Holiday Homes in Oia

Featured Holiday Homes in Oia and around

Ammos Oia Mansion
View from room

Ammos Oia Mansion

Ammos Oia Mansion
Thetis Cave Houses
Studio (Thetis Cave Studio) | Balcony view

Thetis Cave Houses

9.6 out of 10, Exceptional, (27)
"Nice cave house. Joanna was very helpful intending to our needs"
The price is €141
includes taxes & fees
25 Dec - 26 Dec
Thetis Cave Houses
Aerie beautiful house, heart of Oia's traditional settlement, Caldera view
Property grounds

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

9.6 out of 10, Exceptional, (46)
"Great location and prompt responses "
The price is €636
includes taxes & fees
22 Jan - 23 Jan 2025
Aerie beautiful house, heart of Oia's traditional settlement, Caldera view
SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!
Exterior

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

10.0 out of 10, Exceptional, (53)
"Nice property great service had a power outage and a wireless outage during the stay ( different days) but overall enjoyed the location and the amenities. "
The price is €277
includes taxes & fees
4 Jan - 5 Jan 2025
SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!
Luxus VIP Suites
Blue Dome Double Room with Caldera View

Luxus VIP Suites

9.8 out of 10, Exceptional, (43)
"The day we arrived took so much longer to arrive at the hotel because they were doing road construction therefore a ridiculous amount of traffic. Anastasia, came to greet us because our driver was unable to drop us off in front of hotel. Why? Simply because our hotel is literally on a cliff. So if it wasn’t for Anastasia taking the time to greet us when we arrived there was no way we would have been able to find the property since there is no lobby. Anastasia was super helpful. Always...
Luxus VIP Suites
Twin Cave House - Oia
Balcony

Twin Cave House - Oia

10.0 out of 10, Exceptional, (87)
"Fabulous host — very helpful with airport transportation, tour arrangements, restaurant recommendations, etc. "
Twin Cave House - Oia
Elea Casa
Terrace/patio

Elea Casa

7.0 out of 10, Good, (7)
"This was a terrible experience. I paid for three nights left after one night and moved to a different hotel. Still trying to get my money back. There was no water to take a shower or wash my hands/face in the bathroom. The jaccuzi was dirty with dirt so we couldn’t use that and it made a sound all night. It had no privacy because there are stores right in front. They say it’s a sea view but they trick you with it only being less than half because it is on the walkway in Oia with shops in front...
Elea Casa
Caldera's Dream Cave House with hot tub
Exterior

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...
Caldera's Dream Cave House with hot tub
Cosmoia Cave House
Superior House | Living area

Cosmoia Cave House

9.6 out of 10, Exceptional, (7)
"Elizabeth was an excellent host and helped our party of 7 arrange for fun activities and local dining options! She made the stay particularly memorable and we are so grateful for her and the beautiful accommodation at Cosmoia House. Thank you very much!"
The price is €469
includes taxes & fees
29 Dec - 30 Dec
Cosmoia Cave House
SantoriniParadise: BLUE & WHITE cave house, authentic experience, Caldera view
Terrace/patio

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

10.0 out of 10, Exceptional, (82)
"The views were breathtaking from the patio. Wonderful stay."
The price is €256
includes taxes & fees
23 Dec - 24 Dec
SantoriniParadise: BLUE & WHITE cave house, authentic experience, Caldera view
Santorini Finikia Oia Cave House
Outdoor spa tub

Santorini Finikia Oia Cave House

10.0 out of 10, Exceptional, (5)
"We absolutely LOVED our stay here, and George was the best host! He helped arrange our taxi's to and from the airport, as well as meeting us at the taxi drop off and walked our luggage to the house. Everything was wonderful, very spacious, clean, and well decorated. The coffee machine and little breakfast provided was a great plus! (as well as the washing machine, as we were at the end of our 5 week holiday and desperately needed to wash some clothes!) And having our own private pool to escape...
Santorini Finikia Oia Cave House
TRADITIONAL STUDIO in the center of OIA
Outdoor dining

TRADITIONAL STUDIO in the center of OIA

10.0 out of 10, Exceptional, (4)
"We had an amazing stay in the sunset cave houses! The shared terrace was huge and perfect for relaxing and watching the sunset together as a family! The view was spectacular and can’t be beat! Maria provided us with everything we needed to enjoy our time together as a family—clear instructions to make our way by car to the destination, kind and friendly porters to meet us and help us with our luggage (important for the steps and narrow passageways in Oia), snacks, fruit, wine and a stocked...
TRADITIONAL STUDIO in the center of OIA
House of the Seven Ships. Cycladic traditional house with sea and sunset view
Property grounds

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

10.0 out of 10, Exceptional, (33)
"Really unique house located in the little village of Finikia. A real experience staying in the home and the village. You need to be in good shape to stay here as it’s a 5-10 minute walk to get anywhere along narrow windy pathways. Beautiful location with 3 restaurants and a small market 5 minutes walk. Bigger town of Oia is 15 mins walk. Bus station is very close. Great little taverna with live music right down the road. Climb the hill across road for amazing sunsets next to the church. Good...
House of the Seven Ships. Cycladic traditional house with sea and sunset view
House of the Angels. An old Winery renovated and transformed into a cosy house
Outdoor dining

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

10.0 out of 10, Exceptional, (11)
"We loved our stay at House of Angels. Our host Dani was very attentive and helpful with a friendly greeting when we arrived. This is a unique experience in a quiet area close to Oia and busses to other places. Highly recommended!"
House of the Angels. An old Winery renovated and transformed into a cosy house
TRADITIONAL CAVE in the heart of OIA
Outdoor dining

TRADITIONAL CAVE in the heart of 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!"
TRADITIONAL CAVE in the heart of OIA
TRADITIONAL RESIDENCE in the center of OIA
Outdoor dining

TRADITIONAL RESIDENCE in the center of OIA

8.8 out of 10, Excellent, (3)
"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...
TRADITIONAL RESIDENCE in the center of OIA
Terracotta Cave House (1)
Terrace/patio

Terracotta Cave House (1)

10.0 out of 10, Exceptional, (10)
"The location was incredible. The staff beyond incredible from check in arranging airport transportaion and assistance with bags and temporary luggage storage. "
Terracotta Cave House (1)
Private Villa in Oia, Santorini
Outdoor pool

Private Villa in Oia, Santorini

9.6 out of 10, Exceptional, (37)
"Beautiful Oia Villa with fantastic views in every direction. Owner easyto work with and shared helpful information o area a sites, restaurants and shops. Loved it. Thank you. "
Private Villa in Oia, Santorini
SantoriniParadise: TRADITIONAL APARTMENT in the center of Oia
Outdoor dining

SantoriniParadise: TRADITIONAL APARTMENT in the center of Oia

10.0 out of 10, Exceptional, (18)
"Perfect. Maria, the rooftop patio, sunsets, accommodations, willingness of staff to provide driver or recommendations. Everyone was so courteous and polite. Willing to go the extra mile to help us out. Bravo to all!!!!!"
SantoriniParadise: TRADITIONAL APARTMENT in the center of Oia
Kalyva, 2 bedroom House in Oia
Property grounds

Kalyva, 2 bedroom House in Oia

10.0 out of 10, Exceptional, (7)
"We cannot say enough about how wonderful this house is. Beautiful, comfortable bedrooms, spacious bathrooms, lovely common area and kitchen and breathtaking patio and roof deck. Constantino was an outstanding host, setting up our airport transfers, a driver to tour us around the island and wonderful restaurant suggestions. He was very gracious and also let us check in early since we were severely jet-lagged! Lastly the access to the house was up only a few steps which was ideal for our group....
Kalyva, 2 bedroom House in 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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Other property types in Oia

Sophia Oia View
Gateway Sophia with Private Plunge Pool & Caldera Oia View | Terrace/patio

Sophia Oia View

9.0 out of 10, Wonderful, (73)
"Where do we start. I would recommend full heartedly anyone who is traveling to Santorini to stay at this property. Aside from the spectacular view, the service was exceptional. Especially our guide Mr. Chrisovalandis. Our flight got delayed, however Chris offered us an extended stay due to this which was extremely kind and helpful to us. We were given the options to book transportation, activities, etc through them as well. The cleanliness of the stay, the pool, the room, etc made the perfect...
Sophia Oia View
Nano Oia Villas
Basic Villa, 1 Bedroom, Hot Tub, Sea View | Terrace/patio

Nano Oia Villas

10.0 out of 10, Exceptional, (15)
"Overall great experience staying at the villa! Staff was very helpful and kind throughout our stay. The hot tub was the best part for me! Enjoyed watching the sun set. Would stay here again in the future "
The price is €276
includes taxes & fees
26 Dec - 27 Dec
Nano Oia Villas
Oia's Sunset
Outdoor pool, pool umbrellas, pool loungers

Oia's Sunset

2.0 star property
9.6 out of 10, Exceptional, (483)
"Parking was difficult"
Oia's Sunset
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.