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

Our top choices for Astypalaia vacation rentals

A terrace with white walls and blue accents, overlooking a clear blue sea and a rocky coastline.

1. 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 ￥14,358
￥16,083 total
includes taxes & fees
Oct 16 - Oct 17
Ihthioessa Boutique Hotel
A pool area with a view of the sea, white furniture, and a small table with flowers.

2. 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 ￥20,349
￥22,647 total
includes taxes & fees
Oct 13 - Oct 14
Tholaria 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 ￥18,742
￥20,886 total
includes taxes & fees
Oct 24 - Oct 25
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 ￥9,905
￥11,206 total
includes taxes & fees
Oct 25 - Oct 26
Esperia Luxury Suites
A bedroom with a bed, a dresser, a mirror, and a television.

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

Apartment 'For Two' with Balcony and Wi-Fi
Astypalaia
The price is ￥16,491
￥19,151 total
includes taxes & fees
Oct 25 - Oct 26
Apartment 'For Two' with Balcony and Wi-Fi
A modern outdoor pool area with a view of a distant island and sea.

6. Siesta Villas, Cycladic Elegance With Castle View

Siesta Villas, Cycladic Elegance With Castle View
Astypalaia
The price is ￥26,479
￥29,362 total
includes taxes & fees
Oct 13 - Oct 14
Siesta Villas, Cycladic Elegance With Castle View
A view through a window of a coastal town with buildings, a fan, and a clear sky.

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

Holiday Home 'Karai Traditional House' with Shared Terrace and Balcony
Astypalea
The price is ￥27,249
￥32,994 total
includes taxes & fees
Oct 12 - Oct 13
Holiday Home 'Karai Traditional House' with Shared Terrace and Balcony
A rooftop pool with a view of a lake and a hill.

8. 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 ￥30,547
￥30,547 total
includes taxes & fees
Oct 12 - Oct 13
Siesta Villas, Cycladic Elegance with Castle View
A coastal view with a staircase leading to a building with white walls and blue accents.

9. Medieval Memory House

Medieval Memory House
Astypalaia
The price is ￥43,704
￥48,231 total
includes taxes & fees
Oct 23 - Oct 24
Medieval Memory House
A coastal town with white buildings, a prominent stone tower, and a clear blue sky.

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

Apartment 'For Seven' with Balcony and Wi-Fi
Astypalaia
The price is ￥25,711
￥26,420 total
includes taxes & fees
Nov 1 - Nov 2
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.
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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 5 days ago
Caldera Studios

Find out more about Astypalaia

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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.

What are some of the best vacation home rentals that Astypalaia has to offer?

Apartment 'For Seven' with Balcony and Wi-Fi: This Astypalaia vacation home rental is equipped with a balcony, WiFi, and cable TV to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Some other homes for rent in Astypalaia include Siesta Villas, Cycladic Elegance with Castle View and Renovated traditional house.

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.