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Search results; Over 1,000 homes in Oia

Guest favorite
This 250-year-old Oia cave gives you caldera views from a heated pool terrace
2 bedrooms, 4 beds, 2.5 private baths
Aug 30 – Sep 4
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4.97 out of 5 average rating, 118 reviews
Top guest favorite
This Santorini cave house gives you caldera and blue dome views from a private pool
4.95 out of 5 average rating, 408 reviews, 2 bedrooms, 3 beds, 2 baths
Oct 24 – 29
Top guest favorite
Private room
Soak in caldera views from your private balcony at this Oia dome suite
4.99 out of 5 average rating, 157 reviews, 1 bedroom, 1 bed, 1 bath
Nov 4 – 9
Top guest favorite
Soak in caldera views from your heated jacuzzi at this Oia Cycladic house
5.0 out of 5 average rating, 50 reviews, 2 bedrooms, 2 beds, 2 baths
Nov 8 – 13
Top guest favorite
This cave suite in Oia puts you between the blue domes with caldera views
4.99 out of 5 average rating, 229 reviews, 1 bedroom, 2 beds, 1 bath
Nov 26 – Dec 1
Top guest favorite
Caldera and volcano views greet you at this Santorini cave house with a private pool
4.95 out of 5 average rating, 80 reviews, 2 bedrooms, 2 beds, 2 baths
Aug 21 – 26
Guest favorite
Caldera views greet you from the private pool at this Oia cave house
4.97 out of 5 average rating, 310 reviews, 2 bedrooms, 4 beds, 3 baths
Oct 13 – 18
Guest favorite
This Oia cave villa gives you a heated pool and direct Caldera sunset views
4.89 out of 5 average rating, 63 reviews, 2 bedrooms, 3 beds, 2 baths
Nov 9 – 14
Guest favorite
Stone walls and a rock-carved bedroom greet you at this Fira dome villa
4.92 out of 5 average rating, 310 reviews, 2 bedrooms, 2 beds, 1 bath
Nov 3 – 8
Top guest favorite
Soak in volcano views from the semi-cave whirlpool at this Oia cave house
4.97 out of 5 average rating, 472 reviews, 2 bedrooms, 3 beds, 1 bath
Nov 1 – 6
Superhost
This cliffside Oia cave house gives you caldera views from an outdoor jacuzzi
4.83 out of 5 average rating, 6 reviews, 2 bedrooms, 2 beds, 3 baths
Aug 21 – 26
Superhost
Soak in caldera views from your private hot tub at this Oia cave suite
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bath
Apr 7 – 12
Top guest favorite
Caldera views greet you at this cave house in Oia with a private plunge pool
4.99 out of 5 average rating, 207 reviews, 3 bedrooms, 4 beds, No bathroom
Oct 24 – 29
Top guest favorite
This Santorini cave suite lets you take in panoramic caldera views from a private balcony
5.0 out of 5 average rating, 12 reviews, 1 bedroom, 1 bed, 1 bath
Oct 6 – 11
Top guest favorite
This beachfront Oia villa puts you on the caldera with a seafront terrace
4.94 out of 5 average rating, 145 reviews, 4 bedrooms, 4 beds, 3 baths
Aug 22 – 27
Top guest favorite
Caldera views greet you from the outdoor jacuzzi at this Cycladic villa in Oia
4.99 out of 5 average rating, 177 reviews, 3 bedrooms, 4 beds, 3 baths
Sep 26 – Oct 1
Top guest favorite
This brand-new Oia dome gives you a heated private pool by the sea
4.98 out of 5 average rating, 189 reviews, 3 bedrooms, 3 beds, 1 bath
Sep 14 – 19
Top guest favorite
Sea views from your balcony at this top-floor Fira house with Cycladic charm
4.98 out of 5 average rating, 142 reviews, 3 bedrooms, 3 beds, 1 bath
Aug 24 – 29
Guest favorite
This Santorini Cycladic suite gives you a private balcony and outdoor seating
5.0 out of 5 average rating, 12 reviews, 1 bedroom, 1 bed, 1 bath
Nov 14 – 19