A white-washed village with blue doors and windows, a pool, and a staircase leading to a rooftop.

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Cyclades Islands villas

A bathtub with a view of a body of water and a distant landmass.

1. Nano Oia Villas

Nano Oia Villas
Santorini
9.6 out of 10, Exceptional, (87 reviews)
"Amazing stay here, service was great, and the views were phenomenal!"
United States
Danner
The price is CA $159
CA $182 total
includes taxes & fees
Nov 4 - Nov 5
Nano Oia Villas
A modern white villa with a swimming pool, surrounded by a well-maintained lawn and palm trees.

2. On The Rocks Antiparos

On The Rocks Antiparos
Antiparos
10.0 out of 10, Exceptional, (1 review)
"This house lives up to everything you see on the website. You can reserve this house with confidence that you and your party will be comfortable as you enjoy the space, views and location of this great property. My Girlfriend and I enthusiastically recommend it as an awesome Antiparos retreat."
Germany
A.M
The price is CA $742
CA $843 total
includes taxes & fees
Nov 1 - Nov 2
On The Rocks Antiparos
A dining table with a view of the ocean, two wicker chairs, and a stone wall.

3. Mythology Naxos Villas & Suites

Mythology Naxos Villas & Suites
Naxos
9.6 out of 10, Exceptional, (44 reviews)
"Wonderful place to stay!"
United States
Clara
Mythology Naxos Villas & Suites
An outdoor dining area with a view of the sea, a hanging chair, and a stone wall.

4. Seacode Villas

Seacode Villas
Mykonos
9.6 out of 10, Exceptional, (26 reviews)
"This place was absolutely amazing. Honestly one of if not our favorite place we stayed in all of our 10 destinations through all of Europe. Views are unbeatable. Everything was super clean. Spoke to staff before arriving they were super kind and helpful. 10/10 would return to Mykonos and stay here all over again."
United States
Maykol
The price is CA $127
CA $146 total
includes taxes & fees
Nov 8 - Nov 9
Seacode Villas
A luxurious outdoor area with a hot tub, seating, and a view of a coastal town at night.

5. The A Collection, Oia by K&K

The A Collection, Oia by K&K
Santorini
9.4 out of 10, Exceptional, (21 reviews)
"Stay was amazing, very clean property and well maintained. Beautiful view of the ocean and caldera, very friendly and responsive host, organized all our requests promptly. "
United States
JOSEPH
The price is CA $186
CA $244 total
includes taxes & fees
Nov 12 - Nov 13
The A Collection, Oia by K&K
A dining area with a pool view, wooden pillars, and a table with food and drinks.

6. Black Rock villas

Black Rock villas
Santorini
9.4 out of 10, Exceptional, (24 reviews)
"The rooms were spacious, clean and comfortable. With mini markets and restaurants a walk away it was a great place to stay."
Australia
daniel
The price is CA $64
CA $74 total
includes taxes & fees
Nov 8 - Nov 9
Black Rock villas
A white-washed building with a pool, overlooking a coastal area with clear blue waters and distant hills.

7. Sophia Oia View

Sophia Oia View
Santorini
8.4 out of 10, Very good, (120 reviews)
"Beautiful views!"
United States
Sabrina
The price is CA $174
CA $199 total
includes taxes & fees
Nov 1 - Nov 2
Sophia Oia View
Exterior

8. Amallini Suites Mykonos

Amallini Suites Mykonos
Mykonos
10.0 out of 10, Exceptional, (10 reviews)
"Absolutely stunning !!! The best property I have stayed at recently . It’s luxury and romantic !! I would love to stay at it again "
Canada
Sabina
The price is CA $142
CA $306 total
includes taxes & fees
Nov 2 - Nov 3
Amallini Suites Mykonos
A modern outdoor seating area with a view of the sea and islands at sunset.

9. WeSense by Caldera Houses

WeSense by Caldera Houses
Santorini
10.0 out of 10, Exceptional, (12 reviews)
"Very clean accommodation. Will definitely book if I return back to sanitorini!"
United States
Michaela
The price is CA $310
CA $353 total
includes taxes & fees
Nov 8 - Nov 9
WeSense by Caldera Houses
A rooftop spa area with two hot tubs, lounge chairs, and a view of the ocean.

10. Theano Cave Suites & Villas

Theano Cave Suites & Villas
Santorini
9.8 out of 10, Exceptional, (24 reviews)
"Host was amazing. Beautiful property with easy parking. Beds were comfortable and pool nice. Would book again."
Canada
Sarah
The price is CA $343
CA $391 total
includes taxes & fees
Nov 7 - Nov 8
Theano Cave Suites & Villas
A person standing by a pool with a stone building and a view of the landscape.

11. Eolia Haven Collection

Eolia Haven Collection
Cyclades
The price is CA $324
CA $369 total
includes taxes & fees
Dec 1 - Dec 2
Eolia Haven Collection
A rooftop terrace with outdoor seating, a pool, and a view of a coastal town.

12. Yiota Collection 4 Suites & 4 Prive Jacuzzi

Yiota Collection 4 Suites & 4 Prive Jacuzzi
Santorini
9.6 out of 10, Exceptional, (15 reviews)
"very clean and warm hospitality"
United States
rommel
The price is CA $118
CA $139 total
includes taxes & fees
Nov 8 - Nov 9
Yiota Collection 4 Suites & 4 Prive Jacuzzi
A pool with lounge chairs and a view of the sea.

13. Neraé Santorini

Neraé Santorini
Santorini
Neraé Santorini
A coastal resort with white buildings, a central swimming pool area, and views of the sea and islands.

14. Trinity Secret Villas

Trinity Secret Villas
fira
10.0 out of 10, Exceptional, (1 review)
"Wonderful villa. Clean, modern and equipped with everything you need. Big garden with a private pool. Ocean view. Close to the city. Supermarket around the corner. Can recommend."
Sweden
Cecilia
The price is CA $275
CA $319 total
includes taxes & fees
Nov 3 - Nov 4
Trinity Secret Villas
A swimming pool with clear water reflecting the sunset, a coastal town in the background, and a mountain range across the water.

15. Golden Moments Luxury Stone Villas.

Golden Moments Luxury Stone Villas.
Santorini
9.4 out of 10, Exceptional, (39 reviews)
"Easy check-in and very clean and spacious room"
United Kingdom
Gwendolyn
The price is CA $75
CA $86 total
includes taxes & fees
Nov 6 - Nov 7
Golden Moments Luxury Stone Villas.
A poolside area with a view of the ocean at sunset, a hammock, and lounge chairs.

16. Ambeli Sunset Villas

Ambeli Sunset Villas
Santorini
10.0 out of 10, Exceptional, (7 reviews)
"My wife and I had such a lovely time at this hotel. It's a little off the beaten track which is perfect for getting away from the hustle and bustle of Oia and Fira. Recommend hiring a car if staying here, makes life much easier! The staff were wonderful and incredibly accommodating. The rooms were very clean and modern. The breakfast is great and large portions! Definitely will be staying here again when we return to Santorini in future. "
Hong Kong SAR China
Vincent
Ambeli Sunset Villas
A hot tub with a view of a mountainous landscape through an arched window.

17. Blue Art Caves

Blue Art Caves
Oia
10.0 out of 10, Exceptional, (8 reviews)
"Amazing place"
United States
jesus
The price is CA $298
CA $355 total
includes taxes & fees
Nov 1 - Nov 2
Blue Art Caves
A modern outdoor pool area with a view of the sea and cliffs.

18. Ode Villa

Ode Villa
Santorini
9.4 out of 10, Exceptional, (57 reviews)
"The experience in Ode Villas was great ! Thank you Salvatore for your kind welcome to us, we have a wonderful time in your place ,Santorini is beautiful, the views are amazing and your please is really beautiful and nice, Teo was amazing host, very nice guy, thank you for everything 🙏 we definitely recommend and we hope to come too back in the future ✈️💕"
United States
Talia
The price is CA $381
CA $433 total
includes taxes & fees
Nov 1 - Nov 2
Ode Villa
A dining area with a view of the sea, a pool, and outdoor furniture.

19. Diadema Villa

Diadema Villa
Naxos
10.0 out of 10, Exceptional, (7 reviews)
"Perfect relaxing stay"
Australia
Vince
The price is CA $279
CA $318 total
includes taxes & fees
Nov 3 - Nov 4
Diadema Villa
A pool area with lounge chairs and umbrellas, overlooking a body of water and a hilly landscape.

20. KEA MARE LUXURY VILLAS

KEA MARE LUXURY VILLAS
Kea
9.8 out of 10, Exceptional, (9 reviews)
"Beautiful stay in comfortable room. Unfortunately the 2 standard rooms don’t have acces to the pool (read: you’re not allowed to be there) which was not clear in the hotel description upon booking. Beside that we had a comfortable stay. Very good location with nice view over Vourkari. Many restaurants in the neighbourhood."
Belgium
Thomas
KEA MARE LUXURY VILLAS
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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Top Cyclades Islands Hotel Reviews

Caldera Premium Villas - Adults Only

Caldera Premium Villas - Adults Only

8/10 Good
"It was a lovely hotel with a unique and pleasant environment. The staff are all extremely pleasant and eager to please. The breakfast was lovely and lots of variety of tasty options were available."
Pamela 2-night trip
Posted 15 hours ago
Caldera Premium Villas - Adults Only

Find out more about Cyclades Islands

Cyclades Islands Villas information

Number of reviews
368
Accommodation
132 Villas
Lowest Price
CA $74
Highest Price
CA $843

Frequently asked questions

How much do villas in Cyclades Islands cost?
Villas in Cyclades Islands range between CA $74 and CA $843 per night. These escapes offer the privacy of your own space at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Cyclades Islands?
Browse through 132 villas in Cyclades Islands and then select your favorite. Whether you're planning a vacation with the family or jet-setting with friends, your perfect stay is just clicks away with Expedia.
Are there any family-friendly villas in Cyclades Islands?
You can book family-friendly villas in locations across Cyclades Islands, including Oia. Fira Deep Blue Suite is one option that will cater to your needs in this vibrant city. It has a 4-star rating and handy amenities like housekeeping services and laundry facilities. Alternatively, unpack your suitcase at Helianthus Suites. With loads of conveniences such as WiFi and a balcony, this 3-star pick in Oia will make you and your travel buddies feel right at home. Oia offers loads of family-friendly attractions when it's time to discover the sights. Oia Castle and Red Beach has something for all ages.
Are there any 5-star villas in Cyclades Islands?
Yes, so jump in and treat yourself to a decadent trip. Villa Etheras is one of our leading 5-star villas in Cyclades Islands. Situated in the well-known city of Oia, a deep soaking bathtub and Egyptian-cotton sheets are a couple of its conveniences. Another 5-star favourite in Oia is Cellaria Estate. Conveniences here include designer toiletries and a swimming pool.
Why book your villa in Cyclades Islands with Expedia?
With Expedia, it's easy to find your dream villa in Cyclades Islands. Getting away with the family? Use our helpful filters to look for stays with a kitchen or a pool. If you have a budget, choose how much you're willing to spend and your preferred star rating. We'll help you find the perfect place that matches your style and taste.
How can I find cheap villas in Cyclades Islands?
The quickest way to track down cheap villas in Cyclades Islands is with Expedia's user-friendly filter tool. Refine your search results by budget, star rating and amenities to discover unbeatable prices in only a few keystrokes.

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