Oia Vacation Rentals

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Our top choices for Oia vacation rentals

Nano Oia Villas

Nano Oia Villas
Santorini
9.6 out of 10, Exceptional, (55 reviews)
"Staff was amazing. Very responsive! The room was great also!"
United States
Jonathan
The price is CA $178
CA $203 total
includes taxes & fees
Feb 9 - Feb 10
Nano Oia Villas

The A Collection, Oia by K&K

The A Collection, Oia by K&K
Santorini
9.4 out of 10, Exceptional, (21 reviews)
"Very clean & beautiful cave home. Everything that we needed was provided to us. "
United States
Kailee
The price is CA $159
CA $215 total
includes taxes & fees
Feb 8 - Feb 9
The A Collection, Oia by K&K

Sophia Oia View

Sophia Oia View
Santorini
8.8 out of 10, Excellent, (94 reviews)
"This property is amazing! Beautiful views and it’s close to shopping center in the area. I would definitely stay here again!"
United States
Michael
Sophia Oia View

Thetis Cave Houses

Thetis Cave Houses
Santorini
9.6 out of 10, Exceptional, (32 reviews)
"Timis met us there at 9 pm for checkin. this place is very clean and very unique. Right in the heart where all the shopping and scenery is. We loved it!"
Canada
John
Thetis Cave Houses

Three Domes Oia - an Iconic Collection

Three Domes Oia - an Iconic Collection
Oía
9.0 out of 10, Wonderful, (17 reviews)
"Place is very nice and clean. We love the hot tub with the sunset view! We had a great stay at 3 domes."
Canada
Jeffrey
The price is CA $329
CA $374 total
includes taxes & fees
Mar 7 - Mar 8
Three Domes Oia - an Iconic Collection

Phaos Oia Suites

Phaos Oia Suites
Santorini
9.6 out of 10, Exceptional, (5 reviews)
"Very nice "
United States
Zohal
Phaos Oia Suites

White Side Suites

White Side Suites
Santorini
10.0 out of 10, Exceptional, (19 reviews)
"The view and location is excellent"
United States
Ruben
The price is CA $338
CA $384 total
includes taxes & fees
Mar 2 - Mar 3
White Side Suites

Santorini Paradise

Santorini Paradise
Santorini
9.2 out of 10, Wonderful, (76 reviews)
"This was a unique experience to stay in one of the original cave houses. Maria the host was wonderful and so was her staff"
United States
Tanya
The price is CA $266
CA $303 total
includes taxes & fees
Feb 14 - Feb 15
Santorini Paradise

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
Oia Mansion

Artium Villa with Pool hosted by K&K

Artium Villa with Pool hosted by K&K
Santorini
10.0 out of 10, Exceptional, (1 review)
"The villa was in a lovely quiet area but a 20-30 minute walk to Oia which meant it was possible to escape the busyness there while still feeling close to the action. The pool and villa were services daily. There are 3 local restaurants which were lovely. All in all a great option. "
United Kingdom
Katherine
Artium Villa with Pool hosted by K&K

SantoriniParadise: PARADISE cave house, indoor winery & outdoor hot tub, Caldera

SantoriniParadise: PARADISE cave house, indoor winery & outdoor hot tub, Caldera
santorini
9.8 out of 10, Exceptional, (121 reviews)
"Location was incredible and the view"
United States
Alexandra D.
The price is CA $339
CA $536 total
includes taxes & fees
Feb 10 - Feb 11
SantoriniParadise: PARADISE cave house, indoor winery & outdoor hot tub, Caldera

One of One Villa

One of One Villa
Santorini
The price is CA $520
CA $592 total
includes taxes & fees
Feb 9 - Feb 10
One of One Villa

Sophia Castle View

Sophia Castle View
Santorini
9.6 out of 10, Exceptional, (20 reviews)
"The Hotel is Perfect located with a beautiful view also clean and comfortable 🙏"
Germany
Derya
Sophia Castle View

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 $322
CA $383 total
includes taxes & fees
Mar 1 - Mar 2
Blue Art Caves

'Little Rock Villa'. Fall in love with the most breathtaking location in Oia

'Little Rock Villa'. Fall in love with the most breathtaking location in Oia
Oia
10.0 out of 10, Exceptional, (4 reviews)
"Amazing stay!! Host is so accommodating - from arranging pickup from airport and transportation to the ferry port. Views are amazing. Location amazing. They even left us some snacks and wine!! Great way to start our honeymoon in Greece! Would definitely stay here again. "
Canada
Taylor R.
The price is CA $455
CA $624 total
includes taxes & fees
Mar 1 - Mar 2
'Little Rock Villa'. Fall in love with the most breathtaking location in Oia

Terracotta Cave House (2)

Terracotta Cave House (2)
Santorini
10.0 out of 10, Exceptional, (4 reviews)
"In the heart of Oia, minutes walk to all the fine dining establishments in Oia. By far the most iconic view of Santorini, picturesque, bother sunrise and sunset views from the roof top. This quaint and gorgeous rental is perfect of a romantic getaway, perfect for 2. We'll definitely rent again if we go back to Santorini, Oia... The host was amazing at communication and helping setup transfers and suggestions to do, see and eat, amazing!!!"
United States
Juan S.
The price is CA $309
CA $391 total
includes taxes & fees
Mar 1 - Mar 2
Terracotta Cave House (2)

Twin Cave House - Oia

Twin Cave House - Oia
Santorini
10.0 out of 10, Exceptional, (92 reviews)
"Super cute place, ideal location right in the center of town on the water. Nicoletta and her daughter were great. They arranged our transfers, handled our luggage to/from, arranged laundry services etc. can’t recommend enough. Wonderful stay! "
United States
Jen G.
The price is CA $367
CA $467 total
includes taxes & fees
Mar 7 - Mar 8
Twin Cave House - Oia

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

SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!
Oia
9.8 out of 10, Exceptional, (61 reviews)
"Perfect location!"
United States
Bev C.
The price is CA $339
CA $536 total
includes taxes & fees
Feb 10 - Feb 11
SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!

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

SantoriniParadise: BLUE & WHITE cave house, authentic experience, Caldera view
Oia
10.0 out of 10, Exceptional, (86 reviews)
"Excellent location, clean and Maria & her team were friendly and professionally. Thank you."
United Kingdom
Wan Ching C.
The price is CA $291
CA $474 total
includes taxes & fees
Feb 10 - Feb 11
SantoriniParadise: BLUE & WHITE cave house, authentic experience, Caldera view

Sole d'oro Sunset & Caldera View Grand Suite

Sole d'oro Sunset & Caldera View Grand Suite
Santorini
9.0 out of 10, Wonderful, (2 reviews)
"Our stay was amazing, the sunrise , caldera view , sunset all these on your private balcony is special . 2x hot tubs . Plenty of space to spread out family of 4 . Recommend highly once on a life time experience."
United States
Stanley
Sole d'oro Sunset & Caldera View Grand Suite
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 Thetis Cave Houses.

How many vacation rentals are there in Oia?

With 131 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 Amoudi Bay and Santorini Caldera are a couple of great spots to enjoy the outdoors. While here, Oia Blue Dome Church Viewpoint and Castle of Oia are other places worth a visit.

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.