Title: Book the Best Aegean Islands WINERY Hotels 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 Winery Hotels in Aegean Islands ![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 Aegean Islands Winery Hotels Tonight [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635050901425&startDate=2025-10-04&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=553248635050901425&startDate=2025-10-05&endDate=2025-10-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635050901425&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [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) ## Top Aegean Islands Winery Hotels ![Exterior](https://images.trvl-media.com/lodging/4000000/3690000/3688000/3687986/b511a533.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/4000000/3690000/3688000/3687986/325f33ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/4000000/3690000/3688000/3687986/5fa733c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3690000/3688000/3687986/bc44b322.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Liostasi Ios 9.8/10 Exceptional (216) "Very nice property would stay again " CA $155 CA $201 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Ios-Hotels-Liostasi-Hotel.h3687986.Hotel-Information) ![Outdoor pool, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/16000000/15750000/15748300/15748288/c8b3c347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Villa, Private Pool, Sea View](https://images.trvl-media.com/lodging/16000000/15750000/15748300/15748288/32d3cd1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Villa, Private Pool, Sea View | Terrace/patio](https://images.trvl-media.com/lodging/16000000/15750000/15748300/15748288/0ffb6693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/16000000/15750000/15748300/15748288/4371188a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Desiterra Resort & Spa Santorini 9.6/10 Exceptional (204) "We loved this property! Amazing views and excellent staff." CA $101 CA $121 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Santorini-Hotels-Desiterra-Resort.h15748288.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/90000000/89770000/89767000/89766945/3d640bb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/90000000/89770000/89767000/89766945/a863e526.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Suite](https://images.trvl-media.com/lodging/90000000/89770000/89767000/89766945/3912090f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89770000/89767000/89766945/9c033abb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mythical Coast Wellness Retreat Lesvos 8.8/10 Excellent (45) "I booked a junior suite. The description does not match the room. The room was to have a balcony and it does not. It was a basic room of 30 square metres with two single beds pushed together and a chair and small table. The service was terrible. The person at teh front desk in the morning was rude and basically could not wait to get me out. This was out of character witht he wonderful hospitality elsewhere on the island. I would NEVER recommend this place. " CA $136 CA $173 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Lesvos-Hotels-Mythical-Coast-Wellness-Retreat.h89766945.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/880000/874600/874572/ef0d028c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, Private Pool, Sea View](https://images.trvl-media.com/lodging/1000000/880000/874600/874572/53a6804e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite Outdoor Hot Tub Sea View](https://images.trvl-media.com/lodging/1000000/880000/874600/874572/bbf85f7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gym](https://images.trvl-media.com/lodging/1000000/880000/874600/874572/2322b512.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paros Agnanti Resort & Spa Paros 9.2/10 Wonderful (255) "The staff was outstanding!!!" CA $296 CA $361 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Paros-Hotels-Paros-Agnanti-Hotel.h874572.Hotel-Information) ![4 outdoor pools](https://images.trvl-media.com/lodging/77000000/76200000/76192400/76192350/d8976689.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/77000000/76200000/76192400/76192350/e25102b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76200000/76192400/76192350/8082770a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76200000/76192400/76192350/e32115ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Breeze Santorini Beach Resort, Curio Collection Hilton Santorini 9.6/10 Exceptional (60) "Excellent hotel with excellent breakfast and very good staff and service. Lovely private beach. Would highly reccomend a car if staying here as very limited options for dining within walking distance and it’s really easy to drive and explore the island. Very highly reccomend " CA $247 CA $305 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Santorini-Hotels-Sea-Breeze-Santorini-Beach-Resort.h76192350.Hotel-Information) ![Indoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/7000000/6510000/6507600/6507530/fbba18f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Suite, Sea View | Terrace/patio](https://images.trvl-media.com/lodging/7000000/6510000/6507600/6507530/5dd86195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite,Sea View (Indoor & Outdoor Jetted Plunge Pools)Iconic | Living area](https://images.trvl-media.com/lodging/7000000/6510000/6507600/6507530/9236f84e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Sea View ( Indoor & Outdoor Jetted Plunge Pools)The Cliff | View from room](https://images.trvl-media.com/lodging/7000000/6510000/6507600/6507530/748b7bca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Iconic Santorini by Sandglass Santorini 10/10 Exceptional (123) "Such a wonderful stay with stunning foods, amazing staff for any needs, and a great breakfast to start the day. " CA $332 CA $401 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Santorini-Hotels-Iconic-Santorini.h6507530.Hotel-Information) ![Honeymoon Suite, Private Pool, Sea View with Jacuzzi | Private spa tub](https://images.trvl-media.com/lodging/28000000/27840000/27834400/27834301/b76cf509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, Sea View | Balcony](https://images.trvl-media.com/lodging/28000000/27840000/27834400/27834301/dae47120.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Senses Suite, Private Pool, Sea View | Bathroom](https://images.trvl-media.com/lodging/28000000/27840000/27834400/27834301/013c1982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun Suite, Sea View | Bathroom](https://images.trvl-media.com/lodging/28000000/27840000/27834400/27834301/601b00b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Summer Senses Luxury Resort Paros 9.4/10 Exceptional (108) "Beautiful modern resort with excellent customer service " CA $337 CA $408 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Paros-Hotels-Summer-Senses-Luxury-Resort.h27834301.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/9000000/8070000/8061500/8061478/95be22d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Red Suite with full privacy | Living area](https://images.trvl-media.com/lodging/9000000/8070000/8061500/8061478/d2553a70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Sugarmoon, Caldera View) | Living room](https://images.trvl-media.com/lodging/9000000/8070000/8061500/8061478/ea7895e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private Unlimited View Suite](https://images.trvl-media.com/lodging/9000000/8070000/8061500/8061478/ea6d543d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Alti Santorini Suites Santorini 9.8/10 Exceptional (130) "The property is wonderful the staff are great and extremely helpful" CA $411 CA $470 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Santorini-Hotels-Alti-Santorini-Suites.h8061478.Hotel-Information) ![Private spa tub](https://images.trvl-media.com/lodging/39000000/38260000/38257900/38257893/e7cd1329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iphigenia Suite Hot Tub Partial Sea View](https://images.trvl-media.com/lodging/39000000/38260000/38257900/38257893/059a8e87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Genesis Suite Hot Tub Caldera View](https://images.trvl-media.com/lodging/39000000/38260000/38257900/38257893/b8c3fc87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Phaedra Suite Caldera View](https://images.trvl-media.com/lodging/39000000/38260000/38257900/38257893/93cf00cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Symphony Suites Santorini 10/10 Exceptional (210) "Very nice apartment suites and delicious breakfast " CA $146 CA $169 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Santorini-Hotels-Symphony-Suites.h38257893.Hotel-Information) ![3 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1390000/1380900/1380881/15e57ee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rocabella Suite Caldera View with Outdoor Mini Plunge Pool for 6 Guests](https://images.trvl-media.com/lodging/2000000/1390000/1380900/1380881/4b2fd998.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Room Caldera View with Outdoor Mini Plunge Pool Double](https://images.trvl-media.com/lodging/2000000/1390000/1380900/1380881/8f29bed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/2000000/1390000/1380900/1380881/e316b28b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rocabella Santorini Hotel & SPA Santorini 9.4/10 Exceptional (632) "Hotel was close to a small town (15 minute walk) good restaurants. We also rented a quad and saw the rest of Santorini Oia and Fira with lovely restaurants, shopping and galleries " CA $313 CA $372 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Santorini-Hotels-Rocabella-Santorini-Hotel-SPA.h1380881.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=2025-10-18&endDate=2025-10-19®ionId=553248635050901425&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Aegean Islands Hotel Reviews ![Hotel Sunny Villas](//images.trvl-media.com/lodging/2000000/1100000/1095700/1095677/1e5cde74_y.jpg) ### Hotel Sunny Villas 10/10 Excellent "Service and food is excellent" [](https://expedia.ca/Santorini-Hotels-Hotel-Sunny-Villas.h1095677.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 "This is our absolute favourite place in Santorini. It is the most beautiful hotel with the most amazing staff. And the view is absolutely breathtaking. Don’t think twice about staying here. " [](https://expedia.ca/Santorini-Hotels-Volcano-View-Hotel-Santorini.h1071551.Hotel-Information) ![Absolute Bliss](//images.trvl-media.com/lodging/3000000/2190000/2180400/2180348/9c318ca7_y.jpg) ### Absolute Bliss 10/10 Excellent "All we can say is that everything was magnificent. The location and views of the Aegean were amazing. We were close to everything we needed. The room was clean and had a private patio with jacuzzi where we could see the Aegean! Lastly the staff was amazing. So kind and friendly and they helped us with everything we needed. I can’t recommend the absolute Bliss enough. 10 stars!!" [](https://expedia.ca/Santorini-Hotels-Absolute-Bliss.h2180348.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 "Endroit paradisiaque " [](https://expedia.ca/Santorini-Hotels-Ira-Hotel-Spa.h6116875.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [2 Star Hotels in Cyclades Islands](https://www.expedia.ca/2Star-Cyclades-Islands-Hotels.s20-0-d6051353.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Cyclades Islands](https://www.expedia.ca/4Star-Cyclades-Islands-Hotels.s40-0-d6051353.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Cyclades Islands](https://www.expedia.ca/5Star-Cyclades-Islands-Hotels.s50-0-d6051353.Travel-Guide-Filter-Hotels) - [Aparthotels in Cyclades Islands](https://www.expedia.ca/Cyclades-Islands-Apart-Hotels.d6051353-aaApartHotels.Travel-Guide-Accommodation) - [Country Houses in Cyclades Islands](https://www.expedia.ca/Cyclades-Islands-Country-House.d6051353-aaCountryHouse.Travel-Guide-Accommodation) - 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