A boat docked at a turquoise harbor surrounded by rocky cliffs and lush greenery.

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Greek Islands vacation homes

1. Bligos Villas

Bligos Villas
Santorini
10.0 out of 10, Exceptional, (29 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 ￥22,386
￥26,856 total
includes taxes & fees
Oct 13 - Oct 14
Bligos Villas
A traditional white-washed building with a dome and bell tower, likely a hotel, with a view of the sea and a sunset in the background.

2. Valsamo Suites

Valsamo Suites
Santorini
9.4 out of 10, Exceptional, (9 reviews)
"Beautiful location and comfortable stay. Loved it. "
United States
Simon
The price is ￥15,042
￥17,443 total
includes taxes & fees
Sep 27 - Sep 28
Valsamo Suites
A stone wall with a bed and a potted plant.

3. 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 ￥10,866
￥13,919 total
includes taxes & fees
Oct 3 - Oct 4
Afoura Houses by K&K
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.

4. Cavora Suites

Cavora Suites
Santorini
The price is ￥7,758
￥9,171 total
includes taxes & fees
Sep 28 - Sep 29
Cavora Suites
A wooden deck with two lounge chairs, a small table with a bottle and glasses, and a decorative hat.

5. 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 ￥27,219
￥31,269 total
includes taxes & fees
Oct 25 - Oct 26
Thetis Cave Houses
A white infinity pool with a view of the sea, a white infinity pool, and a white infinity pool.

6. Luxus VIP Suites

Luxus VIP Suites
Santorini
9.8 out of 10, Exceptional, (66 reviews)
"The stay was enjoyable, a lot of crowds around the area"
United States
Andrew
The price is ￥54,967
￥62,784 total
includes taxes & fees
Oct 2 - Oct 3
Luxus VIP Suites
A terrace with two wooden chairs, a table, and a fruit bowl.

7. DENIS Summer Living

DENIS Summer Living
Santorini
The price is ￥23,189
￥27,779 total
includes taxes & fees
Sep 27 - Sep 28
DENIS Summer Living
A balcony with a hot tub, lounge chairs, and a view of the sea.

8. Cosmoia Cave House

Cosmoia Cave House
Santorini
9.4 out of 10, Exceptional, (8 reviews)
"Amazing views and Zaf the owner was so great and very helpful. Found the use of a kitchen also great."
United Kingdom
Sean
The price is ￥40,975
￥59,432 total
includes taxes & fees
Oct 10 - Oct 11
Cosmoia Cave House
A modern spa area with a heated pool, a wicker chair, and a small table with glasses.

9. 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 ￥31,037
￥35,606 total
includes taxes & fees
Oct 26 - Oct 27
Sea Dream Luxury Home
A room with a large window, a view of the sea, and a balcony with a chair.

10. Sophia Oia Suites

Sophia Oia Suites
Oia
The price is ￥31,945
￥36,643 total
includes taxes & fees
Sep 28 - Sep 29
Sophia Oia Suites
A table with a bottle and glass, a towel, and a view of two white church towers with crosses.

11. 1917 Heritage Residence Santorini | Heart of the Village

1917 Heritage Residence Santorini | Heart of the Village
Megalochori
The price is ￥17,069
￥23,933 total
includes taxes & fees
Sep 27 - Sep 28
1917 Heritage Residence Santorini | Heart of the Village
A narrow cobblestone street lined with white buildings, blue doors, and balconies with umbrellas.

12. ArcadOia

ArcadOia
Santorini
9.4 out of 10, Exceptional, (6 reviews)
"Cutest property in the best location. "
United States
kwanyu
The price is ￥14,486
￥16,811 total
includes taxes & fees
Oct 21 - Oct 22
ArcadOia
A balcony with a table and chairs, overlooking a coastal view at dusk.

13. Rodothea on the Beach.

Rodothea on the Beach.
Monolithos
9.0 out of 10, Wonderful, (36 reviews)
"Enjoyed our stay at this property. it is 10 minutes by car to the airport. We liked being out of the heavy tourist traffic of the Fira side of the island. We easily explored the entire island by car. There is a nice beach right next to this place also."
United States
Charlotte G.
The price is ￥23,662
￥27,094 total
includes taxes & fees
Oct 8 - Oct 9
Rodothea on the Beach.
A room with a view of the sea, a wooden table, a woven stool, and a sofa with patterned cushions.

14. SunSea Living Suites

SunSea Living Suites
Santorini
The price is ￥26,839
￥38,065 total
includes taxes & fees
Oct 2 - Oct 3
SunSea Living Suites
A modern building with a pool, featuring a prominent arched entrance and a staircase leading to the upper level.

15. Luxe Maroussi Villas

Luxe Maroussi Villas
Santorini
The price is ￥45,692
￥54,599 total
includes taxes & fees
Sep 27 - Sep 28
Luxe Maroussi Villas
A modern hotel room with a bed, a desk with a chair, a small trash bin, a window with a view of buildings, and a mounted TV.

16. 4 Living by Semavi

4 Living by Semavi
Heraklion
10.0 out of 10, Exceptional, (5 reviews)
"Great space for a family with nice decor and excellent location. Superb value!"
Canada
Jennifer
The price is ￥9,970
￥11,709 total
includes taxes & fees
Oct 20 - Oct 21
4 Living by Semavi
A rooftop terrace with a candle, a vase with flowers, and a lantern.

17. Alia Mansion by K&K

Alia Mansion by K&K
Santorini
10.0 out of 10, Exceptional, (2 reviews)
"Convenient location, exceptionally clean and well appointed."
United States
Nancy
The price is ￥31,136
￥41,145 total
includes taxes & fees
Sep 28 - Sep 29
Alia Mansion by K&K
A terrace with a table set for two, overlooking a coastal view with white buildings and a sunset.

18. SantoriniParadise: TRADITIONAL CAVE in the heart of OIA

SantoriniParadise: TRADITIONAL CAVE in the heart of OIA
Santorini
10.0 out of 10, Exceptional, (15 reviews)
"The room was perfect as advertised. Host was amazing!"
United States
Tyler M.
The price is ￥39,414
￥55,973 total
includes taxes & fees
Oct 22 - Oct 23
SantoriniParadise: TRADITIONAL CAVE in the heart of OIA
A dining area with a wooden table and chairs, a chandelier, and a view of the outside through open windows.

19. House of the Seven Ships. Cycladic traditional house with sea and sunset view

House of the Seven Ships. Cycladic traditional house with sea and sunset view
Φοινικιά
10.0 out of 10, Exceptional, (35 reviews)
"What a neat place to stay. Such a unique experience for my wife and I. We walked down to a winery for dinner one evening, ate at the restaurants in Finikia and made the easy walk over to Oia daily. Host was great and just around the corner in case we needed anything. I wish we had more time to spend here."
United States
Clay S.
The price is ￥23,290
￥40,489 total
includes taxes & fees
Oct 1 - Oct 2
House of the Seven Ships. Cycladic traditional house with sea and sunset view
A seaside terrace with a sofa, two chairs, and a coffee table.

20. Caldera's Dream Cave House with hot tub

Caldera's Dream Cave House with hot tub
Santorini
10.0 out of 10, Exceptional, (3 reviews)
"Comunicación with the host was great everything looks better in person love this location"
United States
Jesus
The price is ￥66,917
￥76,355 total
includes taxes & fees
Sep 30 - Oct 1
Caldera's Dream Cave House with hot tub
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 Greek Islands Hotel Reviews

DIAMOND on the cliff Hotel &Suites

DIAMOND on the cliff Hotel &Suites

8/10 Good
"We arrived around 11 pm and it was extremely difficult to find the reception. We searched for about 45 minutes. There was nobody in the night to guide us. Finally I went down and then an ice cream shop owner gave directions to go down the steps passing a gate. Also nobody was responding to multiple phone calls. It would have been a lot easier if they had an arrow sign leading to the reception."
Shailranjan 3-night trip
Posted 12 hours ago
DIAMOND on the cliff Hotel &Suites

Find out more about Greek Islands

Greek Islands Vacation Homes information

Number of reviews
294
Accommodation
1 Vacation Homes
Lowest Price
￥9,171
Highest Price
￥76,355