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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21-40 out of 237 vacation rentals
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10 adults
4 bedrooms
6 beds
From   US$ 1 114 /nightSelect
  • Private villas with Aegean Sea views
  • Self-standing villas with private pools
  • On-site spa with hot tub and massages
Villa
6 adults
3 bedrooms
3 beds
From   US$ 1 076 /nightSelect
  • Panoramic volcano and sea views
  • Outdoor private Jacuzzi on the terrace
  • Concierge for tailored local experiences
  • Hot tub
  • BBQ area
  • Table tennis
From   US$ 512 /nightSelect
  • Aegean Sea and caldera views
  • Outdoor hot tub for relaxation
  • Table tennis for entertainment
Holiday home
  • Private Balcony
  • Air Conditioning
  • Airport Shuttle
From   US$ 358 /nightSelect
  • Private balconies with stunning sea views
  • Soundproof, air-conditioned accommodations
  • Convenient paid airport shuttle service
  • Air conditioning
  • Jacuzzi
  • Snack bar
From   US$ 429 /nightSelect
  • Wellness packages for rejuvenation
  • Private villa with balcony views
  • Couples massage and hot tub
  • Heated Pool
  • Private Jacuzzi
  • Outdoor Terrace
From   US$ 2 857 /nightSelect
  • Private heated pool with stunning views
  • Exclusive concierge services for tailored experiences
  • Luxury terrace for intimate events
  • Hot Tub
  • Espresso Machine
  • Private Veranda
From   US$ 550 /nightSelect
  • Cave-style villas with stunning caldera views
  • Private verandas for homemade breakfast service
  • On-site hot tub and spa services available
  • Outdoor Hot Tub
  • On-site Spa
  • Bicycle Rentals
From   US$ 322 /nightSelect
  • Private outdoor hot tubs with Caldera views
  • On-site spa with extensive treatments
  • Bicycle rentals and nearby cycling options
  • Private pools
  • Luxury spa
  • Helicopter service
From   US$ 334 /nightSelect
  • Private villas with stunning caldera views
  • Luxury spa with organic local treatments
  • Romantic setting for memorable weddings
Villa
  • Outdoor pool
  • Wellness packages
  • Private terrace
From   US$ 1 036 /nightSelect
  • Outdoor pool with sea views
  • Wellness packages for rejuvenation
  • Adults-only tranquil environment
  • Private Hot Tub
  • Communal Pool
  • On-site Spa
From   US$ 391 /nightSelect
  • Breathtaking caldera views
  • Private pools and hot tubs
  • Daily a la carte breakfast
Holiday home
  • Hot Tub
  • Family Rooms
  • Terrace
From   US$ 329 /nightSelect
  • Hot tub and massage services available
  • Private balconies with sea views
  • Fully equipped kitchenette in suites
  • Outdoor hot tub
  • Sea-view terrace
  • In-room breakfast
From   US$ 441 /nightSelect
  • Stunning sea-view terrace with hot tub
  • Adults-only property for exclusive tranquility
  • Private outdoor dining area available
  • Hot Tub
  • Outdoor Pool
  • Concierge Service
From   US$ 293 /nightSelect
  • Private external hot tubs for relaxation
  • Elegant villas with romantic atmosphere
  • Seasonal outdoor swimming pool available
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
Holiday home
  • Jacuzzi
  • Private Terrace
  • Air Conditioning
From   US$ 638 /nightSelect
  • Breathtaking sea views from private terrace
  • Luxurious jacuzzi for ultimate relaxation
  • Air-conditioned holiday home with private entrance
  • Heated Pool
  • Private Terraces
  • Car Hire
From   US$ 496 /nightSelect
  • Private heated swimming pools
  • Stunning Aegean Sea views
  • Outdoor spaces with terraces
  • Fully equipped kitchen
  • Smart LCD
  • In-room amenities
From   US$ 253 /nightSelect
  • Romantic traditional interiors with quality furniture
  • Two connecting bedrooms with orthopedic mattresses
  • On-site activities include cycling and diving
  • Private Hot Tub
  • Sea View
  • Free Parking
From   US$ 496 /nightSelect
  • Private hot tub with sea views
  • Soundproof and non-smoking villa
  • Free private parking available
  • Outdoor pool
  • Private entrance
  • Spa facilities
From   US$ 339 /nightSelect
  • Private villas with sea views
  • Outdoor pool with stunning views
  • Bicycle and car rental available