Top Vacation rentals in Santorini Caldera

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

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22 Guests, 1 Room
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41-60 out of 90 vacation rentals
5 adults
2 bedrooms
2 beds
From   US$ 256 /nightSelect
The smoke-free Valery Suites is located 507 miles from Aktion airport and a 10-minute stroll from Taxi bus stop.
8 adults
3 bedrooms
4 beds
From   US$ 445 /nightSelect
  • Spectacular Caldera views from terraces
  • Private pool and hot tub in suites
  • On-site spa with beauty services
  • Hot Tub
  • Spa Services
  • Outdoor Dining
From   US$ 897 /nightSelect
  • Stunning sea view terrace
  • Private hot tub and spa services
  • Outdoor dining with city views
Villa
  • Rooftop Pool
  • On-site Spa
  • Seasonal Pool
From   US$ 371 /nightSelect
  • Rooftop pool with stunning views
  • On-site spa with beauty services
  • Seasonal outdoor plunge pool
  • Infinity pool
  • Hot tub
  • Pool bar
From   US$ 179 /nightSelect
  • Infinity pool with stunning views
  • Adults-only luxury accommodations
  • Hot tub for ultimate relaxation
  • Outdoor pool
  • Hot tub
  • Private verandas
From   US$ 223 /nightSelect
  • Homemade breakfast with daily specials
  • Private terraces boast stunning sunset views
  • Family-run atmosphere fosters warm hospitality
  • 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
  • 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 Verandas
  • In-room Spa
  • Custom Dining
From   US$ 553 /nightSelect
  • Breathtaking Caldera views from private verandas
  • Luxury spa services available in-villa
  • Custom food baskets and fine wine offerings
  • Private Pools
  • Healing Spa
  • On-site Dining
From   US$ 488 /nightSelect
  • Private villas with stunning Aegean views
  • Exclusive yacht and helicopter tours available
  • Private pools in luxurious villa settings
  • 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
Holiday home
  • Flat-screen TV
  • Safety deposit box
  • Coffee machine
From   US$ 324 /nightSelect
  • Panoramic sea view terrace
  • Private entrance for convenience
  • Air-conditioned holiday home units
From   US$ 604 /nightSelect
The Inspire Santorini Luxury Villas, located merely a 5-minute walk from Pelican Kipos, is also at a proximity to Cathedral of Saint John the Baptist.
10.0
Perfect2 reviews
  • Private Spa
  • Sun Terrace
  • Bicycle Rental
From   US$ 1 312 /nightSelect
  • Private entrance and sun terrace
  • On-site spa with various treatments
  • Car and bicycle rental services
  • Outdoor Pool
  • Air Conditioning
  • Spa Services
From   US$ 597 /nightSelect
  • Outdoor pool with stunning views
  • Air-conditioned villas with three bedrooms
  • On-site spa services available
  • Sun terrace
  • Garden
  • Fully equipped kitchen
From   US$ 258 /nightSelect
  • Panoramic Aegean Sea views
  • Authentic Santorinian cave architecture
  • On-site water sport facilities
  • Infinity Pool
  • Outdoor Hot Tubs
  • Hammam
From   US$ 2 004 /nightSelect
  • Infinity pools with stunning caldera views
  • Luxurious on-site spa treatments available
  • Elegant villa with five bedrooms
Holiday home
  • Private Courtyards
  • Balconies
  • Garden
From   US$ 70 /nightSelect
  • Authentic Santorini winery conversion
  • Enchanting balconies with sea views
  • Private courtyards for relaxation
10.0
Perfect1 review
  • Private Villas
  • Hot Tub
  • Sun Terraces
From   US$ 475 /nightSelect
  • Private villas with hot tubs
  • On-site yoga and outdoor activities
  • Beautiful sea-view sun terraces
Holiday home
From   US$ 393 /nightSelect
Situated 250 metres from Agios Georgios Church, the property provides accommodation with a sunbathing terrace and a picnic area.