Cyclades Islands Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Cyclades Islands vacation rentals

Interior

AK Mykonos

AK Mykonos
Mykonos
9.8 out of 10, Exceptional, (65 reviews)
"Great location, friendly staff, very clean, great value."
United States
Liv
AK Mykonos
Luxury Studio Suite, Pool Access, Sea View | Living area | 55-inch Smart TV with digital channels, TV, Netflix

Amallini Suites Mykonos

Amallini Suites Mykonos
Mykonos
10.0 out of 10, Exceptional, (10 reviews)
"Amazing"
United States
Yazael
$185 nightly
The price is $198
Feb 16 - Feb 17
Total with taxes and fees
Amallini Suites Mykonos
Studio (Thetis Cave Studio) | Balcony view

Thetis Cave Houses

Thetis Cave Houses
Santorini
9.6 out of 10, Exceptional, (32 reviews)
"Timis met us there at 9 pm for checkin. this place is very clean and very unique. Right in the heart where all the shopping and scenery is. We loved it!"
Canada
John
$138 nightly
The price is $157
Mar 1 - Mar 2
Total with taxes and fees
Thetis Cave Houses
Villa, 3 Bedrooms, Private Pool | Terrace/patio

Seacode Villas

Seacode Villas
Mykonos
10.0 out of 10, Exceptional, (17 reviews)
"Excellent location with a beautiful view. Property Manager extremely responsive and helpful!"
United States
Jesus
$107 nightly
The price is $123
Feb 22 - Feb 23
Total with taxes and fees
Seacode Villas
Living area

Azure Escape

Azure Escape
Santorini
10.0 out of 10, Exceptional, (1 review)
"The apt was very new, clean and hospitable. Both the owner and staff were kind and timely responsive. One of our best stays abroad. N8ce location close to beach. We can see sunrise in the morning."
United States
Rajesh
$110 nightly
The price is $125
Mar 9 - Mar 10
Total with taxes and fees
Azure Escape
Front of property - evening/night

Portiani Suites

Portiani Suites
Milos
9.6 out of 10, Exceptional, (26 reviews)
"Great hotel location and friendly staff. "
United States
Nayeli
$78 nightly
The price is $89
Feb 16 - Feb 17
Total with taxes and fees
Portiani Suites
Terrace/patio

Irini Pension

Irini Pension
Sifnos
9.6 out of 10, Exceptional, (11 reviews)
"Nice spacious and very clean property just meters away from Platis Yialos beach where you can find many tavernas and places to eat along the beach. Irini was so lovely and accommodating and we had such a wonderful stay. "
Australia
Angelo
$52 nightly
The price is $59
Feb 25 - Feb 26
Total with taxes and fees
Irini Pension
Exterior

Black Rock villas

Black Rock villas
Santorini
9.2 out of 10, Wonderful, (20 reviews)
"Sofia was great at communicating ahead of time and helping us find the place as there isn’t specific addresses used on Santorini. Thank you for a great and relaxing stay!"
United States
Kristen
$53 nightly
The price is $61
Feb 17 - Feb 18
Total with taxes and fees
Black Rock villas
Courtyard

Suite Mantilaria

Suite Mantilaria
Santorini
9.4 out of 10, Exceptional, (27 reviews)
"Decent spacious place with a very friendly host and very close to the main square of fira."
Canada
Timothy
$67 nightly
The price is $77
Feb 12 - Feb 13
Total with taxes and fees
Suite Mantilaria
Honeymoon Suite, Sea View (Outdoor Jetted Tub, Caldera View) | Balcony

Aqua Luxury Suites

Aqua Luxury Suites
5.0 star property
Santorini
9.2 out of 10, Wonderful, (216 reviews)
"The view, price, food and service are all perfect! The only small thing that may make it better is to have a better hair dryer (Dyson or something similar but cheaper like Laifen or Dreame). I really love the days staying in the hotel"
Canada
Tino
$252 nightly
The price is $287
Feb 15 - Feb 16
Total with taxes and fees
Aqua Luxury Suites
Gateway Sophia with Private Plunge Pool & Caldera Oia View | Terrace/patio

Sophia Oia View

Sophia Oia View
Santorini
8.8 out of 10, Excellent, (94 reviews)
"This property is amazing! Beautiful views and it’s close to shopping center in the area. I would definitely stay here again!"
United States
Michael
$202 nightly
The price is $230
Mar 1 - Mar 2
Total with taxes and fees
Sophia Oia View
Outdoor spa tub

Oia Mansion

Oia Mansion
Santorini
9.8 out of 10, Exceptional, (8 reviews)
"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

Mperes Villas

Mperes Villas
Santorini
$232 nightly
The price is $264
Mar 1 - Mar 2
Total with taxes and fees
Mperes Villas
Archon Villa by K&K | Terrace/patio

The A Collection, Oia by K&K

The A Collection, Oia by K&K
Santorini
9.4 out of 10, Exceptional, (21 reviews)
"Very clean & beautiful cave home. Everything that we needed was provided to us. "
United States
Kailee
$154 nightly
The price is $180
Feb 19 - Feb 20
Total with taxes and fees
The A Collection, Oia by K&K
Indoor pool

Santorini Sunsets Oasis

Santorini Sunsets Oasis
Santorini
$378 nightly
The price is $430
Mar 1 - Mar 2
Total with taxes and fees
Santorini Sunsets Oasis
Superior Apartment, Garden View | Individually decorated, individually furnished, desk, free WiFi

Altea Apartments

Altea Apartments
Santorini
9.6 out of 10, Exceptional, (37 reviews)
"Great value place to stay very close to Fira views."
United Kingdom
Ghazala
$76 nightly
The price is $87
Feb 17 - Feb 18
Total with taxes and fees
Altea Apartments
Exterior

White Side Suites

White Side Suites
Santorini
10.0 out of 10, Exceptional, (19 reviews)
"The view and location is excellent"
United States
Ruben
$249 nightly
The price is $283
Mar 1 - Mar 2
Total with taxes and fees
White Side Suites
Outdoor pool, sun loungers

Nefeles Luxury Suites

Nefeles Luxury Suites
Santorini
9.6 out of 10, Exceptional, (166 reviews)
"Love it highly recommended "
United States
Rodney
$211 nightly
The price is $241
Feb 16 - Feb 17
Total with taxes and fees
Nefeles Luxury Suites
Rooftop terrace

Alma Syros

Alma Syros
Syros
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful hotel in a convenient central location in Syros. Very friendly and helpful staff. Great facilities and felt extra special and comfortable for my entire stay."
United States
Vanessa
$71 nightly
The price is $82
Mar 13 - Mar 14
Total with taxes and fees
Alma Syros
Comfort Room, Pool View | View from room

The Noverian Bios Santorini

The Noverian Bios Santorini
Santorini
9.2 out of 10, Wonderful, (9 reviews)
"Hotel was clean and beautiful. The staff was friendly and fulfilled our wishes every way. We liked the location because it was quiet, yet close to shops and restaurants."
Finland
Marjut Tuulia
$71 nightly
The price is $83
Feb 22 - Feb 23
Total with taxes and fees
The Noverian Bios Santorini
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cyclades Islands Hotel Reviews

Hill Suites

Hill Suites

10/10 Excellent
"Loved my stay!"
LaCeche 1-night trip
Posted 5 days ago
Hill Suites

Find out more about Cyclades Islands

Everything you need to know about Cyclades Islands vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cyclades Islands vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cyclades Islands vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cyclades Islands vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cyclades Islands. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cyclades Islands in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $89 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cyclades Islands rentals

At Expedia, we put the best Cyclades Islands vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cyclades Islands rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cyclades Islands vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cyclades Islands. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.