Top Vacation homes in Santorini Caldera

Find the Top Vacation homes 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 91 vacation homes
Holiday home
From   US$ 270 /nightSelect
  • Private balcony with sea views
  • Fully equipped kitchen for convenience
  • Air-conditioned accommodations available
8.6
Great9 reviews
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
8.2
Great18 reviews
  • Outdoor furniture
  • Flat-screen TV
  • Private bathroom
From   US$ 1 282 /nightSelect
  • Breathtaking sea views from the villa
  • Air-conditioned units with private entrances
  • Outdoor dining area for guests
  • 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
9.0
Perfect5 reviews
  • Rooftop Pool
  • On-site Spa
  • Seasonal Pool
From   US$ 324 /nightSelect
  • Rooftop pool with stunning views
  • On-site spa with beauty services
  • Seasonal outdoor plunge pool
  • Fully equipped kitchen
  • Smart LCD
  • In-room amenities
From   US$ 358 /nightSelect
  • Romantic traditional interiors with quality furniture
  • Two connecting bedrooms with orthopedic mattresses
  • On-site activities include cycling and diving
  • Private Jacuzzi
  • En-suite bathrooms
  • Fully equipped kitchen
From   US$ 1 350 /nightSelect
  • Panoramic volcano and sea views
  • Outdoor private Jacuzzi on the terrace
  • Concierge for tailored local experiences
8.6
Great9 reviews
  • Heated Plunge Pools
  • In-Room Massage
  • Signature Breakfast
From   US$ 1 313 /nightSelect
  • Heated plunge pools with hydromassage jets
  • Stunning Aegean Sea and Caldera views
  • Traditional rooms with island-inspired decor
Holiday home
8.2
Great12 reviews
  • Private Balcony
  • Air Conditioning
  • Airport Shuttle
From   US$ 326 /nightSelect
  • Private balconies with stunning sea views
  • Soundproof, air-conditioned accommodations
  • Convenient paid airport shuttle service
8.6
Great27 reviews
  • 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
9.2
Perfect13 reviews
  • 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
9.0
Perfect9 reviews
  • 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
  • Outdoor Pool
  • Air Conditioning
  • Spa Services
From   US$ 578 /nightSelect
  • Outdoor pool with stunning views
  • Air-conditioned villas with three bedrooms
  • On-site spa services available
8.8
Great37 reviews
  • Sun terrace
  • Garden
  • Fully equipped kitchen
From   US$ 258 /nightSelect
  • Panoramic Aegean Sea views
  • Authentic Santorinian cave architecture
  • On-site water sport facilities
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$ 728 /nightSelect
  • Private entrance and sun terrace
  • On-site spa with various treatments
  • Car and bicycle rental services
8.6
Great22 reviews
From   US$ 181 /nightSelect
Situated 1 miles from Orthodox Metropolitan Cathedral, this venue features a sun terrace and a sun deck.
Holiday home
8.2
Great26 reviews
  • Private Courtyards
  • Balconies
  • Garden
From   US$ 70 /nightSelect
  • Authentic Santorini winery conversion
  • Enchanting balconies with sea views
  • Private courtyards for relaxation
8.6
Great10 reviews
  • 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
8.2
Great18 reviews
From   US$ 238 /nightSelect
The Casa Sigala Cave Villa is nestled in the Oia Caldera district, Oia Castle is 750 metres away.