Title: Book the Best Cyclades Islands Hotels with Early Check-in in 2026 from CA $66 | 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 Hotels with Early Check-in in Cyclades Islands from CA $66

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## Check availability on Cyclades Islands Hotels with Early Check-in

Tonight

[Jan 2 - Jan 3](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2026-01-02&endDate=2026-01-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 3 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2026-01-03&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Cyclades Islands hotels with express check-in

![Exterior](https://images.trvl-media.com/lodging/2000000/1920000/1916100/1916074/4fc51c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, Sea View | Balcony view](https://images.trvl-media.com/lodging/2000000/1920000/1916100/1916074/54438abf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, Sea View | Balcony view](https://images.trvl-media.com/lodging/2000000/1920000/1916100/1916074/e99684b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily buffet breakfast for a fee](https://images.trvl-media.com/lodging/2000000/1920000/1916100/1916074/1c515452.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Harmony Boutique Hotel

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

Mykonos

9.4/10

Exceptional

(467)

"Staff were very helpful close to Mykonos town breakfast excellent "

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

Richard

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

![Cave Traditional Villa, Jetted Tub, Sea View | Private spa tub](https://images.trvl-media.com/lodging/21000000/20050000/20043500/20043451/c13da3b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Villa, 2 Bedrooms, Private Pool, Sea View | Terrace/patio](https://images.trvl-media.com/lodging/21000000/20050000/20043500/20043451/e3248229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Villa, 2 Bedrooms, Private Pool, Sea View](https://images.trvl-media.com/lodging/21000000/20050000/20043500/20043451/defd9735.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Senior Villa, Hot Tub, Sea View | Balcony view](https://images.trvl-media.com/lodging/21000000/20050000/20043500/20043451/6d034a3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Nano Oia Villas

[](https://www.expedia.ca/Santorini-Hotels-Santa-Irini-Nano-Oia-Villa.h20043451.Hotel-Information)

Santorini

9.8/10

Exceptional

(51)

"Our location had a beautiful view. It was centrally located to everything. "

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

Cristo

CA $188

CA $214 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Santorini-Hotels-Santa-Irini-Nano-Oia-Villa.h20043451.Hotel-Information)

![Platinum Villa Private Pool Sea View | Terrace/patio](https://images.trvl-media.com/lodging/12000000/11680000/11677200/11677140/47bc1593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cave Experience, Private Pool, Sea View](https://images.trvl-media.com/lodging/12000000/11680000/11677200/11677140/5a5024d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cave Experience, Private Pool, Sea View | Bathroom](https://images.trvl-media.com/lodging/12000000/11680000/11677200/11677140/cabb6142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cave Suite 2 Bedroom Sea View | Living room](https://images.trvl-media.com/lodging/12000000/11680000/11677200/11677140/e9c79f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aeolis Tinos Suites

[](https://www.expedia.ca/Tinos-Hotels-Aeolis-Tinos-Suites.h11677140.Hotel-Information)

Tinos

9.2/10

Wonderful

(76)

"The view is absolutely amazing and the staff are very pleasant and helpful. The food at the hotel is also very good. "

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

Mishael

[](https://www.expedia.ca/Tinos-Hotels-Aeolis-Tinos-Suites.h11677140.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/1000000/990000/980100/980067/84e9749c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/1000000/990000/980100/980067/9fe69570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, Select Comfort beds, in-room safe](https://images.trvl-media.com/lodging/1000000/990000/980100/980067/c2a13dca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/1000000/990000/980100/980067/0a90ce67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apollon Boutique Hotel

[](https://www.expedia.ca/Paros-Hotels-Apollon-Boutique-Hotel.h980067.Hotel-Information)

Paros

9.4/10

Exceptional

(374)

"An amazing place to stay in Paros. The staff were very kind and welcoming, with lots of great recommendations. The hotel was very clean and in a great location. "

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

Courtnee

[](https://www.expedia.ca/Paros-Hotels-Apollon-Boutique-Hotel.h980067.Hotel-Information)

![Property entrance](https://images.trvl-media.com/lodging/12000000/11430000/11429600/11429539/5f2e466d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/12000000/11430000/11429600/11429539/ceae10cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11430000/11429600/11429539/1292500a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/12000000/11430000/11429600/11429539/cb024a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Meltemi Hotel

[](https://www.expedia.ca/Milos-Hotels-Meltemi-Hotel.h11429539.Hotel-Information)

Milos

9.0/10

Wonderful

(40)

"Convenient location"

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

Alexandra

CA $99

CA $114 total

includes taxes & fees

Jan 3 - Jan 4

[](https://www.expedia.ca/Milos-Hotels-Meltemi-Hotel.h11429539.Hotel-Information)

![Superior Apartment, 1 Bedroom (Extra) | Terrace/patio](https://images.trvl-media.com/lodging/11000000/10020000/10012800/10012774/670d0ede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/11000000/10020000/10012800/10012774/a015d3a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Studio](https://images.trvl-media.com/lodging/11000000/10020000/10012800/10012774/8faa539f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/11000000/10020000/10012800/10012774/c770c531.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fivos Apartments

[](https://www.expedia.ca/Paros-Hotels-Fivos-Apartments.h10012774.Hotel-Information)

Paros

8.8/10

Excellent

(45)

"Beautiful place to stay in Paros. Very safe place. The owner is a charm. "

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

Diego

CA $66

CA $93 total

includes taxes & fees

Jan 3 - Jan 4

[](https://www.expedia.ca/Paros-Hotels-Fivos-Apartments.h10012774.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/28000000/27510000/27507300/27507289/5a257da1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/28000000/27510000/27507300/27507289/431e3657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/28000000/27510000/27507300/27507289/34f49a2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily full breakfast](https://images.trvl-media.com/lodging/28000000/27510000/27507300/27507289/28ededef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Summer Lovers Villa

[](https://www.expedia.ca/Santorini-Hotels-Summer-Lovers-Villa.h27507289.Hotel-Information)

Santorini

9.6/10

Exceptional

(18)

"We booked the entire villa for our family and even exchanged our vows on the property—it was truly magical. Miss Marita was amazing, taking care of us in every possible way. We couldn’t have been happier with our stay and hope to return soon. If you’re looking for a private, unforgettable family getaway, I highly recommend Summer Lovers Villa."

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

zuzana

CA $172

CA $197 total

includes taxes & fees

Jan 10 - Jan 11

[](https://www.expedia.ca/Santorini-Hotels-Summer-Lovers-Villa.h27507289.Hotel-Information)

![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)

![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)

![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)

![Premier Suite, Hot Tub, Sea View](https://images.trvl-media.com/lodging/52000000/51270000/51260300/51260204/d8c8f002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Phaos Santorini Suites

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

Santorini

9.2/10

Wonderful

(218)

"Beautiful stay"

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

Maria

CA $58

CA $66 total

includes taxes & fees

Jan 3 - Jan 4

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

![Junior Suite with Caldera View | View from room](https://images.trvl-media.com/lodging/5000000/4020000/4011800/4011703/8d0241b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room with Sunrise View](https://images.trvl-media.com/lodging/5000000/4020000/4011800/4011703/ff40bf85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Duplex Suite with Caldera View | Living area](https://images.trvl-media.com/lodging/5000000/4020000/4011800/4011703/1b2596f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite with Caldera View | Living room](https://images.trvl-media.com/lodging/5000000/4020000/4011800/4011703/407d7b9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Nemesis

[](https://www.expedia.ca/Santorini-Hotels-Nemesis.h4011703.Hotel-Information)

Santorini

9.4/10

Exceptional

(195)

"Very warm welcome, lovely views, terrific breakfast, comfortable room."

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

Anonymous traveller

[](https://www.expedia.ca/Santorini-Hotels-Nemesis.h4011703.Hotel-Information)

![Deluxe Room](https://images.trvl-media.com/lodging/6000000/5860000/5857700/5857685/8a5a45ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room, Ocean View | Balcony](https://images.trvl-media.com/lodging/6000000/5860000/5857700/5857685/4bd3231d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/6000000/5860000/5857700/5857685/cbbfd3e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room, Ocean View](https://images.trvl-media.com/lodging/6000000/5860000/5857700/5857685/3f7cc5cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Agave Santorini Design Boutique Hotel

[](https://www.expedia.ca/Santorini-Hotels-Agave-Santorini-Design-Boutique-Hotel.h5857685.Hotel-Information)

Santorini

8.8/10

Excellent

(15)

"Staff were exceptionally helpful."

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

Leo

CA $75

CA $86 total

includes taxes & fees

Jan 7 - Jan 8

[](https://www.expedia.ca/Santorini-Hotels-Agave-Santorini-Design-Boutique-Hotel.h5857685.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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