Oia Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Vacation Rentals in Oia

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

Nano Oia Villas

Santorini
9.8 out of 10, Exceptional, (50)
"Our location had a beautiful view. It was centrally located to everything. "
United States
Cristo
$147 nightly
The price is $167
Dec 10 - Dec 11
Total with taxes and fees
Nano Oia Villas
Villa, 2 Bedrooms (Thetis Cave Villa) | Living area | Flat-screen TV
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
$135 nightly
The price is $154
Dec 10 - Dec 11
Total with taxes and fees
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

Santorini
9.4 out of 10, Exceptional, (18)
"Stay was amazing, very clean property and well maintained. Beautiful view of the ocean and caldera, very friendly and responsive host, organized all our requests promptly. "
United States
JOSEPH
$127 nightly
The price is $149
Dec 10 - Dec 11
Total with taxes and fees
The A Collection, Oia by K&K
Elite Villa, 2 Bedrooms, Hot Tub, Sea View | Terrace/patio
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
$179 nightly
The price is $205
Dec 22 - Dec 23
Total with taxes and fees
Three Domes Oia - an Iconic Collection
Superior Cave Room with Indoor Plunge Pool & Caldera View | View from room
Sophia Oia View

Sophia Oia View

Santorini
8.8 out of 10, Excellent, (92)
"This property is amazing! Beautiful views and it’s close to shopping center in the area. I would definitely stay here again!"
United States
Michael
Sophia Oia View
Terrace/patio
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
$219 nightly
The price is $250
Dec 30 - Dec 31
Total with taxes and fees
Santorini Paradise
Outdoor dining
Kore Cavehouse by Oias Local Cavehouses

Kore Cavehouse by Oias Local Cavehouses

Oía
$211 nightly
The price is $221
Dec 10 - Dec 11
Total with taxes and fees
Kore Cavehouse by Oias Local Cavehouses
Private spa tub
Phaos Oia Suites

Phaos Oia Suites

Santorini
9.6 out of 10, Exceptional, (4)
"Very nice "
United States
Zohal
$94 nightly
The price is $108
Dec 10 - Dec 11
Total with taxes and fees
Phaos Oia Suites
View from property
Poseidon Mansion

Poseidon Mansion

Santorini
9.6 out of 10, Exceptional, (21)
"We had an unforgettable stay at Poseidon Mansion. The hotel is perfectly situated in Oia's sunset spot, the balcony had breathtaking views of the caldera. "
United States
Abigail
$349 nightly
The price is $402
Dec 10 - Dec 11
Total with taxes and fees
Poseidon Mansion
Outdoor pool
Artium Villa with Pool hosted by K&K

Artium Villa with Pool hosted by K&K

Santorini
10.0 out of 10, Exceptional, (1)
"The villa was in a lovely quiet area but a 20-30 minute walk to Oia which meant it was possible to escape the busyness there while still feeling close to the action. The pool and villa were services daily. There are 3 local restaurants which were lovely. All in all a great option. "
United Kingdom
Katherine
Artium Villa with Pool hosted by K&K
Exterior
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
$920 nightly
The price is $1,050
Dec 25 - Dec 26
Total with taxes and fees
Oia Mansion
Exterior
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.
$424 nightly
The price is $475
Dec 24 - Dec 25
Total with taxes and fees
SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!
Terrace/patio
Tradition house in the quiet Finikià,with an outstanding sunset view

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

Santorini
$224 nightly
The price is $224
Dec 31 - Jan 1, 2026
Total with taxes and fees
Tradition house in the quiet Finikià,with an outstanding sunset view
Outdoor spa tub
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.
$424 nightly
The price is $475
Dec 21 - Dec 22
Total with taxes and fees
SantoriniParadise: PARADISE cave house, indoor winery & outdoor hot tub, Caldera
View from property
Sophia Castle View

Sophia Castle View

Santorini
9.6 out of 10, Exceptional, (20)
"The location for the view of caldera especially the sunset is unbeatable. However, the amenities are the minimum or even shabby to an international standard. So, for a stay of one or two nights it could be manageable but any where longer can be hard."
United States
Benjamin
Sophia Castle View
Family House, Balcony, Sea View | Exterior
Alexis Place

Alexis Place

Oia
$438 nightly
The price is $499
Jan 2 - Jan 3, 2026
Total with taxes and fees
Alexis Place
Exterior
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
$324 nightly
The price is $369
Dec 10 - Dec 11
Total with taxes and fees
Rhenia Suites-Prive Jacuzzi&Caldera View
Outdoor dining
Oia Mansion 4 Bedroom Villa With Panoramic Sunset View

Oia Mansion 4 Bedroom Villa With Panoramic Sunset View

Santorini
9.4 out of 10, Exceptional, (3)
"The best place to stay in Oia, the location is perfect! The house is beautiful with lots of historic charm. Lily was also very pleasant and helpful to work with. We will be staying here again! "
United States
Jordan G.
$766 nightly
The price is $766
Dec 12 - Dec 13
Total with taxes and fees
Oia Mansion 4 Bedroom Villa With Panoramic Sunset View
Property grounds
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.
$597 nightly
The price is $723
Dec 11 - Dec 12
Total with taxes and fees
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)

Oía
$275 nightly
The price is $275
Jan 8 - Jan 9, 2026
Total with taxes and fees
Amalthea Villa by K&K (outdoor jacuzzi)
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

Ducato di Oia - Adults Only

Ducato di Oia - Adults Only

10/10 Excellent
"We enjoyed the stay. Thank you."
Kazuiku 2-night trip
Posted 5 days ago
Ducato di Oia - Adults Only

Price trends for vacation rentals in Oia

Less expensive
More expensive
This month
Next month
January
August
$271
$257
Month
Price
January
$257
February
$287
March
$283
April
$393
May
$480
June
$562
July
$513
August
$600
September
$507
October
$376
November
$308
December
$271
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Oia. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Oia

Everything you need to know about Oia vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oia vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oia vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oia vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oia. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oia in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $108 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oia rentals

At Expedia, we put the best Oia vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oia rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oia vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oia. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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 133 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.