Top Vacation rentals in Santorini Caldera

Find the Top Vacation rentals in Santorini Caldera – 200+ Quality Options from Leading Providers

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Rooms & Guests
22 Guests, 1 Room
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81-100 out of 230 vacation rentals
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2 adults
1 bedroom
1 bed
From   US$ 295 /nightSelect
  • Heated outdoor Jacuzzi with caldera views
  • Cycladic style suites with modern comforts
  • Breathtaking sunset views from the cliffs
Apartment
6 adults
1 bedroom
2 beds
From   US$ 157 /nightSelect
  • Incomparable caldera and sunset views
  • Traditional apartments fully equipped
  • Serene poolside relaxation area
Apartment
  • Outdoor Jacuzzi
  • Sea-view pool
  • On-site spa
From   US$ 487 /nightSelect
  • Breathtaking Caldera views
  • Private verandas with Jacuzzis
  • Luxury yacht excursions available
  • Spa Treatments
  • Car Rentals
  • Sun Terrace
From   US$ 275 /nightSelect
  • Stunning Aegean Sea views
  • Charming traditional decor
  • In-room breakfast available
Apartment
  • Infinity pool
  • On-site spa
  • Air conditioning
From   US$ 121 /nightSelect
  • Breathtaking Aegean Sea views
  • Traditional Cycladic architecture
  • On-site spa and wellness services
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
  • Outdoor Pool
  • Air Conditioning
  • Spa Services
From   US$ 600 /nightSelect
  • Outdoor pool with stunning views
  • Air-conditioned villas with three bedrooms
  • On-site spa services available
  • Infinity pool
  • Private courtyard
  • Outdoor jacuzzi
From   US$ 601 /nightSelect
  • Private infinity pool with stunning views
  • Luxurious organic mattresses throughout villas
  • Heritage lime kiln incorporated into design
  • 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
Holiday home
  • Private Courtyards
  • Balconies
  • Garden
From   US$ 114 /nightSelect
  • Authentic Santorini winery conversion
  • Enchanting balconies with sea views
  • Private courtyards for relaxation
  • Hot Tub
  • Family Rooms
  • Garden
From   US$ 166 /nightSelect
  • Private hot tub in every suite
  • Scenic garden terrace views
  • On-site massage and wellness services
Apartment
  • Outdoor pool
  • Shared terrace
  • Hot tub
From   US$ 237 /nightSelect
  • Panoramic caldera views from terrace
  • Romantic ambiance with unique design
  • Outdoor swimming pool with sun loungers
Apartment
  • On-site Spa
  • Self-contained Rooms
  • Personalized Services
From   US$ 426 /nightSelect
  • Volcanic rock accommodation with sea views
  • Personalized welcome pack for guests
  • Extensive on-site spa services available
  • Outdoor Jacuzzi
  • Private Patio
  • Concierge Service
From   US$ 216 /nightSelect
  • Outdoor heated Jacuzzis with caldera views
  • Traditional Cycladic architecture with Venetian influence
  • Panoramic views of Santorini sunsets
  • Infinity Pool
  • Private Plunge Pool
  • Rooftop Restaurant
From   US$ 1 113 /nightSelect
  • Rooftop infinity pool with caldera views
  • Elegant suites with private plunge pools
  • Sophisticated dining at Le Moustache
  • Outdoor pool
  • Children's pool
  • Private balconies
From   US$ 253 /nightSelect
  • Outdoor pool with sunbathing deck
  • Apartments with private balconies
  • Breathtaking caldera views
  • Sea view
  • Car rental
  • Private bathroom
From   US$ 142 /nightSelect
  • Units with sea view balconies
  • Located in Fira City Centre
  • On-site car rental 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
  • Outdoor Hot Tubs
  • Hammam
From   US$ 2 027 /nightSelect
  • Infinity pools with stunning caldera views
  • Luxurious on-site spa treatments available
  • Elegant villa with five bedrooms