Holiday Rentals Astypalaia from £54: Find Short-Term Rentals & Holiday Accommodations

Q: What are some of the best holiday rentals that Astypalaia has to offer?

Apartment 'For Seven' with Balcony and Wi-Fi : This highly rated holiday home rental in Astypalaia 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 that 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 .

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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

Astypalaia

Angelo

includes taxes & fees

9 Oct - 10 Oct

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

2. Ihthioessa Boutique Hotel

Astypalaia

Panagiotis

includes taxes & fees

20 Oct - 21 Oct

A rooftop terrace with a hot tub, lounge area, and a view of a hilltop cityscape at night.

3. Melograno Villas

Astypalaia

Luca

includes taxes & fees

6 Nov - 7 Nov

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

Astypalaia

Pénélope

includes taxes & fees

21 Oct - 22 Oct

A rooftop pool with a view of a lake and a hill.

5. Siesta Villas, Cycladic Elegance with Castle View

Livadi

Steve C.

includes taxes & fees

8 Oct - 9 Oct

A modern outdoor pool area with a view of a distant island and sea.

6. Siesta Villas, Cycladic Elegance With Castle View

Astypalaia

includes taxes & fees

31 Oct - 1 Nov

A coastal view with a staircase leading to a building with white walls and blue accents.

7. Medieval Memory House

Astypalaia

includes taxes & fees

23 Oct - 24 Oct

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

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

Astypalaia

includes taxes & fees

7 Nov - 8 Nov

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Top Astypalaia Hotel Reviews

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."

Castellano Village

10/10 Excellent

"I cannot praise the Castellano enough. Built in a Cycladic style, rooms are fresh, exceptionally clean and have all you need. Each room has a terrace or balcony, with pool views. Located 15 minute drive to Chora, directly under flight path (though with only 1-2 small planes a day, this has no effect, it is quiet and peaceful in its setting with lovely pool area and plenty of parking. Extremely comfortbale beds, with branded toiletries provided and replenished. Kitchenette has fridge, microwave, hob and kettle (nearest mini market is 5 min drive away). Excellent air conditioning, which was not too noisy as some can be. Where the Castellano truly shines and deserves 7 stars is its owners and staff. Right from walking in, Nikos and family were welcoming, friendly and always on hand. They genuinely wanted you to enjoy your stay and offer recommendations and help. Would absolutely recommend to anyone staying in Astypalaia - one of the best stays we've had in Greece."

Infinity Blue Suites

10/10 Excellent

"Wonderful hotel, excellent staff, helpfull in every way. Rooms are large, smartly furnished and comfortable. Breakfast is tops and made with fresh local ingredients. We had dinner at the hotel the first night we arrived. I would not recommended the dinner choices. The hotel is vertical like most of island. Before booking, please be sure thst you're able to go up and down many, many stairs."

Tholaria Boutique Hotel

10/10 Excellent

"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."

Find out more about Astypalaia

Everything you need to know about Astypalaia holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Astypalaia holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Astypalaia holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Astypalaia holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Astypalaia holiday rentals we have selected for you start as low as £54 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Astypalaia rentals

At Expedia, we put the best Astypalaia holiday 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 holiday.

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.

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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.

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

Apartment 'For Seven' with Balcony and Wi-Fi: This highly rated holiday home rental in Astypalaia 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 that 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 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.

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