Top Holiday rentals in Santorini Caldera
Find the Top Holiday rentals in Santorini Caldera – 90+ Quality Options from Leading Providers
21-40 out of 92 holiday rentals
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Apartment
4 adults
1 bedroom
3 beds
From
US$ 111
/night
- Whirlpool with Aegean Sea views
- Tastefully furnished rooms
- Warm hospitality atmosphere
Villa
4 adults
1 bedroom
2 beds
From
US$ 293
/night
- Private outdoor hot tubs for relaxation
- Seasonal outdoor swimming pool available
- Quaint architecture blending with Cyclades
Apartment
- Flat-screen TV
- Private bathroom
- Electric kettle
From
US$ 140
/night
- Terrace with Caldera view
- Air-conditioned modern rooms
- Walking distance to vibrant center
Apartment
- Private Hot Tub
- Rooftop Terrace
- Stylish Suites
From
US$ 436
/night
- Private hot tubs with sunset views
- Elegant suites with Cycladic design
- Adults-only exclusive atmosphere
Apartment
- Open-air bath
- Romantic restaurant
- Picnic area
From
US$ 144
/night
- Private terraces with hot tubs
- Customized breakfast on private terraces
- Exceptional service from engaged staff
Apartment
- Outdoor pool
- Hot tub
- Shared terrace
From
US$ 180
/night
- Panoramic caldera views
- Hot tub and outdoor pool
- Traditional architecture with arched walls
Apartment
- Outdoor Hot Tub
- Private Terrace
- Well-equipped Kitchenette
From
US$ 164
/night
- Private outdoor hot tub in every room
- Panoramic Caldera and Aegean views
- Spa services with massage options
Apartment
- Infinity pool
- Hot tub
- Pool bar
From
US$ 285
/night
- Infinity pool with stunning views
- Adults-only luxury accommodation
- On-site hot tub for relaxation
Apartment
- On-site Spa
- Private Parking
- Outdoor Pool
From
US$ 355
/night
- Pool with stunning sea views
- Comprehensive on-site spa services
- Private beach access for guests
Apartment
- Private balconies
- Air conditioning
- Outdoor dining
From
US$ 141
/night
- Breathtaking sunrise views
- Cycladic architecture and décor
- Handmade breakfast from local ingredients
Apartment
- Outdoor Jacuzzi
- Private Pool
- In-room Dining
From
US$ 273
/night
- Suites with private pools and Jacuzzis
- Traditional Theran architecture with luxury design
- Gourmet Mediterranean breakfast in suites
Apartment
- Infinity Pool
- Beauty Services
- Kids' Playground
From
US$ 128
/night
- Beachfront access with scenic views
- Infinity pool with a view
- On-site family-friendly restaurant
Apartment
- On-site Spa
- Air Conditioning
- Kitchenette
From
US$ 426
/night
- Unique sea-view caves accommodation
- Extensive on-site spa services
- Short walk to restaurants and bars
Villa
- Hot Tub
- Air Conditioning
- In-room breakfast
From
US$ 773
/night
- Panoramic sea and caldera views
- Private hot tubs in select suites
- On-site spa services available
Apartment
- Swimming Pool
- Pets Allowed
- Paid Shuttle
From
US$ 157
/night
- Stunning caldera and sunset views
- Traditional apartments with modern comforts
- Inviting outdoor swimming pool
Apartment
- Outdoor Pool
- Terrace
- Jacuzzi
From
US$ 305
/night
- Panoramic views of the volcano
- Tranquil terrace for sunset watching
- Spa with beauty treatments available
Apartment
- Infinity pool
- Outdoor spa
- Shared terrace
From
US$ 317
/night
- Infinity pool with stunning views
- Adults-only accommodation for tranquility
- On-site spa with massage services
Apartment
- Hydromassage Pool
- Private Parking
- Pool Bar
From
US$ 411
/night
- Infinity pool with hydromassage
- Suites with private Jacuzzis
- Stunning sunset views
Apartment
- Hot Tub
- Two Bedrooms
- Balcony
From
US$ 291
/night
- Stunning caldera views from the balcony
- Relax in the private hot tub
- Steps from Cape Columbo Beach
Villa
- Sun terrace
- Garden
- Living room
From
US$ 355
/night
- Panoramic Aegean Sea views
- Unique Santorinian cave architecture
- On-site water sport activities
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