Title: Book the Best HISTORIC Hotels in Cyclades Islands in 2026 | Expedia.ca [Cyclades Islands Travel Guide](https://expedia.ca/Cyclades-Islands.dx6051353)[Hotels in Cyclades Islands](https://expedia.ca/Cyclades-Islands-Hotels.d6051353.Travel-Guide-Hotels)[Vacation Rentals in Cyclades Islands](https://expedia.ca/Cyclades-Islands-Vacation-Rentals.d6051353.Travel-Guide-VacationRentals)[Flights to Cyclades Islands](https://expedia.ca/Cheap-Flights-To-Cyclades-Islands.d6051353.Travel-Guide-Flights)[Cyclades Islands Car Rentals](https://expedia.ca/Car-Rentals-In-Cyclades-Islands.d6051353.Car-Rental-Guide)[Cyclades Islands Vacation Packages](https://expedia.ca/Cyclades-Islands.d6051353.Destination-Travel-Guides) ![Oia featuring a coastal town and a luxury hotel or resort](https://images.trvl-media.com/place/6051970/d6d7c83d-2485-4cdd-aedf-ad3614820b31.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6051970/d6d7c83d-2485-4cdd-aedf-ad3614820b31.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 availability on Cyclades Islands Historic Hotels Tonight [Mar 4 - Mar 5](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2026-03-04&endDate=2026-03-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 5 - Mar 6](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2026-03-05&endDate=2026-03-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Cyclades Islands historic hotels ![Front of property - evening/night](https://images.trvl-media.com/lodging/114000000/113150000/113147100/113147006/6059e6eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113150000/113147100/113147006/8fb00f7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/114000000/113150000/113147100/113147006/7bcdaaad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/114000000/113150000/113147100/113147006/74fb08d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Portiani Suites [](https://www.expedia.ca/Milos-Hotels-Portiani-Suites.h113147006.Hotel-Information) Milos 9.6/10 Exceptional (26 reviews) "Great hotel location and friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nayeli CA $97 CA $111 total includes taxes & fees Mar 6 - Mar 7 [](https://www.expedia.ca/Milos-Hotels-Portiani-Suites.h113147006.Hotel-Information) ![Superior Double Room, 1 Double or 2 Single Beds](https://images.trvl-media.com/lodging/12000000/11430000/11429300/11429237/cbb03e43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (EUR 10 per person)](https://images.trvl-media.com/lodging/12000000/11430000/11429300/11429237/3ec5a511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Triple Room, Sea View | Terrace/patio](https://images.trvl-media.com/lodging/12000000/11430000/11429300/11429237/6bdc9adf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, 1 Double or 2 Single Beds](https://images.trvl-media.com/lodging/12000000/11430000/11429300/11429237/0f40d873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Capetan Giorgantas [](https://www.expedia.ca/Milos-Hotels-Capetan-Giorgantas.h11429237.Hotel-Information) Milos 9.4/10 Exceptional (140 reviews) "Great little place. Cute room, comfy bed, outdoor area off room and great breakky. Would definitely stay again. " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Nell CA $120 CA $137 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Milos-Hotels-Capetan-Giorgantas.h11429237.Hotel-Information) ![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/490000/483400/483342/ec133a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Mediterranean cuisine, pool views ](https://images.trvl-media.com/lodging/1000000/490000/483400/483342/6c55b776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, Sea View (First Floor)](https://images.trvl-media.com/lodging/1000000/490000/483400/483342/29679171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Mediterranean cuisine, pool views ](https://images.trvl-media.com/lodging/1000000/490000/483400/483342/76744c63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Semeli Hotel [](https://www.expedia.ca/Mykonos-Hotels-Semeli-Hotel.h483342.Hotel-Information) Mykonos 9.4/10 Exceptional (566 reviews) "Very very comfortable, great design, wonderful staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zinoviy CA $261 CA $304 total includes taxes & fees Mar 11 - Mar 12 [](https://www.expedia.ca/Mykonos-Hotels-Semeli-Hotel.h483342.Hotel-Information) ![Ruby Suite | Balcony view](https://images.trvl-media.com/lodging/3000000/2840000/2835900/2835868/bf8925db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pearl Suite | View from room](https://images.trvl-media.com/lodging/3000000/2840000/2835900/2835868/013271c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Emerald Suite | Balcony view](https://images.trvl-media.com/lodging/3000000/2840000/2835900/2835868/54ed1d9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aqua Marine Suite | View from room](https://images.trvl-media.com/lodging/3000000/2840000/2835900/2835868/df40f62d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adamant Suites [](https://www.expedia.ca/Santorini-Hotels-Adamant-Suites.h2835868.Hotel-Information) Santorini 9.8/10 Exceptional (166 reviews) "Super friendly staff . Amazing views from every room ." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maxim CA $230 CA $262 total includes taxes & fees Mar 28 - Mar 29 [](https://www.expedia.ca/Santorini-Hotels-Adamant-Suites.h2835868.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1850000/1841600/1841546/d25e88d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Royal Suite with Outdoor Hot Tub](https://images.trvl-media.com/lodging/2000000/1850000/1841600/1841546/009a2f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cave Honeymoon Suite, Indoor & Outdoor Hot Tub](https://images.trvl-media.com/lodging/2000000/1850000/1841600/1841546/b79be098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Black Rock Honeymoon Suite, Private Pool](https://images.trvl-media.com/lodging/2000000/1850000/1841600/1841546/28bc308a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Athina Luxury Suites [](https://www.expedia.ca/Santorini-Hotels-Athina-Luxury-Suites.h1841546.Hotel-Information) Santorini 9.4/10 Exceptional (487 reviews) "Clean rooms and very helpful and welcoming staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sima CA $356 CA $405 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Santorini-Hotels-Athina-Luxury-Suites.h1841546.Hotel-Information) ![Basic Villa](https://images.trvl-media.com/lodging/96000000/95510000/95505600/95505512/cd2d90bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Villa](https://images.trvl-media.com/lodging/96000000/95510000/95505600/95505512/c98af882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Villa](https://images.trvl-media.com/lodging/96000000/95510000/95505600/95505512/8888e1ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Villa | Living area](https://images.trvl-media.com/lodging/96000000/95510000/95505600/95505512/b945ef74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Serenity Villas with Private Jacuzzi [](https://www.expedia.ca/Santorini-Hotels-Sea-Serenity-Villas-With-Private-Jacuzzi.h95505512.Hotel-Information) Santorini CA $132 CA $153 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Santorini-Hotels-Sea-Serenity-Villas-With-Private-Jacuzzi.h95505512.Hotel-Information) ![Capanna Suite | View from room](https://images.trvl-media.com/lodging/2000000/1090000/1080700/1080695/ecb6d2b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Double Room, Balcony | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1090000/1080700/1080695/40d6b996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Open Plan Suite | Ground Floor or Upper Level](https://images.trvl-media.com/lodging/2000000/1090000/1080700/1080695/w5367h3693x0y0-c1b74d36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Capanna Suite | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1090000/1080700/1080695/0c45e4ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kalisti Hotel & Suites [](https://www.expedia.ca/Santorini-Hotels-Kalisti-Hotel-Suites.h1080695.Hotel-Information) Santorini 8.6/10 Excellent (265 reviews) "The property was very cute and quaint and very clean. Staff were incredible! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pamela CA $150 CA $187 total includes taxes & fees Apr 4 - Apr 5 [](https://www.expedia.ca/Santorini-Hotels-Kalisti-Hotel-Suites.h1080695.Hotel-Information) ![Duplex Suite with outdoor hottub Caldera View | Terrace/patio](https://images.trvl-media.com/lodging/5000000/4630000/4626500/4626467/761901c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/5000000/4630000/4626500/4626467/b37ffa84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, Sea View](https://images.trvl-media.com/lodging/5000000/4630000/4626500/4626467/a59019cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/5000000/4630000/4626500/4626467/d03f2253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Panorama Boutique Hotel- Adults only [](https://www.expedia.ca/Santorini-Hotels-Panorama-Boutique-Hotel.h4626467.Hotel-Information) Santorini 9.6/10 Exceptional (409 reviews) "Great place to stay, excellent staff " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Matt CA $342 CA $391 total includes taxes & fees Mar 19 - Mar 20 [](https://www.expedia.ca/Santorini-Hotels-Panorama-Boutique-Hotel.h4626467.Hotel-Information) ![Royal Suite Indoor Hot Tub | Living area](https://images.trvl-media.com/lodging/58000000/57250000/57249200/57249144/1a11d5d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Suite, Hot Tub, Partial Sea View](https://images.trvl-media.com/lodging/58000000/57250000/57249200/57249144/426722fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/58000000/57250000/57249200/57249144/e226e9ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Royal Suite Indoor Hot Tub | Living area](https://images.trvl-media.com/lodging/58000000/57250000/57249200/57249144/c09e4b82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hill Suites [](https://www.expedia.ca/Santorini-Hotels-Hill-Suites.h57249144.Hotel-Information) Santorini 9.8/10 Exceptional (330 reviews) "Loved my stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) LaCeche CA $160 CA $182 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Santorini-Hotels-Hill-Suites.h57249144.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/16000000/15170000/15163700/15163633/cf7b8ee4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite with a private Hot Tub & Caldera View](https://images.trvl-media.com/lodging/16000000/15170000/15163700/15163633/34029c46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/16000000/15170000/15163700/15163633/ae9b2799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/16000000/15170000/15163700/15163633/65993701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modernity Suites [](https://www.expedia.ca/Santorini-Hotels-Modernity-Suites.h15163633.Hotel-Information) Santorini 9.2/10 Wonderful (93 reviews) " Awesome! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris CA $202 CA $230 total includes taxes & fees Mar 28 - Mar 29 [](https://www.expedia.ca/Santorini-Hotels-Modernity-Suites.h15163633.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=2026-03-18&endDate=2026-03-19®ionId=6051353&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_6051353) ## Top Cyclades Islands Hotel Reviews ![Ira Hotel & Spa - Adults Only](https://images.trvl-media.com/lodging/7000000/6120000/6116900/6116875/a4b1b96d_y.jpg) ### Ira Hotel & Spa - Adults Only 10/10 Excellent "Amazing place!!!" [](https://expedia.ca/Santorini-Hotels-Ira-Hotel-Spa.h6116875.Hotel-Information) ![Rocabella Santorini Hotel & SPA ](https://images.trvl-media.com/lodging/2000000/1390000/1380900/1380881/dba784a2_y.jpg) ### Rocabella Santorini Hotel & SPA 10/10 Excellent "Beautiful location and views. Service was outstanding!!! Will be looking forward to our next visit " [](https://expedia.ca/Santorini-Hotels-Rocabella-Santorini-Hotel-SPA.h1380881.Hotel-Information) ![Harmony Boutique Hotel](https://images.trvl-media.com/lodging/2000000/1920000/1916100/1916074/c46d8a1f_y.jpg) ### Harmony Boutique Hotel 10/10 Excellent "Great room. Really helpful staff." [](https://expedia.ca/Mykonos-Hotels-Harmony-Boutique-Hotel.h1916074.Hotel-Information) ![Hermes Mykonos Hotel](https://images.trvl-media.com/lodging/5000000/4510000/4508100/4508077/9d1484b5_y.jpg) ### Hermes Mykonos Hotel 10/10 Excellent "Good location, beautiful views, comfortable rooms, helpful staff." [](https://expedia.ca/Mykonos-Hotels-Hermes-Mykonos-Hotel.h4508077.Hotel-Information) ![Hotel Sunny Villas](https://images.trvl-media.com/lodging/2000000/1100000/1095700/1095677/ef43db3b_y.jpg) ### Hotel Sunny Villas 10/10 Excellent "Beautiful stay in Santorini!" [](https://expedia.ca/Santorini-Hotels-Hotel-Sunny-Villas.h1095677.Hotel-Information) ![Galatia Villas](https://images.trvl-media.com/lodging/2000000/1720000/1719000/1718970/1ad9a083_y.jpg) ### Galatia Villas 10/10 Excellent "Probably the best experience I have had. The receptionist is amazingggg. He is so kind and schedule holtel pick up and drop with with daily refresh. Felt like I was at home . Will be back! Beautiful property. Very clean! Please go see it in person! 10/10" [](https://expedia.ca/Santorini-Hotels-Galatia-Villas.h1718970.Hotel-Information) ![Olea Bay Hotel](https://images.trvl-media.com/lodging/12000000/11580000/11577600/11577531/bfe45922_y.jpg) ### Olea Bay Hotel 10/10 Excellent "Amazing spot - would highly recommend to anyone" [](https://expedia.ca/Milos-Hotels-Olea-Bay-Hotel.h11577531.Hotel-Information) ![Palladium Hotel](https://images.trvl-media.com/lodging/1000000/530000/527300/527270/bf4fff31_y.jpg) ### Palladium Hotel 10/10 Excellent "Excellent hotel with great staff!" [](https://expedia.ca/Mykonos-Hotels-Palladium-Hotel.h527270.Hotel-Information) ![Kanale's Rooms and Suites](https://images.trvl-media.com/lodging/10000000/9310000/9303100/9303003/cf9394a1_y.jpg) ### Kanale's Rooms and Suites 10/10 Excellent "Every thing was great!" 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