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

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Astypalaia holiday rentals

A pool area with a view of the sea, white furniture, and a small table with flowers.

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 3.440.443 ₫
3.826.995 ₫ total
includes taxes & fees
10 Oct - 11 Oct
Tholaria Boutique Hotel
A terrace with white walls and blue accents, overlooking a clear blue sea and a rocky coastline.

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 2.356.485 ₫
2.639.616 ₫ total
includes taxes & fees
16 Oct - 17 Oct
Ihthioessa Boutique Hotel
A rooftop terrace with a hot tub, lounge area, and a view of a hilltop cityscape at night.

3. 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 3.073.702 ₫
3.425.248 ₫ total
includes taxes & fees
23 Oct - 24 Oct
Melograno Villas
A cozy, well-lit room with a stone wall, a curved bench, a small table, and a staircase leading to an upper level.

4. 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 1.624.524 ₫
1.837.746 ₫ total
includes taxes & fees
23 Oct - 24 Oct
Esperia Luxury Suites
A modern outdoor pool area with a view of a distant island and sea.

5. Siesta Villas, Cycladic Elegance With Castle View

Siesta Villas, Cycladic Elegance With Castle View
Astypalaia
The price is 4.523.547 ₫
5.013.480 ₫ total
includes taxes & fees
11 Oct - 12 Oct
Siesta Villas, Cycladic Elegance With Castle View
A coastal view with a staircase leading to a building with white walls and blue accents.

6. Medieval Memory House

Medieval Memory House
Astypalaia
Medieval Memory House
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

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 3 days ago
Caldera Studios

Frequently asked questions

Can I find holiday rentals in Astypalaia?

Yes, there are holiday rentals close to the most popular sights in Astypalaia, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals are there in Astypalaia?

Expedia has 21 holiday 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 holiday rentals like in Astypalaia?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Astypalaia. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a family trip.