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 [Jan 18 - Jan 19](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2026-01-18&endDate=2026-01-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 19 - Jan 20](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2026-01-19&endDate=2026-01-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Cyclades Islands historic hotels ![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) ![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) ![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) ![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 (321 reviews) "Good room, friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca CA $127 CA $145 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Santorini-Hotels-Hill-Suites.h57249144.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 $128 CA $146 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Milos-Hotels-Capetan-Giorgantas.h11429237.Hotel-Information) ![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) ![Deluxe Suite, Balcony, Sea View](https://images.trvl-media.com/lodging/114000000/113150000/113147100/113147006/w7984h5323x11y0-35434b3c.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) ### Portiani Suites [](https://www.expedia.ca/Milos-Hotels-Portiani-Suites.h113147006.Hotel-Information) Milos 9.6/10 Exceptional (25 reviews) "Great hotel location and friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nayeli CA $136 CA $155 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Milos-Hotels-Portiani-Suites.h113147006.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) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/490000/483400/483342/85dc9d64.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) ![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 (565 reviews) "Very very comfortable, great design, wonderful staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zinoviy CA $236 CA $276 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Mykonos-Hotels-Semeli-Hotel.h483342.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) ![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) ![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) ![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) ### Athina Luxury Suites [](https://www.expedia.ca/Santorini-Hotels-Athina-Luxury-Suites.h1841546.Hotel-Information) Santorini 9.4/10 Exceptional (481 reviews) "Clean rooms and very helpful and welcoming staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sima CA $235 CA $268 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Santorini-Hotels-Athina-Luxury-Suites.h1841546.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1850000/1841600/1841550/95fabce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Senior Studio Suite, 1 Queen Bed, Sea View | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1850000/1841600/1841550/3dd22cad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, Jetted Tub (Caldera View)](https://images.trvl-media.com/lodging/2000000/1850000/1841600/1841550/1ab51373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Villa](https://images.trvl-media.com/lodging/2000000/1850000/1841600/1841550/2ac09b42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nefeles Luxury Suites [](https://www.expedia.ca/Santorini-Hotels-Nefeles-Luxury-Suites.h1841550.Hotel-Information) Santorini 9.6/10 Exceptional (165 reviews) "Love it highly recommended " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rodney CA $263 CA $300 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Santorini-Hotels-Nefeles-Luxury-Suites.h1841550.Hotel-Information) ![Deluxe Sea View Suite with Indoor & Outdoor Hot Tub](https://images.trvl-media.com/lodging/94000000/93400000/93399700/93399700/d7e2c81f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Sea View Suite with Indoor & Outdoor Hot Tub](https://images.trvl-media.com/lodging/94000000/93400000/93399700/93399700/214d8b29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Sea View Suite with Indoor & Outdoor Hot Tub](https://images.trvl-media.com/lodging/94000000/93400000/93399700/93399700/7b28f86c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Sea View Suite with Indoor & Outdoor Hot Tub](https://images.trvl-media.com/lodging/94000000/93400000/93399700/93399700/5050a5e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tataki Family Hotel [](https://www.expedia.ca/Santorini-Hotels-Fira-Vista-Hotel.h93399700.Hotel-Information) Santorini 8.6/10 Excellent (7 reviews) "Location location location cannot say more! Near the buses and food. Lots of options for food and shopping! Bus station that goes to Oia and airport 3min walk. George was super friendly and made sure we had everything we needed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hemang [](https://www.expedia.ca/Santorini-Hotels-Fira-Vista-Hotel.h93399700.Hotel-Information) ![Superior Suite](https://images.trvl-media.com/lodging/10000000/9440000/9437000/9436992/5b744553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9440000/9437000/9436992/b9bee9d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite | Terrace/patio](https://images.trvl-media.com/lodging/10000000/9440000/9437000/9436992/9b74f5f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite | Living area](https://images.trvl-media.com/lodging/10000000/9440000/9437000/9436992/523f0628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Central Fira [](https://www.expedia.ca/Santorini-Hotels-Central-Fira-Hotel.h9436992.Hotel-Information) Santorini 8.4/10 Very good (69 reviews) "Location is excellent. 5 minutes walk to bus station. Restaurants, souvenirs shops are around the hotel. Comfortable bed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ivy [](https://www.expedia.ca/Santorini-Hotels-Central-Fira-Hotel.h9436992.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/28000000/27340000/27330400/27330335/0a188aa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/28000000/27340000/27330400/27330335/f44b474a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/28000000/27340000/27330400/27330335/44efac3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/28000000/27340000/27330400/27330335/1b1cb4ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### QUIET PART OF FIRA VERY CENTRAL 3 BEDROOM 2 BATHROOMS SPACIOUS TRADITION MODERN [](https://www.expedia.ca/Santorini-Hotels-Quiet-Part-OF-Fira-Very-Central-3-Bedroom-2-Bathrooms-Spacious-Tradition-Modern.h27330335.Hotel-Information) fira 10/10 Exceptional (13 reviews) "Our stay was wonderful great location, clean, well stocked and easy check in" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sara s. CA $323 CA $597 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Santorini-Hotels-Quiet-Part-OF-Fira-Very-Central-3-Bedroom-2-Bathrooms-Spacious-Tradition-Modern.h27330335.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34390000/34383100/34383012/59f85c80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34390000/34383100/34383012/bf7ba3d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/35000000/34390000/34383100/34383012/98578fa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34390000/34383100/34383012/bf0302fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SantoriniParadise: PARADISE cave house, indoor winery & outdoor hot tub, Caldera [](https://www.expedia.ca/Santorini-Hotels-SantoriniParadise-PARADISE-Cave-House.h34383012.Hotel-Information) santorini 9.8/10 Exceptional (121 reviews) "Location was incredible and the view" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexandra D. CA $290 CA $474 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Santorini-Hotels-SantoriniParadise-PARADISE-Cave-House.h34383012.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=2026-02-01&endDate=2026-02-02®ionId=6051353&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Cyclades Islands Hotel Reviews ![Ira Hotel & Spa - Adults Only](https://images.trvl-media.com/lodging/7000000/6120000/6116900/6116875/c1b6b3c6_y.jpg) ### Ira Hotel & Spa - Adults Only 10/10 Excellent "The staffs are great . Clean is room and quiet . Amenities are great . The view in the hotel is stunning and amazing . Recommended ! Thank you Kostas for your great service . Maria and Tim " [](https://expedia.ca/Santorini-Hotels-Ira-Hotel-Spa.h6116875.Hotel-Information) ![Hotel Sunny Villas](https://images.trvl-media.com/lodging/2000000/1100000/1095700/1095677/1e5cde74_y.jpg) ### Hotel Sunny Villas 10/10 Excellent "Beautiful stay in Santorini!" [](https://expedia.ca/Santorini-Hotels-Hotel-Sunny-Villas.h1095677.Hotel-Information) ![Volcano View Hotel Santorini](https://images.trvl-media.com/lodging/2000000/1080000/1071600/1071551/a63cc6f8_y.jpg) ### Volcano View Hotel Santorini 10/10 Excellent "Excellent views and a good room with decent amenities. " [](https://expedia.ca/Santorini-Hotels-Volcano-View-Hotel-Santorini.h1071551.Hotel-Information) ![Myconian Ambassador Hotel Relais & Chateaux](https://images.trvl-media.com/lodging/2000000/1050000/1040900/1040845/31dd7469_y.jpg) ### Myconian Ambassador Hotel Relais & Chateaux 10/10 Excellent "Everything was perfect." [](https://expedia.ca/Mykonos-Hotels-Myconian-Ambassador-Hotel-Relais-Chateaux.h1040845.Hotel-Information) ![Poseidon Hotel & Suites](https://images.trvl-media.com/lodging/2000000/1190000/1187200/1187158/8f5a371b_y.jpg) ### Poseidon Hotel & Suites 10/10 Excellent "We loved this hotel and the location. It was perfect. The room was great and very clean, the view was spectacular and the staff were very nice! We would definitely recommend staying here!" [](https://expedia.ca/Mykonos-Hotels-Poseidon-Hotel-Suites.h1187158.Hotel-Information) ![Palladium Hotel](https://images.trvl-media.com/lodging/1000000/530000/527300/527270/f6fbd8e2_y.jpg) ### Palladium Hotel 10/10 Excellent "Excellent hotel with great staff!" [](https://expedia.ca/Mykonos-Hotels-Palladium-Hotel.h527270.Hotel-Information) ![Hotel Petinos](https://images.trvl-media.com/lodging/3000000/2340000/2335200/2335172/9bf5def5_y.jpg) ### Hotel Petinos 10/10 Excellent "Fantastic place to stay. Super beachfront location. Hotel was lovely. Would definitely stay again." [](https://expedia.ca/Mykonos-Hotels-Hotel-Petinos.h2335172.Hotel-Information) ![Astro Palace Hotel & Spa](https://images.trvl-media.com/lodging/4000000/3630000/3625800/3625705/9bed4f63_y.jpg) ### Astro Palace Hotel & Spa 10/10 Excellent "My husband and I stayed at this hotel with our 3-month-old baby for 2 nights — and immediately wished we had booked a longer stay. From the moment we arrived, the staff went above and beyond to make us feel welcome. We've travelled a lot around the world, but the reception team here truly stood out as the most friendly, helpful, and accommodating we've ever encountered. They made travelling with a young baby remarkably easy and we were so grateful. We booked a Senior Suite with an outdoor terrace and private jacuzzi — and it was absolutely perfect. The space was beautiful, and we loved having the jacuzzi to relax in. The pool area was peaceful with comfortable sun loungers, and breakfast each morning was a lovely experience, made even better by the attentive and kind staff. We also really appreciated the location — just an 8-minute uphill walk to the centre of Fira. Overall, we had a fantastic stay and would highly recommend this hotel to anyone visiting Fira." [](https://expedia.ca/Santorini-Hotels-Astro-Palace-Hotel-Spa.h3625705.Hotel-Information) ![Nissaki Beach Hotel](https://images.trvl-media.com/lodging/2000000/1770000/1764800/1764795/8d68c15f_y.jpg) ### Nissaki Beach Hotel 10/10 Excellent "Excellent place to stay, close to town and shopping and employee were really nice." 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