Top Holiday rentals in Santorini Caldera

Find the Top Holiday rentals in Santorini Caldera – 100+ Quality Options from Leading Providers

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Rooms & Guests
22 Guests, 1 Room
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81-100 out of 199 holiday rentals
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10 adults
6 bedrooms
17 beds
From   US$ 496 /nightSelect
  • Private heated swimming pools
  • Breathtaking sunset and Aegean views
  • On-site spa services available
Apartment
5 adults
2 bedrooms
3 beds
From   US$ 184 /nightSelect
  • On-site spa services available
  • Pets allowed for furry guests
  • Paid babysitting services offered
Apartment
  • Outdoor Jacuzzi
  • Concierge Services
  • On-site Spa
From   US$ 583 /nightSelect
  • Breathtaking caldera view balconies
  • Luxury suites with outdoor jacuzzis
  • Personalized concierge and tours
  • Hot tub
  • Sun terrace
  • Bike rentals
From   US$ 105 /nightSelect
  • Stunning sea views from private balcony
  • On-site hot tub and sun terrace available
  • Bicycle rentals for local exploration
  • Private balcony
  • Well-equipped kitchen
  • Air conditioning
From   US$ 188 /nightSelect
  • Spacious apartment with a terrace
  • Air-conditioned living spaces available
  • Scenic views from private balcony
  • Sea views
  • Free parking
  • Family rooms
From   US$ 217 /nightSelect
  • Jacuzzi in private accommodations
  • Paid airport shuttle service available
  • Contemporary villas with sea views
Apartment
  • Private Entrance
  • Sun Terrace
  • Safety Deposit
From   US$ 361 /nightSelect
  • Private cave-style accommodation with balcony
  • On-site spa offering various beauty treatments
  • Bicycle and car rental for adventures
  • Jacuzzi suites
  • Living room
  • Fully equipped kitchen
From   US$ 207 /nightSelect
  • Jacuzzi suites with private hot tubs
  • Traditional design in restored suites
  • Convenient access to local amenities
Apartment
  • On-site Spa
  • Air Conditioning
  • Kitchenette
From   US$ 426 /nightSelect
  • Unique sea-view caves accommodation
  • Extensive on-site spa services
  • Short walk to restaurants and bars
Apartment
  • On-site Spa
  • Private Parking
  • Outdoor Pool
From   US$ 355 /nightSelect
  • Pool with stunning sea views
  • Comprehensive on-site spa services
  • Private beach access for guests
  • Private Hot Tub
  • Fully Equipped Kitchen
  • Ocean Views
From   US$ 474 /nightSelect
  • Villas with private hot tubs
  • Rich breakfast with home-grown products
  • On-site massage services
Villa
  • Rooftop Pool
  • On-site Spa
  • Seasonal Plunge Pool
From   US$ 264 /nightSelect
  • Rooftop pool with stunning caldera views
  • On-site spa with beauty services available
  • Diverse activities like diving and hiking
Apartment
  • Hot tub
  • Daily maid
  • Private tours
From   US$ 164 /nightSelect
  • Double-storey suites with classic décor
  • Stunning sunsets from secluded location
  • Personalized massage and beauty treatments
Apartment
  • Hot tub
  • Private kitchen
  • In-room breakfast
From   US$ 555 /nightSelect
  • Breathtaking Caldera and volcano views
  • Adults-only accommodation experience
  • Luxurious hot tub and jacuzzi amenities
Apartment
  • Spa bath
  • Outdoor terrace
  • Picnic area
From   US$ 249 /nightSelect
  • Private patios with sea views
  • On-site hot tub for relaxation
  • Outdoor dining area for picnics
  • Outdoor Pool
  • Car Rental
  • Air Conditioning
From   US$ 1 046 /nightSelect
  • Heated pool with stunning views
  • Private terrace for outdoor dining
  • Pet-friendly accommodation available
  • Outdoor Jacuzzi
  • Hydromassage Bathtub
  • Personalized Service
From   US$ 411 /nightSelect
  • Outdoor Jacuzzi with Caldera views
  • Stylish indoor hydromassage bathtub
  • Personalized service and local tips
  • Private Villas
  • Yoga Classes
  • Spa Treatments
From   US$ 492 /nightSelect
  • Breathtaking Caldera views from villas
  • Personalized wellness and spa services
  • Private yoga sessions at your villa
Apartment
  • Flat-screen TV
  • Private bathroom
  • Electric kettle
From   US$ 140 /nightSelect
  • Terrace with Caldera view
  • Air-conditioned modern rooms
  • Walking distance to vibrant center
  • Hot tub
  • Bicycle rental
  • Packed lunches
From   US$ 352 /nightSelect
  • Hot tub and massage services available
  • Scenic garden views from private villas
  • Vegetarian breakfast served in-room