Title: Book the Best HISTORIC Hotels in Aegean Islands in 2025 | Expedia.ca [Aegean Islands Travel Guide](https://expedia.ca/Aegean-Islands.dx553248635050901425)[Hotels in Aegean Islands](https://expedia.ca/Aegean-Islands-Hotels.d553248635050901425.Travel-Guide-Hotels)[Vacation Rentals in Aegean Islands](https://expedia.ca/Aegean-Islands-Vacation-Rentals.d553248635050901425.Travel-Guide-VacationRentals)[Flights to Aegean Islands](https://expedia.ca/Cheap-Flights-To-Aegean-Islands.d553248635050901425.Travel-Guide-Flights)[Things to do in Aegean Islands](https://expedia.ca/Things-To-Do-In-Aegean-Islands.d553248635050901425.Travel-Guide-Activities)[Aegean Islands Car Rentals](https://expedia.ca/Car-Rentals-In-Aegean-Islands.d553248635050901425.Car-Rental-Guide)[Aegean Islands Vacation Packages](https://expedia.ca/Aegean-Islands.d553248635050901425.Destination-Travel-Guides) ![Rhodes showing heritage architecture and street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/73000/73409-Rhodes.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Aegean Islands ![](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 Aegean Islands Historic Hotels Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=553248635050901425&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=553248635050901425&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635050901425&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635050901425&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Aegean Islands Historic Hotels ![Junior Suite, Sea View (Outdoor Jetted Tub) | Terrace/patio](https://images.trvl-media.com/lodging/19000000/18590000/18582400/18582378/f4c50582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (Little Venice-Outdoor Jetted Tub) | Exterior](https://images.trvl-media.com/lodging/19000000/18590000/18582400/18582378/c589c494.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (Little Venice-Outdoor Jetted Tub) | View from room](https://images.trvl-media.com/lodging/19000000/18590000/18582400/18582378/97d52873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Maisonette, Windmill View, Annex Building (Outdoor Hot Tub) | Living area](https://images.trvl-media.com/lodging/19000000/18590000/18582400/18582378/219a5f0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Little Venice Suites Mykonos 9.2/10 Wonderful (267) "Great location! " CA $105 CA $120 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Mykonos-Hotels-Little-Venice-Suites.h18582378.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/37000000/36390000/36382500/36382471/1767bb2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, Hot Tub (Outdoor)](https://images.trvl-media.com/lodging/37000000/36390000/36382500/36382471/2c2c9fa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/37000000/36390000/36382500/36382471/560e6d8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Suite, Hot Tub (Indoor)](https://images.trvl-media.com/lodging/37000000/36390000/36382500/36382471/6477e986.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Arco Solium Suites Milos 9.4/10 Exceptional (77) "The staff were amazing! " CA $97 CA $118 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Milos-Hotels-Arco-Solium-Suites.h36382471.Hotel-Information) ![In-room safe, soundproofing, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/12000000/11430000/11429300/11429237/e5b8aa1f.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) ![Interior entrance](https://images.trvl-media.com/lodging/12000000/11430000/11429300/11429237/68e126a4.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) ### Capetan Giorgantas Milos 9.2/10 Wonderful (137) "Great little place. Cute room, comfy bed, outdoor area off room and great breakky. Would definitely stay again. " CA $154 CA $179 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Milos-Hotels-Capetan-Giorgantas.h11429237.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/18240000/18235900/18235874/2a8581de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite with Caldera View and Private Jacuzzi | Terrace/patio](https://images.trvl-media.com/lodging/19000000/18240000/18235900/18235874/fa1dfaa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite with Caldera View and Private Jacuzzi - A-](https://images.trvl-media.com/lodging/19000000/18240000/18235900/18235874/73e0510e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite with Caldera View and Private Jacuzzi | Terrace/patio](https://images.trvl-media.com/lodging/19000000/18240000/18235900/18235874/e81dce99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### On the Cliff Santorini 8.4/10 Very good (299) "perfect location and amasing view!" CA $149 CA $170 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Santorini-Hotels-On-The-Cliff.h18235874.Hotel-Information) ![Building design](https://images.trvl-media.com/lodging/73000000/72990000/72988800/72988785/d2773c4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Yoga](https://images.trvl-media.com/lodging/73000000/72990000/72988800/72988785/3fe29b2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, Beachfront | View from room](https://images.trvl-media.com/lodging/73000000/72990000/72988800/72988785/d30274e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, free beach cabanas, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/73000000/72990000/72988800/72988785/4bd1c66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Cook Samos Samos 9.6/10 Exceptional (92) "Excellent hotel. Close to walking into to town for dining options The hotel is beautiful with pool and beach. Breakfast buffet is fantastic. " CA $306 CA $360 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Samos-Hotels-Casa-Cook-Samos.h72988785.Hotel-Information) ![Deluxe Stone Room | Terrace/patio](https://images.trvl-media.com/lodging/34000000/33770000/33762200/33762171/0270ab33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Stone Room | View from room](https://images.trvl-media.com/lodging/34000000/33770000/33762200/33762171/981db167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite Lindos with Hot Tub](https://images.trvl-media.com/lodging/34000000/33770000/33762200/33762171/ab589c90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite Kamiros | View from room](https://images.trvl-media.com/lodging/34000000/33770000/33762200/33762171/a8238590.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 10GR Boutique Hotel and Wine Bar Rhodes Old Town 9.8/10 Exceptional (324) "The staff were incredibly welcoming and helpful." CA $141 CA $161 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Rhodes-Hotels-10GR-Hotel-And-Wine-Bar-Adults-Only.h33762171.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/13000000/12320000/12319300/12319222/96fa5ce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room, Annex Building](https://images.trvl-media.com/lodging/13000000/12320000/12319300/12319222/6e9e9ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, Sauna | Living room](https://images.trvl-media.com/lodging/13000000/12320000/12319300/12319222/d37e1a1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/13000000/12320000/12319300/12319222/d8ec2389.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Theofilos Paradise Boutique Hotel Lesvos 9.6/10 Exceptional (157) "Beautiful hotel e great staff and service. Perfect location. Great breakfast. My go to! I will pay the two night minimum even if I stay one night!" CA $147 CA $177 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Lesvos-Hotels-Theofilos-Paradise-Boutique-Hotel.h12319222.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2770000/2761800/2761704/1a81e24f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2770000/2761800/2761704/59507861.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Plunge Pool Superior Suite with Sunset View](https://images.trvl-media.com/lodging/3000000/2770000/2761800/2761704/b6c56a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Vibrant House with Sunset View | Terrace/patio](https://images.trvl-media.com/lodging/3000000/2770000/2761800/2761704/a348c8b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Esperas Santorini Santorini 9.6/10 Exceptional (313) "Clean, great breakfast area, awesome staff " CA $250 CA $300 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Santorini-Hotels-Esperas-Santorini.h2761704.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/58000000/57250000/57249200/57249144/d2ae0a25.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/b1849fa4.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) ![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) ### Hill Suites Santorini 9.8/10 Exceptional (281) "The location was great in Fira! The staff was amazing and very helpful! Very clean, definitely worth it to stay here!" CA $144 CA $165 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Santorini-Hotels-Hill-Suites.h57249144.Hotel-Information) ![Suite (Venus) | Balcony](https://images.trvl-media.com/lodging/1000000/530000/526900/526830/ce39e77d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Astrophelia) | View from room](https://images.trvl-media.com/lodging/1000000/530000/526900/526830/6d3fcee8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (La Luna) | Terrace/patio](https://images.trvl-media.com/lodging/1000000/530000/526900/526830/3c869235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Phoebe) | Balcony view](https://images.trvl-media.com/lodging/1000000/530000/526900/526830/c8a09610.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Asteras Villas Santorini 9.6/10 Exceptional (245) "Perfect location,facilities and staffs. " CA $165 CA $188 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Santorini-Hotels-Asteras-Villas.h526830.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=2025-10-28&endDate=2025-10-29®ionId=553248635050901425&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Aegean Islands Hotel Reviews ![De Sol Spa Hotel](//images.trvl-media.com/lodging/7000000/6840000/6839300/6839252/6cec4f19_y.jpg) ### De Sol Spa Hotel 10/10 Excellent "No restaurants within walking distance but The hotel offered a free shuttle both ways to the capital town of Fira (2miles away) where there were plenty of eateries. The concierge booked us 2 incredible excursions - the first was a private guided tour by car around the island (5 hours). The second was a day/sunset catamaran cruise. " [](https://expedia.ca/Santorini-Hotels-De-Sol-Spa-Hotel.h6839252.Hotel-Information) ![Absolute Bliss](//images.trvl-media.com/lodging/3000000/2190000/2180400/2180348/9c318ca7_y.jpg) ### Absolute Bliss 10/10 Excellent "Our stay at Absolute Bliss was perfection. The location, spacious room, comfortable bed, outstanding views, and fabulous made to order breakfast were simply unbeatable. The hotel is right on the walking path to Oia and Fira in a central location walking distance to fantastic restaurants and stores. We watched the sunset nightly from our balcony with a complimentary bottle of Rose'. The staff is absolutely incredible. Bora tended to our every need, answered all of our questions, arranged transportation and provided us with invaluable suggestions. We would not hesitate to recommend Absolute Bliss to others and would love a return visit." [](https://expedia.ca/Santorini-Hotels-Absolute-Bliss.h2180348.Hotel-Information) ![Myconian Ambassador Hotel Relais & Chateaux](//images.trvl-media.com/lodging/2000000/1050000/1040900/1040845/31dd7469_y.jpg) ### Myconian Ambassador Hotel Relais & Chateaux 10/10 Excellent "Top notch hotel. Beautiful facility and view. Only 15 min from Mykonos town. " [](https://expedia.ca/Mykonos-Hotels-Myconian-Ambassador-Hotel-Relais-Chateaux.h1040845.Hotel-Information) ![Palladium Hotel](//images.trvl-media.com/lodging/1000000/530000/527300/527270/f6fbd8e2_y.jpg) ### Palladium Hotel 10/10 Excellent "Beautiful pool. Recently renivated csee photos. Fabulous! Breakfast. " [](https://expedia.ca/Mykonos-Hotels-Palladium-Hotel.h527270.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 "Room was small but great. The patio opened up to the pool and the incredible view. You can walk into town either way super easy or to the bus Station to go to the beach or Oia. " [](https://expedia.ca/Santorini-Hotels-Ira-Hotel-Spa.h6116875.Hotel-Information) ![Harmony Boutique Hotel](//images.trvl-media.com/lodging/2000000/1920000/1916100/1916074/4fc51c2e_y.jpg) ### Harmony Boutique Hotel 10/10 Excellent "Great view " [](https://expedia.ca/Mykonos-Hotels-Harmony-Boutique-Hotel.h1916074.Hotel-Information) ![Chios Chandris Hotel](//images.trvl-media.com/lodging/1000000/590000/581100/581006/a57bd16a_y.jpg) ### Chios Chandris Hotel 10/10 Excellent "yes, everything was wonderful" [](https://expedia.ca/Chios-Hotels-Chios-Chandris-Hotel.h581006.Hotel-Information) ![Hotel Sunny Villas](//images.trvl-media.com/lodging/2000000/1100000/1095700/1095677/1e5cde74_y.jpg) ### Hotel Sunny Villas 10/10 Excellent "The people who attend to the hotel are all fantastic 😊. Spotless rooms. The breakfast was superb. You order and then they deliver to your room. Very helpful and friendly. Can't say enough. Oh yeh, the view, amazing." [](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 "Great option, 10 minutes from town with views of sunset and sunrise. The service staff was amazing, Amin and his bar tender at night and Dora and her colleague in the morning had smiles and no request was not tended to very quickly. I really appreciated my stay and believe you will too!" 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[Lodges in Cyclades Islands](https://www.expedia.ca/Cyclades-Islands-Lodges.d6051353-aaLodges.Travel-Guide-Accommodation) - [Pensions in Cyclades Islands](https://www.expedia.ca/Cyclades-Islands-Pensions.d6051353-aaPensions.Travel-Guide-Accommodation) - [Resorts in Cyclades Islands](https://www.expedia.ca/Cyclades-Islands-Resort-Hotels.d6051353-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Cyclades Islands](https://www.expedia.ca/Cyclades-Islands-Townhomes.d6051353-aaTownhomes.Travel-Guide-Accommodation) - [Flights to Cyclades Islands](https://www.expedia.ca/Cheap-Flights-To-Cyclades-Islands.d6051353.Travel-Guide-Flights) - [Flights from Cairo to Cyclades Islands](https://www.expedia.ca/lp/flights/178243/6051353/cairo-to-cyclades-islands) - [Flights from San Francisco to Cyclades Islands](https://www.expedia.ca/lp/flights/178305/6051353/san-francisco-to-cyclades-islands) - [Flights from Geneva to Cyclades Islands](https://www.expedia.ca/lp/flights/180003/6051353/geneva-to-cyclades-islands) - 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