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Astypalaia Vacation Rentals

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Oct 16 - Oct 17
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Oct 17 - Oct 19
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Oct 24 - Oct 26

Vacation Rentals in Astypalaia

Sundeck
Ihthioessa Boutique Hotel
Ihthioessa Boutique Hotel
2.0 star property
9.8 out of 10, Exceptional, (12)
"Everything was amazing and exceeded our expectations ! Location, cleanliness, and service were excellent. Hotel was walking distance to the center with amazing views. The room was spacious with balcony facing the water. The hostess,Efrosini, went above and beyond to help us with transportation, where to go, car rental, and what to do during our stay. She even helped us check out at a later time due to our flight time. The breakfast was also delicious with homemade baked goods. I highly recommend...
Ihthioessa Boutique Hotel
Terrace/patio
Fildisi Boutique Hotel
Fildisi Boutique Hotel
3.0 star property
10.0 out of 10, Exceptional, (8)
"Ilias Helen and the staff where wonderful "
Fildisi Boutique Hotel
Property grounds
Cozy Cycladic Beach House - Persefoni - ASTYPALEA
Cozy Cycladic Beach House - Persefoni - ASTYPALEA
$451 nightly
The price is $451
Oct 16 - Oct 17
Total with taxes and fees
Cozy Cycladic Beach House - Persefoni - ASTYPALEA
Marina
Casa Tholari Al Mare
Casa Tholari Al Mare
Casa Tholari Al Mare
Junior Studio Suite, 1 Bedroom, Sea View (Htenia) | View from room
Tholaria Boutique Hotel
Tholaria Boutique Hotel
2.0 star property
9.2 out of 10, Wonderful, (10)
"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. "
$187 nightly
The price is $215
Oct 25 - Oct 26
Total with taxes and fees
Tholaria Boutique Hotel
Family Room, Sea View | View from room
Kalderimi
Kalderimi
3.0 star property
9.6 out of 10, Exceptional, (7)
$73 nightly
The price is $89
Oct 17 - Oct 18
Total with taxes and fees
Kalderimi
Beach
Giasemi Rooms
Giasemi Rooms
Giasemi Rooms
Outdoor spa tub
Melograno Villas
Melograno Villas
10.0 out of 10, Exceptional, (7)
"The owner take care of guests in an amazing way,Vassliki is a super kind manager that is helpful for all you need."
$143 nightly
The price is $164
Oct 16 - Oct 17
Total with taxes and fees
Melograno Villas
Beach
Renovated traditional house
Renovated traditional house
9.6 out of 10, Exceptional, (23)
"We had a lovely 2.5 week stay in this very homely little house which has been beautifully restored. We particularly enjoyed eating breakfast and dinner on the balcony which has stunning views of the bay. We found the house well equipped, with a good range of kitchen utensils (including a garlic crusher!), many condiments and herbs provided, and even a washing machine. Although there was no air conditioning, we just opened all the windows and had plenty of ventilation. There is no wifi at...
Renovated traditional house
Exterior
Gerani Deluxe Houses with Sea View
Gerani Deluxe Houses with Sea View
10.0 out of 10, Exceptional, (1)
"Nous avons passé deux jours très agréables dans cet établissement. Nous sommes arrivés en ferry à 2h du matin et la propriétaire est gentiment venue nous récupérer en voiture pour nous mener à l’hôtel ! La chambre était sublime et tres bien placée ! Une belle cuisine pour cuisiner et bien équipée, il manquerait peut-être un plat pour aller au four. Le seul petit bémol serait qu’on nous propose une machine à laver sans lessive, c’est un peu dommage car nous avons dû acheter une bouteille de...
Gerani Deluxe Houses with Sea View
Melia Suites | Living area | Smart TV
Esperia Luxury Suites
Esperia Luxury Suites
8.8 out of 10, Excellent, (3)
"Beautiful and quiet space! Definitely recommend. "
$69 nightly
The price is $81
Oct 16 - Oct 17
Total with taxes and fees
Esperia Luxury Suites
Villa, 1 Bedroom, Sea View (Shell) | In-room safe, desk, soundproofing, iron/ironing board
Aegean Sea Villas
Aegean Sea Villas
10.0 out of 10, Exceptional, (2)
"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 . "
Aegean Sea Villas
Traditional Studio Suite, Mezzanine | Living area | Flat-screen TV
Gerani Deluxe Houses with Sea View 2
Gerani Deluxe Houses with Sea View 2
Gerani Deluxe Houses with Sea View 2
Deluxe Suite | Terrace/patio
Remezzo Suites
Remezzo Suites
10.0 out of 10, Exceptional, (2)
"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 !!! "
Remezzo Suites
Exterior
Provenzo Luxury Apartments & Suites
Provenzo Luxury Apartments & Suites
Provenzo Luxury Apartments & Suites
Exterior
Cycladic Seaview Beach House, Astypalaia Island
Cycladic Seaview Beach House, Astypalaia Island
Cycladic Seaview Beach House, Astypalaia Island
TV
Aether Luxury Apartment Pera Gialos
Aether Luxury Apartment Pera Gialos
Aether Luxury Apartment Pera Gialos
Luxury Suite, 1 Queen Bed, Private Pool, Oceanfront | Private spa tub
Castillio Hotel
Castillio Hotel
2.0 star property
9.8 out of 10, Exceptional, (10)
"Σε όλα άριστα. Καθαριότητα, άνεση, εξυπηρέτηση, περιβάλλον, οικοδεσπότες, προσωπικό, σε όλα άριστα"
Castillio Hotel
Property entrance
Papillon
Papillon
Papillon
Deluxe Apartment, 2 Bedrooms, Sea View (Mini Pool- Hot Tub) | Balcony view
Aphrodite Luxury Apartment
Aphrodite Luxury Apartment
10.0 out of 10, Exceptional, (3)
"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. "
Aphrodite Luxury Apartment
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

Chrysalis Boutique Hotel

Chrysalis Boutique Hotel

10/10 Excellent
"I had a wonderful stay at Hotel Chrysalis in Astypalaia. The staff were absolutely amazing—warm, welcoming, and always ready to help. My room was beautiful, and the view from the balcony was nothing short of magical!! One thing to keep in mind: if you book extra services like car rental or a massage, these are paid in cash, so it’s worth being prepared. Overall, a perfect stay and I would definitely return!"
Hayley 3-night trip
Posted 3 weeks ago
Chrysalis Boutique Hotel

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 $81 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?

Cozy Cycladic Beach House - Persefoni - ASTYPALEA: This Astypalaia vacation home rental has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Some other homes for rent in Astypalaia include Renovated traditional house and Cycladic Seaview Beach House, Astypalaia Island.

How many vacation rentals are there in Astypalaia?

Expedia has 18 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.