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

Astypalaia 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
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Astypalaia vacation rentals

Daily cooked-to-order breakfast for a fee

Ihthioessa Boutique Hotel

Ihthioessa Boutique Hotel
2.0 star property
Astypalaia
9.8 out of 10, Exceptional, (13 reviews)
"Nice & polite staff. Good breakfast and clean rooms"
United Kingdom
Panagiotis
The price is P5,439
P6,099 total
includes taxes & fees
Jul 20 - Jul 21
Ihthioessa Boutique Hotel
Room amenity

Tholaria Boutique Hotel

Tholaria Boutique Hotel
2.0 star property
Astypalaia
9.4 out of 10, Exceptional, (11 reviews)
"María and the whole staff was really kind for everything recommendation about the 🏝️ to really enjoy the stay. The breakfast every day was different with many homemade recipes. A peaceful place At a walking distance from town and beach. "
Spain
MARIA JOSE
The price is P14,022
P15,501 total
includes taxes & fees
Jul 19 - Jul 20
Tholaria Boutique Hotel
Premium bedding, memory foam beds, in-room safe, soundproofing

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 P8,691
P9,662 total
includes taxes & fees
Jul 22 - Jul 23
Esperia Luxury Suites
Daily continental breakfast for a fee

Aegean Sea Villas

Aegean Sea Villas
Astypalaia
10.0 out of 10, Exceptional, (2 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 P18,332
P20,223 total
includes taxes & fees
Jul 24 - Jul 25
Aegean Sea Villas
Living area

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
The price is P22,690
P24,997 total
includes taxes & fees
Jul 19 - Jul 20
Aphrodite Luxury Apartment
View from room

Kalderimi

Kalderimi
3.0 star property
Astypalaia
9.6 out of 10, Exceptional, (7 reviews)
"Un'oasi di bellezza. La struttura è ben curata e gestita; i proprietari sono discreti e disponibili. Le camere con vista mare strepitosa affacciano sulla baia di Livadi; ben distanziate tra loro offrono la giusta privacy; l'arredamento di gusto raffinato rispetta la tradizione del luogo. La colazione si potrebbe migliorare ampliando l'offerta delle portate "
Italy
angela
The price is P11,229
P12,654 total
includes taxes & fees
Aug 7 - Aug 8
Kalderimi
Outdoor spa tub

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 P23,872
P26,291 total
includes taxes & fees
Aug 5 - Aug 6
Melograno Villas
Seasonal outdoor pool

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 P10,998
P12,400 total
includes taxes & fees
Aug 16 - Aug 17
Fildisi Hotel
Terrace/patio

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 P13,211
P14,613 total
includes taxes & fees
Jul 19 - Jul 20
Remezzo Suites
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 Astypalaia Hotel Reviews

Aphrodite Studios

Aphrodite Studios

10/10 Excellent
"This property had all the amenities that you could ask for great location great views great staff . highly recommend."
Kathy 2-night trip
Posted 9 hours ago
Aphrodite Studios

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:

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

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

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 18 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.