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Search results; Over 1,000 homes

Hotel room
Look out over the sea from your terrace hot tub at this Fira boutique hotel
1 bedroom, 2 beds, 1 shared bath
Sep 25 – 30
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4.82 out of 5 average rating, 17 reviews
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
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
Guest favorite
This 1901 cave house carved into volcanic rock gives you a jacuzzi in Megalochori
4.93 out of 5 average rating, 178 reviews, 3 bedrooms, 3 beds, 3 baths
Oct 1 – 6
Guest favorite
Take in Caldera sunsets from your private pool at this Pyrgos villa
4.96 out of 5 average rating, 201 reviews, 2 bedrooms, 2 beds, 2 baths
Sep 18 – 23
Top guest favorite
Soak in Aegean views from your private hot tub at this Caldera cliff villa
4.94 out of 5 average rating, 210 reviews, 2 bedrooms, 5 beds, 3 baths
Oct 13 – 18
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
This 1920s cave villa in Imerovigli gives you caldera views and a heated plunge pool
4.99 out of 5 average rating, 173 reviews, 2 bedrooms, 2 beds, 2 baths
Sep 3 – 8
Superhost
Soak in caldera views from your private jacuzzi at this Oia cave suite
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 1 bath
Oct 18 – 23
Top guest favorite
Wake to Caldera sunrise views from this hilltop Santorini apartment’s terrace
5.0 out of 5 average rating, 32 reviews, 3 bedrooms, 4 beds, 1.5 baths
Oct 7 – 12
Top guest favorite
Cave architecture and caldera views greet you at this Santorini cycladic house
5.0 out of 5 average rating, 17 reviews, 1 bedroom, 2 beds, 1 bath
Oct 8 – 13
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
Soak in Caldera views from your private hot tub at this Oia cave house
4.99 out of 5 average rating, 160 reviews, 1 bedroom, 1 bed, 1 bath
Oct 22 – 27
Guest favorite
Carved into volcanic rock, this seafront Ammoudi Bay suite gives you sea views
4.96 out of 5 average rating, 347 reviews, 2 beds, 1 bath
Sep 16 – 21
Top guest favorite
Wake to volcano and Caldera views from this Oia house’s wraparound terrace
5.0 out of 5 average rating, 96 reviews, 1 bedroom, 1 bed, 1 bath
Oct 27 – Nov 1
Soak in Aegean Sea views from your private infinity pool at this Santorini villa
4.8 out of 5 average rating, 5 reviews, 1 bedroom, 1 bed, 1 bath
Nov 12 – 17
Top guest favorite
This traditional Cycladic house in Finikia gives you a private plunge pool and patio
5.0 out of 5 average rating, 65 reviews, 2 bedrooms, 3 beds, 1 bath
Sep 29 – Oct 4
Superhost
Caldera views greet you from the heated plunge pool at this Santorini cave apartment
2 bedrooms, 2 beds, 2 baths
Aug 18 – 23