Top Vacation homes in Santorini Caldera

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

Destination
Where do you want to go?
Check-in
Select date
Check-out
Select date
Rooms & Guests
22 Guests, 1 Room
1Filter & Sort
81-100 out of 151 vacation homes
1Filter & Sort
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
8 adults
4 bedrooms
4 beds
From   US$ 1 021 /nightSelect
  • Private hot tub with sea views
  • Four-bedroom villa for family stays
  • Outdoor dining area with quiet views
6 adults
2 bedrooms
4 beds
From   US$ 719 /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.
8.2
Great7 reviews
  • 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
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
Holiday home
8.2
Great26 reviews
  • Private Courtyards
  • Balconies
  • Garden
From   US$ 103 /nightSelect
  • Authentic Santorini winery conversion
  • Enchanting balconies with sea views
  • Private courtyards for relaxation
Villa
8.6
Great67 reviews
  • Private Hot Tub
  • On-site Spa
  • Air Conditioning
From   US$ 846 /nightSelect
  • Panoramic sea and volcano views
  • Private indoor and outdoor hot tubs
  • On-site spa with massage services
8.6
Great80 reviews
  • Air Conditioning
  • LCD TV
  • Sauna
From   US$ 504 /nightSelect
  • Breathtaking caldera views
  • Traditional Cycladic-style cave rooms
  • Adults-only atmosphere
8.8
Great1 review
  • Hot tub
  • Patio
  • Family rooms
From   US$ 978 /nightSelect
  • Private hot tub with sea views
  • Air-conditioned units with kitchen
  • In-room breakfast with local specialties
8.8
Great51 reviews
  • Infinity Pool
  • Spa Services
  • Private Verandas
From   US$ 571 /nightSelect
  • Private balconies with panoramic caldera views
  • Infinity pool overlooking Aegean Sea
  • Elegant restaurant with caldera vista
8.8
Great4 reviews
  • Hot tub
  • Fireplace
  • Outdoor dining
From   US$ 620 /nightSelect
  • Panoramic volcano and Aegean sea views
  • Private balcony with hot tub
  • On-site water sports facilities
  • Sea view
  • Private entrance
  • Jacuzzi
From   US$ 444 /nightSelect
  • Stunning sea view balconies
  • Adults-only atmosphere for relaxation
  • Jacuzzi for private retreats
8.0
Great13 reviews
  • Outdoor pool
  • Spa services
  • Sun terrace
From   US$ 312 /nightSelect
  • Outdoor swimming pool with mountain views
  • Private balconies with sea views
  • On-site bike and car rentals available
8.4
Great4 reviews
  • Private Entrance
  • Hot Tub
  • Car Rental
From   US$ 884 /nightSelect
  • Scenic sea views from cavehouse villas
  • Private hot tubs in accommodations
  • Air-conditioned units with terraces
  • Saltwater Pool
  • Wellness Spa
  • Private Beach
From   US$ 498 /nightSelect
  • Saltwater pool with scenic views
  • On-site spa with wellness packages
  • Private beachfront access available
Villa
  • Sea views
  • Diving activities
  • Private entrance
From   US$ 317 /nightSelect
  • Sea view terrace for relaxation
  • On-site diving activities available
  • Pet-friendly accommodations offered
  • Private Pool
  • Wellness Spa
  • Infinity Pool
From   US$ 1 633 /nightSelect
  • Private pool with stunning sea views
  • Wellness packages and fitness classes
  • In-room breakfast and dining options
8.6
Great34 reviews
  • Outdoor Jacuzzi
  • Rooftop Pool
  • Luxury Amenities
From   US$ 367 /nightSelect
  • Private outdoor Jacuzzi with stunning views
  • Luxurious suite carved from volcanic rock
  • Located near famous Oia sunsets
Holiday home
  • Outdoor Pool
  • Patio Space
  • Airport Shuttle
From   US$ 1 298 /nightSelect
  • Spectacular terrace with sea views
  • Outdoor swimming pool for relaxation
  • Spacious holiday home with five bathrooms
8.6
Great12 reviews
  • 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
8.6
Great21 reviews
  • Hot tub
  • Private parking
  • Fully equipped kitchen
From   US$ 207 /nightSelect
  • Traditional suites with spacious layouts
  • Two suites featuring hot tubs
  • Located near village square restaurants