Top Holiday rentals in Santorini Caldera

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

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22 Guests, 1 Room
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201-220 out of 221 holiday rentals
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From   US$ 218 /nightSelect
  • Scenic terrace with sea views
  • On-site bar with welcome drink
  • Kids pool and outdoor play area
Holiday home
From   US$ 213 /nightSelect
  • Pet-friendly accommodations available
  • Private terrace with outdoor furniture
  • Family rooms for spacious stay
  • Private entrance
  • Soundproofing
  • Balcony
From   US$ 224 /nightSelect
  • Panoramic mountain and sea views
  • Recently renovated 2-bedroom holiday home
  • Outdoor dining terrace available
From   US$ 772 /nightSelect
Offering an outdoor swimming pool with views of sea, the White House Villa is located in the Oia Caldera district of Oia.
  • Hot tub
  • Private entrance
  • Car rental
From   US$ 204 /nightSelect
  • Private villa with hot tub
  • Scenic views from terrace
  • Outdoor dining area available
  • Hot tub
  • Air conditioning
  • Outdoor terrace
From   US$ 342 /nightSelect
  • Sea-view terrace for outdoor dining
  • On-site hot tub and massage services
  • Activities like cycling and hiking available
  • On-site Spa
  • Outdoor Dining
  • Bike Tours
From   US$ 399 /nightSelect
  • Full-service on-site spa treatments
  • Guided bike and walking tours available
  • Outdoor dining area with views
  • Onsite Spa
  • Outdoor Dining
  • Activities Center
From   US$ 289 /nightSelect
  • Extensive onsite spa services
  • Diverse on-site activities available
  • Outdoor dining area for guests
  • Rooftop Pool
  • Hot Tub
  • Outdoor Terrace
From   US$ 476 /nightSelect
  • Rooftop pool with stunning sea views
  • Hot tub offering relaxation and luxury
  • Air-conditioned holiday home with balcony
  • Sea Views
  • Outdoor Terrace
  • Private Parking
From   US$ 290 /nightSelect
  • Beachfront holiday home with sea views
  • Allergy-free and soundproof accommodations
  • Outdoor dining area for relaxation
  • Hot tub
  • Private entrance
  • Outdoor dining
From   US$ 202 /nightSelect
  • Private hot tub with sea views
  • Balconies for stunning sunsets
  • Exclusive pool with a view
  • Wellness Spa
  • Outdoor Dining
  • Bicycle Rental
From   US$ 133 /nightSelect
  • Mountain view terrace with outdoor dining
  • On-site wellness spa with multiple services
  • Bicycle rental and car hire available
  • Infinity Pool
  • Private Entrance
  • Hot Tub
From   US$ 806 /nightSelect
  • Infinity pool with stunning sea views
  • Private entrance and soundproof accommodation
  • Adults-only atmosphere for relaxation
  • Hot Tub
  • Private Patio
  • Fully Equipped Kitchen
From   US$ 689 /nightSelect
  • Breathtaking views of Aegean Sea
  • Stylish 2-bedroom villa with attic
  • Private patio with outdoor furniture
  • Hot tub
  • Outdoor dining
  • Jacuzzi
From   US$ 610 /nightSelect
  • Private terrace with stunning sea views
  • On-site hot tub for relaxation
  • Hiking opportunities nearby
From   US$ 99 /nightSelect
This villa is a 5-minute drive from Museum of Prehistoric Thira and offers windsurfing, diving and snorkelling.
From   US$ 1 243 /nightSelect
At a 33 km distance from Thera Volcano and overlooking the Aegean Sea, the smoke-free Antrum Cave Villa Imerovigli features spa therapy and entertainment activities.
  • Heated pool
  • Wellness spa
  • Private terrace
From   US$ 658 /nightSelect
  • Private heated pool with stunning views
  • Cycladic tradition meets modern elegance
  • Wellness spa offering extensive treatments
  • Outdoor hot tub
  • Sea view terrace
  • Private entrance
From   US$ 629 /nightSelect
  • Stunning sea view terrace
  • Relaxing outdoor hot tub
  • Private entrance villa experience
  • Heated Pool
  • Infinity Pool
  • Spa Services
From   US$ 2 893 /nightSelect
  • Heated infinity pool with volcano views
  • Luxury villa with elegant furnishings
  • Panoramic terraces for outdoor dining