Oia Vacation Homes

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

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Our top choices for Oia vacation homes

A narrow cobblestone street lined with white buildings, blue doors, and balconies with umbrellas.

1. ArcadOia

Santorini

kwanyu

￥19,992 total

includes taxes & fees

Sep 22 - Sep 23

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

2. Thetis Cave Houses

Santorini

Tetsuharu

￥32,043 total

includes taxes & fees

Sep 15 - Sep 16

3. Bligos Villas

Santorini

Vishal

￥48,355 total

includes taxes & fees

Sep 18 - Sep 19

A yellow building with a covered patio area featuring a wooden table and benches, potted plants, and a staircase.

4. Kore Cavehouse by Oias Local Cavehouses

Oía

￥34,682 total

includes taxes & fees

Sep 8 - Sep 9

A terrace with a table set for two, overlooking a coastal view with white buildings and a sunset.

5. SantoriniParadise: TRADITIONAL CAVE in the heart of OIA

Santorini

Tyler M.

￥61,847 total

includes taxes & fees

Oct 2 - Oct 3

A terrace with a table and chairs overlooking the sea, a woman in a white dress, and a view of the coastline.

6. SantoriniParadise: TRADITIONAL APARTMENT in Oia

Oia

Alice V.

￥60,635 total

includes taxes & fees

Oct 1 - Oct 2

A rooftop terrace with a view of the sea, white buildings, and a distant mountain range.

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

Oia

Chris S.

￥34,301 total

includes taxes & fees

Oct 2 - Oct 3

A rooftop terrace with a view of the sea and cliffs, featuring outdoor seating and potted plants.

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

Oia

￥30,671 total

includes taxes & fees

Sep 10 - Sep 11

A balcony with a view of the sea, a checkered pillow, and a woven chair.

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

Οία

Annette g.

￥68,311 total

includes taxes & fees

Sep 11 - Sep 12

A terrace with white furniture overlooking a coastal view.

10. SantoriniParadise: TRADITIONAL STUDIO in the heart of OIA

SANTORINI

Jamie S.

￥56,152 total

includes taxes & fees

Oct 6 - Oct 7

A dining area with a wooden table and chairs, a chandelier, and a view of the outside through open windows.

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

Φοινικιά

vanessa j.

￥42,831 total

includes taxes & fees

Oct 1 - Oct 2

A seaside view with boats, a sunset, and a table with fruit and wine glasses.

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

Oia

Nicole A.

￥67,722 total

includes taxes & fees

Oct 7 - Oct 8

A balcony with a view of the sea, a white wall, and a plant with pink flowers.

13. Superior Suite with Caldera View

Thira - Santorini

￥43,557 total

includes taxes & fees

Sep 25 - Sep 26

A poolside area with a view of the sea, lounge chairs, and a dining table with umbrellas.

14. Seafront Cave Suite

Santorini

Adriana T.

￥62,910 total

includes taxes & fees

Sep 11 - Sep 12

A terrace with a table and chairs, overlooking a coastal town with white buildings and the sea.

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

Φοινικιά

Elena C.

￥37,568 total

includes taxes & fees

Oct 1 - Oct 2

A white building with a bell tower and blue doors, surrounded by cacti and a clear sky.

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

Φοινικιά

"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...

Arthur H.

￥30,308 total

includes taxes & fees

Oct 1 - Oct 2

A room with a white wall, a wooden bench, a candle holder, and a bed with a white headboard.

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

Santorini - Oia

Kim S.

￥44,827 total

includes taxes & fees

Oct 1 - Oct 2

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

Santorini

Douglas

￥100,057 total

includes taxes & fees

Oct 8 - Oct 9

A room with a white wall, a door leading outside, and an arched doorway.

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

Φοινικιά

Jennie T.

￥56,442 total

includes taxes & fees

Oct 1 - Oct 2

A poolside view with a clear blue sky, a view of the sea, and a white building with a tiled edge.

20. Èther suites

Santorini

￥93,027 total

includes taxes & fees

Oct 5 - Oct 6

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Top Oia Hotel Reviews

Vogue Suites

10/10 Excellent

"Oia is very busy, but once at the property, you felt in a different world. I booked the cave with the sunset view and felt so far away from the busy streets. The property was lovely, pretty quiet, clean as well. The hotel staff were very friendly and nice. I recommend this place and will definitely book again. Thank you for a lovely stay!"

Santo Pure Oia Suites & Villas

10/10 Excellent

"Exceptional villa for 2 couples - pool, jacuzzi, and even a gym/sauna which we didn’t use😁 The pool was awesome and the sunset views from there were stunning. 6-min walk to Oia shops and restaurants via a mostly lit path that’s away from the main streets. Oia is a fabulous place to stay with vibe, shopping and great food."

Art Maisons Aspaki Exclusive Suites

10/10 Excellent

"Excellent place and great staff. The ladies at front desk are excellent, the bar guys are the best! Definitely recommend it for anyone looking for comfort and location is next to the blue dome. Ahmed the guy who helped us with our luggage he is the best ! Thank you all and also the house keeping people."

Esperas Santorini

10/10 Excellent

"Wow - where do I start? From check in to check out, we had the absolute best time in Oia with Hotel Esperas. The views were breathtaking, the location was perfect to shop & eat in Oia, the staff were incredibly kind and the rooms were absolutely adorable with white washed walls and Santorini blue accents. 10/10 stay. We were so sad to leave."

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