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
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Oia vacation homes

A wooden deck with two lounge chairs, a small table with a bottle and glasses, and a decorative hat.

1. 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 ￥28,548
￥32,791 total
includes taxes & fees
Sep 11 - Sep 12
Thetis Cave Houses

2. 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 ￥42,265
￥49,484 total
includes taxes & fees
Sep 18 - Sep 19
Bligos Villas
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 ￥21,103
￥24,337 total
includes taxes & fees
Oct 1 - Oct 2
ArcadOia
A sunny outdoor patio with a wooden table and two chairs, surrounded by yellow walls and blue steps.

4. Kore Cavehouse by Oias Local Cavehouses

Kore Cavehouse by Oias Local Cavehouses
Oía
The price is ￥24,145
￥35,493 total
includes taxes & fees
Sep 3 - Sep 4
Kore Cavehouse by Oias Local Cavehouses
A seaside terrace with a sofa, two chairs, and a coffee table.

5. 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 ￥60,207
￥68,745 total
includes taxes & fees
Sep 3 - Sep 4
Caldera's Dream Cave House with hot tub
A terrace with a table set for two, overlooking a coastal view with white buildings and a sunset.

6. 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 ￥42,718
￥63,293 total
includes taxes & fees
Oct 2 - Oct 3
SantoriniParadise: TRADITIONAL CAVE in the heart of OIA
A terrace with a table and chairs overlooking the sea, a woman in a white dress, and a view of the coastline.

7. 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 ￥40,860
￥62,052 total
includes taxes & fees
Oct 1 - Oct 2
SantoriniParadise: TRADITIONAL APARTMENT in Oia
A balcony with a view of the sea, white buildings, and a table with chairs.

8. Hector Caldera Nest Oia Santorini

Hector Caldera Nest Oia Santorini
Oía
10.0 out of 10, Exceptional, (7 reviews)
"My husband & I stayed here during our stay in Santorini for our honeymoon. The staff was absolutely incredible & the place was perfect. Location was amazing. It was in the heart of Oia, but still felt quiet & peaceful. The terrace was our favorite part!! We highly recommend it to anyone!"
United States
Alexa R.
The price is ￥39,375
￥44,761 total
includes taxes & fees
Oct 3 - Oct 4
Hector Caldera Nest Oia Santorini
A rooftop terrace with a view of the sea, white buildings, and a distant mountain range.

9. 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 ￥31,388
￥32,874 total
includes taxes & fees
Oct 2 - Oct 3
Santorini Sun Villa One in Oia | Private Hot tub
A balcony with a view of the sea, a checkered pillow, and a woven chair.

10. 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 ￥48,735
￥70,465 total
includes taxes & fees
Sep 4 - Sep 5
Elias Cave House Oia 270 Caldera View . Eco experience at the edge of the cliff
A rooftop terrace with a view of the sea and cliffs, featuring outdoor seating and potted plants.

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

Santorini Sun Villa Two in Oia | Private Hot Tub
Oia
The price is ￥28,974
￥30,460 total
includes taxes & fees
Sep 10 - Sep 11
Santorini Sun Villa Two in Oia | Private Hot Tub
A dining area with a wooden table and chairs, a chandelier, and a view of the outside through open windows.

12. 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, (34 reviews)
"Stayed with my daughter in this lovely place, location was great, out of the bustle of Oia, but close enough to walk to enjoy everything there. Super host, with wonderful suggestions of things to see and do. Highly recommend!"
United States
vanessa j.
The price is ￥24,145
￥43,832 total
includes taxes & fees
Oct 1 - Oct 2
House of the Seven Ships. Cycladic traditional house with sea and sunset view
A terrace with white furniture overlooking a coastal view.

13. 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 ￥50,147
￥71,599 total
includes taxes & fees
Sep 6 - Sep 7
SantoriniParadise: TRADITIONAL STUDIO in the heart of OIA
A balcony with a view of the sea, a white wall, and a plant with pink flowers.

14. Superior Suite with Caldera View

Superior Suite with Caldera View
Thira - Santorini
The price is ￥44,575
￥44,575 total
includes taxes & fees
Sep 25 - Sep 26
Superior Suite with Caldera View
A poolside area with a view of the sea, lounge chairs, and a dining table with umbrellas.

15. Seafront Cave Suite

Seafront Cave Suite
Santorini
10.0 out of 10, Exceptional, (1 review)
"Host was responsive and great to work with before and during stay!"
United States
Adriana T.
The price is ￥46,417
￥59,741 total
includes taxes & fees
Sep 7 - Sep 8
Seafront Cave Suite
A terrace with a table and chairs, overlooking a coastal town with white buildings and the sea.

16. 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 ￥21,359
￥38,446 total
includes taxes & fees
Oct 1 - Oct 2
Sunny Winehouse. Stylish studio with big terrace and stunning sea - sunset views
A white building with a bell tower and blue doors, surrounded by cacti and a clear sky.

17. The House of the Singing Birds. Romantic traditional studio with nice sea view

The House of the Singing Birds. Romantic traditional studio with nice sea view
Φοινικιά
9.6 out of 10, Exceptional, (5 reviews)
"We had an authentic local experience in our stay near Oia. Our small white-painted home is in a higgledy-piggledy neighbourhood with winding paths. We got lost more than once! The residence overlooks the so-blue ocean and offers lots of comforts, including a lush green garden for outdoor meals, deck chairs for lazing and a good bathroom. The kitchen was small but adequate.There are three restaurants and a small supermarket in easy walking distance and a good bus service into Fira 11km away.The...
United States
Arthur H.
The price is ￥16,716
￥31,017 total
includes taxes & fees
Oct 1 - Oct 2
The House of the Singing Birds. Romantic traditional studio with nice sea view
A seaside terrace with a view of the ocean and cliffs, featuring a table with a bottle and glasses, and a plate of fruit.

18. Pina Caldera Residence

Pina Caldera Residence
Santorini
9.6 out of 10, Exceptional, (7 reviews)
"This is the coolest home. It has a wonderful balcony type view from an awesome outdoor porch/patio. We had help with our bags from the parking area at arrival and departure. The parking is rough, unpaved, dirty, yet free. Just around corner though is a cleaner, paved pay option if free parking is full. Over night cost was only 17€. "
United States
Douglas
The price is ￥84,131
￥97,029 total
includes taxes & fees
Oct 2 - Oct 3
Pina Caldera Residence
A room with a white wall, a wooden bench, a candle holder, and a bed with a white headboard.

19. House of the Angels. An old Winery renovated and transformed into a cosy house

House of the Angels. An old Winery renovated and transformed into a cosy house
Santorini - Oia
10.0 out of 10, Exceptional, (11 reviews)
"This place was awesome and cute. We loved it and would definitely recommend it."
Canada
Kim S.
The price is ￥24,145
￥45,875 total
includes taxes & fees
Oct 1 - Oct 2
House of the Angels. An old Winery renovated and transformed into a cosy house
A room with a white wall, a door leading outside, and an arched doorway.

20. Wineryhouse-Historic Winery Cave House-Walk to Oia

Wineryhouse-Historic Winery Cave House-Walk to Oia
Φοινικιά
10.0 out of 10, Exceptional, (16 reviews)
"Loved our stay and the property manager was wonderful. A unique, relaxing and special place."
United Kingdom
Jennie T.
The price is ￥29,717
￥57,762 total
includes taxes & fees
Oct 1 - Oct 2
Wineryhouse-Historic Winery Cave House-Walk to 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.
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Top Oia Hotel Reviews

Esperas Santorini

Esperas Santorini

10/10 Excellent
"The room was clean, and the staff was friendly. They made sure to make our honeymooner quite enjoyable. Definitely would recommend this to couples. One thing I did not like was the size of the plunge pool, it was big enough for to people to sit but not to swim."
Rebecca 4-night trip
Posted 11 hours ago
Esperas Santorini

Find out more about Oia

Oia Vacation Homes information

Number of reviews
203
Accommodation
91 Vacation Homes
Lowest Price
￥24,337
Highest Price
￥97,029

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