Top Vacation homes in Santorini Caldera

Find the Top Vacation homes in Santorini Caldera – 100+ Quality Options from Leading Providers

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22 Guests, 1 Room
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101-120 out of 152 vacation homes
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5 adults
2 bedrooms
3 beds
From   US$ 932 /nightSelect
Composed of 2 bedrooms and 2 bathrooms, this villa is set only 0.5 miles from Agios Georgios Church.
3 adults
1 bedroom
2 beds
From   US$ 180 /nightSelect
  • Private hot tubs in all villas
  • Beautiful sea views from accommodations
  • Complimentary welcome drink upon arrival
  • Outdoor hot tub
  • Spa centre
  • Garden views
From   US$ 201 /nightSelect
  • Individually decorated villas with hot tub
  • Daily homemade breakfast provided
  • On-site spa with various treatments
Holiday home
  • Private terrace
  • Spa services
  • Outdoor dining
From   US$ 418 /nightSelect
  • On-site spa with diverse services
  • Private terrace in select units
  • Access to beach activities nearby
Holiday home
  • Sea views
  • Air conditioning
  • Flat-screen TV
From   US$ 169 /nightSelect
  • Sea-view holiday home with outdoor seating
  • Adults-only accommodation for relaxed stays
  • Activities like diving and cycling nearby
From   US$ 259 /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 pool
  • Outdoor dining
  • On-site spa
From   US$ 897 /nightSelect
  • Private villas with Aegean Sea views
  • Luxurious cycladic-style accommodations
  • On-site spa with diverse massage options
From   US$ 466 /nightSelect
Staying at the Villa Ioli Anastasia Firostefani means you will be 0.3 miles from Timios Stavros, while enjoying a private swimming pool onsite.
  • Hot tub
  • Fireplace
  • Outdoor dining
From   US$ 402 /nightSelect
  • Panoramic volcano and Aegean sea views
  • Private balcony with hot tub
  • On-site water sports facilities
  • Private Infinity
  • Spa Treatments
  • Helicopter Transfers
From   US$ 417 /nightSelect
  • Villas with private infinity pools
  • Spa with extensive treatment options
  • Helicopter transfers and tours available
  • Private Parking
  • Outdoor Jacuzzi
  • Daily Housekeeping
From   US$ 340 /nightSelect
  • Private plunge pools in every villa
  • Luxurious villas with traditional design
  • Concierge service for personalized experiences
  • Private Hot Tub
  • Fully Equipped Kitchen
  • Massage Services
From   US$ 459 /nightSelect
  • Villas with private hot tubs
  • Daily breakfast with homegrown products
  • On-site spa services available
Holiday home
  • Air conditioning
  • Outdoor pool
  • Bicycle rental
From   US$ 167 /nightSelect
  • Air-conditioned units with kitchen facilities
  • Seasonal outdoor swimming pool available
  • Bicycle rental service on-site
From   US$ 143 /nightSelect
The Sara'S Villas is located 0.5 km from Aktion airport and merely 5 minutes on foot from Akrotiri bus stop.
  • Concierge Service
  • Air Conditioning
  • Flat-Screen TV
From   US$ 427 /nightSelect
  • Villa with terrace and sea views
  • In-room breakfast with local specialties
  • Concierge and housekeeping services
  • 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
  • Private Entrance
  • Hot Tub
  • Car Rental
From   US$ 1 051 /nightSelect
  • Scenic sea views from cavehouse villas
  • Private hot tubs in accommodations
  • Air-conditioned units with terraces
  • Outdoor Jacuzzi
  • Indoor Spa
  • Private Balconies
From   US$ 428 /nightSelect
  • Outdoor Jacuzzi with Caldera views
  • Luxurious indoor hydromassage bathtub
  • Personalized concierge services available
  • Outdoor Hot Tubs
  • Private Terraces
  • Luxury Amenities
From   US$ 570 /nightSelect
  • Stunning caldera views from private terraces
  • Refurbished 19th-century traditional villas
  • Outdoor hot tubs for ultimate relaxation
  • Outdoor Hot Tub
  • Fully Equipped Kitchen
  • Air Conditioning
From   US$ 511 /nightSelect
  • Cave house with stunning caldera views
  • Outdoor hot tub for relaxation
  • Continental breakfast included daily