Title: Astypalaia Vacation Home Rentals from CA $147: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Astypalaia](https://expedia.ca/Astypalaia-Hotels.d6134022.Travel-Guide-Hotels)[Vacation Rentals in Astypalaia](https://expedia.ca/Astypalaia-Vacation-Rentals.d6134022.Travel-Guide-VacationRentals)[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) ![Beautiful authentic Greek islands - Astypalea, Dodecanese](https://images.trvl-media.com/place/6134022/19055488-1397-4a52-bf90-15c2596e4e5b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6134022/19055488-1397-4a52-bf90-15c2596e4e5b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=6134022&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=6134022&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jul 3 - Jul 5](https://www.expedia.ca/Hotel-Search?regionId=6134022&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 31 - Aug 2](https://www.expedia.ca/Hotel-Search?regionId=6134022&startDate=2026-07-31&endDate=2026-08-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Astypalaia vacation homes ![Property grounds](https://images.trvl-media.com/lodging/112000000/111830000/111823900/111823893/7ee33d8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111830000/111823900/111823893/c3d375ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/112000000/111830000/111823900/111823893/26d27eea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111830000/111823900/111823893/a6483bec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment 'Sea View Studio' with Sea View, Wi-Fi and Air Conditioning [](https://www.expedia.ca/Astypalaia-Hotels-Apartment-Sea-View-Studio-With-Sea-View.h111823893.Hotel-Information) Astypalaia Town CA $145 CA $147 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/Astypalaia-Hotels-Apartment-Sea-View-Studio-With-Sea-View.h111823893.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83510000/83506800/83506779/a38eb037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83510000/83506800/83506779/db1c4669.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83510000/83506800/83506779/d013e1b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83510000/83506800/83506779/b1a920a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Villas, Cycladic Elegance with Castle View [](https://www.expedia.ca/Astypalaia-Hotels-Siesta-Villas-Nearby-Tzanaki-Beach.h83506779.Hotel-Information) Livadi CA $339 CA $339 total includes taxes & fees May 1 - May 2 [](https://www.expedia.ca/Astypalaia-Hotels-Siesta-Villas-Nearby-Tzanaki-Beach.h83506779.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111830000/111823900/111823887/83620e12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111830000/111823900/111823887/f7b699d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111830000/111823900/111823887/007ac4a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/112000000/111830000/111823900/111823887/c4fa83c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment 'For Two' with Balcony and Wi-Fi [](https://www.expedia.ca/Astypalaia-Hotels-Apartment-For-Two-With-Balcony-And-Wi-Fi.h111823887.Hotel-Information) Astypalaia CA $149 CA $152 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/Astypalaia-Hotels-Apartment-For-Two-With-Balcony-And-Wi-Fi.h111823887.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/92000000/91370000/91366400/91366379/a7928986.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91370000/91366400/91366379/ccbe6840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91370000/91366400/91366379/31f23c3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/92000000/91370000/91366400/91366379/ffd6a7e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home 'Karai Traditional House' with Shared Terrace and Balcony [](https://www.expedia.ca/Astypalaia-Hotels-Holiday-Home-Karai-Traditional-House-With-Shared-Terrace-And-Balcony.h91366379.Hotel-Information) Astypalea CA $282 CA $321 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/Astypalaia-Hotels-Holiday-Home-Karai-Traditional-House-With-Shared-Terrace-And-Balcony.h91366379.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83590000/83581000/83580991/a3ab7587.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83590000/83581000/83580991/5c053bbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83590000/83581000/83580991/9456e89c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83590000/83581000/83580991/e1e52117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cycladic Beach House - Persefoni - ASTYPALEA [](https://www.expedia.ca/Astypalaia-Hotels-Cozy-Cycladic-Beach-House-Persefoni-ASTYPALEA.h83580991.Hotel-Information) Astipalea CA $546 CA $621 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/Astypalaia-Hotels-Cozy-Cycladic-Beach-House-Persefoni-ASTYPALEA.h83580991.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111830000/111823900/111823889/cd93c3fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111830000/111823900/111823889/941f663c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111830000/111823900/111823889/554ecfe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111830000/111823900/111823889/92154cfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment 'For Seven' with Balcony and Wi-Fi [](https://www.expedia.ca/Astypalaia-Hotels-Apartment-For-Seven-With-Balcony-And-Wi-Fi.h111823889.Hotel-Information) Astypalaia CA $233 CA $235 total includes taxes & fees Apr 19 - Apr 20 [](https://www.expedia.ca/Astypalaia-Hotels-Apartment-For-Seven-With-Balcony-And-Wi-Fi.h111823889.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-04-21&endDate=2026-04-22®ionId=6134022&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Villas [](https://www.expedia.ca/Hotel-Search?destination=Astypalaia%2C+South+Aegean%2C+Greece®ionId=6134022&latLong=36.54733%2C26.351965&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=VILLA) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Astypalaia%2C+South+Aegean%2C+Greece®ionId=6134022&latLong=36.54733%2C26.351965&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Astypalaia%2C+South+Aegean%2C+Greece®ionId=6134022&latLong=36.54733%2C26.351965&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Astypalaia%2C+South+Aegean%2C+Greece®ionId=6134022&latLong=36.54733%2C26.351965&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=VACATION_HOME) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Astypalaia%2C+South+Aegean%2C+Greece®ionId=6134022&latLong=36.54733%2C26.351965&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=HOUSE_BOAT) ![](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-Private-Vacation-Homes.d6134022-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAstypalaia-Private-Vacation-Homes.d6134022-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Astypalaia Hotel Reviews ![Ihthioessa Boutique Hotel](https://images.trvl-media.com/lodging/24000000/23970000/23960600/23960580/7dfd0c0d_y.jpg) ### Ihthioessa Boutique Hotel 10/10 Excellent "Nice & polite staff. Good breakfast and clean rooms" [](https://expedia.ca/Astypalaia-Hotels-Ihthioessa-Boutique-Hotel.h23960580.Hotel-Information) ![Chrysalis Boutique Hotel](https://images.trvl-media.com/lodging/20000000/19160000/19157700/19157651/4db95cb0_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) ![Caldera Studios](https://images.trvl-media.com/lodging/23000000/22840000/22830300/22830263/f8ee6647_y.jpg) ### 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. " [](https://expedia.ca/Astypalaia-Hotels-Caldera-Studios.h22830263.Hotel-Information) ![Kallichoron Art Boutique Hotel](https://images.trvl-media.com/lodging/11000000/10990000/10986200/10986192/w4131h2895x0y0-1387d7d8_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/19000000/18080000/18077500/18077477/21008f8a_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/c91847ce_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 Hotel](https://images.trvl-media.com/lodging/29000000/28910000/28901300/28901227/c4c6c429_y.jpg) ### 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." [](https://expedia.ca/Astypalaia-Hotels-Fildisi-Boutique-Hotel.h28901227.Hotel-Information) ![Castellano Village](https://images.trvl-media.com/lodging/5000000/4430000/4423800/4423739/f05f8c0e_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) ## Find out more about Astypalaia ## Astypalaia Vacation Homes information | Number of reviews | | | ----------------- | ----------------- | | Accommodation | 16 Vacation Homes | | Lowest Price | CA $147 | | Highest Price | CA $621 |