Top Holiday rentals in Santorini Caldera

Find the Top Holiday rentals in Santorini Caldera – 100+ Quality Options from Leading Providers

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Rooms & Guests
22 Guests, 1 Room
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101-120 out of 199 holiday rentals
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4 adults
2 bedrooms
2 beds
From   US$ 171 /nightSelect
  • Dining area with kitchenette
  • Sun terrace for relaxation
  • Pets allowed for convenience
6 adults
2 bedrooms
3 beds
From   US$ 201 /nightSelect
  • Individually decorated villas with hot tubs
  • On-site spa with various massage options
  • Daily homemade breakfast provided
  • Private balcony
  • Air conditioning
  • Kitchenette options
From   US$ 195 /nightSelect
  • Panoramic caldera and sunset views
  • Traditionally decorated Cycladic-style rooms
  • Outdoor swimming pool access
Apartment
  • Hot tub
  • Family rooms
  • Bicycle rental
From   US$ 347 /nightSelect
  • Hot tub and spa services available
  • Family-friendly accommodation options
  • Outdoor dining with sea views
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
  • 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 Tub
  • On-site Spa
  • Flat-screen TV
From   US$ 361 /nightSelect
  • Private jetted tubs with Caldera views
  • On-site spa with various treatments
  • Terraces and balconies available
  • Hot Tub
  • Balconies
  • Air Conditioning
From   US$ 794 /nightSelect
  • Stunning sea views from private balconies
  • On-site hot tub for relaxation
  • Family-friendly accommodations available
  • Hot Tub
  • Private Balcony
  • Fireplace
From   US$ 620 /nightSelect
  • Panoramic views over the Aegean Sea
  • Private balcony with hot tub
  • On-site water sports facilities
  • Private Hot Tub
  • Sea-view Balcony
  • In-room Breakfast
From   US$ 293 /nightSelect
  • Sea-view balconies for stunning sunsets
  • Private hot tubs in each unit
  • On-site massage services available
  • Private Hot Tub
  • Outdoor Terrace
  • Kitchenette
From   US$ 217 /nightSelect
  • Stunning Caldera sunset views
  • Private hot tubs with sea view
  • Romantic cave houses with artistic design
  • Hot tub
  • Private entrance
  • Car rental
From   US$ 204 /nightSelect
  • Private villa with hot tub
  • Scenic views from terrace
  • Outdoor dining area available
10.0
Perfect1 review
  • Hot tub
  • In-room dining
  • Sun terrace
From   US$ 475 /nightSelect
  • Stunning sea views from private balconies
  • In-room hot tub for ultimate relaxation
  • Yoga classes available on-site
Holiday home
  • Private terrace
  • Bicycle rental
  • Spa facilities
From   US$ 309 /nightSelect
  • Private terrace with stunning sea views
  • Bicycle rental for exploring Fira
  • On-site massage and spa facilities
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
  • Private balcony
  • Barbecue area
  • Bicycle rental
From   US$ 203 /nightSelect
  • Scenic mountain and sea views
  • On-site spa offering various services
  • Family-friendly amenities available
  • Private Pool
  • Spa Bath
  • Al Fresco Dining
From   US$ 591 /nightSelect
  • Private pool with Aegean Sea views
  • Spa bath with hydromassage facilities
  • Al fresco dining in garden surroundings
  • Infinity Pool
  • Spa Services
  • Yoga Classes
From   US$ 417 /nightSelect
  • Private infinity pools with sea views
  • On-site luxury spa and wellness center
  • Yoga classes and beauty services available
  • Saltwater Pool
  • Private Balcony
  • On-site Spa
From   US$ 498 /nightSelect
  • Saltwater pool with spa facilities
  • Beachfront access and barbecue facilities
  • Wellness packages and massage options
  • Private Pool
  • Luxury Amenities
  • Seaside Terrace
From   US$ 275 /nightSelect
  • Breathtaking views of the Aegean Sea
  • Private pool for ultimate relaxation
  • Exclusive cave-style accommodation