A coastal village with white-washed buildings, a windmill, and a view of the sea.

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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 Oia 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 ￥22,570
￥27,077 total
includes taxes & fees
Oct 13 - Oct 14
Bligos Villas
A wooden deck with two lounge chairs, a small table with a bottle and glasses, and a decorative hat.

2. 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 ￥24,615
￥28,315 total
includes taxes & fees
Sep 26 - Sep 27
Thetis Cave Houses
A narrow cobblestone street lined with white buildings, blue doors, and balconies with umbrellas.

3. 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 11 - Oct 12
ArcadOia
A white infinity pool with a view of the sea, a white infinity pool, and a white infinity pool.

4. 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 ￥54,831
￥62,629 total
includes taxes & fees
Oct 12 - Oct 13
Luxus VIP Suites
A bedroom with a bed, bedside tables, a nightstand, a bedside lamp, a small stool, a potted plant, a white sink, a mirror, and a door.

5. Sophia Oia Suites

Sophia Oia Suites
Oia
The price is ￥32,207
￥36,943 total
includes taxes & fees
Sep 26 - Sep 27
Sophia Oia Suites
A balcony with a hot tub, lounge chairs, and a view of the sea.

6. 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 ￥41,311
￥59,919 total
includes taxes & fees
Oct 10 - Oct 11
Cosmoia Cave House
A yellow building with a covered patio area featuring a wooden table and benches, potted plants, and a staircase.

7. Kore Cavehouse by Oias Local Cavehouses

Kore Cavehouse by Oias Local Cavehouses
Oía
10.0 out of 10, Exceptional, (1 review)
The price is ￥23,481
￥34,698 total
includes taxes & fees
Sep 26 - Sep 27
Kore Cavehouse by Oias Local Cavehouses
A terrace with a table set for two, overlooking a coastal view with white buildings and a sunset.

8. 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 ￥36,036
￥54,546 total
includes taxes & fees
Oct 14 - Oct 15
SantoriniParadise: TRADITIONAL CAVE in the heart of OIA
A seaside view with a table set with fruit and wine glasses, overlooking a coastal town with white buildings and boats on the water.

9. 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 ￥39,640
￥60,018 total
includes taxes & fees
Oct 15 - Oct 16
SantoriniParadise: TRADITIONAL APARTMENT in Oia
A terrace with white furniture overlooking a coastal view.

10. SantoriniParadise: TRADITIONAL STUDIO in the heart of OIA

SantoriniParadise: TRADITIONAL STUDIO in the heart of OIA
SANTORINI
10.0 out of 10, Exceptional, (4 reviews)
"Gorgeous location, wonderful property and top notch service"
United States
Jamie S.
The price is ￥37,838
￥55,748 total
includes taxes & fees
Oct 16 - Oct 17
SantoriniParadise: TRADITIONAL STUDIO in the heart of OIA
A rooftop terrace with a view of the sea, white buildings, and a distant mountain range.

11. Santorini Sun Villa One in Oia | Private Hot tub

Santorini Sun Villa One in Oia | Private Hot tub
Oia
10.0 out of 10, Exceptional, (3 reviews)
"Perfect spot to spend time exploring Oia and what the town offers. Clean and quiet with island charm we expected. Dmitris and Vicky are fantastic and welcoming hosts and the level of communication was exceptional. Would stay here again and again. "
United States
Chris S.
The price is ￥24,926
￥26,371 total
includes taxes & fees
Oct 1 - Oct 2
Santorini Sun Villa One in Oia | Private Hot tub
A seaside terrace with a sofa, two chairs, and a coffee table.

12. 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
A coastal village with white buildings, a rocky shoreline, and a view of the sea.

13. Terracotta Cave House (2)

Terracotta Cave House (2)
Santorini
10.0 out of 10, Exceptional, (4 reviews)
"In the heart of Oia, minutes walk to all the fine dining establishments in Oia. By far the most iconic view of Santorini, picturesque, bother sunrise and sunset views from the roof top. This quaint and gorgeous rental is perfect of a romantic getaway, perfect for 2. We'll definitely rent again if we go back to Santorini, Oia... The host was amazing at communication and helping setup transfers and suggestions to do, see and eat, amazing!!!"
United States
Juan S.
The price is ￥37,989
￥48,716 total
includes taxes & fees
Oct 18 - Oct 19
Terracotta Cave House (2)
A balcony with a view of the sea, a checkered pillow, and a woven chair.

14. Elias Cave House Oia 270 Caldera View . Eco experience at the edge of the cliff

Elias Cave House Oia 270 Caldera View . Eco experience at the edge of the cliff
Οία
10.0 out of 10, Exceptional, (1 review)
"Amazing views!Very helpful host who went above and beyond!Great recommendations by host forPlaces to eat, things to do, etc. Would definitely recommend the cave to family and friends!"
Canada
Annette g.
The price is ￥38,657
￥58,526 total
includes taxes & fees
Sep 30 - Oct 1
Elias Cave House Oia 270 Caldera View . Eco experience at the edge of the cliff
A modern, white infinity pool with a hot tub and seating area, overlooking a scenic view.

15. Hector Cave House Oia Santorini

Hector Cave House Oia Santorini
Oia
9.8 out of 10, Exceptional, (17 reviews)
"We had a wonderful stay in the cave house. Location is central and perfect to everything in Oia. Cave house is picturesque and beyond words. The hosts made check in and communication stress free. They also gave great restaurant recommendations."
United States
Rebecca M.
The price is ￥58,883
￥64,302 total
includes taxes & fees
Oct 22 - Oct 23
Hector Cave House Oia Santorini
A rooftop terrace with a view of the sea and cliffs, featuring outdoor seating and potted plants.

16. Santorini Sun Villa Two in Oia | Private Hot Tub

Santorini Sun Villa Two in Oia | Private Hot Tub
Oia
The price is ￥24,865
￥26,306 total
includes taxes & fees
Oct 4 - Oct 5
Santorini Sun Villa Two in Oia | Private Hot Tub
A balcony with a view of the sea, a white wall, and a plant with pink flowers.

17. Superior Suite with Caldera View

Superior Suite with Caldera View
Thira - Santorini
The price is ￥39,015
￥39,015 total
includes taxes & fees
Oct 17 - Oct 18
Superior Suite with Caldera View
A dining area with a wooden table and chairs, a chandelier, and a view of the outside through open windows.

18. 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 ￥23,423
￥42,702 total
includes taxes & fees
Oct 1 - Oct 2
House of the Seven Ships. Cycladic traditional house with sea and sunset view
A seaside view with boats, a sunset, and a table with fruit and wine glasses.

19. SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!

SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!
Oia
9.8 out of 10, Exceptional, (64 reviews)
"Amazing! This is one of the most picturesque spots in Oia."
United States
Nicole A.
The price is ￥54,054
￥80,946 total
includes taxes & fees
Oct 7 - Oct 8
SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!
A terrace with a table and chairs, overlooking a coastal town with white buildings and the sea.

20. Sunny Winehouse. Stylish studio with big terrace and stunning sea - sunset views

Sunny Winehouse. Stylish studio with big terrace and stunning sea - sunset views
Φοινικιά
8.8 out of 10, Excellent, (6 reviews)
"The house is truly wonderful: the interior has everything you need, and the spaces are very well organized; the terrace is superb, offering a beautiful view and a stunning sunset. The communication was perfect. Daniele and his wife, who welcomed us, are extremely helpful, very kind, and really friendly."
Italy
Elena C.
The price is ￥20,721
￥37,478 total
includes taxes & fees
Oct 1 - Oct 2
Sunny Winehouse. Stylish studio with big terrace and stunning sea - sunset views
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 Oia Hotel Reviews

Atrina Canava 1894

Atrina Canava 1894

10/10 Excellent
"We really enjoyed our stay, the hotel is excellent and the staff are fantastic. A special thank you to Costas, George and Media."
Jeffrey 3-night trip
Posted 6 hours ago
Atrina Canava 1894

Find out more about Oia

Oia Vacation Homes information

Number of reviews
304
Accommodation
91 Vacation Homes
Lowest Price
￥16,811
Highest Price
￥80,946

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