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

Cyclades Islands Vacation Rentals

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Dates

November 2026

December 2026

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Our top choices for Cyclades Islands vacation rentals

A modern outdoor seating area with cushioned sofas, a small table with a drink, and a stone building in the background.

1. Campo Suites

Paros

A pool area with a hot tub, a view of the sea, and a patio with plants.

2. MyLifeSuites

Fira

Kimberley

CA $44 total

includes taxes & fees

Nov 16 - Nov 17

A poolside area with a bottle of champagne, fruit, and two glasses.

3. family love suites

Santorini

Eilidh

CA $67 total

includes taxes & fees

Nov 16 - Nov 17

A bedroom with a bed, a desk, a chair, a television, and a mirror.

4. Cavora Suites

Santorini

CA $91 total

includes taxes & fees

Nov 12 - Nov 13

A rooftop pool with clear blue water, surrounded by white lounge chairs and a metal ladder.

5. Summer Time

Santorini

Victoria

CA $93 total

includes taxes & fees

Nov 21 - Nov 22

A spa area with a hot tub, a glass of red wine, and a tray of fruits.

6. Black Rock villas

Santorini

daniel

CA $88 total

includes taxes & fees

Nov 12 - Nov 13

A modern hotel room with a sofa, a small table, a flat-screen TV, a wall-mounted artwork, and a kitchenette.

7. Anemelia way of living

Naousa

Sacha Maria

CA $120 total

includes taxes & fees

Nov 12 - Nov 13

A modern hotel room with a large bed, a seating area, a desk, and a view through an arched doorway.

8. Ebita's Suites

Karterádos

Kjersti

CA $64 total

includes taxes & fees

Nov 19 - Nov 20

A hot tub with a view of the sea and a dome structure.

9. Lava suites

Fira

Jared

CA $134 total

includes taxes & fees

Nov 19 - Nov 20

A covered outdoor patio with a table and chairs, a bottle of wine, and a view of the beach and ocean.

10. Aegean Nest Beach Studios - Adults Only

Santorini

socheata

CA $76 total

includes taxes & fees

Nov 13 - Nov 14

An aerial view of a hotel with three hot tubs, outdoor seating, and a tree.

11. Yiota Collection 4 Suites & 4 Prive Jacuzzi

Santorini

rommel

CA $128 total

includes taxes & fees

Nov 14 - Nov 15

An outdoor dining area with a view of the sea, a hanging chair, and a stone wall.

12. Seacode Villas

Mykonos

Maykol

CA $162 total

includes taxes & fees

Nov 20 - Nov 21

A narrow street with white buildings, a tree with pink flowers, and a cobblestone path.

13. Melinas House - Mykonos Town

Mykonos

Blake

CA $78 total

includes taxes & fees

Nov 12 - Nov 13

An arched doorway leading to a balcony with a view of a coastal landscape.

14. Althea suites

Paros

CA $211 total

includes taxes & fees

Dec 5 - Dec 6

15. Depis studios & apartments

Old Town Naxos

Anonymous traveller

CA $71 total

includes taxes & fees

Nov 12 - Nov 13

A rooftop pool with a view of a cityscape at dusk.

16. Stay Lux Suites

Karterados

CA $109 total

includes taxes & fees

Nov 12 - Nov 13

A modern, well-lit bedroom with a bed, a bedside table, a chair, and a view of the balcony.

17. Casa Grande Santorini

Megalochori

Steven

CA $82 total

includes taxes & fees

Nov 13 - Nov 14

A balcony with a view of the sea, featuring a yellow railing and a table with chairs.

18. Portiani Suites

Adamas

Linda

CA $121 total

includes taxes & fees

Nov 15 - Nov 16

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

19. Nano Oia Villas

Santorini

Danner

CA $168 total

includes taxes & fees

Nov 23 - Nov 24

A balcony with a view of the sea and white buildings in the distance.

20. Portara Seaside Luxury Suites

Old Town Naxos

Emory

CA $137 total

includes taxes & fees

Nov 12 - Nov 13

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Find vacation rentals that suit your style

Top Cyclades Islands Hotel Reviews

A pool with a view of the ocean, lounge chairs, and a person doing yoga.

Santorini Sky, Luxury Resort

Santorini

10/10 Excellent

Andrei

A balcony with a hot tub, wicker chairs, a table with food and drinks, and a view of the sea and cliffs.

Absolute Bliss

Santorini

10/10 Excellent

Amazing property with spectacular views of the caldera! They were very easy to communicate with before and throughout the stay! I got a surprise complimentary upgrade to a superior room with a spacious outdoor balcony that has unobstructed views of the caldera with beautiful sunsets, and a hot tub! A complimentary welcome bottle of local red wine topped it off - what a way to enjoy the sunset in your own hotel room! Daily freshly made breakfast served to your room was nice! The property has...

Chia Wei

A clear blue pool with arched windows and a view of a white building with a blue dome.

Oia Spirit Studios by Mary D Nomikou

Santorini

10/10 Excellent

Guo

An open doorway leading to a balcony with a view of the sea and rocky landscape.

Spitia Santorini

Santorini

10/10 Excellent

The room itself was beautiful and the location couldn’t be beat! Beautiful views. Loved the uniqueness of the cave room. Only thing to note was the placement of the shower… kind of ran over a seat in the shower, which made it difficult to stand underneath. Also, the ‘hot tub’ was definitely not hot lol. More of a warm bath, depending on the weather that day. Was definitely too cold to go in during the evening.

Sydney

A modern bathroom with a large bathtub, a wooden stool, and decorative wall sconces.

Winery Hotel 1870

Santorini

10/10 Excellent

Kyla

A clear view of a swimming pool with a view of the sea and a white building.

Dreams Luxury Suites

Santorini

10/10 Excellent

Anonymous traveller

A palm tree, a pool, and a view of the sea.

Eden View Suites & Villas

Mykonos

10/10 Excellent

Hammad

A white-walled building with a stone-paved courtyard, a tree, and a door with barred windows.

Milena Hotel

Mykonos

10/10 Excellent

Josie

A person relaxing in a bathtub with a view of the sea and cliffs.

Adamant Suites

Santorini

10/10 Excellent

My husband and I recently stayed at Adamant Suites for part of our honeymoon, and we couldn't have been more pleased. The staff were friendly, the service was great, the breakfast was amazing, the views were breathtaking. Let me start off by mentioning that I travel quite a bit and I am accustomed to luxury hotels. I had read the reviews on trip advisor- the good and the bad ones, and was a little worried about the few negative ones. I would like to address these: The pool being far: You can...

Crystal

A hot tub in a well-lit outdoor area with wooden deck, lounge chairs, and potted plants.

Vincenzo Family Hotel

Tinos

10/10 Excellent

Nancy

A coastal hotel with a infinity pool, white architecture, and a view of the sea at dusk.

Saint Santorini

Santorini

10/10 Excellent

Kyle

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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cyclades Islands vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cyclades Islands vacation rentals we have selected for you start as low as CA $38 per night. Entering your travel dates in the search wizard 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.

Explore a world of travel with Expedia

Aegean Islands Vacations
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Cyclades Islands Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cyclades Islands vacation rentals

1. Campo Suites

2. MyLifeSuites

3. family love suites

4. Cavora Suites

5. Summer Time

6. Black Rock villas

7. Anemelia way of living

8. Ebita's Suites

9. Lava suites

10. Aegean Nest Beach Studios - Adults Only

11. Yiota Collection 4 Suites & 4 Prive Jacuzzi

12. Seacode Villas

13. Melinas House - Mykonos Town

14. Althea suites

15. Depis studios & apartments

16. Stay Lux Suites

17. Casa Grande Santorini

18. Portiani Suites

19. Nano Oia Villas

20. Portara Seaside Luxury Suites

Find vacation rentals that suit your style

Top Cyclades Islands Hotel Reviews

Santorini Sky, Luxury Resort

10/10 Excellent

Find out more about Cyclades Islands

Cyclades Islands vacation rentals: An excellent choice for every season

How to find incredible deals on Cyclades Islands rentals

Explore a world of travel with Expedia