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Search results; Over 1,000 homes

Top guest favorite
Hotel room in Santorini
Ersi villas~Cozy private Studio with balcony!
1 bedroom, 1 bed, 1 private bath
Oct 14 – 19
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4.84 out of 5 average rating, 416 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
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
Top guest favorite
This waterfront Ammoudi Bay apartment gives you volcanic views and a private pool
4.96 out of 5 average rating, 404 reviews, 1 bedroom, 3 beds, 1 bath
Oct 2 – 7
Guest favorite
Bed and breakfast
Soak in the sea view from your private pool at this Imerovigli B&B
4.91 out of 5 average rating, 123 reviews, 1 queen bed, 1.5 baths
Oct 4 – 9
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
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 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 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
Aug 20 – 25
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
Hotel room
Take in caldera sunsets from the infinity pool at this Santorini suite
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 1 bed, 1 bath
Sep 25 – 30
Superhost
Soak in caldera views from your private hot tub at this Oia cave suite
1 bedroom, 1 bed, 1 bath
Oct 13 – 18
Top guest favorite
Look out over the caldera from your heated infinity pool at this Imerovigli villa
5.0 out of 5 average rating, 71 reviews, 2 bedrooms, 2 beds, 2 baths
Aug 21 – 26
Top guest favorite
This unique Megalochori house puts you meters from the village square
4.97 out of 5 average rating, 118 reviews, 3 bedrooms, 4 beds, 2 baths
Sep 16 – 21
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
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
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
Guest favorite
This Megalochori cave house gives you a private pool and patio in minimal style
4.94 out of 5 average rating, 70 reviews, 3 bedrooms, 3 beds, 2 baths
Nov 7 – 12