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

Astypalaia Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Astypalaia vacation rentals

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
The price is P6,986
P7,798 total
includes taxes & fees
Oct 1 - Oct 2
Tholaria Boutique Hotel
Breakfast area

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
The price is P4,680
P5,272 total
includes taxes & fees
Oct 1 - Oct 2
Ihthioessa Boutique Hotel
Room

3. Esperia Luxury Suites

Esperia Luxury Suites
Astypalaia
8.8 out of 10, Excellent, (3 reviews)
"Beautiful and quiet space! Definitely recommend. "
Canada
Pénélope
The price is P4,048
P4,580 total
includes taxes & fees
Sep 28 - Sep 29
Esperia Luxury Suites
Living area

4. 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
Aphrodite Luxury Apartment
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
The price is P7,383
P8,232 total
includes taxes & fees
Sep 28 - Sep 29
Melograno Villas
Breakfast area

6. 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
The price is P9,235
P10,261 total
includes taxes & fees
Sep 21 - Sep 22
Aegean Sea Villas
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
The price is P11,260
P12,695 total
includes taxes & fees
Sep 2 - Sep 3
Fildisi Hotel
Terrace/patio

8. 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
The price is P6,787
P7,580 total
includes taxes & fees
Oct 1 - Oct 2
Remezzo Suites
Property grounds

9. Siesta Villas, Cycladic Elegance With Castle View

Siesta Villas, Cycladic Elegance With Castle View
Astypalaia
The price is P11,167
P12,378 total
includes taxes & fees
Oct 2 - Oct 3
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

Kallichoron Art Hotel

Kallichoron Art Hotel

10/10 Excellent
"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!"
Eleni 7-night trip
Posted 2 weeks ago
Kallichoron Art Hotel

Find out more about Astypalaia

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

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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.

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.