Top Holiday rentals in Santorini Caldera

Find the Top Holiday rentals in Santorini Caldera – 90+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-20 out of 92 holiday rentals
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Holiday home
From   US$ 614 /nightSelect
  • Private hot tub with sea views
  • Air-conditioned with outdoor terrace
  • Breakfast with vegetarian options
6 adults
2 bedrooms
2 beds
From   US$ 495 /nightSelect
  • Cave suites with Aegean Sea views
  • Private terraces with hot tubs
  • Helicopter trips to nearby islands
  • Private Pools
  • Spa Services
  • Candlelight Dining
From   US$ 1 098 /nightSelect
  • Spectacular caldera views from private pools
  • Luxurious villas with candlelight dining
  • On-site spa treatments for relaxation
  • Wellness Spa
  • Private Parking
  • Hiking Trails
From   US$ 429 /nightSelect
  • Private villas with stunning sea views
  • On-site wellness spa with various treatments
  • Complimentary welcome drink upon arrival
  • Private Hot Tub
  • Infinity Pool
  • Heated Pool
From   US$ 761 /nightSelect
  • Stunning sunset views from every suite
  • Private outdoor hot tubs in every suite
  • Infinity and heated pool options available
  • Outdoor hot tub
  • On-site spa
  • Bicycle rental
From   US$ 322 /nightSelect
  • Private outdoor hot tubs in suites
  • Breathtaking Caldera views
  • Extensive on-site spa services
Holiday home
  • Hot Tub
  • Sea Views
  • Family Rooms
From   US$ 194 /nightSelect
  • Hot tub with stunning mountain views
  • Private balconies with sea views
  • Activities like hiking and snorkeling
Holiday home
  • Hot Tub
  • Patio
  • Flat-screen TV
From   US$ 535 /nightSelect
  • Cave-style hot tub with sea views
  • Traditional holiday home atmosphere
  • Walking tours available on-site
  • Private Pools
  • Indoor Hot Tubs
  • Outdoor Swimming Pool
From   US$ 391 /nightSelect
  • Private swimming pools in villas
  • Breathtaking views of Caldera
  • On-site spa with luxury treatments
  • Rooftop Pool
  • Private Terrace
  • Spa Services
From   US$ 820 /nightSelect
  • Rooftop pool with mountain views
  • Private terrace with sea views
  • Spa services including massages
  • Private Pool
  • Spa Bath
  • Al Fresco Dining
From   US$ 591 /nightSelect
  • Private pool with Aegean Sea views
  • Spa bath with hydromassage facilities
  • Al fresco dining in garden surroundings
  • Heated pool
  • Private terrace
  • Outdoor dining
From   US$ 496 /nightSelect
  • Private heated swimming pools
  • Breathtaking sunset and Aegean views
  • On-site spa services available
Apartment
  • Private Terraces
  • On-site Spa
  • Jacuzzi
From   US$ 992 /nightSelect
  • Stunning views of Aegean Sea and volcano
  • Charming Cycladic architecture style
  • On-site activities: hiking and diving
  • Sea view
  • Private balcony
  • Kitchenette
From   US$ 61 /nightSelect
  • Balcony overlooking the Aegean Sea
  • Friendly family-run hospitality
  • Fully equipped kitchen facilities
  • Outdoor Pool
  • Hot Tub
  • Bar Service
From   US$ 189 /nightSelect
  • Unobstructed Aegean Sea views
  • Traditional self-catering accommodation
  • Relaxing outdoor swimming pool
  • Outdoor Hot Tub
  • Air Conditioning
  • In-room Breakfast
From   US$ 311 /nightSelect
  • Spectacular sunset and Caldera views
  • Elegant Cycladic-style apartments
  • Outdoor hot tub available in some apartments
  • Hot tub
  • Outdoor pool
  • Spa services
From   US$ 342 /nightSelect
  • Hot tub and spa treatments available
  • Seasonal outdoor swimming pool
  • Mountain and sea views from suites
  • Outdoor pool
  • Room service
  • Bike hire
From   US$ 150 /nightSelect
  • Panoramic views of Aegean Sea
  • Outdoor pool blending with scenery
  • Luxury cave-style suites
Apartment
  • Private Balconies
  • Fully Equipped Kitchen
  • Daily Apartment Service
From   US$ 146 /nightSelect
  • Private balconies with panoramic sea views
  • Traditionally furnished charming studios
  • On-site jacuzzi for relaxation
  • Air Conditioning
  • Satellite TV
  • Fridge
From   US$ 78 /nightSelect
  • Scenic Caldera views and sunsets
  • Cycladic-style architecture and design
  • Air-conditioned rooms with satellite TV