A coastal village with white-washed buildings, a windmill, and a view of the sea.

Oia Vacation Rentals

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Our top choices for Oia vacation rentals

1. Nano Oia Villas

Nano Oia Villas
Santorini
9.4 out of 10, Exceptional, (88 reviews)
"Amazing stay here, service was great, and the views were phenomenal!"
United States
Danner
The price is CA $102
CA $116 total
includes taxes & fees
Nov 8 - Nov 9
Nano Oia Villas

2. Bligos Villas

Bligos Villas
Santorini
9.8 out of 10, Exceptional, (30 reviews)
"I am at a loss of words on how great Bligos Villas was. The villa was splendid and the communication with staff members was seamless. Wanted to personally thank Anastasia for her hospitality and kindness, making the whole experience wonderful."
United States
Vishal
The price is CA $195
CA $225 total
includes taxes & fees
Nov 21 - Nov 22
Bligos Villas

3. Sophia Oia View

Sophia Oia View
Santorini
8.4 out of 10, Very good, (120 reviews)
"Beautiful views!"
United States
Sabrina
The price is CA $175
CA $200 total
includes taxes & fees
Nov 8 - Nov 9
Sophia Oia View

4. Eros suites Oia

Eros suites Oia
Oia
10.0 out of 10, Exceptional, (1 review)
"Our family was earlier than our check in time .they helped us for keeping our bags and carried to our room ."
United States
Mamindra
The price is CA $180
CA $205 total
includes taxes & fees
Nov 12 - Nov 13
Eros suites Oia

5. The A Collection, Oia by K&K

The A Collection, Oia by K&K
Santorini
9.4 out of 10, Exceptional, (21 reviews)
"Stay was amazing, very clean property and well maintained. Beautiful view of the ocean and caldera, very friendly and responsive host, organized all our requests promptly. "
United States
JOSEPH
The price is CA $204
CA $246 total
includes taxes & fees
Nov 11 - Nov 12
The A Collection, Oia by K&K

6. Thetis Cave Houses

Thetis Cave Houses
Santorini
9.6 out of 10, Exceptional, (34 reviews)
"The view from the private balcony was truly magnificent, both at sunset and during the day, and it made us feel really special. Our host, Timis, the porter, and the room service staff were all very kind and provided excellent service. It would have been even better if the amenities had included a knife and cutting board, but overall, the experience was fantastic."
United Kingdom
Tetsuharu
The price is CA $175
CA $199 total
includes taxes & fees
Nov 14 - Nov 15
Thetis Cave Houses

7. ArmonOia Luxury Caves

ArmonOia Luxury Caves
Santorini
10.0 out of 10, Exceptional, (3 reviews)
"The room was spectacular! It had an incredible view, and the location was perfect—super central and close to everything. The place was very clean, and we got to enjoy a beautiful sunset from there. The host was super friendly, helping us with our luggage both when we arrived and when we left. Communication was smooth, and everything went great. We absolutely recommend this stay!"
United States
Elizabeth
The price is CA $194
CA $221 total
includes taxes & fees
Nov 12 - Nov 13
ArmonOia Luxury Caves

8. ArmonOia Suites Santorini

ArmonOia Suites Santorini
Santorini
9.2 out of 10, Wonderful, (17 reviews)
"Helpful staff, clean space and right in the heart of Oia."
Canada
Bryce
The price is CA $223
CA $254 total
includes taxes & fees
Nov 30 - Dec 1
ArmonOia Suites Santorini

9. The Exotic Cave Suite

The Exotic Cave Suite
Santorini
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely incredible room and views. The location was incredible, quiet and avoided all the crowds - but walkable and still in the heart of Oia. The room was clean and the cleaning staff every day was thorough. Breakfast was brought directly to the room and communication was great from the team. Absolutely loved our time here"
United States
Vivian
The price is CA $297
CA $338 total
includes taxes & fees
Nov 10 - Nov 11
The Exotic Cave Suite

10. Caldera Houses

Caldera Houses
Santorini
9.6 out of 10, Exceptional, (49 reviews)
"Excellent hotel"
United States
Sonia
The price is CA $405
CA $461 total
includes taxes & fees
Nov 16 - Nov 17
Caldera Houses

11. Phaos Oia Suites

Phaos Oia Suites
Santorini
9.6 out of 10, Exceptional, (5 reviews)
"Very nice "
United States
Zohal
The price is CA $133
CA $152 total
includes taxes & fees
Nov 9 - Nov 10
Phaos Oia Suites

12. Blue Art Caves

Blue Art Caves
Oia
10.0 out of 10, Exceptional, (9 reviews)
"Amazing place"
United States
jesus
The price is CA $327
CA $388 total
includes taxes & fees
Nov 8 - Nov 9
Blue Art Caves

13. Sophia Privilege

Sophia Privilege
Santorini
9.8 out of 10, Exceptional, (16 reviews)
"Excellent location. Didn’t need to leave the deck to see the amazing sunset. Indoor pool was a fun bonus"
United States
Ceri
The price is CA $362
CA $417 total
includes taxes & fees
Nov 8 - Nov 9
Sophia Privilege

14. Phaos at Saint John Villas with private pool

Phaos at Saint John Villas with private 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 $163
CA $186 total
includes taxes & fees
Nov 10 - Nov 11
Phaos at Saint John Villas with private pool

15. Cycladica Santorini

Cycladica Santorini
Oia
The price is CA $377
CA $428 total
includes taxes & fees
Nov 8 - Nov 9
Cycladica Santorini

16. ArcadOia

ArcadOia
Santorini
9.0 out of 10, Wonderful, (8 reviews)
"Cutest property in the best location. "
United States
kwanyu
The price is CA $66
CA $76 total
includes taxes & fees
Nov 10 - Nov 11
ArcadOia

17. Lathouri Cave

Lathouri Cave
Santorini
9.6 out of 10, Exceptional, (5 reviews)
"Our Stay was lovely! Dionisia is such a lovely and sweet host. Breakfast on the deck with those views are simply perfection!"
Canada
Niala
The price is CA $289
CA $329 total
includes taxes & fees
Nov 17 - Nov 18
Lathouri Cave

18. ANEMOESSA VILLA

ANEMOESSA VILLA
Santorini
9.2 out of 10, Wonderful, (5 reviews)
"Everything was absolutely perfect—excellent service, a great buffet breakfast, a lovely pool area, and very responsive staff throughout"
Canada
Eleni
The price is CA $250
CA $284 total
includes taxes & fees
Dec 2 - Dec 3
ANEMOESSA VILLA

19. Earth Line Apartement

Earth Line Apartement
Oia
The price is CA $205
CA $234 total
includes taxes & fees
Nov 8 - Nov 9
Earth Line Apartement

20. Santo Blue Horizon - The Blue Domes View

Santo Blue Horizon - The Blue Domes View
Santorini
10.0 out of 10, Exceptional, (4 reviews)
"When you see souvenirs with the 3 blue domes motif, there’s usually a little gate in the picture … this is the gate to THIS property. What a dream! There will be tourists outside vying for the perfect picture at every hour of the day (I’m not exaggerating) but they are mostly kept away by a chain that indicates private property a short distance away. We thoroughly enjoyed our stay. Great location, great property, wonderful hosts."
United States
Melanie
The price is CA $301
CA $343 total
includes taxes & fees
Dec 8 - Dec 9
Santo Blue Horizon - The Blue Domes View
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.

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Frequently asked questions

Are there vacation rentals in Oia?

Yes, we have vacation rentals in Oia near Maritime Museum, 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 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?

Enjoy the outdoors at Amoudi Bay and Santorini Caldera, or simply take in cultural attractions like Maritime Museum and Mnemossyne Gallery. 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.