Title: Book the Best Cyclades Islands Hotels with Early Check-in 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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# Find Hotels with Early Check-in in Cyclades Islands

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

Tonight

[Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6051353&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[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 Hotels with Early Check-in

![Deluxe Suite | Terrace/patio](https://images.trvl-media.com/lodging/36000000/35640000/35634700/35634624/03217521.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/36000000/35640000/35634700/35634624/ed9a0a56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Honeymoon Suite | Living area](https://images.trvl-media.com/lodging/36000000/35640000/35634700/35634624/f903eabe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Honeymoon Suite | Beach/ocean view](https://images.trvl-media.com/lodging/36000000/35640000/35634700/35634624/49f91662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Volcano Luxury Suites Milos - Adults Only

Milos

9.4/10

Exceptional

(79)

"Very nice and quiet place to relax with view. Service and breakfast top notch."

CA $257

CA $295 total

includes taxes & fees

Nov 1 - Nov 2

[](https://www.expedia.ca/Milos-Hotels-Volcano-Luxury-Suites-Milos.h35634624.Hotel-Information)

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1920000/1916100/1916074/c46d8a1f.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)

![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)

### Harmony Boutique Hotel

Mykonos

9.4/10

Exceptional

(447)

"This place was in a great location & we could easily walk into town. There is a car rental and ATV rental right next door which was handy. "

CA $118

CA $140 total

includes taxes & fees

Nov 7 - Nov 8

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

![Ilios Pool Villa with Sunset & Sea View | Beach/ocean view](https://images.trvl-media.com/lodging/13000000/12780000/12771200/12771180/19d7ffef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sunset & Sea View Suite with Pool and Hot Tub | Terrace/patio](https://images.trvl-media.com/lodging/13000000/12780000/12771200/12771180/w8248h6183x0y7-7be17c2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Honeymoon Junior Suite Sunset & Sea View with Pool | Terrace/patio](https://images.trvl-media.com/lodging/13000000/12780000/12771200/12771180/c2ae6a31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/13000000/12780000/12771200/12771180/b64c034f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Santo Pure Oia Suites & Villas

Santorini

9.6/10

Exceptional

(484)

"Amazing place with a very friendly staff. "

CA $386

CA $462 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Santorini-Hotels-Santo-Pure-Oia-Suites-Villas.h12771180.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/19000000/18240000/18235900/18235874/2a8581de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Suite with Caldera View and Private Jacuzzi | Terrace/patio](https://images.trvl-media.com/lodging/19000000/18240000/18235900/18235874/fa1dfaa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Down comforters, pillowtop beds, in-room safe, soundproofing](https://images.trvl-media.com/lodging/19000000/18240000/18235900/18235874/3fe7335a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite with Caldera View and Private Jacuzzi - A-](https://images.trvl-media.com/lodging/19000000/18240000/18235900/18235874/73e0510e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### On the Cliff

Santorini

8.4/10

Very good

(299)

"perfect location and amasing view!"

CA $149

CA $170 total

includes taxes & fees

Nov 6 - Nov 7

[](https://www.expedia.ca/Santorini-Hotels-On-The-Cliff.h18235874.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)

![Staircase](https://images.trvl-media.com/lodging/1000000/990000/980100/980067/e0a5407b.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

Paros

9.4/10

Exceptional

(368)

"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. "

CA $94

CA $116 total

includes taxes & fees

Oct 21 - Oct 22

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

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2340000/2334200/2334194/083906da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | View from room](https://images.trvl-media.com/lodging/3000000/2340000/2334200/2334194/555318c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/3000000/2340000/2334200/2334194/d899dc43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![LED TV](https://images.trvl-media.com/lodging/3000000/2340000/2334200/2334194/76f04d25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anna Traditional Apartments

Santorini

9.6/10

Exceptional

(218)

"We had such a lovely stay, the apartments are beautiful and peaceful. Anna & Elias were so welcoming and helpful throughout the whole stay. Would highly recommend and will be going back"

CA $49

CA $59 total

includes taxes & fees

Oct 24 - Oct 25

[](https://www.expedia.ca/Santorini-Hotels-Anna-Traditional-Apartments.h2334194.Hotel-Information)

![Suite (Foivos) | In-room dining](https://images.trvl-media.com/lodging/2000000/1890000/1881000/1880979/bac3394d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Nefeli)](https://images.trvl-media.com/lodging/2000000/1890000/1881000/1880979/d7123fa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Foivos)](https://images.trvl-media.com/lodging/2000000/1890000/1881000/1880979/515565f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa (Iokasti)](https://images.trvl-media.com/lodging/2000000/1890000/1881000/1880979/w2993h1996x3y1-b79093b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dreams Luxury Suites

Santorini

9.8/10

Exceptional

(184)

"Amazing accommodation and views. "

CA $226

CA $260 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Santorini-Hotels-Dreams-Luxury-Suites.h1880979.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/530000/520700/520683/239c5679.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/1000000/530000/520700/520683/298f1753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/1000000/530000/520700/520683/381be136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/530000/520700/520683/80788bc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Madalena

Mykonos

9.4/10

Exceptional

(714)

"This cute hotel is very well located with a nice view, the staff is very friendly and the breakfast is very good. I would definitely stay here again."

CA $157

CA $186 total

includes taxes & fees

Oct 15 - Oct 16

[](https://www.expedia.ca/Mykonos-Hotels-Hotel-Madalena.h520683.Hotel-Information)

![Junior Suite | Balcony view](https://images.trvl-media.com/lodging/3000000/2190000/2180400/2180348/9c318ca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Elegant) | Living area](https://images.trvl-media.com/lodging/3000000/2190000/2180400/2180348/34f306c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite](https://images.trvl-media.com/lodging/3000000/2190000/2180400/2180348/2063b868.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Honeymoon Suite](https://images.trvl-media.com/lodging/3000000/2190000/2180400/2180348/59ab6f1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Absolute Bliss

Santorini

10/10

Exceptional

(561)

"Beautiful hotel & facilities "

CA $209

CA $238 total

includes taxes & fees

Nov 13 - Nov 14

[](https://www.expedia.ca/Santorini-Hotels-Absolute-Bliss.h2180348.Hotel-Information)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2770000/2761800/2761704/1a81e24f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Vibrant House with Sunset View | Terrace/patio](https://images.trvl-media.com/lodging/3000000/2770000/2761800/2761704/a348c8b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Plunge Pool Superior Suite with Sunset View](https://images.trvl-media.com/lodging/3000000/2770000/2761800/2761704/b6c56a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2770000/2761800/2761704/59507861.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Esperas Santorini

Santorini

9.6/10

Exceptional

(313)

"Clean, great breakfast area, awesome staff "

CA $250

CA $300 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Santorini-Hotels-Esperas-Santorini.h2761704.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=2025-10-28&endDate=2025-10-29&regionId=6051353&adults=2&property_amenities_group_explore=express_checkin&sort=RECOMMENDED&openPlayBack=true)

## Top Cyclades Islands Hotel Reviews

![The Majestic Hotel](//images.trvl-media.com/lodging/1000000/870000/866200/866124/97f44cce_y.jpg)

### The Majestic Hotel

10/10 Excellent

"Great option, 10 minutes from town with views of sunset and sunrise. The service staff was amazing, Amin and his bar tender at night and Dora and her colleague in the morning had smiles and no request was not tended to very quickly. I really appreciated my stay and believe you will too!"

[](https://expedia.ca/Santorini-Hotels-The-Majestic-Hotel.h866124.Hotel-Information)

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