Top Vacation rentals in Santorini Caldera

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

Destination
Where to?
Check-in
Select date
Check-out
Select date
Rooms & Guests
22 Guests, 1 Room
2Filter & Sort
201-220 out of 230 vacation rentals
2Filter & Sort
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
6 adults
4 bedrooms
4 beds
From   US$ 828 /nightSelect
  • Private pool with stunning sea views
  • Air-conditioned villa with 4 bedrooms
  • On-site activities like cooking classes
Villa
8 adults
1 bedroom
2 beds
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
  • Heated Pool
  • Spa Services
  • Private Hot Tub
From   US$ 1 139 /nightSelect
  • Heated outdoor pool with stunning views
  • Creative Greek cuisine at SP restaurant
  • Luxurious spa with rejuvenating therapies
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
  • Private balcony
  • Kids' play area
  • Bar/lounge
From   US$ 218 /nightSelect
  • Terrace with sea views
  • Private entrance to apartment
  • Kids' pool and play area
Holiday home
  • Garden
  • Terrace
  • Family rooms
From   US$ 213 /nightSelect
  • Air-conditioned family holiday home
  • Private terrace for outdoor dining
  • Paid airport shuttle service available
  • Air Conditioning
  • Private Entrance
  • Balcony
From   US$ 224 /nightSelect
  • Stunning mountain and sea views
  • Private entrance and soundproofing
  • Outdoor dining area for relaxation
  • Hot tub
  • Private entrance
  • Car rental
From   US$ 772 /nightSelect
  • Hot tub with stunning sea views
  • Private entrance for added privacy
  • Car rental service available on-site
  • On-site Spa
  • Outdoor Dining
  • Massage Services
From   US$ 399 /nightSelect
  • Full-service spa with diverse treatments
  • Outdoor dining area with scenic views
  • Variety of on-site activities available