Cyclades Islands Vacation Rentals

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Our top choices for Cyclades Islands vacation rentals

Blue Life hotel

Blue Life hotel
Santorini
The price is CA $77
CA $91 total
includes taxes & fees
May 22 - May 23
Blue Life hotel

THEROS CASA LOGARAS

THEROS CASA LOGARAS
Paros
The price is CA $122
CA $143 total
includes taxes & fees
May 23 - May 24
THEROS CASA LOGARAS

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 $115
CA $133 total
includes taxes & fees
May 12 - May 13
Thalassa Naxos

Casa Grande Santorini

Casa Grande Santorini
Megalochori
The price is CA $69
CA $81 total
includes taxes & fees
May 12 - May 13
Casa Grande Santorini

Stema Suite 2

Stema Suite 2
Milos
The price is CA $165
CA $191 total
includes taxes & fees
May 12 - May 13
Stema Suite 2

ANDELIAS SIGNATURE SUITES

ANDELIAS SIGNATURE SUITES
Folegandros
10.0 out of 10, Exceptional, (1 review)
"Stavros and his wife have blended the best of their global life-style with the local authentic vibes of Cycladic Folegandros. Their beautiful, brand new, stunningly designed house is perched on a cliff with stunning sea vistas. Everything about this property is right, and the hosts' friendly and open attitude, coupled with perfect (over)service - yeah they offer morning baskets with fruit, pastries, local grissini and olive paste as a courtesy, plus water and nespresso coffe - make for a...
Ireland
Tomasz
The price is CA $228
CA $262 total
includes taxes & fees
May 12 - May 13
ANDELIAS SIGNATURE SUITES

Blue Fish

Blue Fish
Sifnos
The price is CA $71
CA $84 total
includes taxes & fees
May 14 - May 15
Blue Fish

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 $138
CA $165 total
includes taxes & fees
Jun 2 - Jun 3
Hotel Mediterranean

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 $294
CA $358 total
includes taxes & fees
May 22 - May 23
ANEMI Folegandros

DENIS Summer Living

DENIS Summer Living
Santorini
The price is CA $230
CA $274 total
includes taxes & fees
Jun 1 - Jun 2
DENIS Summer Living

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 $125
CA $145 total
includes taxes & fees
Jun 1 - Jun 2
family love suites

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 $253
CA $313 total
includes taxes & fees
May 14 - May 15
Poseidon of Paros

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 $60
CA $76 total
includes taxes & fees
May 27 - May 28
Golden Sun Hotel

Milesian Suites

Milesian Suites
Milos
9.6 out of 10, Exceptional, (20 reviews)
"We had an amazing stay at Milesian Suites in Milos, The private pool was a highlight—perfect for relaxing and enjoying the scenery in total peace. Beautifully designed suites and warm hospitality made this the ideal place to experience the island. "
Canada
Christian
The price is CA $108
CA $127 total
includes taxes & fees
May 23 - May 24
Milesian Suites

Stema Suite 1

Stema Suite 1
Milos
10.0 out of 10, Exceptional, (2 reviews)
"The room was great! Had a functional kitchenette and worked great for breakfasts and lunches. The couch and TV were great, and the bed was comfy! "
Canada
Katherine
The price is CA $165
CA $191 total
includes taxes & fees
May 12 - May 13
Stema Suite 1

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 $174
CA $206 total
includes taxes & fees
May 13 - May 14
Niriedes Hotel

Portiani Suites

Portiani Suites
Milos
9.2 out of 10, Wonderful, (40 reviews)
"Convenient location amazing stay"
United States
Justin
The price is CA $250
CA $288 total
includes taxes & fees
May 15 - May 16
Portiani Suites

Anais Milos Suites

Anais Milos Suites
Adamas
The price is CA $343
CA $393 total
includes taxes & fees
Jun 3 - Jun 4
Anais Milos Suites

Perla Hotel

Perla Hotel
2.0 star property
Naxos
9.6 out of 10, Exceptional, (85 reviews)
"This property is absolutely amazing. My husband and I decided to stay here as part of our honeymoon and it was a great choice. A very close walk to a gorgeous beach and a 10 minute drive to the main town. Not only was our room and the hotel gorgeous, but the staff was incredibly friendly and welcoming. One of the staff members pointed us in the direction of one of the best restaurants we have ever been to and even made the reservation for us. The housekeeping went above and beyond in cleaning...
United States
Megan
The price is CA $80
CA $94 total
includes taxes & fees
May 17 - May 18
Perla Hotel

Hotel Villa Flora

Hotel Villa Flora
2.0 star property
Naxos
9.8 out of 10, Exceptional, (28 reviews)
"Very responsive staff and clean.large rooms and lots of amenities."
Australia
Adam
The price is CA $169
CA $195 total
includes taxes & fees
May 16 - May 17
Hotel Villa Flora
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.