Search Vacation Homes in Oia

  • 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

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Oia holiday homes

2 bedrooms, premium bedding, memory-foam beds, in-room safe

Holiday Home in Santorini

Èther suites
The price is HK$2,911
HK$3,323 total
includes taxes & fees
5 Apr - 6 Apr
Èther suites
In-room safe, iron/ironing board, free WiFi, bed sheets

Holiday Home in Santorini

Luxus VIP Suites
9.8 out of 10, Exceptional, (54 reviews)
"The cave suite was beautiful and very clean. Elena was a wonderful hostess and extremely accommodating. She was in constant communication with us. The view was breathtaking. Location was perfect. Daily breakfast was wonderful. I would absolutely stay here again. "
United States
Amanda
The price is HK$5,160
HK$5,865 total
includes taxes & fees
31 Mar - 1 Apr
Luxus VIP Suites
View from room

Holiday Home in Santorini

Caldera's Dream Cave House with hot tub
10.0 out of 10, Exceptional, (2 reviews)
"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...
United States
Ricardo
The price is HK$2,427
HK$2,761 total
includes taxes & fees
23 Mar - 24 Mar
Caldera's Dream Cave House with hot tub
Balcony view

Holiday Home in Santorini

Thetis Cave Houses
9.6 out of 10, Exceptional, (32 reviews)
"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
Property grounds

Holiday Home in Santorini

TRADITIONAL CAVE in the heart of old OIA
10.0 out of 10, Exceptional, (11 reviews)
"Location, location, location! This cave house is located around the corner deom the Oia windmills. The common areas are awesome and there is a private patio not far to view the amazing sunsets. Our host and her assistant, Pietro, are wonderful. The cave house was perfect."
United States
Jerri M.
The price is HK$1,621
HK$2,325 total
includes taxes & fees
19 Mar - 20 Mar
TRADITIONAL CAVE in the heart of old OIA
Terrace/patio

Holiday Home in Santorini

Cosmoia Cave House
9.4 out of 10, Exceptional, (8 reviews)
"Amazing views and Zaf the owner was so great and very helpful. Found the use of a kitchen also great."
United Kingdom
Sean
Cosmoia Cave House
Terrace/patio

Holiday Home in Santorini

Bligos Villas
10.0 out of 10, Exceptional, (26 reviews)
"Clean room great staff Clear communication "
United States
Rafal
The price is HK$2,523
HK$2,937 total
includes taxes & fees
5 Apr - 6 Apr
Bligos Villas
Property grounds

Holiday Home in Oia

SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!
9.8 out of 10, Exceptional, (61 reviews)
"Perfect location!"
United States
Bev C.
The price is HK$2,251
HK$3,431 total
includes taxes & fees
19 Mar - 20 Mar
SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!
Interior

Holiday Home in Οία

Aerie beautiful house, heart of Oia's traditional settlement, Caldera view
9.6 out of 10, Exceptional, (52 reviews)
"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 HK$4,070
HK$5,652 total
includes taxes & fees
20 Mar - 21 Mar
Aerie beautiful house, heart of Oia's traditional settlement, Caldera view
Interior

Holiday Home in Santorini

Twin Cave House - Oia
10.0 out of 10, Exceptional, (92 reviews)
"Super cute place, ideal location right in the center of town on the water. Nicoletta and her daughter were great. They arranged our transfers, handled our luggage to/from, arranged laundry services etc. can’t recommend enough. Wonderful stay! "
United States
Jen G.
The price is HK$1,593
HK$1,988 total
includes taxes & fees
4 Apr - 5 Apr
Twin Cave House - Oia
Property grounds

Holiday Home in Santorini

Incredible caldera views! Full sunset, private, spacious, housekeeping - Oia!
10.0 out of 10, Exceptional, (42 reviews)
"The views and the location were outstandingAll three couples had a very comfortable room and we very much appreciated the toiletries provided.Also, so nice that coffee ,wine, and a gift basket of snacks was waiting for us.Cleaning service every day to make our beds and freshing up our towelsThe pool was refreshing after a hot day of touring, and we could view the whole Caldera sitting in the pool.Many amazing restaurants within walking distanceAnd we did also enjoy the early morning visits from...
Canada
Joann S.
The price is HK$4,477
HK$5,119 total
includes taxes & fees
21 Mar - 22 Mar
Incredible caldera views! Full sunset, private, spacious, housekeeping - Oia!
Terrace/patio

Holiday Home in Santorini

Terracotta Cave House (1)
10.0 out of 10, Exceptional, (14 reviews)
"was even better than we had hoped loved the out door space and the home was so charming. we loved it!"
United States
mindy i.
The price is HK$1,990
HK$2,525 total
includes taxes & fees
26 Mar - 27 Mar
Terracotta Cave House (1)
Property grounds

Holiday Home in Oia

SantoriniParadise: TRADITIONAL APARTMENT in old Oia
10.0 out of 10, Exceptional, (20 reviews)
"It was our first times traveling out of the county and Maria made it so easy and seamless! She set everything up for us so there would be no headache! She responded so fast if we had any questions and was the most amazing host ever. When I come back to Greece, I will definitely book a place from her again."
United States
Josie Roane R.
The price is HK$1,981
HK$2,959 total
includes taxes & fees
20 Mar - 21 Mar
SantoriniParadise: TRADITIONAL APARTMENT in old Oia
Property grounds

Holiday Home in Οία

ΜΕΖΟΝΕΤΑ ΜΕ ΘΕΑ ΤΗΝ ΚΑΛΔΕΡΑ
The price is HK$2,442
HK$3,129 total
includes taxes & fees
19 Mar - 20 Mar
ΜΕΖΟΝΕΤΑ ΜΕ ΘΕΑ ΤΗΝ ΚΑΛΔΕΡΑ
Property grounds

Holiday Home in SANTORINI

TRADITIONAL STUDIO in the heart of old OIA
10.0 out of 10, Exceptional, (4 reviews)
"Gorgeous location, wonderful property and top notch service"
United States
Jamie S.
The price is HK$2,713
HK$3,790 total
includes taxes & fees
19 Mar - 20 Mar
TRADITIONAL STUDIO in the heart of old OIA
Outdoor dining

Holiday Home in Thira - Santorini

Superior Suite with Caldera View
The price is HK$2,442
HK$2,442 total
includes taxes & fees
11 Apr - 12 Apr
Superior Suite with Caldera View
Exterior

Holiday Home in Santorini

ArcadOia
9.4 out of 10, Exceptional, (6 reviews)
"Cutest property in the best location. "
United States
kwanyu
The price is HK$558
HK$638 total
includes taxes & fees
22 Mar - 23 Mar
ArcadOia
Exterior

Holiday Home in Santorini

Sea View Villa with Outdoor Hot Tub
The price is HK$2,767
HK$2,767 total
includes taxes & fees
12 Apr - 13 Apr
Sea View Villa with Outdoor Hot Tub
Property grounds

Holiday Home in SANTORINI

TRADITIONAL Cave RESIDENCE in the heart of old OIA
8.8 out of 10, Excellent, (3 reviews)
"The Sunset Terrace cave house was the perfect way to experience the beautiful island of Santorini and its unique architecture. Our host and porter were beyond accommodating and were there for everything we needed. When we arrived, they ensured we were well settled. The house was well stocked and appointed with everything we needed. We thoroughly enjoyed the hot tub and the sunset from the terrace. It was a great location within Oia, making it easy to walk everywhere. We would definitely stay...
United States
Lori B.
The price is HK$4,522
HK$6,820 total
includes taxes & fees
19 Mar - 20 Mar
TRADITIONAL Cave RESIDENCE in the heart of old OIA
Indoor pool

Holiday Home in Santorini

Selini Exclusive Honeymoon Villa with Jacuzzi & Sunset View
The price is HK$5,571
HK$5,571 total
includes taxes & fees
6 Apr - 7 Apr
Selini Exclusive Honeymoon Villa with Jacuzzi & Sunset 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.
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

Just Blue

Just Blue

10/10 Excellent
"The place was clean and cozy, we love the view from the terrace which is facing the caldera. You'll get an uninterrupted view of the sunset as well. Plus it's close to everything, to the castle and the blue dome church, etc. Mario is the best host, he allowed us to checked in early and very helpful with all our queries. We would love to stay in this place again. "
Sugar 1-night trip
Posted 2 days ago
Just Blue

Find out more about Oia

Oia Vacation Homes information

Number of reviews
345
Accommodation
127 Vacation Homes
Lowest Price
HK$638
Highest Price
HK$6,820

Explore a world of travel with Expedia