Top Vacation homes in Santorini Caldera

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

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Rooms & Guests
22 Guests, 1 Room
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121-140 out of 152 vacation homes
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5 adults
2 bedrooms
3 beds
From   US$ 320 /nightSelect
  • Panoramic caldera sea views
  • Private hot tub for relaxation
  • Complimentary in-room breakfast
2 adults
2 bedrooms
2 beds
From   US$ 422 /nightSelect
  • Unobstructed caldera and sea views
  • Onsite wedding chapel available
  • Circular terrace for relaxation
  • Outdoor terrace
  • Private bathroom
  • Fully equipped kitchen
From   US$ 134 /nightSelect
  • Stunning terrace with sea views
  • Private entrance for easy access
  • Variety of breakfast options available
  • Private Entrance
  • Outdoor Dining
  • Jacuzzi
From   US$ 316 /nightSelect
  • Stunning sea views from private terrace
  • Luxurious full-body massage services available
  • Fully equipped kitchenette for meal preparation
  • Private Pool
  • Hot Tub
  • Air Conditioning
From   US$ 332 /nightSelect
  • Private pool with stunning sea views
  • Air-conditioned villa with hot tub
  • Continental breakfast served daily
Holiday home
  • Heated plunge pool
  • Private terrace
  • Concierge services
From   US$ 1 044 /nightSelect
  • Breathtaking caldera view terraces
  • Luxury Cycladic cave-house accommodation
  • Private outdoor jacuzzi for relaxation
  • Private Pool
  • Outdoor Dining
  • Garden Views
From   US$ 828 /nightSelect
  • Private pool with stunning sea views
  • Air-conditioned villa with 4 bedrooms
  • On-site activities like cooking classes
Villa
  • Outdoor pool
  • On-site spa
  • Fitness studio
From   US$ 262 /nightSelect
  • Outdoor swimming pool with stunning views
  • On-site spa for relaxation and wellness
  • Air conditioning for ultimate comfort
  • Outdoor Pool
  • Spa Center
  • Bicycle Rental
From   US$ 1 557 /nightSelect
  • On-site spa services including massages
  • Outdoor swimming pool with views
  • Bicycle and car rental available
  • Outdoor Jacuzzi
  • Private Terraces
  • Pet-friendly
From   US$ 448 /nightSelect
  • Ecologically friendly architecture
  • Private outdoor terraces with ocean views
  • Luxurious Jacuzzi experience
Holiday home
  • Outdoor Pool
  • Patio Space
  • Airport Shuttle
From   US$ 838 /nightSelect
  • Spectacular terrace with sea views
  • Outdoor swimming pool for relaxation
  • Spacious holiday home with five bathrooms
  • Hot Tub
  • Private Entrance
  • Soundproofing
From   US$ 658 /nightSelect
  • Private terrace with stunning sea views
  • Luxury hot tub for ultimate relaxation
  • Concierge and housekeeping services available
  • Sea-view terrace
  • Outdoor dining
  • Shared kitchen
From   US$ 1 013 /nightSelect
  • Panoramic sea-view terrace
  • Fully equipped kitchen
  • Outdoor dining patio
  • Private Pool
  • Beach Access
  • Luxury Villas
From   US$ 572 /nightSelect
  • Breathtaking Aegean sea views
  • Modern villas with private pools
  • Free welcome basket for guests
  • Indoor pool
  • Hot tub
  • Hammam
From   US$ 348 /nightSelect
  • Indoor pool with spa amenities
  • Private garden terrace views
  • Hammam and hot tub available
  • Outdoor Pool
  • Luxury Spa
  • BBQ Facilities
From   US$ 1 130 /nightSelect
  • Private outdoor pool and hot tub
  • On-site luxury spa services
  • Homemade breakfast with local ingredients
  • Private Hot Tub
  • Outdoor Terrace
  • Soundproofing
From   US$ 375 /nightSelect
  • Private hot tub with caldera views
  • Luxurious outdoor dining terrace
  • Air-conditioned allergy-free villa
  • Private Pool
  • Wellness Spa
  • Infinity Pool
From   US$ 862 /nightSelect
  • Private pool with stunning sea views
  • Wellness packages and fitness classes
  • In-room breakfast and dining options
Holiday home
  • Sea views
  • Massage services
  • Bicycle rentals
From   US$ 474 /nightSelect
  • Sea view terrace for relaxation
  • On-site massage services available
  • Biking and hiking activities offered
Villa
  • Private pool
  • Wellness spa
  • Bike rental
From   US$ 561 /nightSelect
  • Private pool with stunning sea views
  • Wellness packages and yoga classes offered
  • Bike rental and outdoor adventures available