Top Holiday rentals in Santorini Caldera

Find the Top Holiday rentals in Santorini Caldera – 90+ Quality Options from Leading Providers

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Rooms & Guests
22 Guests, 1 Room
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61-80 out of 92 holiday rentals
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Sort by: high popularity
  • Price: low to high
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Apartment
From   US$ 591 /nightSelect
  • Jacuzzi with spectacular sea views
  • Personalized spa and wellness treatments
  • Private terraces with garden views
From   US$ 254 /nightSelect
  • Infinity pool with breathtaking sea views
  • 24-hour front desk for guest convenience
  • On-site hot tub for relaxation and wellness
  • Private Spa
  • Outdoor Dining
  • Luxury Treatments
From   US$ 998 /nightSelect
  • Sea view balcony for outdoor dining
  • On-site spa with diverse treatments
  • Adults-only accommodation environment
  • Hot Tub
  • Private Pool
  • Car Rental
From   US$ 619 /nightSelect
  • Private terraces with stunning sea views
  • Luxurious hot tub and massage services
  • Air-conditioned villas with private entrances
  • Sea views
  • Private entrance
  • Outdoor seating
From   US$ 494 /nightSelect
  • Private entrance with sea views
  • Air-conditioned units with outdoor seating
  • Packed lunches for excursions available
  • Sea views
  • Free parking
  • Family rooms
From   US$ 217 /nightSelect
  • Jacuzzi in private accommodations
  • Paid airport shuttle service available
  • Contemporary villas with sea views
Holiday home
  • Outdoor Pool
  • Bicycle Rentals
  • Garden Views
From   US$ 132 /nightSelect
  • Garden-view accommodation with kitchen
  • Seasonal outdoor swimming pool
  • Airport shuttle and bicycle rentals
Holiday home
  • Outdoor swimming pool
  • Flat-screen TV
  • Equipped kitchen
From   US$ 1 298 /nightSelect
  • Expansive terrace with stunning sea views
  • Private holiday home with multiple bedrooms
  • Outdoor dining area in serene garden
Apartment
  • Outdoor Pool
  • Flat-Screen TV
  • Air Conditioning
From   US$ 92 /nightSelect
  • Private terrace with mountain views
  • Outdoor swimming pool accessible for all ages
  • Well-fitted kitchens in each unit
Holiday home
  • Sea-view balconies
  • Private entrance
  • Air conditioning
From   US$ 358 /nightSelect
  • Balconies with stunning sea views
  • Soundproof, air-conditioned accommodations
  • Private entrance for guest convenience
  • Infinity Pool
  • Private Hot Tubs
  • Outdoor Dining
From   US$ 1 241 /nightSelect
  • Infinity rooftop pool with stunning views
  • Five bedrooms and multiple living areas
  • On-site spa with diverse treatments
  • Private Pool
  • Hot Tub
  • City View
From   US$ 332 /nightSelect
  • Private hot tub with sea views
  • Air-conditioned villa with private pool
  • Continental breakfast included
  • Indoor Pool
  • Private Jacuzzi
  • Outdoor Terrace
From   US$ 335 /nightSelect
  • Private terrace with stunning island views
  • Luxurious villas with private Jacuzzis
  • On-site indoor pool and spa services
  • Outdoor Pool
  • Car Rental
  • Air Conditioning
From   US$ 1 046 /nightSelect
  • Heated pool with stunning views
  • Private terrace for outdoor dining
  • Pet-friendly accommodation available
Apartment
  • Heated Pool
  • Hot Tub
  • Beach Access
From   US$ 288 /nightSelect
  • Heated pool with sea views
  • Beach access with various activities
  • Private hot tub in apartment
Apartment
  • Private jacuzzi
  • Outdoor dining
  • Air conditioning
From   US$ 254 /nightSelect
  • Outdoor dining area with scenic views
  • Private jacuzzi in stylish units
  • Adults-only atmosphere for relaxation
Apartment
  • Hot tub
  • Sea views
  • Airport shuttle
From   US$ 138 /nightSelect
  • Terraces with stunning sea views
  • Private jacuzzi for relaxation
  • Fully equipped kitchenettes
Villa
  • Sea views
  • Private entrance
  • Diving access
From   US$ 503 /nightSelect
  • Sea-view terrace with private entrance
  • On-site diving and outdoor activities
  • Cozy fireplace and dining area
  • Outdoor hot tubs
  • Private terrace
  • Luxury amenities
From   US$ 664 /nightSelect
  • Uninterrupted caldera sunset views
  • Historic 19th-century captain's houses
  • Private terraces with outdoor hot tubs
  • Air Conditioning
  • LCD TV
  • Seating Area
From   US$ 504 /nightSelect
  • Cycladic-style rooms with caldera views
  • Furnished verandas for stunning sunsets
  • Adults-only atmosphere for relaxation