Top Vacation rentals in Santorini Caldera

Find the Top Vacation rentals in Santorini Caldera – 200+ Quality Options from Leading Providers

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22 Guests, 1 Room
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41-60 out of 237 vacation rentals
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6 adults
5 bedrooms
6 beds
From   US$ 2 185 /nightSelect
  • Private infinity pool with stunning views
  • Luxurious organic mattresses throughout villas
  • Heritage lime kiln incorporated into design
4 adults
2 bedrooms
3 beds
From   US$ 1 029 /nightSelect
  • Private hot tubs in all accommodations
  • Scenic mountain view terraces available
  • On-site wellness spa services offered
Holiday home
  • Private entrance
  • Sea-view terrace
  • Kitchenware provided
From   US$ 270 /nightSelect
  • Private balcony with sea views
  • Fully equipped kitchen for convenience
  • Air-conditioned accommodations available
Holiday home
  • Flat-screen TV
  • Safety deposit box
  • Coffee machine
From   US$ 324 /nightSelect
  • Panoramic sea view terrace
  • Private entrance for convenience
  • Air-conditioned holiday home units
Villa
  • Hot Tub
  • Outdoor Dining
  • Babysitting Service
From   US$ 727 /nightSelect
  • Private hot tub with sea views
  • Fully equipped kitchen for dining
  • On-site bike tours and classes
  • Sun terrace
  • Garden
  • Fully equipped kitchen
From   US$ 791 /nightSelect
  • Panoramic Aegean Sea views
  • Authentic Santorinian cave architecture
  • On-site water sport facilities
  • Mountain views
  • Fully equipped kitchen
  • Outdoor dining area
From   US$ 291 /nightSelect
  • Panoramic sea view terrace
  • Private entrance for added privacy
  • Accessible hiking opportunities nearby
  • On-site Spa
  • Diving Activities
  • Beach Loungers
From   US$ 216 /nightSelect
  • On-site spa with massage services
  • Diverse activities including diving and snorkeling
  • Pool/beach towels and loungers provided
  • Hot tub
  • Outdoor dining
  • Kitchen amenities
From   US$ 530 /nightSelect
  • Hot tub for ultimate relaxation
  • Outdoor dining area with scenic views
  • Well-equipped kitchen amenities
  • Hot Tub
  • Spa Services
  • Outdoor Dining
From   US$ 1 211 /nightSelect
  • Stunning sea view terrace
  • Private hot tub and spa services
  • Outdoor dining with city views
  • Outdoor furniture
  • Flat-screen TV
  • Private bathroom
From   US$ 585 /nightSelect
  • Breathtaking sea views from the villa
  • Air-conditioned units with private entrances
  • Outdoor dining area for guests
  • Swimming Pool
  • Private Parking
  • Picnic Area
From   US$ 689 /nightSelect
  • Stunning sea view accommodations
  • Outdoor swimming pool with sun loungers
  • On-site spa with various massage options
  • 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 Plunge Pools
  • In-Room Massage
  • Signature Breakfast
From   US$ 994 /nightSelect
  • Heated plunge pools with hydromassage jets
  • Stunning Aegean Sea and Caldera views
  • Traditional rooms with island-inspired decor
From   US$ 1 226 /nightSelect
Composed of 2 bedrooms and 2 bathrooms, this villa is set only 0.5 miles from Agios Georgios Church.
  • Outdoor Plunge Pools
  • Luxury Cave Villas
  • Private Terraces
From   US$ 164 /nightSelect
  • Private outdoor plunge pools with sea views
  • Luxurious villas with stylish designs
  • On-site dining with Greek flavors
  • Hot Tub
  • Family Rooms
  • Coffee Shop
From   US$ 794 /nightSelect
  • Breathtaking sea views from balconies
  • On-site hot tub for relaxation
  • Family-friendly accommodations available
Villa
  • Rooftop Pool
  • On-site Spa
  • Seasonal Pool
From   US$ 264 /nightSelect
  • Rooftop pool with stunning views
  • On-site spa with beauty services
  • Seasonal outdoor plunge pool
10.0
Perfect2 reviews
  • Private Spa
  • Sun Terrace
  • Bicycle Rental
From   US$ 953 /nightSelect
  • Private entrance and sun terrace
  • On-site spa with various treatments
  • Car and bicycle rental services
  • Private Pools
  • Healing Spa
  • On-site Dining
From   US$ 250 /nightSelect
  • Private villas with stunning Aegean views
  • Exclusive yacht and helicopter tours available
  • Private pools in luxurious villa settings