Oia featuring a sunset and a coastal town

Holiday Homes in Oia

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Featured Holiday Homes in Oia

"Breathtaking view of the blue dome churches overlooking the sea from the suites. The breakfast is delicious and adds to the charm. Would stay here again if I come back to Santorini."

includes taxes & fees

8 Sept - 9 Sept

"We really enjoyed our stay in Oia. The property manager arranged us a personal tour of the local wineries and provided transportation when we required it."

"Georgina was an amazing host! Her communication with us through the entire process was great! She was very helpful with any questions I had about places to eat or places to go. House and views were great. Very easy walk to Oia. Just perfect!"

"Great stay in this place! We loved the house and location"

"We thoroughly enjoyed our stay here in Oia! Clean, comfortable, and a perfect location to enjoy the sunsets! So much appreciation gor Maria, our Host and John, our Porter! We did have a car rental close to a parking lot which made it easier to explore the entire island! Highly recommend! "

Villa, 2 Bedrooms (Thetis Cave Villa) | Living area

"Timis met us there at 9 pm for checkin. this place is very clean and very unique. Right in the heart where all the shopping and scenery is. We loved it!"

"Great location and views!"

"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. "

includes taxes & fees

3 Oct - 4 Oct

"It was amazing to stay here, it was a wonderful experience, it has a view like no other, the attention of the host was incredible, she gave us very good recommendations, the cave has everything you could need, you can even cook, I loved that they had many pillows hahaha and the jacuzzi was great! You have many things near the cave, such as restaurants, shops, mini market, as well as where the tours are taken. From where you leave the car or transport, you must walk for about five minutes through...

"The views were breathtaking from the patio. Wonderful stay."

includes taxes & fees

7 Sept - 8 Sept

"This place was awesome and cute. We loved it and would definitely recommend it."

includes taxes & fees

2 Oct - 3 Oct

"Overall just an amazing experience! It was a wonderful place to stay, the view was amazing, and anything that we needed help with (luggage/transfer around island) the owners were so quick to help out!"

includes taxes & fees

11 Sept - 12 Sept

"Wer Ruhe braucht ist hier genau richtig. Wir haben es genossen. Niemand stört. Der Ausblick auf das Meer ist wunderschön."

includes taxes & fees

21 Sept - 22 Sept

"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!"

includes taxes & fees

15 Sept - 16 Sept

"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!"

includes taxes & fees

21 Sept - 22 Sept

Junior Suite with Caldera-Sea View and Private Outdoor Hot Tub

"Absolutely amazing experience."

includes taxes & fees

3 Oct - 4 Oct

"The house was amazing. The host was very responsive and coordinated so many things for us. We loved the cleaning every 2 days. Everyone was great. Would highly recommend. Such an amazing experience."