Oia Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 26 - Dec 27
Tomorrow
Dec 27 - Dec 28
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Oia vacation rentals

Cave Traditional Villa, Jetted Tub, Sea View | Private spa tub
Nano Oia Villas

Nano Oia Villas

Nano Oia Villas
Santorini
9.8 out of 10, Exceptional, (51)
"Our location had a beautiful view. It was centrally located to everything. "
United States
Cristo
The price is ￥28,530
￥32,492 total
includes taxes & fees
Dec 29 - Dec 30
Nano Oia Villas
Villa, 2 Bedrooms (Thetis Cave Villa) | Living area | Flat-screen TV
Thetis Cave Houses

Thetis Cave Houses

Thetis Cave Houses
Santorini
9.6 out of 10, Exceptional, (32)
"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!"
Canada
John
Thetis Cave Houses
Avax Villa by K&K | Premium bedding, individually decorated, iron/ironing board, free WiFi
The A Collection, Oia by K&K

The A Collection, Oia by K&K

The A Collection, Oia by K&K
Santorini
9.4 out of 10, Exceptional, (19)
"Very clean & beautiful cave home. Everything that we needed was provided to us. "
United States
Kailee
The price is ￥21,099
￥25,531 total
includes taxes & fees
Jan 2 - Jan 3, 2026
The A Collection, Oia by K&K
Exterior
ANEMOESSA VILLA

ANEMOESSA VILLA

ANEMOESSA VILLA
Santorini
The price is ￥17,496
￥19,961 total
includes taxes & fees
Jan 4 - Jan 5, 2026
ANEMOESSA VILLA
Elite Villa, 2 Bedrooms, Hot Tub, Sea View | Terrace/patio
Three Domes Oia - an Iconic Collection

Three Domes Oia - an Iconic Collection

Three Domes Oia - an Iconic Collection
Oía
9.4 out of 10, Exceptional, (14)
"Beautiful views great pool and location "
United States
Naisi
The price is ￥28,350
￥32,287 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Three Domes Oia - an Iconic Collection
Outdoor dining
Kore Cavehouse by Oias Local Cavehouses

Kore Cavehouse by Oias Local Cavehouses

Kore Cavehouse by Oias Local Cavehouses
Oía
The price is ￥23,917
￥35,158 total
includes taxes & fees
Dec 27 - Dec 28
Kore Cavehouse by Oias Local Cavehouses
Private spa tub
Phaos Oia Suites

Phaos Oia Suites

Phaos Oia Suites
Santorini
9.6 out of 10, Exceptional, (5)
"Very nice "
United States
Zohal
The price is ￥19,091
￥21,772 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Phaos Oia Suites
Terrace/patio
Santorini Paradise

Santorini Paradise

Santorini Paradise
Santorini
9.2 out of 10, Wonderful, (75)
"This was a unique experience to stay in one of the original cave houses. Maria the host was wonderful and so was her staff"
United States
Tanya
The price is ￥27,166
￥30,943 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Santorini Paradise
Exterior
Oia Mansion

Oia Mansion

Oia Mansion
Santorini
9.8 out of 10, Exceptional, (8)
"This place was amazing! Beautiful property and Lily and her family were amazing hosts! The breakfast every morning was perfect and everyone was helpful and friendly. Highly recommend this property! "
United States
Melissa
Oia Mansion
Outdoor spa tub
SantoriniParadise: PARADISE cave house, indoor winery & outdoor hot tub, Caldera

SantoriniParadise: PARADISE cave house, indoor winery & outdoor hot tub, Caldera

SantoriniParadise: PARADISE cave house, indoor winery & outdoor hot tub, Caldera
santorini
9.8 out of 10, Exceptional, (121)
"Location was incredible and the view"
United States
Alexandra D.
The price is ￥33,061
￥53,550 total
includes taxes & fees
Jan 4 - Jan 5, 2026
SantoriniParadise: PARADISE cave house, indoor winery & outdoor hot tub, Caldera
Exclusive House, Patio | Interior
ArcadOia

ArcadOia

ArcadOia
Santorini
9.4 out of 10, Exceptional, (6)
"Cutest property in the best location. "
United States
kwanyu
The price is ￥15,682
￥17,902 total
includes taxes & fees
Jan 8 - Jan 9, 2026
ArcadOia
Exterior
SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!

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, (61)
"Perfect location!"
United States
Bev C.
The price is ￥33,061
￥53,550 total
includes taxes & fees
Jan 3 - Jan 4, 2026
SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!
Exterior
Rhenia Suites-Prive Jacuzzi&Caldera View

Rhenia Suites-Prive Jacuzzi&Caldera View

Rhenia Suites-Prive Jacuzzi&Caldera View
Santorini
7.6 out of 10, Good, (4)
"Excellent stay, in the middle of action"
United States
ihsan
The price is ￥41,619
￥47,357 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Rhenia Suites-Prive Jacuzzi&Caldera View
View from property
Poseidon Mansion

Poseidon Mansion

Poseidon Mansion
Santorini
9.6 out of 10, Exceptional, (21)
"Perfect Oia sunset location! Also perfect for family with kids. "
United States
Jas
The price is ￥58,682
￥67,379 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Poseidon Mansion
Terrace/patio
Tradition house in the quiet Finikià,with an outstanding sunset view

Tradition house in the quiet Finikià,with an outstanding sunset view

Tradition house in the quiet Finikià,with an outstanding sunset view
Santorini
The price is ￥18,367
￥35,632 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Tradition house in the quiet Finikià,with an outstanding sunset view
Outdoor dining
SantoriniParadise: BLUE & WHITE cave house, authentic experience, Caldera view

SantoriniParadise: BLUE & WHITE cave house, authentic experience, Caldera view

SantoriniParadise: BLUE & WHITE cave house, authentic experience, Caldera view
Oia
10.0 out of 10, Exceptional, (85)
"Excellent location, clean and Maria & her team were friendly and professionally. Thank you."
United Kingdom
Wan Ching C.
The price is ￥27,551
￥46,745 total
includes taxes & fees
Jan 7 - Jan 8, 2026
SantoriniParadise: BLUE & WHITE cave house, authentic experience, Caldera view
Family House, Balcony, Sea View | Exterior
Alexis Place

Alexis Place

Alexis Place
Oia
The price is ￥51,824
￥73,664 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Alexis Place
Property grounds
Aerie beautiful house, heart of Oia's traditional settlement, Caldera view

Aerie beautiful house, heart of Oia's traditional settlement, Caldera view

Aerie beautiful house, heart of Oia's traditional settlement, Caldera view
Οία
9.6 out of 10, Exceptional, (52)
"This place is awesome! It’s very well located and the hostesses are very friendly and extremely attentive and helpful. We had all we needed and were very comfortable in our stay. I’d definitely stay there again! "
United States
Gabriel R.
The price is ￥82,654
￥114,797 total
includes taxes & fees
Dec 30 - Dec 31
Aerie beautiful house, heart of Oia's traditional settlement, Caldera view
Outdoor dining
Amalthea Villa by K&K (outdoor jacuzzi)

Amalthea Villa by K&K (outdoor jacuzzi)

Amalthea Villa by K&K (outdoor jacuzzi)
Oía
The price is ￥38,572
￥43,715 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Amalthea Villa by K&K (outdoor jacuzzi)
Interior
ΜΕΖΟΝΕΤΑ ΜΕ ΘΕΑ ΤΗΝ ΚΑΛΔΕΡΑ

ΜΕΖΟΝΕΤΑ ΜΕ ΘΕΑ ΤΗΝ ΚΑΛΔΕΡΑ

ΜΕΖΟΝΕΤΑ ΜΕ ΘΕΑ ΤΗΝ ΚΑΛΔΕΡΑ
Οία
The price is ￥49,592
￥63,184 total
includes taxes & fees
Jan 8 - Jan 9, 2026
ΜΕΖΟΝΕΤΑ ΜΕ ΘΕΑ ΤΗΝ ΚΑΛΔΕΡΑ
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oia Hotel Reviews

Kaleidoscope Cave Houses Oia

Kaleidoscope Cave Houses Oia

10/10 Excellent
"Very nice location! Great service!"
Jun 3-night trip
Posted 6 days ago
Kaleidoscope Cave Houses Oia

Find out more about Oia

Search for holiday rentals in Oia on Expedia! You can easily find your home rentals, villas, holiday apartments in Oia using one of the methods below:

  • View our selection of featured holiday rentals in Oia
  • Use the map to find apartments and other holiday homes in the Oia neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oia while they last

Look no further and take a look at our great range of rental properties in Oia!

Frequently asked questions

Are there vacation rentals in Oia?

Yes, we have vacation rentals in Oia near Tramonto ad Oia, or you can go with a more remote option if you're looking for extra privacy while you relax. Visitors like the scenic seaside and churches in Oia.

What are some of the best vacation rentals that Oia has to offer?

Luxus VIP Suites: This Oia vacation home rental has air-conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge to make your meal-planning easier. Another good choice for your trip to Oia is Thetis Cave Houses.

How many vacation rentals are there in Oia?

With 130 Expedia vacation rentals, you're sure to find just the right place for your Oia stay.

What’s there to see and do in Oia?

Family-friendly attractions include Tramonto ad Oia and Maritime Museum, whereas Amoudi Bay and Santorini Caldera are a couple of great spots to enjoy the outdoors. While here, Oia Blue Dome Church Viewpoint and Oia Castle are other places worth a visit.

What’s a vacation rental in Oia like?

Vacation rentals are privately owned properties where you can stay for short or long periods in Oia. Vacation rentals provide amenities like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a family getaway.