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Browse Select Oia Vacation Homes

Our top choices for Oia vacation homes

Thetis Cave Houses

9.6 out of 10, Exceptional, (30)
"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!"
The price is CA $299
CA $342 total
includes taxes & fees
Sep 1 - Sep 2
Thetis Cave Houses

Bligos Villas

10.0 out of 10, Exceptional, (21)
"Absolutely amazing experience."
The price is CA $329
CA $387 total
includes taxes & fees
Aug 26 - Aug 27
Bligos Villas

TRADITIONAL CAVE in the heart of old OIA

10.0 out of 10, Exceptional, (8)
"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!"
The price is CA $292
CA $421 total
includes taxes & fees
Aug 31 - Sep 1
TRADITIONAL CAVE in the heart of old OIA

Muses Cycladic Suites - Two Level Compact Suite with Outdoor Hot tub & sea view

8.2 out of 10, Very good, (10)
"The host was amazing and this spot is perfect walking distance from multiple hot spots in Oia! We will definitely be staying here again!"
The price is CA $172
CA $197 total
includes taxes & fees
Aug 28 - Aug 29
Muses Cycladic Suites - Two Level Compact Suite with Outdoor Hot tub & sea view

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

10.0 out of 10, Exceptional, (11)
"This place was awesome and cute. We loved it and would definitely recommend it."
The price is CA $211
CA $369 total
includes taxes & fees
Sep 20 - Sep 21
House of the Angels. An old Winery renovated and transformed into a cosy house

Luxury hospitality, outstanding view

The price is CA $295
CA $295 total
includes taxes & fees
Sep 16 - Sep 17
Luxury hospitality, outstanding view

Luxury hospitality, outstanding view

The price is CA $227
CA $227 total
includes taxes & fees
Aug 25 - Aug 26
Luxury hospitality, outstanding view

Villa Nefeli with sea view in front of the beach !!

8.0 out of 10, Very good, (1)
"Nous avons été accueillies comme des reines et avons passé un bon moment à Oia. La vue est très jolie, le logement est astucieusement agencé et agréable bien qu'un peu vieillot. La piscine est très agréable. Le petit déjeuner est copieux et offre beaucoup de choix. Oia est proche en voiture mais peu accessible sinon. Nous recommandons vivement cette adresse."
The price is CA $254
CA $254 total
includes taxes & fees
Aug 30 - Aug 31
Villa Nefeli with sea view in front of the beach !!

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

9.6 out of 10, Exceptional, (4)
"Wer Ruhe braucht ist hier genau richtig. Wir haben es genossen. Niemand stört. Der Ausblick auf das Meer ist wunderschön."
The price is CA $186
CA $335 total
includes taxes & fees
Sep 21 - Sep 22
The House of the Singing Birds. Romantic traditional studio with nice sea view

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

8.8 out of 10, Excellent, (6)
"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."
The price is CA $211
CA $363 total
includes taxes & fees
Sep 7 - Sep 8
Sunny Winehouse. Stylish studio with big terrace and stunning sea - sunset views

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

10.0 out of 10, Exceptional, (33)
"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!"
The price is CA $211
CA $369 total
includes taxes & fees
Sep 21 - Sep 22
House of the Seven Ships. Cycladic traditional house with sea and sunset view

Tradition house in the quiet Finikià,with an outstanding view and large terrace

10.0 out of 10, Exceptional, (1)
"would so recommend staying here! it’s in a quiet neighborhood but it’s easy to walk to oia. lots of great restaurants around. the host was great as well!!!"
The price is CA $214
CA $373 total
includes taxes & fees
Aug 25 - Aug 26
Tradition house in the quiet Finikià,with an outstanding view and large terrace

Luxury hospitality, outstanding view

The price is CA $230
CA $230 total
includes taxes & fees
Sep 16 - Sep 17
Luxury hospitality, outstanding view

ArcadOia

9.2 out of 10, Wonderful, (5)
"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."
The price is CA $142
CA $164 total
includes taxes & fees
Sep 2 - Sep 3
ArcadOia

Elea Casa

7.0 out of 10, Good, (7)
The price is CA $257
CA $295 total
includes taxes & fees
Aug 26 - Aug 27
Elea Casa

Caldera's Dream Cave House with hot tub

10.0 out of 10, Exceptional, (2)
"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 price is CA $482
CA $551 total
includes taxes & fees
Aug 31 - Sep 1
Caldera's Dream Cave House with hot tub

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

9.8 out of 10, Exceptional, (60)
"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! "
The price is CA $551
CA $779 total
includes taxes & fees
Sep 6 - Sep 7
SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!

Luxus VIP Suites

9.8 out of 10, Exceptional, (50)
"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."
The price is CA $471
CA $539 total
includes taxes & fees
Aug 27 - Aug 28
Luxus VIP Suites

SantoriniParadise: TRADITIONAL APARTMENT in old Oia

10.0 out of 10, Exceptional, (19)
"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!"
The price is CA $324
CA $481 total
includes taxes & fees
Sep 10 - Sep 11
SantoriniParadise: TRADITIONAL APARTMENT in old Oia

Twin Cave House - Oia

10.0 out of 10, Exceptional, (88)
"Great stay in this place! We loved the house and location"
The price is CA $501
CA $572 total
includes taxes & fees
Aug 26 - Aug 27
Twin Cave House - 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