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Dec 26 - Dec 28
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Jan 2 - Jan 4
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Jan 16 - Jan 18
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Feb 13 - Feb 15

Our top choices for Cyclades Islands villas

Exterior
Seacode Villas

Seacode Villas

Seacode Villas
Mykonos
10.0 out of 10, Exceptional, (17)
"Beautiful property with amazing views, private pool, hot tub, onsite parking and walkable to beach. This was an amazing 3 bedroom property with amazing views of the sea and beach. Pool, outdoor kitchen and hot tub were very nice. "
United States
Perianan
The price is ₩164,219
₩187,825 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Seacode Villas
Superior Suite, Private Pool, Sea View (Amalthia) | Terrace/patio
Amallini Suites Mykonos

Amallini Suites Mykonos

Amallini Suites Mykonos
Mykonos
10.0 out of 10, Exceptional, (10)
"Amazing"
United States
Yazael
Amallini Suites Mykonos
Cave Traditional Villa, Jetted Tub, Sea View | Private spa tub
Nano Oia Villas

Nano Oia Villas

Nano Oia Villas
Santorini
9.8 out of 10, Exceptional, (50)
"Our location had a beautiful view. It was centrally located to everything. "
United States
Cristo
The price is ₩217,674
₩248,068 total
includes taxes & fees
Dec 21 - Dec 22
Nano Oia Villas
Junior Villa | Terrace/patio
Black Rock villas

Black Rock villas

Black Rock villas
Santorini
9.2 out of 10, Wonderful, (19)
"We stayed here during the off-season and enjoyed tiptop rates and a very nice place to sleep. Safe and comfortable and modern and a great host with lots of local information."
United States
Michael
The price is ₩77,740
₩89,151 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Black Rock villas
Avax Villa by K&K | Premium bedding, individually decorated, iron/ironing board, free WiFi
The A Collection, Oia by K&K

The A Collection, Oia by K&K

The A Collection, Oia by K&K
Santorini
9.4 out of 10, Exceptional, (19)
"Very clean & beautiful cave home. Everything that we needed was provided to us. "
United States
Kailee
The price is ₩206,485
₩249,282 total
includes taxes & fees
Dec 23 - Dec 24
The A Collection, Oia by K&K
Exterior
ANEMOESSA VILLA

ANEMOESSA VILLA

ANEMOESSA VILLA
Santorini
The price is ₩164,627
₩187,825 total
includes taxes & fees
Jan 4 - Jan 5, 2026
ANEMOESSA VILLA
Luxury Suite, Patio, Sea View | Terrace/patio
Yiota Collection 4 Suites & 4 Prive Jacuzzi

Yiota Collection 4 Suites & 4 Prive Jacuzzi

Yiota Collection 4 Suites & 4 Prive Jacuzzi
Santorini
10.0 out of 10, Exceptional, (8)
"Nice little town, way to navigate. "
Canada
Amanda
The price is ₩175,234
₩203,802 total
includes taxes & fees
Dec 20 - Dec 21
Yiota Collection 4 Suites & 4 Prive Jacuzzi
View from property
Naxos Luxury Villas

Naxos Luxury Villas

Naxos Luxury Villas
Naxos
9.0 out of 10, Wonderful, (4)
"This property was exactly what we needed. We had plenty of space for our family of four and while there were other units, there was enough space for us to keep some privacy while we utilized the pool area. The host met us close to the port and we were able to follow him in to avoid getting lost on the roads (this was especially nice because it was our first experience driving in Naxos and would have been confused on the roads) it was close enough to cute local bakeries and right in between 2...
United States
Jacqulyn
Naxos Luxury Villas
Exterior
Oia Mansion

Oia Mansion

Oia Mansion
Santorini
9.8 out of 10, Exceptional, (8)
"This place was amazing! Beautiful property and Lily and her family were amazing hosts! The breakfast every morning was perfect and everyone was helpful and friendly. Highly recommend this property! "
United States
Melissa
Oia Mansion
Exterior
Glymar

Glymar

Glymar
Paros
10.0 out of 10, Exceptional, (1)
"The villa was perfect. We loved the pool and private beach. It was a short walk to some of the best restaurants we have been to on all of the islands we have visited!"
United States
Patricia
The price is ₩547,390
₩624,055 total
includes taxes & fees
Dec 26 - Dec 27
Glymar
Villa, Jetted Tub | 2 bedrooms, in-room safe, desk, iron/ironing board
Villa Iokasti

Villa Iokasti

Villa Iokasti
Santorini
10.0 out of 10, Exceptional, (4)
"Owners were very communicative and the property was a great value. Only complaint is that the area around the property got a little loud at night, but able to drown out with white noise. "
United States
Chris
The price is ₩229,655
₩261,674 total
includes taxes & fees
Dec 22 - Dec 23
Villa Iokasti
Outdoor pool
Theano Cave Suites & Villas

Theano Cave Suites & Villas

Theano Cave Suites & Villas
Santorini
9.6 out of 10, Exceptional, (15)
"Loved the unique quiet location of the property. Elizabeth was amazing and super friendly. "
United States
Viral
The price is ₩401,734
₩457,095 total
includes taxes & fees
Dec 22 - Dec 23
Theano Cave Suites & Villas
Outdoor pool
On The Rocks Antiparos

On The Rocks Antiparos

On The Rocks Antiparos
Antiparos
10.0 out of 10, Exceptional, (1)
"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
On The Rocks Antiparos
3 outdoor pools, sun loungers
Aegean Feelings

Aegean Feelings

Aegean Feelings
Paros
The price is ₩1,067,222
₩1,247,895 total
includes taxes & fees
Dec 20 - Dec 21
Aegean Feelings
Exterior
Rhenia Suites-Prive Jacuzzi&Caldera View

Rhenia Suites-Prive Jacuzzi&Caldera View

Rhenia Suites-Prive Jacuzzi&Caldera View
Santorini
7.6 out of 10, Good, (4)
"Excellent stay, in the middle of action"
United States
ihsan
The price is ₩400,248
₩455,407 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Rhenia Suites-Prive Jacuzzi&Caldera View
View from property
Poseidon Mansion

Poseidon Mansion

Poseidon Mansion
Santorini
9.6 out of 10, Exceptional, (21)
"Perfect Oia sunset location! Also perfect for family with kids. "
United States
Jas
The price is ₩552,155
₩633,979 total
includes taxes & fees
Dec 20 - Dec 21
Poseidon Mansion
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

Ira Hotel & Spa - Adults Only

Ira Hotel & Spa - Adults Only

10/10 Excellent
"Cleaning service provided daily, all hotel staff was very kind and professional. "
EBONY 7-night trip
Posted 2 days ago
Ira Hotel & Spa - Adults Only

Find out more about Cyclades Islands

Cyclades Islands Villas information

Number of reviews
160
Accommodation
115 Villas
Lowest Price
₩89,151
Highest Price
₩1,247,895

Frequently asked questions

How much do villas in Cyclades Islands cost?
Villas in Cyclades Islands range between ₩89,151 and ₩1,247,895 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 115 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 favorite 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.