Top Vacation homes in Santorini Caldera

Find the Top Vacation homes in Santorini Caldera – 80+ Quality Options from Leading Providers

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22 Guests, 1 Room
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61-80 out of 86 vacation homes
6 adults
3 bedrooms
3 beds
From   US$ 1 593 /nightSelect
  • Panoramic volcano and sea views
  • Outdoor private Jacuzzi on the terrace
  • Concierge for tailored local experiences
5 adults
1 bedroom
3 beds
From   US$ 440 /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
  • 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
  • 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
  • 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
From   US$ 957 /nightSelect
The Wesense Santorini Villa Imerovigli is set 5 minutes by car from MATI Art Gallery and within 300 metres of Anastasi Church.
  • Private Pool
  • On-site Spa
  • Outdoor Dining
From   US$ 1 691 /nightSelect
  • Private villas with Aegean Sea views
  • Self-standing villas with private pools
  • On-site spa with hot tub and massages
From   US$ 368 /nightSelect
Villa
  • Outdoor pool
  • Wellness packages
  • Private terrace
From   US$ 745 /nightSelect
  • Outdoor pool with sea views
  • Wellness packages for rejuvenation
  • Adults-only tranquil environment
From   US$ 128 /nightSelect
Being within 0.8 miles of Panagia Platsani, this villa features a sunny patio.
  • Hot Tub
  • Coffee Shop
  • Diving Services
From   US$ 577 /nightSelect
  • Private hot tub in each unit
  • Secluded sea view terraces
  • On-site coffee shop
  • Heated Plunge Pool
  • Private Terrace
  • Luxury Amenities
From   US$ 335 /nightSelect
  • Heated mini plunge pool with sea views
  • Tailor-made concierge services available
  • Authentic cave-house accommodation design
  • Outdoor Pool
  • Sea Views
  • Car Rental
From   US$ 697 /nightSelect
  • Villa with terrace and sea views
  • Seasonal outdoor swimming pool
  • On-site car rental service available
  • Heated Jacuzzi
  • Sun Terrace
  • Private Entrance
From   US$ 1 020 /nightSelect
  • Stunning sunset views over the caldera
  • Outdoor heated jacuzzi for relaxation
  • Bespoke breakfast prepared by local chef
From   US$ 236 /nightSelect
Featuring the vicinity to the Aegean Sea, this property with a full kitchen is in an area where guests can engage in such activities as canoeing, hiking and horseback riding.
From   US$ 434 /nightSelect
While staying at the Michelangelo Beach Villa you are invited to discover Sunset in Oia, set about 1.8 miles away, or Oia Castle, which is about 2 miles away.
  • Private terrace
  • Steam bath
  • Outdoor Jacuzzi
From   US$ 865 /nightSelect
  • Private indoor heated pool
  • Intimate cave-like wine cellar
  • Serene adults-only atmosphere
  • Private pool
  • Outdoor dining
  • On-site spa
From   US$ 940 /nightSelect
  • Private villas with Aegean Sea views
  • Luxurious cycladic-style accommodations
  • On-site spa with diverse massage options
  • Private Pools
  • On-site Spa
  • Outdoor Dining
From   US$ 483 /nightSelect
  • Unobstructed views of the Caldera
  • Chic design with volcanic soil integration
  • Private pools for each villa