Top Holiday rentals in Santorini Caldera
Find the Top Holiday rentals in Santorini Caldera – 200+ Quality Options from Leading Providers
81-100 out of 221 holiday rentals
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Apartment
3 adults
1 bedroom
2 beds
From
US$ 275
/night
- Aegean Sea and Caldera views
- Traditionally decorated two-level suites
- On-site horseback riding activities
Apartment
4 adults
1 bedroom
2 beds
From
US$ 121
/night
- Stunning Aegean Sea views from balconies
- Family-run with personalized excursion services
- On-site spa offering diverse treatments
Holiday home
- Private terrace
- Fully equipped kitchen
- Air conditioning
From
US$ 324
/night
- Stunning sea views from private terrace
- Fully equipped kitchen in select units
- Air-conditioned, comfortable holiday homes
Villa
- Outdoor Pool
- Car Rental
- Air Conditioning
From
US$ 600
/night
- Heated pool with stunning views
- Private terrace for outdoor dining
- Pet-friendly accommodation available
Villa
- Infinity Pool
- Private Courtyard
- Outdoor Jacuzzi
From
US$ 601
/night
- Private infinity pool with sea views
- Distinguished by historic lime kiln design
- Luxurious organic mattresses in every room
Holiday home
- Private Courtyard
- Traditional Décor
- Spacious Terraces
From
US$ 114
/night
- Authentic Santorini living experience
- Enchanting sea view balconies
- Historical winery transformed into houses
Apartment
- Hot Tub
- Garden Views
- Bike Hire
From
US$ 166
/night
- Private hot tubs in every suite
- On-site spa services available
- Beautiful garden views from terrace
Apartment
- Outdoor pool
- Hot tub
- Shared terrace
From
US$ 237
/night
- Panoramic caldera views
- Hot tub and outdoor pool
- Traditional architecture with arched walls
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
Apartment
- Heated Jacuzzis
- Private Patios
- Concierge Services
From
US$ 216
/night
- Outdoor heated Jacuzzis with caldera views
- Traditional Cycladic architecture blend
- Panoramic views of Santorini sunsets
Apartment
- Infinity Pool
- Private Hot Tub
- Rooftop Dining
From
US$ 1 113
/night
- Infinity pool with Caldera views
- Elegant suites with private hot tubs
- Rooftop dining with Mediterranean cuisine
Apartment
- Outdoor pool
- Children's pool
- Private balcony
From
US$ 253
/night
- Spectacular views of the Aegean Sea
- Outdoor pool with sun terrace
- Fully equipped kitchens in apartments
Apartment
- Air conditioning
- Flat-screen TV
- Outdoor dining
From
US$ 142
/night
- Stunning sea view balconies available
- Air-conditioned apartments with modern amenities
- On-site car rental service offered
Villa
- Rooftop Pool
- Private Terrace
- Spa Services
From
US$ 617
/night
- Rooftop pool with mountain views
- Private terrace with sea views
- Spa services including massages
Villa
- Infinity Pool
- Private Hot Tubs
- Outdoor Dining
From
US$ 2 027
/night
- Infinity rooftop pool with stunning views
- Five bedrooms and multiple living areas
- On-site spa with diverse treatments
- Infinity Pool
- Private Balconies
- Gourmet Restaurant
From
US$ 571
/night
- Breathtaking sunset viewing private balconies
- Infinity pool with spectacular caldera views
- Culinary delights with scenic restaurant views
Apartment
- Heated pool
- Private parking
- Picnic area
From
US$ 349
/night
- Stunning sea views from every unit
- Heated swimming pool available for guests
- In-room breakfast options for convenience
Apartment
- Hot Tub
- Family Rooms
- Private Balcony
From
US$ 133
/night
- Jacuzzi with mountain and city views
- Fully equipped kitchen in each apartment
- Outdoor dining area with sea views
Apartment
- Private Hot Tub
- Sea-view Balcony
- In-room Breakfast
From
US$ 293
/night
- Sea-view balconies for stunning sunsets
- Private hot tubs in each unit
- On-site massage services available
Villa
- Hot Tub
- Balconies
- Air Conditioning
From
US$ 635
/night
- Stunning sea views from private balconies
- On-site hot tub for relaxation
- Family-friendly accommodations available
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