Top Vacation homes in Santorini Caldera

Find the Top Vacation homes in Santorini Caldera – 70+ Quality Options from Leading Providers

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22 Guests, 1 Room
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41-60 out of 78 vacation homes
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8 adults
3 bedrooms
5 beds
From   US$ 152 /nightSelect
  • Panoramic Aegean Sea views
  • Authentic Santorinian cave architecture
  • On-site water sport facilities
4 adults
2 bedrooms
2 beds
From   US$ 350 /nightSelect
  • Stylish suites with sea and caldera views
  • American breakfast served in scenic settings
  • Exclusive massage treatments on private terraces
Holiday home
  • Private Balcony
  • Air Conditioning
  • Airport Shuttle
From   US$ 150 /nightSelect
  • Private balconies with stunning sea views
  • Soundproof, air-conditioned accommodations
  • Convenient paid airport shuttle service
Holiday home
  • Air conditioning
  • Streaming services
  • Car rental
From   US$ 486 /nightSelect
  • Sea-view accommodation with outdoor dining
  • Diving and fishing activities nearby
  • Concierge and housekeeping services available
Holiday home
  • Flat-screen TV
  • Safety deposit box
  • Coffee machine
From   US$ 324 /nightSelect
  • Panoramic sea view terrace
  • Private entrance for convenience
  • Air-conditioned holiday home units
  • Private Pools
  • Healing Spa
  • On-site Dining
From   US$ 488 /nightSelect
  • Private villas with stunning Aegean views
  • Exclusive yacht and helicopter tours available
  • Private pools in luxurious villa settings
  • Heated Plunge Pools
  • In-Room Massage
  • Signature Breakfast
From   US$ 884 /nightSelect
  • Heated plunge pools with hydromassage jets
  • Stunning Aegean Sea and Caldera views
  • Traditional rooms with island-inspired decor
Holiday home
  • Private Courtyards
  • Balconies
  • Garden
From   US$ 67 /nightSelect
  • Authentic Santorini winery conversion
  • Enchanting balconies with sea views
  • Private courtyards for relaxation
  • Outdoor Jacuzzi
  • Kids' Pool
  • Fitness Centre
From   US$ 601 /nightSelect
  • Outdoor dining with stunning sea views
  • Luxurious on-site wellness spa services
  • Heated outdoor pools for year-round use
  • Outdoor Pool
  • Air Conditioning
  • Spa Services
From   US$ 258 /nightSelect
  • Outdoor pool with stunning views
  • Air-conditioned villas with three bedrooms
  • On-site spa services available
  • Infinity Pool
  • Outdoor Hot Tubs
  • Hammam
From   US$ 218 /nightSelect
  • Infinity pools with stunning caldera views
  • Luxurious on-site spa treatments available
  • Elegant villa with five bedrooms
  • Heated Pool
  • Air Conditioning
  • Private Bathroom
From   US$ 579 /nightSelect
  • Heated outdoor pool with caldera views
  • Stylish, contemporary rooms with amenities
  • Arrangements for wine tasting tours
10.0
Perfect1 review
  • Private Villas
  • Hot Tub
  • Sun Terraces
From   US$ 475 /nightSelect
  • Private villas with hot tubs
  • On-site yoga and outdoor activities
  • Beautiful sea-view sun terraces
  • Private Pool
  • On-site Spa
  • Outdoor Dining
From   US$ 452 /nightSelect
  • Private villas with Aegean Sea views
  • Self-standing villas with private pools
  • On-site spa with hot tub and massages
  • Hot Tub
  • Family Rooms
  • Coffee Shop
From   US$ 276 /nightSelect
  • Breathtaking sea views from balconies
  • On-site hot tub for relaxation
  • Family-friendly accommodations available
  • Infinity pool
  • On-site Spa
  • Private terraces
From   US$ 422 /nightSelect
  • Stunning caldera sunset views
  • Boutique suites with Cycladic decor
  • Exclusive helicopter transportation service
  • Private Pool
  • Hot Tub
  • Jacuzzi
From   US$ 229 /nightSelect
  • Private pool with sea views
  • On-site spa with diverse massages
  • Airport transfer and car rental services
  • Infinity pool
  • Private courtyard
  • Outdoor jacuzzi
From   US$ 529 /nightSelect
  • Private infinity pool with stunning views
  • Luxurious organic mattresses throughout villas
  • Heritage lime kiln incorporated into design
  • Hot Tub
  • Spa Services
  • Outdoor Dining
From   US$ 1 211 /nightSelect
  • Stunning sea view terrace
  • Private hot tub and spa services
  • Outdoor dining with city views
  • Private Pool
  • Outdoor Hot Tub
  • Luxury Spa
From   US$ 901 /nightSelect
  • Private villas with outdoor hot tubs
  • Spectacular views of Pyrgos Village
  • Luxurious spa and wellness services