Title: Book the Best Cyclades Islands WINERY Hotels 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)

# Find Winery Hotels in Cyclades Islands from CA $81

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## Check availability on Cyclades Islands Winery Hotels

Tonight

[Dec 1 - Dec 2](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2025-12-01&endDate=2025-12-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 2 - Dec 3](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2025-12-02&endDate=2025-12-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Cyclades Islands Winery Hotels

![Premier Suite, Hot Tub, Sea View](https://images.trvl-media.com/lodging/52000000/51270000/51260300/51260204/26426d15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/52000000/51270000/51260300/51260204/88813a1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, minibar, in-room safe](https://images.trvl-media.com/lodging/52000000/51270000/51260300/51260204/e0c63620.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Grand Suite, Sea View (Split Level)](https://images.trvl-media.com/lodging/52000000/51270000/51260300/51260204/438cd1be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Phaos Santorini Suites

Santorini

9.2/10

Wonderful

(216)

"Beautiful stay"

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

Maria

CA $71

CA $81 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Santorini-Hotels-Rhapsody-Apartments.h51260204.Hotel-Information)

![Suite (Polymneia) | Terrace/patio](https://images.trvl-media.com/lodging/19000000/18170000/18164500/18164486/c6f5bf08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Polymneia) | Terrace/patio](https://images.trvl-media.com/lodging/19000000/18170000/18164500/18164486/e50128da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa (Thaleia) | Balcony](https://images.trvl-media.com/lodging/19000000/18170000/18164500/18164486/12ef71fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Polymneia) | View from room](https://images.trvl-media.com/lodging/19000000/18170000/18164500/18164486/539c0539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mykonos Moussa Suites

Mykonos

9.8/10

Exceptional

(94)

"Great hospitality. Great sea view. Close to nice beaches. "

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

Osman

CA $158

CA $181 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Mykonos-Hotels-Mykonos-Moussa-Suites.h18164486.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)

![Deluxe Room Caldera View Double](https://images.trvl-media.com/lodging/2000000/1390000/1380900/1380881/95d03721.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 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)

### Rocabella Santorini Hotel & SPA

Santorini

9.4/10

Exceptional

(637)

"Excellent hotel location and friendly staff,good service. we love it. Hope we could come back.again in near future."

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

Fei

CA $231

CA $267 total

includes taxes & fees

Dec 2 - Dec 3

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

![Exterior](https://images.trvl-media.com/lodging/84000000/83180000/83170300/83170213/d09fc2fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Suite, 2 Bedrooms, Terrace | Living area](https://images.trvl-media.com/lodging/84000000/83180000/83170300/83170213/5e30398a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Studio Suite, Terrace | Living area](https://images.trvl-media.com/lodging/84000000/83180000/83170300/83170213/908066c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Apartment, 3 Bedrooms, Terrace | Living area](https://images.trvl-media.com/lodging/84000000/83180000/83170300/83170213/84afcb2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elements Cave Suites

Santorini

9.2/10

Wonderful

(16)

"Lovely place to stay in a quiet area that still has great restaurants and some shops around. "

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

Kyle Schulz

CA $89

CA $102 total

includes taxes & fees

Dec 24 - Dec 25

[](https://www.expedia.ca/Santorini-Hotels-Elements-Suites.h83170213.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/24000000/23570000/23567000/23566946/69c15898.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cozy Suite Outdoor Hot Tub Caldera View | View from room](https://images.trvl-media.com/lodging/24000000/23570000/23567000/23566946/90c09315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive Suite Outdoor Hot Tub Caldera View](https://images.trvl-media.com/lodging/24000000/23570000/23567000/23566946/8286f22b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cave Suite Indoor Hot Tub Shared Balcony](https://images.trvl-media.com/lodging/24000000/23570000/23567000/23566946/e24007e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aperto Suites - Adults Only

Santorini

9.2/10

Wonderful

(74)

"Staff was very helpful, the room is so nice and the view is fantastic "

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

Ricardo

CA $219

CA $251 total

includes taxes & fees

Dec 5 - Dec 6

[](https://www.expedia.ca/Santorini-Hotels-Aperto-Suites-Adults-Only.h23566946.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/77000000/76230000/76224500/76224483/ed0c3fd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/77000000/76230000/76224500/76224483/a1fd0d5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![V.I.P. Suite Sea View | Living area](https://images.trvl-media.com/lodging/77000000/76230000/76224500/76224483/ebc8a3c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aelia Suite, Sea View & Outdoor Hot Tub | Terrace/patio](https://images.trvl-media.com/lodging/77000000/76230000/76224500/76224483/b11620ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aelia Luxury Suites

Santorini

8.8/10

Excellent

(16)

"We really had nice stay during our trip to beautiful Santorini! "

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

Lobsang

CA $145

CA $166 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Santorini-Hotels-Aelia-Luxury-Suites.h76224483.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)

![Junior Suite, Jetted Tub (Caldera View) | Spa](https://images.trvl-media.com/lodging/2000000/1850000/1841600/1841550/04abb690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/2000000/1850000/1841600/1841550/e319f3f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/2000000/1850000/1841600/1841550/72c411f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Nefeles Luxury Suites

Santorini

9.6/10

Exceptional

(162)

"Panos the manager was amazing & very attentive. The view was amazing & breakfast was delicious. "

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

Sydney

CA $267

CA $304 total

includes taxes & fees

Dec 4 - Dec 5

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

![Elite Villa, 2 Bedrooms, Hot Tub, Sea View | Terrace/patio](https://images.trvl-media.com/lodging/118000000/117130000/117126700/117126687/79589fb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, Hot Tub, Sea View | Terrace/patio](https://images.trvl-media.com/lodging/118000000/117130000/117126700/117126687/0dacbe9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117130000/117126700/117126687/a28d18f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite, Sea View](https://images.trvl-media.com/lodging/118000000/117130000/117126700/117126687/7fc24136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Three Domes Oia - an Iconic Collection

Oía

9.4/10

Exceptional

(14)

"Beautiful views great pool and location "

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

Naisi

CA $246

CA $282 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Santorini-Hotels-Three-Domes-Oia-An-Iconic-Collection.h117126687.Hotel-Information)

![Outdoor pool, open 9:30 AM to 7:30 PM, sun loungers](https://images.trvl-media.com/lodging/7000000/6840000/6839300/6839252/6cec4f19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/7000000/6840000/6839300/6839252/e2793b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/7000000/6840000/6839300/6839252/4299c5c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Villa, 2 Bedrooms, Private Pool, Vineyard View](https://images.trvl-media.com/lodging/7000000/6840000/6839300/6839252/eb6419c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### De Sol Spa Hotel

Santorini

9.4/10

Exceptional

(524)

"Clean rooms and great staff"

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

Amir

CA $288

CA $334 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Santorini-Hotels-De-Sol-Spa-Hotel.h6839252.Hotel-Information)

![Luxury Suite, Patio, Sea View | Terrace/patio](https://images.trvl-media.com/lodging/107000000/106910000/106901000/106900963/db5c3d33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Suite, Patio, Sea View | Living area](https://images.trvl-media.com/lodging/107000000/106910000/106901000/106900963/56b77440.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, Patio, Sea View | Terrace/patio](https://images.trvl-media.com/lodging/107000000/106910000/106901000/106900963/bab82b0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Basic Suite, Patio, Sea View | Terrace/patio](https://images.trvl-media.com/lodging/107000000/106910000/106901000/106900963/e9bb17bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Yiota Collection 4 Suites & 4 Prive Jacuzzi

Santorini

10/10

Exceptional

(8)

"Nice little town, way to navigate. "

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

Amanda

CA $154

CA $180 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Santorini-Hotels-Yiota-Collection-3Suites3Prive-Jacuzzi.h106900963.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=2025-12-15&endDate=2025-12-16&regionId=6051353&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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## Top Cyclades Islands Hotel Reviews

![Athina Luxury Suites](https://images.trvl-media.com/lodging/2000000/1850000/1841600/1841546/d25e88d8_y.jpg)

### Athina Luxury Suites

10/10 Excellent

"The entire experience was amazing. "

[](https://expedia.ca/Santorini-Hotels-Athina-Luxury-Suites.h1841546.Hotel-Information)

![Above Blue Suites](https://images.trvl-media.com/lodging/3000000/2490000/2482700/2482632/78716c47_y.jpg)

### Above Blue Suites

10/10 Excellent

"Our experience at Above Blue Suites was incredible. Everything was spotless, and the views were absolutely breathtaking. The breakfast was delicious and full of flavor we genuinely looked forward to it every morning. We loved being able to choose what we wanted and having it delivered right to our room. The staff was very kind, attentive, and professional. I have nothing but wonderful things to say and highly recommend booking your stay with them."

[](https://expedia.ca/Santorini-Hotels-Above-Blue-Suites.h2482632.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)

![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

"Nice vi"

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

![Grand View](https://images.trvl-media.com/lodging/5000000/4540000/4531000/4530928/79060094_y.jpg)

### Grand View

10/10 Excellent

"Excellent "

[](https://expedia.ca/Santorini-Hotels-Grand-View.h4530928.Hotel-Information)

![Merovigliosso Apartments](https://images.trvl-media.com/lodging/3000000/2810000/2806300/2806230/8c4dfa70_y.jpg)

### Merovigliosso Apartments

10/10 Excellent

"Exceptional service, location, facilities and it’s been my fav part of my trip. "

[](https://expedia.ca/Santorini-Hotels-Merovigliosso-Apartments.h2806230.Hotel-Information)

![Nefeli Homes - Adults Only](https://images.trvl-media.com/lodging/3000000/2910000/2909000/2908974/c271ee0e_y.jpg)

### Nefeli Homes - Adults Only

10/10 Excellent

"Nefeli homes was the best stay we had in Santorini. Our room had the best view and the views from the hotel pool is also amazing! It was super comfortable, spacious, had the friendliest staff who helped us with our every need. I highly recommend this place and would love to stay here again in the future"

[](https://expedia.ca/Santorini-Hotels-Nefeli-Homes.h2908974.Hotel-Information)

![Astro Palace Hotel & Spa](https://images.trvl-media.com/lodging/4000000/3630000/3625800/3625705/9bed4f63_y.jpg)

### Astro Palace Hotel & Spa

10/10 Excellent

"My husband and I stayed at this hotel with our 3-month-old baby for 2 nights — and immediately wished we had booked a longer stay. From the moment we arrived, the staff went above and beyond to make us feel welcome. We've travelled a lot around the world, but the reception team here truly stood out as the most friendly, helpful, and accommodating we've ever encountered. They made travelling with a young baby remarkably easy and we were so grateful. We booked a Senior Suite with an outdoor terrace and private jacuzzi — and it was absolutely perfect. The space was beautiful, and we loved having the jacuzzi to relax in. The pool area was peaceful with comfortable sun loungers, and breakfast each morning was a lovely experience, made even better by the attentive and kind staff. We also really appreciated the location — just an 8-minute uphill walk to the centre of Fira. Overall, we had a fantastic stay and would highly recommend this hotel to anyone visiting Fira."

[](https://expedia.ca/Santorini-Hotels-Astro-Palace-Hotel-Spa.h3625705.Hotel-Information)

![Aqua Luxury Suites](https://images.trvl-media.com/lodging/3000000/2840000/2835800/2835751/0f3496e8_y.jpg)

### Aqua Luxury Suites

10/10 Excellent

"Oskana and Elena were absolutely great. They offered good advice and made everything very simple. It was a delight staying here. Only regret was we didn't stay longer. The ocean view was unmatched and at the same time it allowed an amazing back drop of the city. "

[](https://expedia.ca/Santorini-Hotels-Aqua-Luxury-Suites.h2835751.Hotel-Information)

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