Book Holiday Homes in Oia

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Featured Holiday Homes in Oia

Luxus VIP Suites

Luxus VIP Suites

Oia, Saorini Santorini Cyclades
The price is NZ$1,223 per night from 25 May to 26 May
NZ$1,223
25 May - 26 May
includes taxes & fees
Stay at this holiday home in Santorini. Enjoy free breakfast, free Wi-Fi and slippers. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowLuxus VIP Suites
ArcadOia

ArcadOia

Oia Thiras Santorini
The price is NZ$144 per night from 11 May to 12 May
NZ$144
11 May - 12 May
includes taxes & fees
Stay at this holiday home in Santorini. Enjoy free Wi-Fi, daily housekeeping and a garden. Popular attractions Santorini Caldera and Athinios Port are located ...
Opens in a new windowArcadOia
Thetis Cave Houses

Thetis Cave Houses

Oia, Santorini Santorini
The price is NZ$328 per night from 8 May to 9 May
NZ$328
8 May - 9 May
includes taxes & fees
Stay at this holiday home in Santorini. Enjoy free Wi-Fi, room service and an airport shuttle (surcharge). Popular attractions Santorini Caldera and Athinios ...
Opens in a new windowThetis Cave Houses
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Caldera's Dream Cave House with hot tub

Caldera's Dream Cave House with hot tub

Oia, Santorini Greece Santorini
The price is NZ$739 per night from 21 May to 22 May
NZ$739
21 May - 22 May
includes taxes & fees
Stay at this holiday home in Santorini. Enjoy free breakfast, free Wi-Fi and private hot tubs. Popular attractions Santorini Caldera and Athinios Port are located ...
Opens in a new windowCaldera's Dream Cave House with hot tub
Twin Cave House - Oia

Twin Cave House - Oia

Santorini Egeo
Stay at this holiday home in Santorini. Enjoy free Wi-Fi, daily housekeeping and concierge services. Our guests praise the helpful staff in their reviews. Popular ...
Opens in a new windowTwin Cave House - Oia
TRADITIONAL CAVE in the heart of old OIA

TRADITIONAL CAVE in the heart of old OIA

Santorini Greece
The price is NZ$626 per night from 8 May to 9 May
NZ$626
8 May - 9 May
includes taxes & fees
Stay at this holiday home in Santorini. Enjoy free breakfast, free Wi-Fi and private pools. Popular attractions Santorini Caldera and Athinios Port are located ...
Opens in a new windowTRADITIONAL CAVE in the heart of old OIA
Private Villa in Oia, Santorini

Private Villa in Oia, Santorini

Oia Santorini
Stay at this holiday home in Santorini. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Santorini Caldera and Athinios Port are located ...
Opens in a new windowPrivate Villa in Oia, Santorini
Terracotta Cave House (1)

Terracotta Cave House (1)

Santorini
Stay at this holiday home in Santorini. Enjoy daily housekeeping, concierge services and balconies. Popular attractions Santorini Caldera and Athinios Port are ...
Opens in a new windowTerracotta Cave House (1)
Bligos Villas

Bligos Villas

Oia Santorini Cyclades
The price is NZ$740 per night from 9 May to 10 May
NZ$740
9 May - 10 May
includes taxes & fees
Stay at this holiday home in Santorini. Enjoy free breakfast, free Wi-Fi and private hot tubs. Popular attractions Santorini Caldera and Athinios Port are located ...
Opens in a new windowBligos Villas
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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
116 Holiday Homes
Lowest Price
NZ$144
Highest Price
NZ$1,223
Popular accommodation
Luxus VIP Suites, ArcadOia, Thetis Cave Houses, Caldera's Dream Cave House with hot tub, Twin Cave House - Oia, TRADITIONAL CAVE in the heart of old OIA, Private Villa in Oia, Santorini, Terracotta Cave House (1), Bligos Villas

Top trending hotels in Oia

Caldera Premium Villas - Adults Only

Caldera Premium Villas - Adults Only

Oia Santorini South Aegean
The price is NZ$296 per night from 10 May to 11 May
NZ$296
10 May - 11 May
includes taxes & fees
Stay at this hotel in Santorini. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowCaldera Premium Villas - Adults Only
Oia Mare Villas

Oia Mare Villas

Oia Traditional Village Santorini Santorini Island
Stay at this guesthouse in Santorini. Enjoy free Wi-Fi, an outdoor pool and room service. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowOia Mare Villas
White Pearl Villas

White Pearl Villas

Oia Santorini Santorini Island
The price is NZ$449 per night from 8 May to 9 May
NZ$449
8 May - 9 May
includes taxes & fees
Stay at this hotel in Santorini. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff and the property condition in ...
Opens in a new windowWhite Pearl Villas
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Just Blue

Just Blue

Oia Village Santorini
The price is NZ$241 per night from 26 May to 27 May
NZ$241
26 May - 27 May
includes taxes & fees
Stay at this guesthouse in Santorini. Enjoy free Wi-Fi, breakfast (surcharge) and in-room massages. Our guests praise the helpful staff in their reviews. Popular ...
Opens in a new windowJust Blue
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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.

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^Subject to availability and chosen travel dates.