Title: Astypalaia Vacation Rentals from CA $623: Short-Term Rentals for 2026 | Expedia.ca [Hotels in Astypalaia](https://expedia.ca/Astypalaia-Hotels.d6134022.Travel-Guide-Hotels)[Astypalaia Car Rentals](https://expedia.ca/Car-Rentals-In-Astypalaia.d6134022.Car-Rental-Guide)[Astypalaia Vacation Packages](https://expedia.ca/Astypalaia.d6134022.Destination-Travel-Guides) ![Astypalea is a remote Greek island technically in the Dodecanese but more like the Cyclades. Not the easiest to get to (we flew) and not much to do but a lovely glimpse of Greece away from the hordes on an island hopping trip](https://images.trvl-media.com/place/6134022/5f677cfc-1f1c-460f-9c8d-7288323c4c8c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Ceri Phillips # Astypalaia Vacation Rentals - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6134022&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6134022&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6134022&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=6134022&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FAstypalaia-Vacation-Rentals.d6134022.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAstypalaia-Vacation-Rentals.d6134022.Travel-Guide-VacationRentals) ## Top Astypalaia Hotel Reviews ![Chrysalis Boutique Hotel](https://images.trvl-media.com/lodging/20000000/19160000/19157700/19157651/a15418cd_y.jpg) ### 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!" [](https://expedia.ca/Astypalaia-Hotels-Chrysalis-Boutique-Hotel.h19157651.Hotel-Information) ![Kallichoron Art Boutique Hotel](https://images.trvl-media.com/lodging/11000000/10990000/10986200/10986192/7df50676_y.jpg) ### Kallichoron Art Boutique Hotel 10/10 Excellent "Centrally located" [](https://expedia.ca/Astypalaia-Hotels-Kallichoron-Art-Boutique-Hotel.h10986192.Hotel-Information) ![Aegean Sea Villas](https://images.trvl-media.com/lodging/19000000/18080000/18077500/18077477/5433f7b9_y.jpg) ### Aegean Sea Villas 10/10 Excellent "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 . " [](https://expedia.ca/Astypalaia-Hotels-Aegean-Sea-Villas.h18077477.Hotel-Information) ![Tholaria Boutique Hotel](https://images.trvl-media.com/lodging/5000000/4860000/4855800/4855756/cdba0eec_y.jpg) ### 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!! " [](https://expedia.ca/Astypalaia-Hotels-Tholaria-Boutique-Hotel.h4855756.Hotel-Information) ![Pylaia Boutique Hotel & Spa](https://images.trvl-media.com/lodging/4000000/3900000/3894100/3894002/cd3935f4_y.jpg) ### Pylaia Boutique Hotel & Spa 10/10 Excellent "Room are modern updated and chic Bed was fine Food was excellent. They make omelets on request and specialty coffees without charge Baked good are from a nearby bakery and were excellent. We even went to the bakery to buy items" [](https://expedia.ca/Astypalaia-Hotels-Pylaia-Boutique-Hotel-Spa.h3894002.Hotel-Information) ![Fildisi Boutique Hotel](https://images.trvl-media.com/lodging/29000000/28910000/28901300/28901227/2fb3aba1_y.jpg) ### Fildisi Boutique 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." [](https://expedia.ca/Astypalaia-Hotels-Fildisi-Boutique-Hotel.h28901227.Hotel-Information) ![Mouras Resort - Luxury Maisonette Villas](https://images.trvl-media.com/lodging/9000000/8030000/8023700/8023688/e1e6b87f_y.jpg) ### Mouras Resort - Luxury Maisonette Villas 10/10 Excellent "The standard of accommodation was amazing. The staff were delightful. We could not have wished for a better experience. The property was deep cleaned multiple times during our stay. We had total privacy and the rooftop area was not overlooked which was a bonus in the evening. We really enjoyed the late sunshine experience. Our hosts bandalush and Maria were so personable and they even helped me learn some very useful Greek phrases. Nothing was too much trouble and the breakfast was just amazing. I would not hesitate to recommend the Mouras resort." [](https://expedia.ca/Astypalaia-Hotels-Mouras-Resort-Luxury-Maisonette-Villas.h8023688.Hotel-Information) ![Castellano Village](https://images.trvl-media.com/lodging/5000000/4430000/4423800/4423739/0d661362_y.jpg) ### Castellano Village 10/10 Excellent "Staff really friendly, cleanliness of the whole resort was superb. Beautiful infinity pool, kept amazingly clean.The area was beautiful, lovely beaches within walking distance. Couldn’t ask for a better place to stay." [](https://expedia.ca/Astypalaia-Hotels-Castellano-Village.h4423739.Hotel-Information) ![Aphrodite Studios](https://images.trvl-media.com/lodging/10000000/9450000/9441500/9441425/f4574e6d_y.jpg) ### Aphrodite Studios 10/10 Excellent "Everything was truly excellent, from the moment we arrived at the port until we left. The free shuttle service to the hotel, the perfect service, the wonderful view, the breakfast, the price. Last but not least the incredible Mrs Eirini, taking care of everything you may need." [](https://expedia.ca/Astypalaia-Hotels-Aphrodite-Studios.h9441425.Hotel-Information) ## Find out more about Astypalaia You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded. As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Astypalaia. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do. ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals ](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals ](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals ](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals ](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals ](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals ](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Tofino Vacation Rentals ](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals) - [Calgary Vacation Rentals ](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals) - [Costa Rica Vacation Rentals ](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations) - [Vancouver Island Vacation Rentals ](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals) - [Puerto Vallarta Vacation Rentals ](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals) - [Hawaii Vacation Rentals ](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Toronto Vacation Rentals ](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals) - [Banff Vacation Rentals ](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals) - [Penticton Vacation Rentals ](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals) - [Osoyoos Vacation Rentals ](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals) - [Mont Tremblant Vacation Rentals ](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals) - [Big White Ski Resort Vacation Rentals ](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals) - [Ontario Vacation Rentals ](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations) - [British Columbia Vacation Rentals ](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations) - [Prince Edward Island Vacation Rentals ](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations) - [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals) ## Frequently asked questions ### Can I find vacation rentals in Astypalaia? 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