Book Holiday Homes in Oia

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Featured Holiday Homes in Oia

Ammos Oia Mansion

Ammos Oia Mansion

Oia VIllage, Santorini
Stay at this vacation home in Santorini. Enjoy free WiFi, free parking, and private plunge pools. Popular attractions Athinios Port and Oia Blue Dome Church ...
Ammos Oia Mansion
Thetis Cave Houses

Thetis Cave Houses

Oia, Santorini, Santorini
Stay at this vacation home in Santorini. Enjoy free WiFi, room service, and an airport shuttle (surcharge). Popular attractions Oia Blue Dome Church Viewpoint ...
Thetis Cave Houses
Twin Cave House - Oia

Twin Cave House - Oia

Santorini
Stay at this vacation home in Santorini. Enjoy free WiFi, daily housekeeping, and concierge services. Our guests praise the helpful staff in our reviews. Popular ...
Twin Cave House - Oia
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SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!

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

Oia
The price is NZ$497 per night from 15 Feb to 16 Feb
NZ$497
includes taxes & fees
15 Feb - 16 Feb
Book a stay at this family-friendly vacation home in Santorini. Enjoy free breakfast, free WiFi, and patios. Our guests praise the property condition in our ...
SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!
Cosmoia Cave House

Cosmoia Cave House

Oia, Santorini
Book a stay at this beach vacation home in Santorini. Enjoy free WiFi, free parking, and private spa tubs. Popular attractions Athinios Port and Oia Blue Dome ...
Cosmoia Cave House
Elea Casa

Elea Casa

Oia, Santorini
Book a stay at this business-friendly vacation home in Santorini. Enjoy free WiFi, private spa tubs, and an airport shuttle (surcharge). Popular attractions ...
Elea Casa
Caldera's Dream Cave House with hot tub

Caldera's Dream Cave House with hot tub

Oia, Santorini Greece, Santorini
Stay at this vacation home in Santorini. Enjoy free breakfast, free WiFi, and private spa tubs. Popular attractions Athinios Port and Oia Blue Dome Church Viewpoint ...
Caldera's Dream Cave House with hot tub
Terracotta Cave House (1)

Terracotta Cave House (1)

Santorini
Stay at this vacation home in Santorini. Enjoy daily housekeeping, concierge services, and balconies. Popular attractions Athinios Port and Oia Castle are located ...
Terracotta Cave House (1)
House of the Seven Ships. Cycladic traditional house with sea and sunset view

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

Santorini
Stay at this vacation home in Santorini. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Oia Blue Dome Church Viewpoint and Santorini ...
House of the Seven Ships. Cycladic traditional house with sea and sunset view
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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.

Oia Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Oia vacation homes are the perfect way for you to wing it.

Holiday houses in Oia let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Oia in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Oia adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Oia with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Oia vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Oia Holiday Homes essential information

Accommodation
103 Holiday Homes
Lowest Price
NZ$215
Highest Price
NZ$497
Popular accommodation
Ammos Oia Mansion, Thetis Cave Houses, Twin Cave House - Oia, SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!, Cosmoia Cave House, Elea Casa, Caldera's Dream Cave House with hot tub, Terracotta Cave House (1), House of the Seven Ships. Cycladic traditional house with sea and sunset view

Top trending hotels in Oia

Ducato di Oia - Adults Only

Ducato di Oia - Adults Only

4 out of 5
Oia Village, Santorini
Fully refundableReserve now, pay when you stay
The price is NZ$222 per night from 11 Feb to 12 Feb
NZ$222
includes taxes & fees
11 Feb - 12 Feb
Stay at this 4-star hotel in Santorini. Enjoy free WiFi, an airport shuttle (surcharge), and daily housekeeping. Our guests praise the breakfast and the helpful ...
Ducato di Oia - Adults Only
Caldera Premium Villas - Adults Only

Caldera Premium Villas - Adults Only

Oia, Santorini, South Aegean
Stay at this hotel in Santorini. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
Caldera Premium Villas - Adults Only
Alexander's Suites

Alexander's Suites

Oia, Santorini, Santorini Island
Fully refundableReserve now, pay when you stay
The price is NZ$271 per night from 6 Feb to 7 Feb
NZ$271
includes taxes & fees
6 Feb - 7 Feb
Stay at this guesthouse in Santorini. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
Alexander's Suites
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Villa Ariadni

Villa Ariadni

Oia Village, Santorini
The price is NZ$215 per night from 28 Feb to 1 Mar
NZ$215
includes taxes & fees
28 Feb - 1 Mar
Stay at this guesthouse in Santorini. Enjoy free WiFi, daily housekeeping, and furnished balconies or patios. Our guests praise the helpful staff in our reviews. ...
Villa Ariadni
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See all available properties in Oia
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.