Top Vacation homes in Santorini Caldera

Find the Top Vacation homes in Santorini Caldera – 80+ Quality Options from Leading Providers

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22 Guests, 1 Room
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61-80 out of 81 vacation homes
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5 adults
1 bedroom
3 beds
From   US$ 635 /nightSelect
  • Breathtaking sea views from balconies
  • On-site hot tub for relaxation
  • Family-friendly accommodations available
4 adults
2 bedrooms
3 beds
From   US$ 837 /nightSelect
  • Private villas with outdoor hot tubs
  • Spectacular views of Pyrgos Village
  • Luxurious spa and wellness services
Holiday home
From   US$ 204 /nightSelect
The Casa Sigala Cave Villa is nestled in the Oia Caldera district, Oia Castle is 750 metres away.
  • Infinity pool
  • On-site Spa
  • Private terraces
From   US$ 422 /nightSelect
  • Stunning caldera sunset views
  • Boutique suites with Cycladic decor
  • Exclusive helicopter transportation service
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$ 905 /nightSelect
  • Private entrance and sun terrace
  • On-site spa with various treatments
  • Car and bicycle rental services
From   US$ 128 /nightSelect
Being within 0.8 miles of Panagia Platsani, this villa features a sunny patio.
  • Heated Plunge Pool
  • Private Terrace
  • Luxury Amenities
From   US$ 335 /nightSelect
  • Heated mini plunge pool with sea views
  • Tailor-made concierge services available
  • Authentic cave-house accommodation design
From   US$ 394 /nightSelect
Featuring the vicinity to the Aegean Sea, this property with a full kitchen is in an area where guests can engage in such activities as canoeing, hiking and horseback riding.
  • Hot Tub
  • Coffee Shop
  • Diving Services
From   US$ 416 /nightSelect
  • Private hot tub in each unit
  • Secluded sea view terraces
  • On-site coffee shop
  • Hot Tub
  • Spa Services
  • Outdoor Dining
From   US$ 1 211 /nightSelect
  • Stunning sea view terrace
  • Private hot tub and spa services
  • Outdoor dining with city views
  • Private terrace
  • Steam bath
  • Outdoor Jacuzzi
From   US$ 865 /nightSelect
  • Private indoor heated pool
  • Intimate cave-like wine cellar
  • Serene adults-only atmosphere
From   US$ 509 /nightSelect
Kampia Beach is located 25 minutes' walk from the Serra Exclusive Suites Akrotiri, while you can enjoy a hot tub and an outdoor swimming pool on-site.
From   US$ 387 /nightSelect
The Wesense Santorini Villa Imerovigli is set 5 minutes by car from MATI Art Gallery and within 300 metres of Anastasi Church.
  • Outdoor Pool
  • Sea Views
  • Car Rental
From   US$ 673 /nightSelect
  • Villa with terrace and sea views
  • Seasonal outdoor swimming pool
  • On-site car rental service available
Holiday home
  • Sea views
  • Air conditioning
  • Flat-screen TV
From   US$ 169 /nightSelect
  • Sea-view holiday home with outdoor seating
  • Adults-only accommodation for relaxed stays
  • Activities like diving and cycling nearby
  • Heated Jacuzzi
  • Sun Terrace
  • Private Entrance
From   US$ 1 020 /nightSelect
  • Stunning sunset views over the caldera
  • Outdoor heated jacuzzi for relaxation
  • Bespoke breakfast prepared by local chef
  • Private Hot Tub
  • Sea View
  • Free Parking
From   US$ 496 /nightSelect
  • Private hot tub with sea views
  • Soundproof and non-smoking villa
  • Free private parking available
From   US$ 467 /nightSelect
Composed of 2 bedrooms and 2 bathrooms, this villa is set only 0.5 miles from Agios Georgios Church.
From   US$ 434 /nightSelect
While staying at the Michelangelo Beach Villa you are invited to discover Sunset in Oia, set about 1.8 miles away, or Oia Castle, which is about 2 miles away.