Title: Book the Best HISTORIC Hotels in Cyclades Islands in 2025 | 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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/37000/37814-Mykonos-Town.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Cyclades Islands from CA $88 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2025-09-30&endDate=2025-10-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2025-10-01&endDate=2025-10-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cyclades Islands Historic Hotels ![Property grounds](https://images.trvl-media.com/lodging/6000000/5290000/5281600/5281570/6ef4a8fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Buffet](https://images.trvl-media.com/lodging/6000000/5290000/5281600/5281570/73f7c792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/6000000/5290000/5281600/5281570/7dd2035a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5290000/5281600/5281570/aa99ae7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Leto Hotel Mykonos 8.4/10 Very good (290) "When this hotel says “standard” room, be prepared for a motel 6 room! A mattress with no headboard. A small shower with a shower curtain 6”too short so the whole bathroom floods, literally. Had to complain and ask for another room, which they gave us for the second night. Second room better. View of water and a bathtub so no flooded floor! Hotel is very tired. Needs major rehabilitation. Breakfast ok but not great. Even coffee was lukewarm. The only positive is that the hotel is right on the... [](https://www.expedia.ca/Mykonos-Hotels-Leto-Hotel.h5281570.Hotel-Information) ![Balcony view](https://images.trvl-media.com/lodging/9000000/8650000/8644900/8644870/ea11cec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-refrigerator](https://images.trvl-media.com/lodging/9000000/8650000/8644900/8644870/6e9374f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/9000000/8650000/8644900/8644870/61dd6bb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room](https://images.trvl-media.com/lodging/9000000/8650000/8644900/8644870/d29371e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Helmos Naxos 9.4/10 Exceptional (88) "Its my 2nd time here and all i can say its great not far from the town 5 min to the beach and of course the owner of the hotel Mr Bill great hospitality thank you for everything i do recommend anyone coming to this hotel go to his new cafe called Jasmine Cafe" [](https://www.expedia.ca/Naxos-Hotels-Hotel-Helmos.h8644870.Hotel-Information) ![Suite (Cave)](https://images.trvl-media.com/lodging/4000000/3100000/3096300/3096234/b79985fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Sailing) | Living area](https://images.trvl-media.com/lodging/4000000/3100000/3096300/3096234/4ad7d3ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/4000000/3100000/3096300/3096234/e8fe039a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Cave) | Living area](https://images.trvl-media.com/lodging/4000000/3100000/3096300/3096234/4cfc16c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1864 The Sea Captain's House Santorini 9.8/10 Exceptional (134) "This location gets a 10 rating. Excellent location, and the room was very comfortable. The breakfast was outstanding and the staff was very attentive. Below our balcony is where all the popular Blue Dome photos are taken. " CA $431 CA $490 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Santorini-Hotels-1864-The-Sea-Captains-House.h3096234.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/10000000/9860000/9853200/9853144/1801616c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon House, 1 Bedroom | Terrace/patio](https://images.trvl-media.com/lodging/10000000/9860000/9853200/9853144/69720200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon House, 1 Bedroom | Terrace/patio](https://images.trvl-media.com/lodging/10000000/9860000/9853200/9853144/71f1332f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon House, 1 Bedroom](https://images.trvl-media.com/lodging/10000000/9860000/9853200/9853144/3b5dbef8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Azalea Houses Santorini 10/10 Exceptional (31) "Unique living experience in a cave house " [](https://www.expedia.ca/Santorini-Hotels-Azalea-Houses.h9853144.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/200300/200273/ccd8a883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/210000/200300/200273/91cc032a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Triple Room | Garden view](https://images.trvl-media.com/lodging/1000000/210000/200300/200273/9b3a99f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/210000/200300/200273/37fcd35e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tharroe of Mykonos Mykonos 9.6/10 Exceptional (176) "Great place" CA $269 CA $331 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Mykonos-Hotels-Tharroe-Of-Mykonos.h200273.Hotel-Information) ![Outdoor wedding area](https://images.trvl-media.com/lodging/9000000/8380000/8376500/8376489/9737fa06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room (Caldera View)](https://images.trvl-media.com/lodging/9000000/8380000/8376500/8376489/w3495h2323x0y11-bf8fa934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room (Caldera View) | View from room](https://images.trvl-media.com/lodging/9000000/8380000/8376500/8376489/1e773ea0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room with Private Pool & Caldera view | Private pool](https://images.trvl-media.com/lodging/9000000/8380000/8376500/8376489/c2ea2fa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Goulielmos Santorini 9.4/10 Exceptional (102) "The staff were brilliant, so lovely and polite, the hotel is small but has the most beautiful views. For us it was convenient and affordable and we will probably stay there again in the future. There isn’t a lot to do in the hotel or the surrounding area but we got cabs to city centres. " CA $133 CA $168 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Santorini-Hotels-Hotel-Goulielmos.h8376489.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/5000000/4330000/4322700/4322689/af345c6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, 1 Bedroom, City View (Sea or City view)](https://images.trvl-media.com/lodging/5000000/4330000/4322700/4322689/2213dac6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/5000000/4330000/4322700/4322689/88bd003e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/5000000/4330000/4322700/4322689/3d135d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nastasia Village Boutique Hotel Naxos 9.6/10 Exceptional (166) "The property is so nice with beautiful property and the breakfast was amazing ! So nice would for sure stay here again ! " CA $129 CA $150 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Naxos-Hotels-Nastasia-Village-Boutique-Hotel.h4322689.Hotel-Information) ![Indoor spa tub](https://images.trvl-media.com/lodging/7000000/6840000/6831400/6831330/2bd12733.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/7000000/6840000/6831400/6831330/0bc47add.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, Multiple Beds, Jetted Tub, Sea View (Saphire - Private Heated Pool)](https://images.trvl-media.com/lodging/7000000/6840000/6831400/6831330/8d013992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/7000000/6840000/6831400/6831330/abfc88c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Celestia Grand Santorini 9.6/10 Exceptional (90) "Outstanding property with an amazing view of the Caldera, a great breakfast, and a wonderful concierge. Definitely stay here if you are looking to treat yourself." CA $775 CA $905 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Santorini-Hotels-Celestia-Grand.h6831330.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/3000000/2540000/2537800/2537782/fb20414f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2540000/2537800/2537782/6d559a51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/3000000/2540000/2537800/2537782/e4953625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Triple Room](https://images.trvl-media.com/lodging/3000000/2540000/2537800/2537782/79913bcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Panorama Naxos 9.2/10 Wonderful (93) "The hospitality of the staff was excellent! Thank you! " CA $79 CA $93 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Naxos-Hotels-Panorama.h2537782.Hotel-Information) ![Seasonal outdoor pool, open 9 AM to 10 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/5000000/4790000/4781100/4781017/79dec2d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/5000000/4790000/4781100/4781017/d609347a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4790000/4781100/4781017/bd6330e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/5000000/4790000/4781100/4781017/d0ec7726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Skala Hotel Ios 8.4/10 Very good (90) "The kindness of the property owner is evident when you stay here. We were very lucky to enjoy this place in the off season and really get to know some of the locals." CA $75 CA $88 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Ios-Hotels-Skala-Hotel.h4781017.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=2025-10-14&endDate=2025-10-15®ionId=6051353&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Cyclades Islands Hotel Reviews ![Palladium Hotel](//images.trvl-media.com/lodging/1000000/530000/527300/527270/f6fbd8e2_y.jpg) ### Palladium Hotel 10/10 Excellent "The people at this hotel were the best. The same 6 or so staff members are the desk clerks, concierge, baristas, restaurant servers, luggage handlers. Always a smile and friendly. Morning breakfast was outstanding." [](https://expedia.ca/Mykonos-Hotels-Palladium-Hotel.h527270.Hotel-Information) ![De Sol Spa Hotel](//images.trvl-media.com/lodging/7000000/6840000/6839300/6839252/6cec4f19_y.jpg) ### De Sol Spa Hotel 10/10 Excellent "The hotel is well maintained, our hotel room was great and the reception staff were fantastic. " [](https://expedia.ca/Santorini-Hotels-De-Sol-Spa-Hotel.h6839252.Hotel-Information) ![Hotel Sunny Villas](//images.trvl-media.com/lodging/2000000/1100000/1095700/1095677/1e5cde74_y.jpg) ### Hotel Sunny Villas 10/10 Excellent "The staff was so happy to help with any and all needs . They cared about the people who stayed there and was always willing to listen and support them. " [](https://expedia.ca/Santorini-Hotels-Hotel-Sunny-Villas.h1095677.Hotel-Information) ![The Majestic Hotel](//images.trvl-media.com/lodging/1000000/870000/866200/866124/97f44cce_y.jpg) ### The Majestic Hotel 10/10 Excellent "very nice hotel. Great location and courteous staff. I highly recommend it." [](https://expedia.ca/Santorini-Hotels-The-Majestic-Hotel.h866124.Hotel-Information) ![Andronis Luxury Suites](//images.trvl-media.com/lodging/3000000/2030000/2024900/2024808/w1000h663x0y3-8407db7c_y.jpg) ### Andronis Luxury Suites 10/10 Excellent "We had an amazing hotel stay at the Andronis Luxury Suites. The room was large, comfortable bed , large bathrooms and large area for a closet . The views are simply SPECTACULAR! We had a private pool and after a long day exploring Oia it was the perfect way to unwind and cool off. The staff was also great ! Always smiling & extremely helpful with requests . " [](https://expedia.ca/Santorini-Hotels-Andronis-Luxury-Suites.h2024808.Hotel-Information) ![Absolute Bliss](//images.trvl-media.com/lodging/3000000/2190000/2180400/2180348/9c318ca7_y.jpg) ### Absolute Bliss 10/10 Excellent "Unbelievable views, beautiful and spacious rooms and the staff is absolutely wonderful!! Their response time for any requests or needs was immediate. Highly recommend Absolute Bliss!" [](https://expedia.ca/Santorini-Hotels-Absolute-Bliss.h2180348.Hotel-Information) ![Harmony Boutique Hotel](//images.trvl-media.com/lodging/2000000/1920000/1916100/1916074/4fc51c2e_y.jpg) ### Harmony Boutique Hotel 10/10 Excellent "Very helpful and nice staff. Clean room and facilities." [](https://expedia.ca/Mykonos-Hotels-Harmony-Boutique-Hotel.h1916074.Hotel-Information) ![Volcano View Hotel Santorini](//images.trvl-media.com/lodging/2000000/1080000/1071600/1071551/a63cc6f8_y.jpg) ### Volcano View Hotel Santorini 10/10 Excellent "The view speaks for itself. Sunsets are stunning. The staff at this hotel is exceptionally helpful and friendly. Ask the concierge to schedule a tour of Santorini. It is well worth it." [](https://expedia.ca/Santorini-Hotels-Volcano-View-Hotel-Santorini.h1071551.Hotel-Information) ![Ira Hotel & Spa - Adults Only](//images.trvl-media.com/lodging/7000000/6120000/6116900/6116875/c1b6b3c6_y.jpg) ### Ira Hotel & Spa - Adults Only 10/10 Excellent "The Ira did an outstanding job helping us retrieve a suitcase that was accidentally left behind. They went above and beyond to help us get it delivered back to us. In addition to that, the hotel is beautiful! Clean and friendly. The waiter hand delivered an excellent assortment of breakfast foods right to our table. Would stay at this hotel again!" 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