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

Search Vacation 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
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Cyclades Islands vacation homes

A white building with a flat roof and a balcony area.

1. Holiday Home 'Bluewaves Sunstone Terrace House' with Private Garden, Balcony and Wi-Fi

Holiday Home 'Bluewaves Sunstone Terrace House' with Private Garden, Balcony and Wi-Fi
Antiparos
The price is ￥43,789
￥45,207 total
includes taxes & fees
Oct 17 - Oct 18
Holiday Home 'Bluewaves Sunstone Terrace House' with Private Garden, Balcony and Wi-Fi
A bedroom with a bed, a bedside table, a hanging light fixture, and a checkered floor.

2. Holiday Home 'Antiparos Moonstone Jacuzzi' with Wi-Fi and Air Conditioning

Holiday Home 'Antiparos Moonstone Jacuzzi' with Wi-Fi and Air Conditioning
Antiparos
The price is ￥48,841
￥50,259 total
includes taxes & fees
Oct 17 - Oct 18
Holiday Home 'Antiparos Moonstone Jacuzzi' with Wi-Fi and Air Conditioning
A wooden deck with two lounge chairs, a small table with a bottle and glasses, and a decorative hat.

3. Thetis Cave Houses

Thetis Cave Houses
Santorini
9.6 out of 10, Exceptional, (34 reviews)
"The view from the private balcony was truly magnificent, both at sunset and during the day, and it made us feel really special. Our host, Timis, the porter, and the room service staff were all very kind and provided excellent service. It would have been even better if the amenities had included a knife and cutting board, but overall, the experience was fantastic."
United Kingdom
Tetsuharu
The price is ￥21,429
￥24,424 total
includes taxes & fees
Nov 1 - Nov 2
Thetis Cave Houses
A modern spa area with a heated pool, a wicker chair, and a small table with glasses.

4. Sea Dream Luxury Home

Sea Dream Luxury Home
Santorini
10.0 out of 10, Exceptional, (9 reviews)
"Good location and well maintained. Staff prepared room well in advance, correct no of towels and water bottles daily."
Singapore
Kristian
The price is ￥21,476
￥24,477 total
includes taxes & fees
Nov 5 - Nov 6
Sea Dream Luxury Home
Terrace/patio

5. Bligos Villas

Bligos Villas
Santorini
9.8 out of 10, Exceptional, (30 reviews)
"I am at a loss of words on how great Bligos Villas was. The villa was splendid and the communication with staff members was seamless. Wanted to personally thank Anastasia for her hospitality and kindness, making the whole experience wonderful."
United States
Vishal
The price is ￥21,898
￥25,222 total
includes taxes & fees
Nov 12 - Nov 13
Bligos Villas
A white building with a balcony, potted plants, and a blue fence.

6. Holiday Home 'Penny's House' with Mountain View, Wi-Fi and Air Conditioning

Holiday Home 'Penny's House' with Mountain View, Wi-Fi and Air Conditioning
??teµ??a?
10.0 out of 10, Exceptional, (2 reviews)
"Nice place, helpful staff, convenient location near the port. "
United States
Matthew V.
The price is ￥19,386
￥19,739 total
includes taxes & fees
Nov 9 - Nov 10
Holiday Home 'Penny's House' with Mountain View, Wi-Fi and Air Conditioning
A bedroom with a bed, a mirror, a painting, and a wooden bench.

7. FANI DREAM SUITE 2&3 By Vilos Suites

FANI DREAM SUITE 2&3 By Vilos Suites
Pachena
9.6 out of 10, Exceptional, (4 reviews)
"Location, location, location! Right ON the water. Beautiful beach just a short walk away. Pretty secluded except for the 5 or so houses in the cove. Everything in driving distance. "
United States
Athena
The price is ￥25,396
￥29,001 total
includes taxes & fees
Nov 1 - Nov 2
FANI DREAM SUITE 2&3 By Vilos Suites
A modern hotel room with a bed, a wooden side table, a mirror, a robe, a television, and a bathroom visible through an open door.

8. Cavora Suites

Cavora Suites
Santorini
The price is ￥7,874
￥9,294 total
includes taxes & fees
Oct 17 - Oct 18
Cavora Suites
A room with a large window, a view of the sea, and a balcony with a chair.

9. Sophia Oia Suites

Sophia Oia Suites
Oia
10.0 out of 10, Exceptional, (1 review)
"10/10 incredible location with the best view ever"
United Kingdom
steven
The price is ￥21,917
￥24,982 total
includes taxes & fees
Nov 1 - Nov 2
Sophia Oia Suites
A terrace with a table and chairs overlooking the sea.

10. Quiet private house with Sea view

Quiet private house with Sea view
Sifnos
10.0 out of 10, Exceptional, (4 reviews)
"It was the third time we get in Sifnos, and surely the location of the apartment was amazing for the view ad perfect to reach villages and beaches. We didn't ask more than what we find. Hope to come back soon. Luca & C."
Italy
Luca S.
The price is ￥26,494
￥30,380 total
includes taxes & fees
Oct 31 - Nov 1
Quiet private house with Sea view
A modern hotel room with a large bed, a bedside table with a lamp, a mirror, and a dresser with a plant.

11. White Sand Suites Mykonos

White Sand Suites Mykonos
Mykonos
9.4 out of 10, Exceptional, (6 reviews)
"Perfect location in Mykonos Town! Shops, restaurants, bars, bakeries, nightlife. It was a total blast! The 2 apartments we rented were fabulous! Modern, cool and clean! The host was kind and helpful!"
United States
Evangeline
The price is ￥21,176
￥24,461 total
includes taxes & fees
Oct 21 - Oct 22
White Sand Suites Mykonos
A dining area with a wooden table set for two, a television, and a stone wall.

12. Stema Suite 1

Stema Suite 1
Tripití
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely beautiful place! Easy to find a parking space near. Peaceful area, good restaurants nearby. We really enjoyed our stay."
Finland
Marjut
The price is ￥18,798
￥21,757 total
includes taxes & fees
Oct 18 - Oct 19
Stema Suite 1
A balcony with a potted plant, a patterned pillow, and a view of a coastal landscape.

13. Boheme Beach Houses

Boheme Beach Houses
Mykonos
10.0 out of 10, Exceptional, (5 reviews)
"An amazing stay - beautiful property with amazing views over Elia beach. Staff were excellent and always on hand. Top tip transport is needed as it’s quite a distance from shops etc but ample parking. "
United Kingdom
Paul
The price is ￥16,942
￥19,644 total
includes taxes & fees
Oct 17 - Oct 18
Boheme Beach Houses
A white building with a staircase, a door, and a small table with items on it.

14. Christy Suites by Alpha Living

Christy Suites by Alpha Living
Mykonos
8.6 out of 10, Excellent, (9 reviews)
"GREAT LOCATION. Property was clean and communication with owner was great. "
United States
BECKY
The price is ￥9,048
￥10,389 total
includes taxes & fees
Nov 1 - Nov 2
Christy Suites by Alpha Living
A bedroom with stone walls, a bed with white bedding, a blue throw, and a chandelier.

15. Good Life Greece Eco Villas

Good Life Greece Eco Villas
Syros
9.0 out of 10, Wonderful, (2 reviews)
"Great place for a relaxing holiday. Beautiful villas transporting you to serene, peaceful village life. Apartment has all the modern facilities so we have the best of both worlds..modern amenities surrounded by village tranquility."
Malaysia
wing mow
The price is ￥15,005
￥17,394 total
includes taxes & fees
Oct 23 - Oct 24
Good Life Greece Eco Villas
A stone wall with a bed and a potted plant.

16. Afoura Houses by K&K

Afoura Houses by K&K
Santorini
9.0 out of 10, Wonderful, (54 reviews)
"Great place!!"
United States
Joshini
The price is ￥9,067
￥11,854 total
includes taxes & fees
Oct 21 - Oct 22
Afoura Houses by K&K
A balcony with a wooden railing, a table, and two chairs.

17. honeymoon klima suite

honeymoon klima suite
Klima
8.8 out of 10, Excellent, (9 reviews)
"Amazing location and such a lovely space. 100% recommend!"
United Kingdom
Emily
honeymoon klima suite
A narrow street with white buildings, red railings, and a balcony with a cushion and a vase.

18. Seablue Town Maisonette

Seablue Town Maisonette
Mykonos
10.0 out of 10, Exceptional, (9 reviews)
"Great location. "
Spain
Rogier
The price is ￥13,404
￥15,348 total
includes taxes & fees
Nov 11 - Nov 12
Seablue Town Maisonette
A modern living room with a white sofa, a dining table with chairs, a TV mounted on the wall, and a wooden cabinet.

19. Anna's apartment at Marmara of Paros

Anna's apartment at Marmara of Paros
Paros
The price is ￥23,315
￥23,668 total
includes taxes & fees
Nov 12 - Nov 13
Anna's apartment at Marmara of Paros
A seaside view with a table set with fruit and wine glasses, overlooking a coastal town with white buildings and boats on the water.

20. SantoriniParadise: TRADITIONAL APARTMENT in Oia

SantoriniParadise: TRADITIONAL APARTMENT in Oia
Oia
10.0 out of 10, Exceptional, (21 reviews)
"Maria was just what our family needed for our stay in Oia. Her cave houses are beautiful and she attends to every detail needed for a visit to Santorini. You won’t regret visiting her cave houses and exploring Oia!"
United States
Alice V.
The price is ￥39,002
￥50,295 total
includes taxes & fees
Oct 18 - Oct 19
SantoriniParadise: TRADITIONAL APARTMENT in Oia
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

Delion View Hotel

Delion View Hotel

10/10 Excellent
"We had an excellent 3 day stay at Delion. George and Silvia are doing a fantastic job and have been very friendly, helpful and accommodating. The view from the hotel is unbeatable and the location perfect for all Santorini activities."
Catalin 3-night trip
Posted 15 hours ago
Delion View Hotel

Find out more about Cyclades Islands

Cyclades Islands Vacation Homes information

Number of reviews
198
Accommodation
52 Vacation Homes
Lowest Price
￥9,294
Highest Price
￥50,295