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

Search Vacation Homes in Astypalaia

  • 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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Astypalaia vacation homes

A bedroom with a bed, a dresser, a mirror, and a television.

1. Apartment 'For Two' with Balcony and Wi-Fi

Apartment 'For Two' with Balcony and Wi-Fi
Astypalaia
The price is AED 384
AED 400 total
includes taxes & fees
1 Nov - 2 Nov
Apartment 'For Two' with Balcony and Wi-Fi
A view through a window of a coastal town with buildings, a fan, and a clear sky.

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

Holiday Home 'Karai Traditional House' with Shared Terrace and Balcony
Astypalea
The price is AED 1,057
AED 1,166 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Home 'Karai Traditional House' with Shared Terrace and Balcony
A rooftop pool with a view of a lake and a hill.

3. Siesta Villas, Cycladic Elegance with Castle View

Siesta Villas, Cycladic Elegance with Castle View
Livadi
10.0 out of 10, Exceptional, (1 review)
"Beautiful space with stunning views, great plunge pool and easy access to the beach. Hosts Popi and Antonio were fantastically kind, collecting us from the ferry, looking after our luggage on the last day and then delivering it to the port. They also delivered fresh pastries every day. Really enjoyed our time on Astypalea."
United States
Steve C.
The price is AED 714
AED 714 total
includes taxes & fees
20 Oct - 21 Oct
Siesta Villas, Cycladic Elegance with Castle View
A modern outdoor pool area with a view of a distant island and sea.

4. Siesta Villas, Cycladic Elegance With Castle View

Siesta Villas, Cycladic Elegance With Castle View
Astypalaia
The price is AED 565
AED 627 total
includes taxes & fees
20 Oct - 21 Oct
Siesta Villas, Cycladic Elegance With Castle View
A coastal view with a staircase leading to a building with white walls and blue accents.

5. Medieval Memory House

Medieval Memory House
Astypalaia
The price is AED 1,017
AED 1,123 total
includes taxes & fees
23 Oct - 24 Oct
Medieval Memory House
A coastal town with white buildings, a prominent stone tower, and a clear blue sky.

6. Apartment 'For Seven' with Balcony and Wi-Fi

Apartment 'For Seven' with Balcony and Wi-Fi
Astypalaia
The price is AED 599
AED 615 total
includes taxes & fees
1 Nov - 2 Nov
Apartment 'For Seven' 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.
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

Caldera Studios

Caldera Studios

8/10 Good
"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. The complimentary toiletries were also good. Our room was cleaned regularly by helpful and kind staff, but there was a slight musty smell inside the wardrobe - possibly just the smell of the wood used, as our room was really well ventilated. Plenty of hangers in the wardrobe, and adequate kitchenware. Note that listed 'Amenities' on Expedia website incl. 'safe at front desk' but there is no front desk or reception area; 'laundry facilities' also listed which doesn't apply to all rooms, and there is absolutely no restaurant/snack bar (or breakfast) offered on site... you must drive for 10 minutes up to Chora and then down to Livadi beach, or walk for 35 mins, to use the owner's taverna (but there are plenty of other nearby tavernas of course!). Sadly, the pool was not really usable for me - I prefer not to be completely out of my depth, so at 1.7m/1.8m it was too deep for me. Also, the area around the pool could do with some maintenance work/tidying up, especially if using the steps to the side of the accommodation to go down to the pool. Finally, wi-fi wasn't consistent - only really works with reliability on the balcony. However, we did really enjoy our stay here."
Tessa 10-night trip
Posted 13 days ago
Caldera Studios