we offer vacation rentals near top points of interest in Astypalaia, or you can select a more secluded option if you're looking for relaxation. Astypalaia is known for its waterfront and monuments. Make sure you have time to check out the gardens while you're in the area.

What are some of the best vacation home rentals that Astypalaia has to offer?

Renovated traditional house: This Astypalaia vacation home rental offers a fireplace, a balcony, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. Make the most of the books in this rental home to help you unwind. Some other homes for rent in Astypalaia include Siesta Villas, Cycladic Elegance with Castle View and Apartment 'For Seven' with Balcony and Wi-Fi.

How many vacation rentals are there in Astypalaia?

Expedia has 21 vacation rentals for your stay in Astypalaia.

What can I see and do in Astypalaia?

Astipaleas Beach and Livadi Beach are a couple of lovely local spots to get outside and enjoy nature. Astypalea Windmills and Astypalaia Castle are other places to visit while you're in town.

What are vacation rentals like in Astypalaia?

Vacation rentals are privately owned accommodations you can stay in for a few days or a quick weekend in Astypalaia. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for family trips.