Top Holiday homes in Santorini Caldera

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

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Rooms & Guests
22 Guests, 1 Room
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61-80 out of 116 holiday homes
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8.4
Great12 reviews
11 adults
4 bedrooms
6 beds
From   US$ 335 /nightSelect
  • Private terrace with stunning island views
  • Luxurious villas with private Jacuzzis
  • On-site indoor pool and spa services
8.8
Great1 review
6 adults
1 bedroom
2 beds
From   US$ 978 /nightSelect
  • Private hot tub in each unit
  • Stunning sea view accommodations
  • Continental and vegetarian breakfast
8.6
Great12 reviews
  • Outdoor Pool
  • On-site Spa
  • Bicycle Rental
From   US$ 1 557 /nightSelect
  • Outdoor swimming pool with views
  • On-site spa for relaxation
  • Bicycle and car rental services
8.6
Great9 reviews
  • Hot tub
  • Private balconies
  • Free parking
From   US$ 338 /nightSelect
  • Private balconies with stunning sea views
  • Relaxing hot tub and outdoor terrace
  • Free private parking available on site
8.6
Great9 reviews
  • Heated Plunge Pool
  • Private Verandas
  • In-room Massage
From   US$ 994 /nightSelect
  • Heated plunge pools with hydromassage jets
  • Stunning views over the Aegean Sea
  • In-room massage appointments available
  • Saltwater Pool
  • Private Balcony
  • On-site Spa
From   US$ 498 /nightSelect
  • Saltwater pool with spa facilities
  • Beachfront access and barbecue facilities
  • Wellness packages and massage options
8.6
Great9 reviews
  • Private Pools
  • On-site Spa
  • Furnished Terraces
From   US$ 445 /nightSelect
  • Spectacular caldera views from suites
  • Luxurious villas with private pools
  • Spa services with outdoor jacuzzi
8.4
Great3 reviews
  • Four-poster beds
  • Private terraces
  • American breakfast
From   US$ 371 /nightSelect
  • Stylish suites with sea views
  • Four-poster beds in all suites
  • On-site exclusive massage treatments
  • Hot Tub
  • Sea Views
  • Private Balcony
From   US$ 143 /nightSelect
  • Private hot tub with stunning sea views
  • Soundproof rooms with air conditioning
  • Spacious terrace with outdoor furniture
8.2
Great23 reviews
  • Private Terraces
  • Outdoor Pool
  • Jacuzzi
From   US$ 234 /nightSelect
  • Stunning sea view private terraces
  • Luxurious outdoor swimming pool
  • Proximity to hiking and diving activities
Holiday home
  • Outdoor Pool
  • Bicycle Rentals
  • Garden Views
From   US$ 167 /nightSelect
  • Garden-view accommodation with kitchen
  • Seasonal outdoor swimming pool
  • Airport shuttle and bicycle rentals
Holiday home
  • Hot tub
  • Car rental
  • Private parking
From   US$ 348 /nightSelect
  • Private terrace with sea views
  • On-site hot tub for relaxation
  • Air-conditioned holiday home
  • Private Pool
  • Hot Tub
  • City View
From   US$ 332 /nightSelect
  • Private hot tub with sea views
  • Air-conditioned villa with private pool
  • Continental breakfast included
  • Outdoor hot tub
  • Spa services
  • Private garden
From   US$ 1 038 /nightSelect
  • Private outdoor pool and hot tub
  • On-site spa with full treatments
  • Daily homemade breakfast included
Holiday home
  • Heated Plunge Pool
  • Private Terrace
  • Concierge Service
From   US$ 970 /nightSelect
  • Private terrace with caldera views
  • Luxury Cycladic cave-house accommodations
  • Indoors heated plunge pool
  • Outdoor Pool
  • Jacuzzi
  • Self-catering
From   US$ 875 /nightSelect
  • Traditional houses with rich history
  • Outdoor infinity pool with terrace views
  • Romantic villas with private Jacuzzis
  • Infinity Pool
  • Private Terrace
  • On-site Chef
From   US$ 1 517 /nightSelect
  • Infinity pool with caldera view
  • 24/7 concierge service available
  • Stunning sunset wedding venue
8.0
Great2 reviews
  • Private Pools
  • On-site Spa
  • Outdoor Dining
From   US$ 985 /nightSelect
  • Unobstructed caldera views from villas
  • Private pools in every villa
  • Traditional architecture with modern design
Holiday home
8.2
Great26 reviews
  • Private Courtyard
  • Traditional Décor
  • Spacious Terraces
From   US$ 103 /nightSelect
  • Authentic Santorini living experience
  • Enchanting sea view balconies
  • Historical winery transformed into houses
Holiday home
8.8
Great8 reviews
  • 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