Astypalaia Vacation Rentals from $73: Search Short-Term Rentals

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

Renovated traditional house : This Astypalaia vacation home rental offers a fireplace, a balcony, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. Make the most of the books in this rental home to help you unwind. Some other homes for rent in Astypalaia include Cycladic Seaview Beach House, Astypalaia Island and Cozy Cycladic Beach House - Persefoni - ASTYPALEA .

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Our top choices for Astypalaia vacation rentals

Melograno Villas

Astypalaia

Luca

$132 nightly

Apr 19 - Apr 20

Total with taxes and fees

Remezzo Suites

Astypalaia

Anonymous traveler

$129 nightly

May 1 - May 2

Total with taxes and fees

Junior Studio Suite, 1 Bedroom, Private Pool, Sea View (Imerovigli) | Room amenity

Tholaria Boutique Hotel

Astypalaia

MARIA JOSE

$152 nightly

May 1 - May 2

Total with taxes and fees

Stelia Suite | Premium bedding, memory foam beds, in-room safe, soundproofing

Esperia Luxury Suites

Astypalaia

Pénélope

$64 nightly

May 1 - May 2

Total with taxes and fees

Apartment 'Sea View Studio' with Sea View, Wi-Fi and Air Conditioning

Astypalaia Town

$104 nightly

Apr 7 - Apr 8

Total with taxes and fees

Siesta Villas, Cycladic Elegance with Castle View

Livadi

$243 nightly

May 1 - May 2

Total with taxes and fees

Apartment 'For Two' with Balcony and Wi-Fi

Astypalaia

$107 nightly

Apr 7 - Apr 8

Total with taxes and fees

1 bedroom, iron/ironing board, free WiFi, bed sheets

Apartment 'Stampalia Luxury No 1' with Sea View, Wi-Fi and Air Conditioning

Astypalaia Town

$101 nightly

Apr 7 - Apr 8

Total with taxes and fees

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Top Astypalaia Hotel Reviews

Ihthioessa Boutique Hotel

10/10 Excellent

"Nice & polite staff. Good breakfast and clean rooms"

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!"

Caldera Studios

6/10 Okay

"The location of the property was amazing, the view was priceless. There was an error with our booking and we needed an extra night and we were accommodated, which was greatly appreciated. The property was poorly maintained and not very clean. The rooms are not serviced. We were able to ask for what we needed, towels, extra linen. We were able to clean our room and the floor ourselves when required. Overall we had a great stay and the room accommodated our family of four. "

Tholaria Boutique Hotel

10/10 Excellent

"The hotel has 'local colour ' features and is perfectly located in the Chora. Our room had a fantastic sea view overlooking a small cove. Breakfast had new additions daily using local products as much as possible. Above all Maria is the most pleasant and accommodating host ever!!!! Always there to assist with anything, with the most pleasant smile!! "

Fildisi Hotel

10/10 Excellent

"From the moment we arrived at Fildisi Boutique Hotel, we were welcomed with warmth, elegance, and a breathtaking view of the Aegean that immediately set the tone for a perfect stay. Nestled on the hillside with panoramic views of Chora and the sea, the location alone is worth the visit, but what truly sets Fildisi apart is its quiet luxury, attention to detail, and heartfelt hospitality. The suite was spacious, beautifully decorated with a blend of island charm and modern comfort, and spotlessly clean. The private terrace offered a stunning sunrise each morning and a peaceful breeze in the evenings. Breakfast was a highlight, featuring fresh, local ingredients and homemade delicacies, always served with a smile. But most of all, it’s the people who make Fildisi unforgettable. The staff went above and beyond to ensure our stay was perfect, offering tips, arranging transfers, and genuinely making us feel at home. We left with hearts full of gratitude and already dreaming of our return. If you're seeking a refined, peaceful, and authentic experience in Astypalaia, Fildisi Boutique Hotel is simply the best choice."

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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 $73 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.

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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?

Renovated traditional house: This Astypalaia vacation home rental offers a fireplace, a balcony, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. Make the most of the books in this rental home to help you unwind. Some other homes for rent in Astypalaia include Cycladic Seaview Beach House, Astypalaia Island and Cozy Cycladic Beach House - Persefoni - ASTYPALEA.

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?

Livadi Beach and Ágios Kostantínos are a couple of lovely local spots to get outside and enjoy nature. Central Square and Astypalea Windmills 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.

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Our top choices for Astypalaia vacation rentals

Melograno Villas

Remezzo Suites

Tholaria Boutique Hotel

Esperia Luxury Suites

Apartment 'Sea View Studio' with Sea View, Wi-Fi and Air Conditioning

Siesta Villas, Cycladic Elegance with Castle View

Apartment 'For Two' with Balcony and Wi-Fi

Apartment 'Stampalia Luxury No 1' with Sea View, Wi-Fi and Air Conditioning

Siesta Villas, Cycladic Elegance With Castle View

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

Aphrodite Luxury Apartment

Cozy Cycladic Beach House - Persefoni - ASTYPALEA

Apartment 'For Seven' with Balcony and Wi-Fi

Ferretti Yacht 19m, a Luxury Accommodation with Astypalea VIP Yachting

Find vacation rentals that suit your style

Top Astypalaia Hotel Reviews

Ihthioessa Boutique Hotel

Chrysalis Boutique Hotel

Caldera Studios

Kallichoron Art Boutique Hotel

Aegean Sea Villas

Tholaria Boutique Hotel

Pylaia Boutique Hotel & Spa

Fildisi Hotel

Castellano Village

Find out more about Astypalaia

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