Oia Vacation Rentals

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Our top choices for Oia vacation rentals

Santo Blue Horizon - The Blue Domes View

Santo Blue Horizon - The Blue Domes View
Santorini
The price is CA $313
CA $358 total
includes taxes & fees
May 11 - May 12
Santo Blue Horizon - The Blue Domes View

Pink Freud Villas Santorini

Pink Freud Villas Santorini
Santorini
10.0 out of 10, Exceptional, (4 reviews)
"This property is strategically located, away from busy area of Oia but everything is walking distance. Nice, peaceful retreat with views of Aegean Sea. Property is new and very clean. Host is just always a text away. "
United States
Angelito
The price is CA $520
CA $594 total
includes taxes & fees
May 27 - May 28
Pink Freud Villas Santorini

Kyrkos collection

Kyrkos collection
Oia
The price is CA $639
CA $729 total
includes taxes & fees
May 30 - May 31
Kyrkos collection

ANEMOESSA VILLA

ANEMOESSA VILLA
Santorini
The price is CA $149
CA $172 total
includes taxes & fees
May 10 - May 11
ANEMOESSA VILLA

Sophia Finikia Villas

Sophia Finikia Villas
Santorini
9.0 out of 10, Wonderful, (9 reviews)
"We loved the Villa, very clean"
United States
Patricia
The price is CA $246
CA $304 total
includes taxes & fees
May 20 - May 21
Sophia Finikia Villas

Aetheria Villas

Aetheria Villas
Santorini
The price is CA $109
CA $127 total
includes taxes & fees
May 11 - May 12
Aetheria Villas

Blue Art Caves

Blue Art Caves
Oia
10.0 out of 10, Exceptional, (6 reviews)
"Good place to stay. "
United Kingdom
Suresh
The price is CA $388
CA $459 total
includes taxes & fees
May 12 - May 13
Blue Art Caves

Phaos at Saint John Villas with private heated pool

Phaos at Saint John Villas with private heated pool
Santorini
10.0 out of 10, Exceptional, (3 reviews)
"The villa was absolutely perfect and could not have wished for a better place to stay! The amazing pool, the wonderful interior, the stunning views of the sunset in the evening, the tranquility away from the busy crowds and the ideal location being a very short walk into the centre of Oia. And then there is Tassos, who is the most amazing host/owner you could wish for. He goes above & beyond to make sure you have a truly unforgettable stay. Also his knowledge of the best restaurants to eat (and...
United Kingdom
Andrew Robert
The price is CA $259
CA $297 total
includes taxes & fees
May 11 - May 12
Phaos at Saint John Villas with private heated pool

Volcanic Arc Suites

Volcanic Arc Suites
Santorini
9.8 out of 10, Exceptional, (53 reviews)
"Amazing stay, would definetely come here again! Our host was so welcoming and very attentive to everything. Rooms were spotless and place overall was very clean and tidy. We included breakfast in our stay and it was a great choice! Breakfast was always very well served and overall service just made us feel at home. Definitely recommend! Thank you! "
United States
Carlos
The price is CA $122
CA $141 total
includes taxes & fees
May 22 - May 23
Volcanic Arc Suites

Ode Villa

Ode Villa
Santorini
9.4 out of 10, Exceptional, (53 reviews)
"The experience in Ode Villas was great ! Thank you Salvatore for your kind welcome to us, we have a wonderful time in your place ,Santorini is beautiful, the views are amazing and your please is really beautiful and nice, Teo was amazing host, very nice guy, thank you for everything 🙏 we definitely recommend and we hope to come too back in the future ✈️💕"
United States
Talia
The price is CA $242
CA $278 total
includes taxes & fees
May 10 - May 11
Ode Villa

Èther suites

Èther suites
Santorini
The price is CA $840
CA $957 total
includes taxes & fees
May 17 - May 18
Èther suites

Oia Mansion

Oia Mansion
Santorini
9.8 out of 10, Exceptional, (8 reviews)
"This place was amazing! Beautiful property and Lily and her family were amazing hosts! The breakfast every morning was perfect and everyone was helpful and friendly. Highly recommend this property! "
United States
Melissa
The price is CA $1,096
CA $1,268 total
includes taxes & fees
May 16 - May 17
Oia Mansion

Menias Cave House

Menias Cave House
Santorini
8.8 out of 10, Excellent, (11 reviews)
"We loved the experience of staying in a cave house. The unobstructed view of the islands / caldera was phenomenal. "
United States
Anonymous traveller
The price is CA $370
CA $505 total
includes taxes & fees
May 30 - May 31
Menias Cave House

Thoè Oia Suites

Thoè Oia Suites
Santorini
The price is CA $150
CA $173 total
includes taxes & fees
May 17 - May 18
Thoè Oia Suites

Sophia Oia View

Sophia Oia View
Santorini
8.8 out of 10, Excellent, (99 reviews)
"Wonderful stay"
Canada
Dayna
The price is CA $406
CA $465 total
includes taxes & fees
May 27 - May 28
Sophia Oia View

Luxus VIP Suites

Luxus VIP Suites
Santorini
9.8 out of 10, Exceptional, (60 reviews)
"They place was beautiful such a fantastic place and breathtaking views "
United States
Eleni
The price is CA $872
CA $993 total
includes taxes & fees
May 25 - May 26
Luxus VIP Suites

TRADITIONAL CAVE in the heart of old OIA

TRADITIONAL CAVE in the heart of old OIA
Santorini
10.0 out of 10, Exceptional, (12 reviews)
"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!"
United States
CURTIS D.
The price is CA $352
CA $503 total
includes taxes & fees
May 22 - May 23
TRADITIONAL CAVE in the heart of old OIA

ArmonOia Suites Santorini

ArmonOia Suites Santorini
Santorini
9.4 out of 10, Exceptional, (6 reviews)
"Very spacious. Amazing outdoor hot tub with nice oia and ocean view. Located 5 mins walk from the famous 3 domes. Very nice lighting in the house. Breakfast and service are great. "
Canada
Francois
The price is CA $188
CA $217 total
includes taxes & fees
May 10 - May 11
ArmonOia Suites Santorini

Armeni Luxury Villas

Armeni Luxury Villas
Santorini
9.4 out of 10, Exceptional, (106 reviews)
"Our stay was fantastic! The weather was cool and places were just opening for the season but our villa didn’t disappoint. We appreciate the staff with transportation help and scheduling us a guided tour. Breakfast was delicious and loved it brought to our room. Thanks again we will definitely recommend "
United States
amanda
The price is CA $646
CA $757 total
includes taxes & fees
May 10 - May 11
Armeni Luxury Villas

Nano Oia Villas

Nano Oia Villas
Santorini
9.6 out of 10, Exceptional, (67 reviews)
"Excellent view, great communication for check-in, and located next to awesome crepe restaurant."
United States
Leigh Ann
The price is CA $228
CA $262 total
includes taxes & fees
May 10 - May 11
Nano Oia Villas
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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Top Oia Hotel Reviews

Find out more about Oia

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oia. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Oia?

Yes, we have vacation rentals in Oia near Tramonto ad Oia, or you can go with a more remote option if you're looking for extra privacy while you relax. Visitors like the scenic seaside and churches in Oia.

What are some of the best vacation rentals that Oia has to offer?

Luxus VIP Suites: This Oia vacation home rental has air-conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge to make your meal-planning easier. Another good choice for your trip to Oia is Twin Cave House - Oia.

How many vacation rentals are there in Oia?

With 124 Expedia vacation rentals, you're sure to find just the right place for your Oia stay.

What’s there to see and do in Oia?

Family-friendly attractions include Tramonto ad Oia and Maritime Museum, whereas Santorini Caldera and Amoudi Bay are a couple of great spots to enjoy the outdoors. Other popular places to visit in the area include Athinios Port and Kamari Beach.

What’s a vacation rental in Oia like?

Vacation rentals are privately owned properties where you can stay for short or long periods in Oia. Vacation rentals provide amenities like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a family getaway.