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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61-80 out of 230 vacation rentals
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2 adults
1 bedroom
1 bed
From   US$ 144 /nightSelect
  • Private terraces with sea view hot tubs
  • Customized breakfasts on private terraces
  • Exceptional service from engaged staff
3 adults
1 bedroom
2 beds
From   US$ 189 /nightSelect
  • Unobstructed Aegean Sea views
  • Traditional self-catering accommodations
  • Tranquil adults-only atmosphere
Apartment
  • Private Balconies
  • Fully Equipped Kitchen
  • On-site Jacuzzi
From   US$ 146 /nightSelect
  • Private balconies with stunning caldera views
  • Charming studios with traditional furnishings
  • On-site hot tub and jacuzzi amenities
  • Swimming Pool
  • Private Parking
  • Picnic Area
From   US$ 591 /nightSelect
  • Stunning sea view accommodations
  • Outdoor swimming pool with sun loungers
  • On-site spa with various massage options
Apartment
  • Outdoor Hot Tub
  • Private Terraces
  • Spa Services
From   US$ 164 /nightSelect
  • Private outdoor hot tub on terrace
  • Stunning panoramic sea views
  • On-site spa with massage services
  • Outdoor pool
  • Private balcony
  • Jacuzzi
From   US$ 212 /nightSelect
  • Outdoor dining with stunning sea views
  • Private balcony for each accommodation
  • Jacuzzi and outdoor swimming pool
  • Fully equipped kitchen
  • Smart LCD
  • In-room amenities
From   US$ 253 /nightSelect
  • Romantic traditional interiors with quality furniture
  • Two connecting bedrooms with orthopedic mattresses
  • On-site activities include cycling and diving
  • Outdoor Terraces
  • Air Conditioning
  • Spa Services
From   US$ 151 /nightSelect
  • Panoramic volcano and sea views
  • Lovely terraces for outdoor dining
  • Historical 200-year-old captain house
  • Sun Loungers
  • Flat-Screen TV
  • Well-Equipped Kitchenette
From   US$ 162 /nightSelect
  • Panoramic Aegean Sea views
  • Traditionally-built cave apartments
  • Outdoor terraces with sun loungers
  • Ocean views
  • Private terrace
  • Outdoor dining
From   US$ 170 /nightSelect
  • Private entrance with ocean views
  • Fully equipped kitchen facilities
  • Paid airport shuttle service available
Apartment
  • Private Terrace
  • On-site Spa
  • Jacuzzi
From   US$ 769 /nightSelect
  • Private terraces with sunset views
  • Cycladic architecture style
  • On-site spa and wellness services
  • Heated Plunge Pool
  • On-site Spa
  • Outdoor Fireplace
From   US$ 197 /nightSelect
  • Cave suites with plunge pool and views
  • Stunning sunset views over the Caldera
  • On-site spa with beauty treatments
Apartment
  • Private Balconies
  • Air Conditioning
  • Daily Housekeeping
From   US$ 130 /nightSelect
  • Stunning sunrise views from private verandas
  • Handmade breakfast with local products
  • Cycladic architecture with elegant decor
  • Air Conditioning
  • LCD TV
  • Sauna
From   US$ 238 /nightSelect
  • Breathtaking caldera views
  • Traditional Cycladic-style cave rooms
  • Adults-only atmosphere
Apartment
  • Private Parking
  • Jacuzzi
  • Flat-Screen TV
From   US$ 264 /nightSelect
  • Private hot tub in each unit
  • Outdoor dining area with sea views
  • Adults-only accommodation
  • Sun terrace
  • Garden
  • Fully equipped kitchen
From   US$ 353 /nightSelect
  • Panoramic Aegean Sea views
  • Authentic Santorinian cave architecture
  • On-site water sport facilities
  • Heated Plunge Pools
  • In-Room Massage
  • Signature Breakfast
From   US$ 884 /nightSelect
  • Heated plunge pools with hydromassage jets
  • Stunning Aegean Sea and Caldera views
  • Traditional rooms with island-inspired decor
  • Private Hot Tub
  • Rooftop Terrace
  • Air Conditioning
From   US$ 479 /nightSelect
  • Private hot tubs with stunning sunset views
  • Elegant Cycladic design throughout suites
  • Outdoor activities like hiking and diving
Apartment
  • Private Terraces
  • On-site Spa
  • Cooking Classes
From   US$ 758 /nightSelect
  • Stunning Caldera and sea views
  • Traditional Santorinian style decor
  • Private outdoor dining terraces
Apartment
  • Outdoor Jacuzzi
  • Iriana Cafe
  • Private Terrace
From   US$ 605 /nightSelect
  • Private outdoor jacuzzis with Caldera views
  • Breathtaking sunset views from private terrace
  • Elegant Iriana Cafe with Caldera views