Book Holiday Homes in Oia

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Featured Holiday Homes in Oia

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 ...
Opens in a new windowTwin Cave House - Oia
Private Villa in Oia, Santorini

Private Villa in Oia, Santorini

Oia
Stay at this vacation home in Santorini. Enjoy free WiFi, private pools, and a garden. Popular attractions Athinios Port and Oia Blue Dome Church Viewpoint are ...
Opens in a new windowPrivate Villa in Oia, Santorini
Incredible caldera views! Full sunset, private, spacious - in the heart of Oia

Incredible caldera views! Full sunset, private, spacious - in the heart of Oia

Santorini
The price is NZ$1,359 per night from 12 Nov to 13 Nov
NZ$1,359
12 Nov - 13 Nov
includes taxes & fees
Stay at this vacation home in Santorini. Enjoy free WiFi, private pools, and a garden. Popular attractions Athinios Port and Oia Castle are located nearby.
Opens in a new windowIncredible caldera views! Full sunset, private, spacious - in the heart of Oia
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Bligos Villas

Bligos Villas

Oia, Santorini, Cyclades
The price is NZ$423 per night from 1 Nov to 2 Nov
NZ$423
1 Nov - 2 Nov
includes taxes & fees
Stay at this vacation home in Santorini. Enjoy free breakfast, free WiFi, and private hot tubs. Popular attractions Athinios Port and Oia Blue Dome Church Viewpoint ...
Opens in a new windowBligos Villas
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 Athinios Port and Oia Blue Dome ...
Opens in a new windowThetis Cave Houses
Luxus VIP Suites

Luxus VIP Suites

Oia, Saorini, Santorini, Cyclades
Stay at this vacation home in Santorini. Enjoy free WiFi, slippers, and air conditioning. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new windowLuxus VIP Suites
Villa Pasithea, Finikia, Oia, Santorini

Villa Pasithea, Finikia, Oia, Santorini

Oia
Stay at this vacation home in Santorini. Enjoy laundry facilities and air conditioning. Popular attractions Athinios Port and Oia Blue Dome Church Viewpoint ...
Opens in a new windowVilla Pasithea, Finikia, Oia, Santorini
Santorini Finikia Oia Cave House

Santorini Finikia Oia Cave House

Santorini
Stay at this vacation home in Santorini. Enjoy free breakfast, free WiFi, and private pools. Popular attractions Athinios Port and Oia Blue Dome Church Viewpoint ...
Opens in a new windowSantorini Finikia Oia Cave House
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 hot tubs. Popular attractions Athinios Port and Oia Blue Dome ...
Opens in a new windowCosmoia Cave House
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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
124 Holiday Homes
Lowest Price
NZ$290
Highest Price
NZ$1,359
Popular accommodation
Twin Cave House - Oia, Private Villa in Oia, Santorini, Incredible caldera views! Full sunset, private, spacious - in the heart of Oia, Bligos Villas, Thetis Cave Houses, Luxus VIP Suites, Villa Pasithea, Finikia, Oia, Santorini, Santorini Finikia Oia Cave House, Cosmoia Cave House

Top trending hotels in Oia

Ducato di Oia - Adults Only

Ducato di Oia - Adults Only

4 out of 5
Oia Village, Santorini
The price is NZ$423 per night from 9 Nov to 10 Nov
NZ$423
9 Nov - 10 Nov
includes taxes & fees
Stay at this 4-star hotel in Santorini. Enjoy free WiFi, private plunge pools, and an airport shuttle (surcharge). Our guests praise the breakfast and the helpful ...
Opens in a new windowDucato di Oia - Adults Only
Caldera Premium Villas - Adults Only

Caldera Premium Villas - Adults Only

Oia, Santorini, South Aegean
The price is NZ$290 per night from 4 Nov to 5 Nov
NZ$290
4 Nov - 5 Nov
includes taxes & fees
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 ...
Opens in a new windowCaldera Premium Villas - Adults Only
Canaves Oia Suites - Small Luxury Hotels of the World

Canaves Oia Suites - Small Luxury Hotels of the World

5 out of 5
Oia city, Santorini, Santorini Island
The price is NZ$1,165 per night from 31 Oct to 1 Nov
NZ$1,165
31 Oct - 1 Nov
includes taxes & fees
Stay at this 5-star luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Athinios Port and Oia Blue Dome Church ...
Opens in a new windowCanaves Oia Suites - Small Luxury Hotels of the World
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Esperas Santorini

Esperas Santorini

4 out of 5
Oia, Santorini
The price is NZ$388 per night from 1 Nov to 2 Nov
NZ$388
1 Nov - 2 Nov
includes taxes & fees
Stay at this 4-star luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular ...
Opens in a new windowEsperas Santorini
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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.