Top Vacation rentals in Santorini Caldera

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

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22 Guests, 1 Room
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141-160 out of 230 vacation rentals
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From   US$ 227 /nightSelect
  • Family-friendly accommodations with sea views
  • Air-conditioned apartments with private terraces
  • Paid airport shuttle service available
2 adults
1 bedroom
1 bed
From   US$ 335 /nightSelect
  • Heated mini plunge pool with sea views
  • Tailor-made concierge services available
  • Authentic cave-house accommodation design
  • Hot Tub
  • Coffee Shop
  • Diving Services
From   US$ 545 /nightSelect
  • Private hot tub in each unit
  • Secluded sea view terraces
  • On-site coffee shop
  • Hydromassage Pool
  • Private Sun Terrace
  • Spa Services
From   US$ 602 /nightSelect
  • Private villas with Aegean Sea views
  • Kidney-shaped pools with hydromassage jets
  • On-site spa and wellness center
  • Hot Tub
  • Spa Services
  • Outdoor Dining
From   US$ 1 211 /nightSelect
  • Stunning sea view terrace
  • Private hot tub and spa services
  • Outdoor dining with city views
  • 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
  • Private Verandas
  • In-room Spa
  • Custom Dining
From   US$ 553 /nightSelect
  • Breathtaking Caldera views from private verandas
  • Luxury spa services available in-villa
  • Custom food baskets and fine wine offerings
Apartment
  • Hot tub
  • Outdoor pool
  • Air conditioning
From   US$ 158 /nightSelect
  • Outdoor swimming pool with sun terrace
  • Privacy with air-conditioned accommodations
  • Relaxing hot tub for guests
Apartment
  • Private Pools
  • Organic Dining
  • On-site Spa
From   US$ 580 /nightSelect
  • Luxurious suites with private infinity pools
  • Organic breakfast from onsite garden produce
  • Heated pool with spectacular Aegean views
Holiday home
  • Sea views
  • Private terrace
  • Bicycle rental
From   US$ 289 /nightSelect
  • Private entrance and soundproofing
  • Holiday home with sea views
  • On-site massage and spa facilities
  • Private Parking
  • Hot Tub
  • Dining Area
From   US$ 338 /nightSelect
  • Balconies with stunning sea views
  • Private hot tub for relaxation
  • Outdoor dining area available
  • Private terrace
  • Steam bath
  • Outdoor Jacuzzi
From   US$ 865 /nightSelect
  • Private indoor heated pool
  • Intimate cave-like wine cellar
  • Serene adults-only atmosphere
From   US$ 453 /nightSelect
Guests can enjoy a private pool at the Ramni House: Private Villa With Pool By The Sea, located in the beach area of the city.
From   US$ 509 /nightSelect
Kampia Beach is located 25 minutes' walk from the Serra Exclusive Suites Akrotiri, while you can enjoy a hot tub and an outdoor swimming pool on-site.
From   US$ 1 907 /nightSelect
The Wesense Santorini Villa Imerovigli is set 5 minutes by car from MATI Art Gallery and within 300 metres of Anastasi Church.
Apartment
  • Hot tub
  • Balcony
  • Fully-equipped kitchen
From   US$ 291 /nightSelect
  • Stunning caldera views from the balcony
  • Private hot tub for relaxation
  • Access to nearby Cape Columbo Beach
Apartment
  • Paid babysitting
  • Car park
  • Kitchen
From   US$ 184 /nightSelect
  • On-site paid babysitting services
  • Pet-friendly accommodations available
  • Express check-in and check-out options
  • Private Balcony
  • Well-equipped Kitchen
  • Terrace Area
From   US$ 143 /nightSelect
  • Cozy terrace with sea views
  • Air-conditioned spacious apartment
  • Free parking available on-site
  • Private pool
  • Luxury spa
  • On-site dining
From   US$ 571 /nightSelect
  • Private villas with sea views
  • Luxurious cave suites for couples
  • Exclusive access to Red Beach
  • Private Pool
  • Hot Tub
  • Airport Shuttle
From   US$ 564 /nightSelect
  • Private pools with sea views
  • On-site hot tub and massages
  • Air-conditioned accommodation options