Holiday Homes in Cyclades Islands

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Cyclades Islands holiday homes

Studio (Thetis Cave Studio) | Balcony view

Holiday Home in Santorini

Thetis Cave Houses
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
Thetis Cave Houses
Interior

Holiday Home in Santorini

Twin Cave House - Oia
10.0 out of 10, Exceptional, (92 reviews)
"Super cute place, ideal location right in the center of town on the water. Nicoletta and her daughter were great. They arranged our transfers, handled our luggage to/from, arranged laundry services etc. can’t recommend enough. Wonderful stay! "
United States
Jen G.
The price is €291
includes taxes & fees
7 Mar - 8 Mar
Twin Cave House - Oia
Property grounds

Holiday Home in Syros

Apartment 'Syros Mandala Studio-Zen' with Wi-Fi and Air Conditioning
The price is €168
includes taxes & fees
1 Mar - 2 Mar
Apartment 'Syros Mandala Studio-Zen' with Wi-Fi and Air Conditioning
Property grounds

Holiday Home in Oia

SantoriniParadise: BLUE & WHITE cave house, authentic experience, Caldera view
10.0 out of 10, Exceptional, (86 reviews)
"Excellent location, clean and Maria & her team were friendly and professionally. Thank you."
United Kingdom
Wan Ching C.
The price is €296
includes taxes & fees
26 Feb - 27 Feb
SantoriniParadise: BLUE & WHITE cave house, authentic experience, Caldera view
Property grounds

Holiday Home in Οία

ΜΕΖΟΝΕΤΑ ΜΕ ΘΕΑ ΤΗΝ ΚΑΛΔΕΡΑ
The price is €349
includes taxes & fees
26 Feb - 27 Feb
ΜΕΖΟΝΕΤΑ ΜΕ ΘΕΑ ΤΗΝ ΚΑΛΔΕΡΑ
Property grounds

Holiday Home in Oia

SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!
9.8 out of 10, Exceptional, (61 reviews)
"Perfect location!"
United States
Bev C.
The price is €336
includes taxes & fees
26 Feb - 27 Feb
SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!
Deluxe Suite, Balcony, City View

Holiday Home in Fira

LInea Luxury Suites
The price is €170
includes taxes & fees
26 Feb - 27 Feb
LInea Luxury Suites
Property grounds

Holiday Home in Santorini

Incredible caldera views! Full sunset, private, spacious - in the heart of Oia
10.0 out of 10, Exceptional, (42 reviews)
"The views and the location were outstandingAll three couples had a very comfortable room and we very much appreciated the toiletries provided.Also, so nice that coffee ,wine, and a gift basket of snacks was waiting for us.Cleaning service every day to make our beds and freshing up our towelsThe pool was refreshing after a hot day of touring, and we could view the whole Caldera sitting in the pool.Many amazing restaurants within walking distanceAnd we did also enjoy the early morning visits from...
Canada
Joann S.
The price is €565
includes taxes & fees
21 Mar - 22 Mar
Incredible caldera views! Full sunset, private, spacious - in the heart of Oia
Interior

Holiday Home in Οία

Aerie beautiful house, heart of Oia's traditional settlement, Caldera view
9.6 out of 10, Exceptional, (52 reviews)
"This place is awesome! It’s very well located and the hostesses are very friendly and extremely attentive and helpful. We had all we needed and were very comfortable in our stay. I’d definitely stay there again! "
United States
Gabriel R.
The price is €614
includes taxes & fees
5 Mar - 6 Mar
Aerie beautiful house, heart of Oia's traditional settlement, Caldera view
Luxury House, 1 Bedroom, Hot Tub, Ocean View | View from room

Holiday Home in Santorini

Caldera's Dream Cave House with hot tub
10.0 out of 10, Exceptional, (2 reviews)
"It was amazing to stay here, it was a wonderful experience, it has a view like no other, the attention of the host was incredible, she gave us very good recommendations, the cave has everything you could need, you can even cook, I loved that they had many pillows hahaha and the jacuzzi was great! You have many things near the cave, such as restaurants, shops, mini market, as well as where the tours are taken. From where you leave the car or transport, you must walk for about five minutes through...
United States
Ricardo
Caldera's Dream Cave House with hot tub
Traditional House, 1 Double Bed (Blue) | Terrace/patio

Holiday Home in Santorini

Afoura Houses by K&K
9.0 out of 10, Wonderful, (54 reviews)
"Great place!!"
United States
Joshini
Afoura Houses by K&K
Exterior

Holiday Home in Mykonos

Christy Suites by Alpha Living
8.6 out of 10, Excellent, (9 reviews)
"GREAT LOCATION. Property was clean and communication with owner was great. "
United States
BECKY
Christy Suites by Alpha Living
Exterior

Holiday Home in Milos

FANI DREAM SUITE By Vilos Suites
The price is €201
includes taxes & fees
14 Mar - 15 Mar
FANI DREAM SUITE By Vilos Suites
Outdoor dining

Holiday Home in Νάξος

Naxos Center Houses - Sweet Home
10.0 out of 10, Exceptional, (24 reviews)
"Great location…steps away from waterfront and all of the shops and restaurants "
United States
Tammy H.
The price is €337
includes taxes & fees
28 Feb - 1 Mar
Naxos Center Houses - Sweet Home
Exterior

Holiday Home in Santorini

ArcadOia
9.4 out of 10, Exceptional, (6 reviews)
"Cutest property in the best location. "
United States
kwanyu
The price is €66
includes taxes & fees
28 Feb - 1 Mar
ArcadOia
Classic House

Holiday Home in Santorini

Centro Houses
10.0 out of 10, Exceptional, (3 reviews)
"Nice house. We all enjoyed the champagne!"
United States
Guojin
The price is €159
includes taxes & fees
16 Mar - 17 Mar
Centro Houses
Smart TV, books, stereo

Holiday Home in Kamari Beach

BLISS ESTATE, ocean views,by the black beach, Exclusive.
9.4 out of 10, Exceptional, (56 reviews)
"Our stay at the Bliss Estate was wonderful! The space is ample, views were beautiful and the host very accommodating. Would highly recommend."
United States
Lora M.
The price is €479
includes taxes & fees
7 Mar - 8 Mar
BLISS ESTATE, ocean views,by the black beach, Exclusive.
Terrace/patio

Holiday Home in Santorini

Terracotta Cave House (1)
10.0 out of 10, Exceptional, (14 reviews)
"was even better than we had hoped loved the out door space and the home was so charming. we loved it!"
United States
mindy i.
Terracotta Cave House (1)
House

Holiday Home in Milos

Stema Suite 1
The price is €117
includes taxes & fees
26 Feb - 27 Feb
Stema Suite 1
Terrace/patio

Holiday Home in Santorini

Sea Dream Luxury Home
10.0 out of 10, Exceptional, (8 reviews)
"Good location and well maintained. Staff prepared room well in advance, correct no of towels and water bottles daily."
Singapore
Kristian
Sea Dream Luxury Home
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

Rocabella Santorini Hotel & SPA

Rocabella Santorini Hotel & SPA

10/10 Excellent
"Simplemente la palabra HERMOSA no le hace juicio a lo increible que es el lugar. Que Paz!! Que vista!!! Quedé locamente enamorada"
Sodi 1-night trip
Posted 4 days ago
Rocabella Santorini Hotel & SPA

Find out more about Cyclades Islands

Cyclades Islands Holiday Homes information

Number of reviews
464
Accommodation
79 Holiday Homes
Lowest Price
€66
Highest Price
€614