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

[Jan 24 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2026-01-24&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 25 - Jan 26](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2026-01-25&endDate=2026-01-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[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)

In two weeks

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Cyclades Islands historic hotels

![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)

![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

(25 reviews)

"Great hotel location and friendly staff. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nayeli

CA $136

CA $156 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Milos-Hotels-Portiani-Suites.h113147006.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)

![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)

![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)

### Hill Suites

[](https://www.expedia.ca/Santorini-Hotels-Hill-Suites.h57249144.Hotel-Information)

Santorini

9.8/10

Exceptional

(325 reviews)

"Good room, friendly staff "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rebecca

CA $119

CA $136 total

includes taxes & fees

Feb 4 - Feb 5

[](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)

![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)

![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)

### 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 25 - Jan 26

[](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)

![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)

![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

(481 reviews)

"Clean rooms and very helpful and welcoming staff "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sima

CA $260

CA $296 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Santorini-Hotels-Athina-Luxury-Suites.h1841546.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/1000000/490000/483400/483342/76744c63.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)

### 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 $245

CA $286 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Mykonos-Hotels-Semeli-Hotel.h483342.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)

![Superior Studio Suite, 1 Queen Bed, Sea View | View from room](https://images.trvl-media.com/lodging/2000000/1850000/1841600/1841550/aa90f863.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

(166 reviews)

"Love it highly recommended "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rodney

CA $264

CA $301 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Santorini-Hotels-Nefeles-Luxury-Suites.h1841550.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)

![Interior](https://images.trvl-media.com/lodging/28000000/27340000/27330400/27330335/a6db33bf.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 $324

CA $599 total

includes taxes & fees

Jan 26 - Jan 27

[](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)

![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)

![Interior](https://images.trvl-media.com/lodging/35000000/34390000/34383100/34383012/bf7ba3d0.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 $292

CA $476 total

includes taxes & fees

Jan 31 - Feb 1

[](https://www.expedia.ca/Santorini-Hotels-SantoriniParadise-PARADISE-Cave-House.h34383012.Hotel-Information)

![42-inch flat-screen TV with digital channels](https://images.trvl-media.com/lodging/99000000/98550000/98540900/98540882/1af3286c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Traditional Suite | Living area](https://images.trvl-media.com/lodging/99000000/98550000/98540900/98540882/fba2bcd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Suite | Terrace/patio](https://images.trvl-media.com/lodging/99000000/98550000/98540900/98540882/e888a8e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Traditional Suite | Living area](https://images.trvl-media.com/lodging/99000000/98550000/98540900/98540882/28fa6383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tiara Suites

[](https://www.expedia.ca/Santorini-Hotels-Tiara-Suites.h98540882.Hotel-Information)

Santorini

CA $467

CA $563 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Santorini-Hotels-Tiara-Suites.h98540882.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/111110000/111106200/111106145/acf30132.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111110000/111106200/111106145/8b6e19af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/112000000/111110000/111106200/111106145/7faf4b9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111110000/111106200/111106145/9ec48331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunset Suite: Charming 2-bedroom apartment with WiFi, AC in Center of Mykonos

[](https://www.expedia.ca/Mykonos-Hotels-Sunset-Suite-Charming-2-Bedroom-Apartment-With-WiFi.h111106145.Hotel-Information)

Mikonos

CA $162

CA $271 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Mykonos-Hotels-Sunset-Suite-Charming-2-Bedroom-Apartment-With-WiFi.h111106145.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=2026-02-07&endDate=2026-02-08&regionId=6051353&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true)

## Top Cyclades Islands Hotel Reviews

![Rocabella Santorini Hotel & SPA ](https://images.trvl-media.com/lodging/2000000/1390000/1380900/1380881/15e57ee3_y.jpg)

### Rocabella Santorini Hotel & SPA 

10/10 Excellent

"Balcony offered a nice view :)"

[](https://expedia.ca/Santorini-Hotels-Rocabella-Santorini-Hotel-SPA.h1380881.Hotel-Information)

![Alexander's Suites](https://images.trvl-media.com/lodging/4000000/3540000/3531100/3531057/249391c3_y.jpg)

### Alexander's Suites

10/10 Excellent

"The people who work there were actually unbelievable. The view was amazing and the people honestly made the trip much more special. -Ben The room was clean! The staff were incredible, they took amazing care of us and made sure everything was perfect - from breakfast to recommendations to everything! They were so kind and helpful, best I’ve ever met and the sweetest people! The hot tub was cleaned daily and always hot. The view was unreal and felt like a movie. I’d give it a 100/10 and would recommend this place to everyone❤️ -erin"

[](https://expedia.ca/Santorini-Hotels-Alexanders-Suites.h3531057.Hotel-Information)

![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)

![Harmony Boutique Hotel](https://images.trvl-media.com/lodging/2000000/1920000/1916100/1916074/4fc51c2e_y.jpg)

### Harmony Boutique Hotel

10/10 Excellent

"Went late November, great hotel but the town is very quiet at this time of the year "

[](https://expedia.ca/Mykonos-Hotels-Harmony-Boutique-Hotel.h1916074.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)

![Nissaki Boutique Hotel](https://images.trvl-media.com/lodging/1000000/700000/695900/695814/62b35bd0_y.jpg)

### Nissaki Boutique Hotel

10/10 Excellent

"Excellent resort "

[](https://expedia.ca/Mykonos-Hotels-Nissaki-Boutique-Hotel.h695814.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."

[](https://expedia.ca/Naxos-Hotels-Nissaki-Beach-Hotel.h1764795.Hotel-Information)

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