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)

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## 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

![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/1000000/490000/483400/483342/76744c63.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)

![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)

### 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)

![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)

![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)

![Exterior](https://images.trvl-media.com/lodging/114000000/113150000/113147100/113147006/8fb00f7a.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)

![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)

![Luxury Double Room](https://images.trvl-media.com/lodging/12000000/11430000/11429300/11429237/3f69455f.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)

![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)

![Honeymoon Suite with outdoor Hot Tub](https://images.trvl-media.com/lodging/2000000/1850000/1841600/1841546/b280e29e.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)

### 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)

![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)

![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)

![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)

![Indoor spa tub](https://images.trvl-media.com/lodging/58000000/57250000/57249200/57249144/13749433.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)

![Basic Villa](https://images.trvl-media.com/lodging/96000000/95510000/95505600/95505512/cd2d90bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Villa | Terrace/patio](https://images.trvl-media.com/lodging/96000000/95510000/95505600/95505512/42534c5c.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 2 - Apr 3

[](https://www.expedia.ca/Santorini-Hotels-Sea-Serenity-Villas-With-Private-Jacuzzi.h95505512.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)

![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)

![Topaz Suite | Living room](https://images.trvl-media.com/lodging/3000000/2840000/2835900/2835868/26707d93.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)

![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)

![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)

![Suite, Hot Tub, Garden View (Elegant) | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1090000/1080700/1080695/2eaf4d6f.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)

### 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)

![Exterior](https://images.trvl-media.com/lodging/5000000/4630000/4626500/4626467/6101a4f5.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)

![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)

![Suite City View](https://images.trvl-media.com/lodging/77000000/76460000/76457600/76457576/6f7bf2ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite Partial Sea View | Bathroom](https://images.trvl-media.com/lodging/77000000/76460000/76457600/76457576/8ceeeedb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite Partial Sea View](https://images.trvl-media.com/lodging/77000000/76460000/76457600/76457576/bb334cbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite Sea View | Terrace/patio](https://images.trvl-media.com/lodging/77000000/76460000/76457600/76457576/4f865486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunset Windmills Suites

[](https://www.expedia.ca/Mykonos-Hotels-Sunset-Windmills-Suites.h76457576.Hotel-Information)

Mykonos

10/10

Exceptional

(40 reviews)

"Great location, and the owner was very helpful "

![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg)

Robert

[](https://www.expedia.ca/Mykonos-Hotels-Sunset-Windmills-Suites.h76457576.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&regionId=6051353&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true)

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## Top Cyclades Islands Hotel Reviews

![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)

![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

"The Best hotel to stay and costa(host) most helpful and the best host in the Santorini. "

[](https://expedia.ca/Santorini-Hotels-Ira-Hotel-Spa.h6116875.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)

![Naxos Resort Beach Hotel](https://images.trvl-media.com/lodging/5000000/4260000/4259600/4259549/5b3005a1_y.jpg)

### Naxos Resort Beach Hotel

10/10 Excellent

"This was our 2nd stay but this time we were in the older Naxos resort section rather than the galaxy section but enjoyed the room even though it wasn’t renovated as much (updated but not renovated). Breakfast was fabulous as last time. Enjoyed the discounted beach sunbeds. Location is the best in Naxos as you’re right on the beach and only a short walk to amazing restaurants. We hope to return for a 3rd visit !! "

[](https://expedia.ca/Naxos-Hotels-Naxos-Resort-Beach-Hotel.h4259549.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!"

[](https://expedia.ca/Paros-Hotels-Kanales-Rooms-And-Suites.h9303003.Hotel-Information)

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