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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1-20 out of 237 vacation rentals
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3 adults
1 bedroom
1 bed
From   US$ 761 /nightSelect
  • Incredible sunset views from private terraces
  • Luxurious suites with private hot tubs
  • Infinity pool overlooking the Aegean
6 adults
2 bedrooms
2 beds
From   US$ 495 /nightSelect
  • Cave suites with Aegean Sea views
  • Traditional Greek breakfast served daily
  • Private hot tubs on spacious terraces
  • Outdoor Jacuzzi
  • Kids' Pool
  • Fitness Centre
From   US$ 601 /nightSelect
  • Outdoor dining with stunning sea views
  • Luxurious on-site wellness spa services
  • Heated outdoor pools for year-round use
  • Circular Jacuzzi
  • Private terrace
  • Jacuzzi suite
From   US$ 1 180 /nightSelect
  • Private terrace with circular Jacuzzi
  • Luxurious master bedroom with Jacuzzi
  • Mezzanine bedroom with Caldera views
Holiday home
  • Hot Tub
  • Patio
  • Blu-ray Player
From   US$ 535 /nightSelect
  • Outdoor cave-style hot tub
  • Panoramic Aegean Sea views
  • Traditionally built holiday home
  • Outdoor Hot Tub
  • Private Pool
  • Concierge Service
From   US$ 1 433 /nightSelect
  • Private outdoor hot tubs with caldera views
  • Luxurious villas with traditional cave design
  • Ideal venue for weddings and events
  • Infinity Pool
  • Outdoor Jacuzzi
  • Self-Catering
From   US$ 875 /nightSelect
  • Private outdoor Jacuzzis in selected villas
  • Seasonal outdoor infinity pool with views
  • Traditional architecture with modern design
  • Private Pool
  • Hot Tub
  • Outdoor Spa
From   US$ 445 /nightSelect
  • Spectacular Caldera views from terraces
  • Private pool and hot tub in suites
  • On-site spa with beauty services
  • Private Pools
  • Hot Tubs
  • On-site Spa
From   US$ 1 098 /nightSelect
  • Private villas with stunning caldera views
  • Luxurious villas with private pools
  • Exclusive candlelight dining experience
  • Air Conditioning
  • Satellite TV
  • Fridge
From   US$ 78 /nightSelect
  • Scenic sunset views from the hotel
  • Air-conditioned rooms with satellite TV
  • Short walk to Orthodox Church
  • Sea view terrace
  • Air conditioning
  • Self-catering kitchen
From   US$ 1 027 /nightSelect
  • Elegant villas with sea and volcano views
  • Centrally located near historical sites
  • On-site spa services available
  • Private Pool
  • Spa Centre
  • Garden Area
From   US$ 1 821 /nightSelect
  • Private villa with outdoor swimming pool
  • Spa services including full body massage
  • Spacious terrace offering sea views
  • Natura Spa
  • Akau Restaurant
  • Infinity Pool
From   US$ 513 /nightSelect
  • Private heated plunge pool in villas
  • Nikkei cuisine at Akau Restaurant
  • Infinity pool with spectacular views
  • Furnished Terraces
  • Private Massage
  • Four-Poster Beds
From   US$ 401 /nightSelect
  • Stylish suites with sea and caldera views
  • American breakfast served in scenic settings
  • Exclusive massage treatments on private terraces
  • Infinity Pool
  • Private Terrace
  • Concierge Service
From   US$ 1 517 /nightSelect
  • Breathtaking caldera view from private terrace
  • Infinity swimming pool overlooking Aegean Sea
  • Dedicated 24/7 concierge service available
  • Hot tub
  • Cooking classes
  • Private terrace
From   US$ 968 /nightSelect
  • Private entrance with stunning sea views
  • Relaxing hot tub and on-site massage
  • Fully equipped kitchen for cooking classes
  • Private Pools
  • On-site Spa
  • Outdoor Dining
From   US$ 724 /nightSelect
  • Unobstructed views of the Caldera
  • Chic design with volcanic soil integration
  • Private pools for each villa
  • Infinity Pool
  • BBQ Area
  • Private Yard
From   US$ 637 /nightSelect
  • Breathtaking sunset views
  • Private outdoor hydro massage spa
  • Multiple luxurious private pools
  • Shared Pool
  • Air Conditioning
  • Seating Area
From   US$ 449 /nightSelect
  • Aegean Sea views from private balconies
  • Outdoor pool with sun loungers
  • On-site spa with massage services
  • Heated Pool
  • Air Conditioning
  • Private Bathroom
From   US$ 579 /nightSelect
  • Heated outdoor pool with caldera views
  • Stylish, contemporary rooms with amenities
  • Arrangements for wine tasting tours