Cyclades Islands Vacation Rentals

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Our top choices for Cyclades Islands vacation rentals

Villa Irini Sifnos

Villa Irini Sifnos
Sifnos
The price is CA $228
CA $263 total
includes taxes & fees
Jun 10 - Jun 11
Villa Irini Sifnos

Blue Life hotel

Blue Life hotel
Santorini
The price is CA $77
CA $91 total
includes taxes & fees
Jun 2 - Jun 3
Blue Life hotel

Casa Grande Santorini

Casa Grande Santorini
Megalochori
The price is CA $77
CA $91 total
includes taxes & fees
May 24 - May 25
Casa Grande Santorini

Thalassa Naxos

Thalassa Naxos
Naxos
10.0 out of 10, Exceptional, (1 review)
"Beautiful small hotel with gorgeous landscaping. The amazing free beach was just a couple of minutes away from the property. There were some excellent restaurants within a mile. The accommodations were fairly basic, but neat and clean, and there was an air conditioner/heater unit. It was very peaceful and quiet. Pavlos was friendly and helpful, and he has a nice dog named Tito. We enjoyed our stay very much!"
United States
Kristie
The price is CA $114
CA $132 total
includes taxes & fees
May 20 - May 21
Thalassa Naxos

ANEMI Folegandros

ANEMI Folegandros
5.0 star property
Folegandros
9.6 out of 10, Exceptional, (74 reviews)
"Spent a fabulous 9 nights here. Rest and relaxation, gorgeous beaches and great restaurants nearby or in the chora, a 2 euro bus ride away. The hotel is clean, lovely pool, gorgeous attentive staff. Thoroughly recommended"
United Kingdom
Elizabeth
The price is CA $277
CA $339 total
includes taxes & fees
May 22 - May 23
ANEMI Folegandros

Poseidon of Paros

Poseidon of Paros
5.0 star property
Paros
9.4 out of 10, Exceptional, (153 reviews)
"Our stay was fantastic"
Canada
dan
The price is CA $251
CA $310 total
includes taxes & fees
May 17 - May 18
Poseidon of Paros

family love suites

family love suites
Santorini
10.0 out of 10, Exceptional, (2 reviews)
"Nice staff frendly tidy room"
United Kingdom
Vijitha
The price is CA $111
CA $130 total
includes taxes & fees
Jun 10 - Jun 11
family love suites

Blue Fish

Blue Fish
Sifnos
The price is CA $74
CA $88 total
includes taxes & fees
May 29 - May 30
Blue Fish

ANDELIAS SIGNATURE SUITES

ANDELIAS SIGNATURE SUITES
Folegandros
10.0 out of 10, Exceptional, (3 reviews)
"Great property and host"
United States
William
The price is CA $239
CA $274 total
includes taxes & fees
May 23 - May 24
ANDELIAS SIGNATURE SUITES

THEROS CASA LOGARAS

THEROS CASA LOGARAS
Paros
The price is CA $142
CA $165 total
includes taxes & fees
May 23 - May 24
THEROS CASA LOGARAS

Hotel Mediterranean

Hotel Mediterranean
3.0 star property
Naxos
9.6 out of 10, Exceptional, (33 reviews)
"Beautiful views, friendly and helpful staff, great pool, walkable to the beach and town, great breakfast."
United States
Sanjay
The price is CA $135
CA $162 total
includes taxes & fees
Jun 11 - Jun 12
Hotel Mediterranean

Agios Prokopios Hotel

Agios Prokopios Hotel
3.0 star property
Naxos
9.0 out of 10, Wonderful, (137 reviews)
"Enjoyed our stay at Agios Prokopios Hotel, would definitely recommend it! "
Canada
EVAGELOS
The price is CA $70
CA $88 total
includes taxes & fees
May 30 - May 31
Agios Prokopios Hotel

Sun Beach Hotel

Sun Beach Hotel
2.0 star property
Naxos
9.6 out of 10, Exceptional, (115 reviews)
"Clean room, such a friendly staff, loved how helpful they were. "
United States
Zoe
The price is CA $57
CA $68 total
includes taxes & fees
May 24 - May 25
Sun Beach Hotel

Golden Sun Hotel

Golden Sun Hotel
3.0 star property
Naxos
8.8 out of 10, Excellent, (94 reviews)
"Great location and great service ! "
United States
jagruti
The price is CA $59
CA $75 total
includes taxes & fees
May 27 - May 28
Golden Sun Hotel

Stema Suite 2

Stema Suite 2
Milos
10.0 out of 10, Exceptional, (1 review)
"Magnifique séjour dans cet appartement, très bien décoré avec goût, les amenities étaient digne d’un hôtel, crème, savon, kit beauté… il y avait même de la nourriture dans le frigo pour le petit déjeuner ! Très bien situé dans le petit village de Trypiti et à proximité à pieds de plusieurs bons restaurants. L’hôte était très aimable, nous recommandons cet endroit à 100% ! "
France
Chloé
The price is CA $164
CA $190 total
includes taxes & fees
May 24 - May 25
Stema Suite 2

Niriedes Hotel

Niriedes Hotel
3.0 star property
Sifnos
10.0 out of 10, Exceptional, (43 reviews)
"Amazing hotel! Super clean and owners very friendly. Enjoy our 4 days there."
Australia
Andrea
The price is CA $182
CA $215 total
includes taxes & fees
May 17 - May 18
Niriedes Hotel

DENIS Summer Living

DENIS Summer Living
Santorini
The price is CA $208
CA $249 total
includes taxes & fees
Jun 1 - Jun 2
DENIS Summer Living

Garifalakis Comfort Rooms

Garifalakis Comfort Rooms
Milos
9.6 out of 10, Exceptional, (14 reviews)
"Great place. We enjoyed sitting outside "
Denmark
Anders
The price is CA $162
CA $187 total
includes taxes & fees
May 20 - May 21
Garifalakis Comfort Rooms

Zatrikion Villas Santorini

Zatrikion Villas Santorini
Santorini
10.0 out of 10, Exceptional, (28 reviews)
"Amazing location away from the overly touristy areas yet a convenient drive away. Views were amazing and the property was fantastic "
United States
Daryl
The price is CA $132
CA $154 total
includes taxes & fees
May 28 - May 29
Zatrikion Villas Santorini

Proteas Hotel & Suites

Proteas Hotel & Suites
3.0 star property
Naxos
9.8 out of 10, Exceptional, (66 reviews)
"Our 2nd stay at Proteas. Charming, beautiful family run hotel. We love it. "
United Kingdom
Sarah
The price is CA $93
CA $114 total
includes taxes & fees
May 17 - May 18
Proteas Hotel & Suites
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

Find out more about Cyclades Islands

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cyclades Islands. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.