Title: Book the Best Cyclades Islands Ski Hotels in 2025  | 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)

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## Check availability on Cyclades Islands Ski Hotels

Tonight

[Oct 11 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2025-10-11&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2025-10-12&endDate=2025-10-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

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In two weeks

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Cyclades Islands Ski Hotels

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/5000000/4260000/4259600/4259549/5b3005a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/5000000/4260000/4259600/4259549/62b7fdd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/5000000/4260000/4259600/4259549/c8c38c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/5000000/4260000/4259600/4259549/93a97e81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Naxos Resort Beach Hotel

Naxos

9.0/10

Wonderful

(280)

"Great location and quality."

CA $139

CA $166 total

includes taxes & fees

Oct 21 - Oct 22

[](https://www.expedia.ca/Naxos-Hotels-Naxos-Resort-Beach-Hotel.h4259549.Hotel-Information)

![Grand Villa, 5 Bedrooms, Private Pool, Sea View | Terrace/patio](https://images.trvl-media.com/lodging/7000000/6790000/6787400/6787378/87655fa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/7000000/6790000/6787400/6787378/3d5a0e1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite Sea View, 1 Bedroom (Miami)](https://images.trvl-media.com/lodging/7000000/6790000/6787400/6787378/9553a891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Villa, 3 Bedrooms, Private Pool, Sea View | Balcony](https://images.trvl-media.com/lodging/7000000/6790000/6787400/6787378/3c089580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Paradise

Naxos

9.6/10

Exceptional

(17)

"Villa Paradise is a paradise indeed. Simply magic. The villas are amazing, the property is right on the beach. The staff! From Stefano to Sasha and everyone else, just lovely people. I’ve never not wanted to leave somewhere more. Will definitely be back. "

CA $289

CA $331 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Naxos-Hotels-Villa-Paradise.h6787378.Hotel-Information)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1350000/1349700/1349604/5bad7245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1350000/1349700/1349604/485a6356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1350000/1349700/1349604/9e204fa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1350000/1349700/1349604/c1e892b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Naxos Holidays

Naxos

7.8/10

Good

(100)

"Naxos holidays hotel was great for family or couples it had a huge pool great breakfast with a good a selection of food.. dairy alternatives available.. flexible laid back staff very helpful. Good value for money we loved our stay. Could be even better if they offered gluten free bread at breakfast to cater for coeliacs like myself"

CA $73

CA $87 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Naxos-Hotels-Naxos-Holidays.h1349604.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/24000000/23620000/23610800/23610754/aa4cc753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/24000000/23620000/23610800/23610754/9c24fd95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/24000000/23620000/23610800/23610754/660a2d9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23620000/23610800/23610754/6db5f017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Stunning Kea home with spectacular open views of the sunset and Vourkari bay.

Vourkarion

10/10

Exceptional

(6)

"This was our first family visit to the beautiful island of Kea. The house is set in a fantastic location and we spent many evenings watching amazing sunsets over the bay of Vourkari and the island of Makronisos from the pool and outside dining terrace. The house is beautifully decorated and very well equipped and within walking distance of a number of good restaurants in the port of Vourkari. Thank you to the owner Lara, who was very helpful and to the housekeeper Mona who looked after us...

CA $1,492

CA $1,909 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Kea-Hotels-Stunning-Kea-Home-With-Spectacular-Open-Views-Of-The-Sunset-And-Vourkari-Bay.h23610754.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/35000000/34390000/34383100/34383012/5db635ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34390000/34383100/34383012/d09fb9e1.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34390000/34383100/34383012/69638bd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SantoriniParadise: PARADISE cave house, indoor winery & outdoor hot tub, Caldera

santorini

9.8/10

Exceptional

(120)

"Great location, good help, solid stay. The evenings were quiet as this cable dwelling is near the bottom of the village!"

CA $438

CA $625 total

includes taxes & fees

Oct 24 - Oct 25

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

![Outdoor pool](https://images.trvl-media.com/lodging/28000000/27340000/27330400/27330335/43064af7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/28000000/27340000/27330400/27330335/5e641171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27340000/27330400/27330335/9a229f4c.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)

### QUIET PART OF FIRA VERY CENTRAL 3 BEDROOM 2 BATHROOMS SPACIOUS TRADITION MODERN

fira

10/10

Exceptional

(13)

"Beautiful home close to the main area of Fira. Clean with comfortable beds. Nikolaos was extremely helpful. He called a restaurant to get a reservation for us. One of the nicest hosts we’ve experienced."

CA $649

CA $945 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Santorini-Hotels-Quiet-Part-OF-Fira-Very-Central-3-Bedroom-2-Bathrooms-Spacious-Tradition-Modern.h27330335.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33740000/33736200/33736174/c85a97ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33740000/33736200/33736174/5cdbe950.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33740000/33736200/33736174/0a1b1a34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33740000/33736200/33736174/0d7e63ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SantoriniParadise: BLUE & WHITE cave house, authentic experience, Caldera view

Oia

10/10

Exceptional

(85)

"The views were breathtaking from the patio. Wonderful stay."

CA $357

CA $511 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Santorini-Hotels-SantoriniParadise-BLUE-WHITE-Cave-House.h33736174.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/36000000/35140000/35133000/35132916/0baabb6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/36000000/35140000/35133000/35132916/74daf890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/36000000/35140000/35133000/35132916/5b7e15e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35140000/35133000/35132916/a44c2899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Superior seafront retreat with private pool, garden and exceptional sunset views

Andros

10/10

Exceptional

(30)

"Great location and great villa. We had every thing we could possibly want there. We were 9 people with a little girl and we had no regrets about booking the villa. Alex was amazing and gave us the greatest service. We will be coming back soon."

CA $794

CA $898 total

includes taxes & fees

Oct 31 - Nov 1

[](https://www.expedia.ca/Andros-Hotels-Superior-Seafront-Retreat-With-Private-Pool.h35132916.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102580000/102579300/102579236/fe2ede88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102580000/102579300/102579236/9ac8ead0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102580000/102579300/102579236/f81c732a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102580000/102579300/102579236/83559b9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Santorini Villa | 1 Bedroom | Villa Blissful Retreat | Breathtaking.

Oia

10/10

Exceptional

(1)

"We had a wonderful stay. The villa is clean and compact. The view is incredible and a great location to explore Oia. "

CA $441

CA $460 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Santorini-Hotels-Beautiful-Santorini-Villa-1-Bedroom-Villa-Blissful-Retreat-Breathtaking-Caldera-Sea-Views.h102579236.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/37000000/36200000/36199000/36198914/a1184072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/37000000/36200000/36199000/36198914/06d6df1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/37000000/36200000/36199000/36198914/4d530b00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/37000000/36200000/36199000/36198914/546ff234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SantoriniParadise: TRADITIONAL APARTMENT in old Oia

Oia

10/10

Exceptional

(20)

"Maria was just what our family needed for our stay in Oia. Her cave houses are beautiful and she attends to every detail needed for a visit to Santorini. You won’t regret visiting her cave houses and exploring Oia!"

CA $276

CA $412 total

includes taxes & fees

Oct 16 - Oct 17

[](https://www.expedia.ca/Santorini-Hotels-SantoriniParadise-Sunset-APARTMENT-In-The-Center-Of-Oia.h36198914.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.

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