Oia Holiday Rentals

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Check prices for these dates

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

Our top choices for Oia holiday rentals

Outdoor pool
Nano Oia Villas

Villa in Santorini

Nano Oia Villas
9.8 out of 10, Exceptional, (50)
"Our location had a beautiful view. It was centrally located to everything. "
United States
Cristo
The price is S$204
includes taxes & fees
11 Dec - 12 Dec
Nano Oia Villas
Balcony view
Thetis Cave Houses

Holiday Home in Santorini

Thetis Cave Houses
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
Terrace/patio
The A Collection, Oia by K&K

Villa in Santorini

The A Collection, Oia by K&K
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
The price is S$189
includes taxes & fees
18 Dec - 19 Dec
The A Collection, Oia by K&K
Terrace/patio
Three Domes Oia - an Iconic Collection

Aparthotel in Oía

Three Domes Oia - an Iconic Collection
9.4 out of 10, Exceptional, (14)
"Beautiful views great pool and location "
United States
Naisi
The price is S$266
includes taxes & fees
22 Dec - 23 Dec
Three Domes Oia - an Iconic Collection
View from room
Sophia Oia View

Villa in Santorini

Sophia Oia View
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

Apartment in Santorini

Santorini Paradise
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 S$316
includes taxes & fees
10 Jan - 11 Jan, 2026
Santorini Paradise
Terrace/patio
Phaos Oia Suites

Apartment in Santorini

Phaos Oia Suites
9.6 out of 10, Exceptional, (4)
"Very nice "
United States
Zohal
The price is S$139
includes taxes & fees
11 Dec - 12 Dec
Phaos Oia Suites
View from property
Poseidon Mansion

Villa in Santorini

Poseidon Mansion
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
The price is S$525
includes taxes & fees
12 Dec - 13 Dec
Poseidon Mansion
Exterior
Artium Villa with Pool hosted by K&K

Villa in Santorini

Artium Villa with Pool hosted by K&K
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
Outdoor spa tub
Oia Mansion

Villa in Santorini

Oia Mansion
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
The price is S$1,752
includes taxes & fees
11 Dec - 12 Dec
Oia Mansion
View from property
Sophia Castle View

Apartment in Santorini

Sophia Castle View
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
Exterior
Alexis Place

Apartment in Oia

Alexis Place
The price is S$625
includes taxes & fees
10 Jan - 11 Jan, 2026
Alexis Place
Exterior
Rhenia Suites-Prive Jacuzzi&Caldera View

Villa in Santorini

Rhenia Suites-Prive Jacuzzi&Caldera View
7.6 out of 10, Good, (4)
"Excellent stay, in the middle of action"
United States
ihsan
The price is S$467
includes taxes & fees
21 Dec - 22 Dec
Rhenia Suites-Prive Jacuzzi&Caldera View
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 6 days ago
Ducato di Oia - Adults Only

Frequently asked questions

Are there holiday rentals in Oia?

Yes, there are holiday rentals in Oia close to Tramonto ad Oia, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the scenic seaside and churches in Oia.

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

Luxus VIP Suites: This highly rated holiday home rental in Oia 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 holiday rentals are there in Oia?

With 133 Expedia holiday rentals, you're guaranteed 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 holiday rental in Oia like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oia. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for families.