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
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Astypalaia vacation rentals

Junior Studio Suite, 1 Bedroom, Private Pool, Sea View (Imerovigli) | 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
$222 nightly
The price is $245
Aug 8 - Aug 9
Total with taxes and fees
Tholaria Boutique Hotel
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
$221 nightly
The price is $244
Aug 21 - Aug 22
Total with taxes and fees
Ihthioessa Boutique Hotel
Daily continental breakfast for a fee

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
$318 nightly
The price is $350
Aug 26 - Aug 27
Total with taxes and fees
Aegean Sea Villas
Family Room, Sea View | 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
$176 nightly
The price is $198
Aug 9 - Aug 10
Total with taxes and fees
Kalderimi
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
$177 nightly
The price is $200
Jul 27 - Jul 28
Total with taxes and fees
Fildisi Hotel
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
$433 nightly
The price is $477
Aug 5 - Aug 6
Total with taxes and fees
Melograno Villas
Stelia Suite | 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
$140 nightly
The price is $156
Jul 27 - Jul 28
Total with taxes and fees
Esperia Luxury Suites
Deluxe Suite | 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
$229 nightly
The price is $254
Jul 28 - Jul 29
Total with taxes and fees
Remezzo Suites
Deluxe Apartment, 2 Bedrooms, Sea View (Mini Pool- Hot Tub) | Living area | Flat-screen TV

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
$266 nightly
The price is $294
Aug 24 - Aug 25
Total with taxes and fees
Aphrodite Luxury Apartment
1 bedroom, iron/ironing board, WiFi (free), bed sheets

Apartment 'Stampalia Luxury No 2' with Sea View, Wi-Fi and Air Conditioning

Apartment 'Stampalia Luxury No 2' with Sea View, Wi-Fi and Air Conditioning
Astypalaia Town
$206 nightly
The price is $208
Aug 1 - Aug 2
Total with taxes and fees
Apartment 'Stampalia Luxury No 2' with Sea View, Wi-Fi and Air Conditioning
Property grounds

Apartment 'For Seven' with Balcony and Wi-Fi

Apartment 'For Seven' with Balcony and Wi-Fi
Astypalaia
$347 nightly
The price is $349
Jul 27 - Jul 28
Total with taxes and fees
Apartment 'For Seven' with Balcony and Wi-Fi
Interior

Holiday Home 'Karai Traditional House' with Shared Terrace and Balcony

Holiday Home 'Karai Traditional House' with Shared Terrace and Balcony
Astypalea
$352 nightly
The price is $352
Jul 27 - Jul 28
Total with taxes and fees
Holiday Home 'Karai Traditional House' with Shared Terrace and Balcony
1 bedroom, iron/ironing board, WiFi (free), bed sheets

Apartment 'Stampalia Luxury No 1' with Sea View, Wi-Fi and Air Conditioning

Apartment 'Stampalia Luxury No 1' with Sea View, Wi-Fi and Air Conditioning
Astypalaia Town
$125 nightly
The price is $127
Jul 31 - Aug 1
Total with taxes and fees
Apartment 'Stampalia Luxury No 1' with Sea View, Wi-Fi and Air Conditioning
1 bedroom, WiFi (free), bed sheets

Apartment 'For Two' with Balcony and Wi-Fi

Apartment 'For Two' with Balcony and Wi-Fi
Astypalaia
$355 nightly
The price is $357
Jul 27 - Jul 28
Total with taxes and fees
Apartment 'For Two' with Balcony and Wi-Fi
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

Vithos Aparthotel

Vithos Aparthotel

8/10 Good
"Quel bel hôtel ! Et que dire de la vue époustouflante! Nous reviendrons assurément et le conseillons vivement. L’accès à la plage était une plus value et les petits commerces avoisinants permettaient d’obtenir des fruits et légumes frais, des viandes, du fromage, breuvages et des produits secs. Notre chambre, la plus petite était très agréable, très propre et donnait accès à la belle terrasse du rez-de-chaussée. Pour des familles et des séjours plus longs, les appartements aux étages offrent une laveuse et une terrasse privée. Le personnel quant à lui était accueillant, bienveillant et peuvent communiquer avec leurs invités en anglais."
Myriam 3-night trip
Posted 6 days ago
Vithos Aparthotel

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 $127 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.

Explore a world of travel with Expedia

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 a coffee maker. Make the most of the books in this rental home to help you unwind. Another good choice for your trip to Astypalaia is Siesta Villas, Cycladic Elegance with Castle View.

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.