Oia Vacation Homes from ￥24,663

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

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Our top choices for Oia vacation homes

A wooden deck with two lounge chairs, a small table with a bottle and glasses, and a decorative hat.

1. Thetis Cave Houses

Santorini

Tetsuharu

￥33,264 total

includes taxes & fees

Sep 15 - Sep 16

2. Bligos Villas

Santorini

Anisha

￥54,643 total

includes taxes & fees

Sep 10 - Sep 11

A narrow cobblestone street lined with white buildings, blue doors, and balconies with umbrellas.

3. ArcadOia

Santorini

kwanyu

￥24,663 total

includes taxes & fees

Sep 8 - Sep 9

A terrace with a table set for two, overlooking a coastal view with white buildings and a sunset.

4. SantoriniParadise: TRADITIONAL CAVE in the heart of OIA

Santorini

Tyler M.

￥68,028 total

includes taxes & fees

Sep 20 - Sep 21

A seaside terrace with a sofa, two chairs, and a coffee table.

5. Caldera's Dream Cave House with hot tub

Santorini

Jesus

￥68,691 total

includes taxes & fees

Aug 31 - Sep 1

A sunny outdoor patio with a wooden table and two chairs, surrounded by yellow walls and blue steps.

6. Kore Cavehouse by Oias Local Cavehouses

Oía

￥35,462 total

includes taxes & fees

Sep 23 - Sep 24

A rooftop terrace with a view of the sea, white buildings, and a distant mountain range.

7. Santorini Sun Villa One in Oia | Private Hot tub

Oia

Chris S.

￥40,280 total

includes taxes & fees

Sep 19 - Sep 20

A terrace with a table and chairs overlooking the sea, a woman in a white dress, and a view of the coastline.

8. SantoriniParadise: TRADITIONAL APARTMENT in Oia

Oia

Alice V.

￥75,069 total

includes taxes & fees

Sep 12 - Sep 13

A rooftop terrace with a view of the sea and cliffs, featuring outdoor seating and potted plants.

9. Santorini Sun Villa Two in Oia | Private Hot Tub

Oia

￥36,754 total

includes taxes & fees

Sep 10 - Sep 11

A balcony with a hot tub, lounge chairs, and a view of the sea.

10. Cosmoia Cave House

Santorini

Sean

A dining area with a wooden table and chairs, a chandelier, and a view of the outside through open windows.

11. House of the Seven Ships. Cycladic traditional house with sea and sunset view

Φοινικιά

vanessa j.

￥46,022 total

includes taxes & fees

Sep 3 - Sep 4

A terrace with white furniture overlooking a coastal view.

12. SantoriniParadise: TRADITIONAL STUDIO in the heart of OIA

SANTORINI

Jamie S.

￥71,537 total

includes taxes & fees

Aug 29 - Aug 30

A poolside area with a view of the sea, lounge chairs, and a dining table with umbrellas.

13. Seafront Cave Suite

Santorini

Adriana T.

￥64,510 total

includes taxes & fees

Aug 29 - Aug 30

A balcony with a view of the sea, a white wall, and a plant with pink flowers.

14. Superior Suite with Caldera View

Thira - Santorini

￥44,537 total

includes taxes & fees

Sep 25 - Sep 26

A balcony with a view of the sea, a checkered pillow, and a woven chair.

15. Elias Cave House Oia 270 Caldera View . Eco experience at the edge of the cliff

Οία

Annette g.

￥82,417 total

includes taxes & fees

Sep 4 - Sep 5

A coastal village with white buildings, a rocky shoreline, and a view of the sea.

16. Terracotta Cave House (2)

Santorini

"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!!!"

Juan S.

￥77,509 total

includes taxes & fees

Sep 1 - Sep 2

A terrace with a table and chairs, overlooking a coastal town with white buildings and the sea.

17. Sunny Winehouse. Stylish studio with big terrace and stunning sea - sunset views

Φοινικιά

Elena C.

￥40,640 total

includes taxes & fees

Sep 13 - Sep 14

A white building with a bell tower and blue doors, surrounded by cacti and a clear sky.

18. The House of the Singing Birds. Romantic traditional studio with nice sea view

Φοινικιά

"We had an authentic local experience in our stay near Oia. Our small white-painted home is in a higgledy-piggledy neighbourhood with winding paths. We got lost more than once! The residence overlooks the so-blue ocean and offers lots of comforts, including a lush green garden for outdoor meals, deck chairs for lazing and a good bathroom. The kitchen was small but adequate.There are three restaurants and a small supermarket in easy walking distance and a good bus service into Fira 11km away.The...

Arthur H.

￥33,217 total

includes taxes & fees

Sep 3 - Sep 4

A room with a white wall, a wooden bench, a candle holder, and a bed with a white headboard.

19. House of the Angels. An old Winery renovated and transformed into a cosy house

Santorini - Oia

Kim S.

￥46,578 total

includes taxes & fees

Sep 6 - Sep 7

A balcony with a view of the sea, white buildings, and a table with chairs.

20. Hector Caldera Nest Oia Santorini

Oía

Alexa R.

￥68,104 total

includes taxes & fees

Aug 31 - Sep 1

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Top Oia Hotel Reviews

White Pearl Villas

10/10 Excellent

"We had the best experience. The staff was lovely & even had a direct WhatsApp so that there was easy communication. The check in/ out processes was seamless. Our room was exactly what we wanted & more- we got the Hidden Gem suite. We can’t wait to go back and can’t recommend it anymore!"

Filomare Suites

10/10 Excellent

"Our family of 4 (2 adults and 2 teenagers) stayed in the Executive Villa in August 2026. The hotel had opened just 3 months earlier, so everything was brand new and gorgeous. We used the hotel transfer (€55 cash), which was absolutely worth it. The driver was waiting for us at the airport. We were amazed to discover that the Executive Villa is actually a beautiful 3-story house right next to the pool! We felt like royalty. It has 2 full bathrooms. Although Filomare is currently a 3-star hotel, it definitely felt like a 4-star. The breakfast buffet was delicious, with bacon, sausages, eggs, cold cuts, cheeses, fresh fruit, Greek salad, yogurt, pastries, panna cotta, fresh juices and an excellent espresso machine. My only recommendation would be to make the coffee machine available from 6 a.m. with takeaway cups, since breakfast and coffee only start at 8 a.m. The pool area is beside a bus parking lot, but thankfully it is on a lower level and mostly invisible while sitting by the pool. You see the beautiful sea, making for gorgeous photos. The partial sunset view is breathtaking. I recommend the villa only for families with children over three, as the staircase railings have large openings that would be very dangerous for toddlers. I also recommend adding handrails to the exterior stairs, as my husband fell once. The location is unbeatable: literally a 1-minute walk from Santorini’s main pedestrian street and famous blue domes. Convenience store and car rental nearby."

Saint Santorini

10/10 Excellent

"Everything about this hotel was amazing from beginning to end. The views are absolutely breathtaking, and the room was beautiful, comfortable, and exceeded our expectations. What truly made our stay special was the staff. Everyone was extremely respectful, warm, welcoming, and always willing to help with anything we needed. Their hospitality made us feel genuinely cared for throughout our stay. The entire property is beautiful, peaceful, and luxurious. We had such a wonderful experience and would definitely recommend this hotel to anyone looking for an unforgettable stay. 10/10 we would absolutely stay here again! ❤️"

White Pearl Laokasti Suites

10/10 Excellent

"Lovely place to stay. Staff are very nice, easy to approach and always ready to help with all your needs. Oia cliff breath taking views is literally 30 feet away, without cliff view pricing compared to other hotels. Break fast is also really good and was included in our stay, with Greek breakfast, a tomato base and feta cheese combo, and hearty breakfast, an omelette with really fresh eggs that is very savory, as our favorites. The bus also passes on the main road which is directly in front of the hotel, so public transportation is a breeze. Overall this hotel and its staff is really A+. Almost forgot pool was really nice as well. Great job White Pearl Loakasti Team!"

Andronis Arcadia Hotel

10/10 Excellent

"I would stay here again and definitely want to check out other Andronis properties in the future. Beautiful resort, great spa, perfect walking location to Oia. Only negative would be we arrived early (9am) and the check in lady said our room would be expedited and it wasn’t available until 3pm. I felt a little bit over promise and under deliver. We could have better planned activities off the resort if she would have communicated."

Find out more about Oia

Oia Vacation Homes information

Number of reviews	179
Accommodation	91 Vacation Homes
Lowest Price	￥24,663
Highest Price	￥82,417

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Oia vacation homes

1. Thetis Cave Houses

2. Bligos Villas

3. ArcadOia

4. SantoriniParadise: TRADITIONAL CAVE in the heart of OIA

5. Caldera's Dream Cave House with hot tub

6. Kore Cavehouse by Oias Local Cavehouses

7. Santorini Sun Villa One in Oia | Private Hot tub

8. SantoriniParadise: TRADITIONAL APARTMENT in Oia

9. Santorini Sun Villa Two in Oia | Private Hot Tub

10. Cosmoia Cave House

11. House of the Seven Ships. Cycladic traditional house with sea and sunset view

12. SantoriniParadise: TRADITIONAL STUDIO in the heart of OIA

13. Seafront Cave Suite

14. Superior Suite with Caldera View

15. Elias Cave House Oia 270 Caldera View . Eco experience at the edge of the cliff

16. Terracotta Cave House (2)

17. Sunny Winehouse. Stylish studio with big terrace and stunning sea - sunset views

18. The House of the Singing Birds. Romantic traditional studio with nice sea view

19. House of the Angels. An old Winery renovated and transformed into a cosy house

20. Hector Caldera Nest Oia Santorini

Find vacation rentals that suit your style

Top Oia Hotel Reviews

White Pearl Villas

Filomare Suites

Vogue Suites

Oia Mare Villas

Caldera Premium Villas - Adults Only

Saint Santorini

Canaves Epitome - Small Luxury Hotels of the World

White Pearl Laokasti Suites

Andronis Arcadia Hotel

Find out more about Oia

Oia Vacation Homes information

Explore a world of travel with Expedia

Search Vacation Homes in Oia

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Oia vacation homes

1. Thetis Cave Houses

2. Bligos Villas

3. ArcadOia

4. SantoriniParadise: TRADITIONAL CAVE in the heart of OIA

5. Caldera's Dream Cave House with hot tub

6. Kore Cavehouse by Oias Local Cavehouses

7. Santorini Sun Villa One in Oia | Private Hot tub

8. SantoriniParadise: TRADITIONAL APARTMENT in Oia

9. Santorini Sun Villa Two in Oia | Private Hot Tub

10. Cosmoia Cave House

11. House of the Seven Ships. Cycladic traditional house with sea and sunset view

12. SantoriniParadise: TRADITIONAL STUDIO in the heart of OIA

13. Seafront Cave Suite

14. Superior Suite with Caldera View

15. Elias Cave House Oia 270 Caldera View . Eco experience at the edge of the cliff

16. Terracotta Cave House (2)

17. Sunny Winehouse. Stylish studio with big terrace and stunning sea - sunset views

18. The House of the Singing Birds. Romantic traditional studio with nice sea view

19. House of the Angels. An old Winery renovated and transformed into a cosy house

20. Hector Caldera Nest Oia Santorini

Find vacation rentals that suit your style

Top Oia Hotel Reviews

White Pearl Villas

Find out more about Oia

Oia Vacation Homes information

Explore a world of travel with Expedia