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Cave hotels with pools facing caldera in Santorini (Sept 2025)

Santorini is famous for its unique cave-style accommodations carved into the cliffs, often featuring private pools with stunning caldera views. These hotels typically offer romantic settings, infinity pools overlooking the sea, and easy access to local amenities and scenic spots.
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95% Match
Mystique, a Luxury Collection Hotel, Santorini
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Main Street, 84702 Oia
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Storied Collection:
cave hotel
swimming pools
Caldera views
This hotel is a perfect match for your search as it is a **cave hotel** carved into the Caldera cliffs, offering **two swimming pools** with panoramic views of the Caldera and the Aegean Sea. Its location in Oia and the unique design blending traditional Cycladic architecture with luxury make it an ideal choice for a stay in Santorini.... Read more
9.0
Very Good
(7 reviews)
Matched amenities:
ParkingParking
RestaurantRestaurant
Room serviceRoom service
BarBar
24-hour front desk24-hour front desk
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/night
Available from:Sep 23-26
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95% Match
Canaves Oia Suites - Small Luxury Hotels of the World
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Main Street, 84702 Oia
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Storied Collection:
cave hotel
caldera view
pool
This hotel offers **suites built on the side of a cliff overlooking the Caldera**, providing the authentic cave hotel experience. It features **2 outdoor pools, including an infinity-style pool**, perfect for enjoying the stunning views of the Caldera in Santorini.... Read more
9.7
Wonderful
(151 reviews)
Matched amenities:
ParkingParking
RestaurantRestaurant
Room serviceRoom service
Meeting/banquet facilitiesMeeting/banquet facilities
BarBar
Lowest price
Booking
/night
Available from:Sep 23-26
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95% Match
Katikies Santorini - The Leading Hotels Of The World
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Main Street, 84702 Oia
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Storied Collection:
cave hotel
infinity pool
caldera view
This hotel is a perfect match for your search as it is perched on the cliffs of Oia with **infinity pools** that offer sweeping views of the **Caldera**. The white-washed rooms with private terraces provide an authentic cave hotel experience with stunning sea views, ideal for a stay in Santorini in September.... Read more
9.1
Wonderful
(136 reviews)
Matched amenities:
Outdoor poolOutdoor pool
Outdoor pool (all year)Outdoor pool (all year)
Pool with viewPool with view
Swimming poolSwimming pool
Swimming PoolSwimming Pool
Lowest price
Booking
/night
Available from:Sep 23-26
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70% Match
Santa Elena
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Achileos Street, 84700 Kamari
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Storied Collection:
outdoor pool
sea view
Santorini
Santa Elena offers an **outdoor pool** and rooms with views of the **Aegean Sea**, providing a scenic experience similar to caldera views. While it is not a traditional cave hotel, its proximity to Kamari Beach and the beautiful sea views make it a great choice for a relaxing stay in Santorini.... Read more
9.6
Wonderful
(560 reviews)
Matched amenities:
Outdoor poolOutdoor pool
Outdoor pool (seasonal)Outdoor pool (seasonal)
Pool with viewPool with view
Swimming poolSwimming pool
Swimming PoolSwimming Pool
Lowest price
Booking
/night
Available from:Sep 23-26
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40% Match
SPIROS & HIROKO Hotel - ADULTS ONLY
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PERISSA, 84703 Perissa
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Storied Collection:
seasonal outdoor pool
Perissa Beach
air-conditioned rooms
This hotel offers a **seasonal outdoor swimming pool** and is located in Perissa, Santorini, but it is not a cave hotel nor does it face the caldera. However, it provides **air-conditioned rooms** and is close to Perissa Beach, making it a comfortable stay option.... Read more
9.8
Wonderful
(170 reviews)
Matched amenities:
Outdoor poolOutdoor pool
Outdoor pool (seasonal)Outdoor pool (seasonal)
Swimming poolSwimming pool
Swimming PoolSwimming Pool
Sun loungers or beach chairsSun loungers or beach chairs
Lowest price
Booking
/night
Available from:Sep 23-26
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