Top Holiday rentals in Santorini Caldera

Find the Top Holiday rentals 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
2Filter & Sort
121-140 out of 199 holiday rentals
2Filter & Sort
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Holiday home
3 adults
1 bedroom
2 beds
From   US$ 246 /nightSelect
  • Stunning sea views from private terrace
  • Garden area for relaxation and leisure
  • On-site bicycle and hiking tours available
6 adults
3 bedrooms
3 beds
From   US$ 601 /nightSelect
  • Private villa with stunning sea views
  • On-site spa with extensive treatment options
  • Year-round outdoor heated pools available
  • Jacuzzi
  • Fireplace
  • Hot tub
From   US$ 1 180 /nightSelect
  • Private terrace with circular Jacuzzi
  • Traditional Cycladic cave house style
  • Master bedroom with mosaic Jacuzzi
Holiday home
  • Hot tub
  • Car rental
  • Private parking
From   US$ 460 /nightSelect
  • Private terrace with sea views
  • On-site hot tub for relaxation
  • Air-conditioned holiday home
  • Indoor Jacuzzi
  • Rooftop Pool
  • Fully Equipped Kitchenette
From   US$ 367 /nightSelect
  • Stunning caldera views from large patios
  • Romantic ambiance with private Jacuzzi
  • Carved into volcanic rocks for unique design
  • Air Conditioning
  • Private Bathroom
  • Car Rental
From   US$ 181 /nightSelect
  • Fully equipped kitchen with dining area
  • Scenic terrace with sea views
  • On-site massage services available
Holiday home
  • Hot Tub
  • Car Rental
  • Private Parking
From   US$ 147 /nightSelect
  • Private sea-view patio
  • On-site hot tub/Jacuzzi
  • Car rental service available
Holiday home
  • Sea-view balconies
  • Private entrance
  • Air conditioning
From   US$ 358 /nightSelect
  • Balconies with stunning sea views
  • Soundproof, air-conditioned accommodations
  • Private entrance for guest convenience
  • Indoor Pool
  • Private Jacuzzi
  • Outdoor Terrace
From   US$ 335 /nightSelect
  • Private terrace with stunning island views
  • Luxurious villas with private Jacuzzis
  • On-site indoor pool and spa services
Apartment
  • Heated Pool
  • Hot Tub
  • Beach Access
From   US$ 288 /nightSelect
  • Heated pool with sea views
  • Beach access with various activities
  • Private hot tub in apartment
  • Hot Tub
  • Family Rooms
  • Private Patio
From   US$ 978 /nightSelect
  • Private hot tub in each unit
  • Stunning sea view accommodations
  • Continental and vegetarian breakfast
  • Outdoor Pool
  • On-site Spa
  • Bicycle Rental
From   US$ 1 557 /nightSelect
  • Outdoor swimming pool with views
  • On-site spa for relaxation
  • Bicycle and car rental services
  • Hot tub
  • Private balconies
  • Free parking
From   US$ 338 /nightSelect
  • Private balconies with stunning sea views
  • Relaxing hot tub and outdoor terrace
  • Free private parking available on site
  • Heated Plunge Pool
  • Private Verandas
  • In-room Massage
From   US$ 994 /nightSelect
  • Heated plunge pools with hydromassage jets
  • Stunning views over the Aegean Sea
  • In-room massage appointments available
  • Private Pools
  • On-site Spa
  • Furnished Terraces
From   US$ 445 /nightSelect
  • Spectacular caldera views from suites
  • Luxurious villas with private pools
  • Spa services with outdoor jacuzzi
Apartment
  • Outdoor dining
  • Fully equipped kitchen
  • Flat-screen TV
From   US$ 157 /nightSelect
  • Outdoor dining area with stunning views
  • Well-equipped kitchens for convenient stays
  • Flat-screen TV for entertainment options
Apartment
  • On-site Spa
  • Fully-equipped Kitchen
  • Air Conditioning
From   US$ 319 /nightSelect
  • On-site hiking for adventure seekers
  • Fully-equipped kitchen in every suite
  • Air conditioning for comfortable stays
  • Four-poster beds
  • Private terraces
  • American breakfast
From   US$ 536 /nightSelect
  • Stylish suites with sea views
  • Four-poster beds in all suites
  • On-site exclusive massage treatments
  • Hot Tub
  • Sea Views
  • Private Balcony
From   US$ 143 /nightSelect
  • Private hot tub with stunning sea views
  • Soundproof rooms with air conditioning
  • Spacious terrace with outdoor furniture
Villa
  • On-site Spa
  • Shared Kitchen
  • Outdoor Dining
From   US$ 451 /nightSelect
  • Mountain and sea views from terrace
  • On-site spa services available
  • Private check-in and check-out service