Top Vacation rentals in Santorini Caldera

Find the Top Vacation rentals in Santorini Caldera – 200+ Quality Options from Leading Providers

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22 Guests, 1 Room
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101-120 out of 230 vacation rentals
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Holiday home
From   US$ 113 /nightSelect
  • Sea-view accommodation with outdoor dining
  • Diving and fishing activities nearby
  • Concierge and housekeeping services available
3 adults
1 bedroom
2 beds
From   US$ 571 /nightSelect
  • Private balconies with panoramic caldera views
  • Infinity pool overlooking Aegean Sea
  • Elegant restaurant with caldera vista
Apartment
  • Heated Pool
  • Private Balconies
  • Picnic Area
From   US$ 349 /nightSelect
  • Scenic sea-view private balcony
  • Heated swimming pool with sun loungers
  • On-site picnic area for outdoor leisure
Apartment
  • Hot tub
  • Private terrace
  • Family rooms
From   US$ 133 /nightSelect
  • Mountain and sea view accommodations
  • On-site hot tub and massage services
  • Family-friendly with outdoor dining area
  • Hot Tub
  • Sea View
  • Private Entrance
From   US$ 293 /nightSelect
  • Private hot tub in each unit
  • Stunning sea view balconies
  • Adults-only relaxation atmosphere
  • Hot Tub
  • Family Rooms
  • Coffee Shop
From   US$ 635 /nightSelect
  • Breathtaking sea views from balconies
  • On-site hot tub for relaxation
  • Family-friendly accommodations available
  • Private Pool
  • Outdoor Hot Tub
  • Luxury Spa
From   US$ 837 /nightSelect
  • Private villas with outdoor hot tubs
  • Spectacular views of Pyrgos Village
  • Luxurious spa and wellness services
From   US$ 113 /nightSelect
Nestled in a historical neighbourhood, the Lagadi Suites By K&K Mesaria is 1.3 miles from Castelli of Pyrgos.
  • Private pool
  • Spa bath
  • Sun terrace
From   US$ 506 /nightSelect
  • Private pool with Aegean Sea views
  • Relaxing spa bath with hydromassage
  • Surrounded by lush garden
Apartment
  • Outdoor Pool
  • Private Terraces
  • Hiking Access
From   US$ 127 /nightSelect
  • Apartments with stunning Caldera views
  • Traditional Cycladic-style architecture
  • Seasonal outdoor pool with loungers
Apartment
  • Heated Jacuzzi
  • Outdoor Terrace
  • Airport Transport
From   US$ 329 /nightSelect
  • Breathtaking caldera sunset views
  • Luxury suites with outdoor jacuzzis
  • On-site massage and wellness treatments
Apartment
  • Outdoor pool
  • Hot tub
  • Bicycle rentals
From   US$ 211 /nightSelect
  • Seasonal outdoor swimming pool
  • On-site yoga classes available
  • Bicycle rental service offered
  • Sea view
  • Private entrance
  • Jacuzzi
From   US$ 444 /nightSelect
  • Stunning sea view balconies
  • Adults-only atmosphere for relaxation
  • Jacuzzi for private retreats
Apartment
  • Outdoor Pool
  • Full-service Spa
  • Yoga Classes
From   US$ 654 /nightSelect
  • Seasonal outdoor pool with stunning views
  • Full-service spa with diverse treatments
  • On-site yoga and fitness classes available
Apartment
  • Heated Pool
  • Hot Tub
  • Beach Access
From   US$ 288 /nightSelect
  • Heated pool with sea views
  • Hot tub in spacious apartment
  • Balcony access to beachfront
Apartment
  • Hot tub
  • Sun terrace
  • Private excursions
From   US$ 222 /nightSelect
  • Spectacular caldera sunset views
  • Traditional double-storey suites
  • On-site spa treatments available
  • Private Parking
  • Spa Services
  • Baby Safety Gate
From   US$ 139 /nightSelect
  • Mountain views with spacious balconies
  • On-site spa with varied treatments
  • Baby safety gate for families
  • Private terrace
  • Indoor hot tub
  • Rooftop garden
From   US$ 209 /nightSelect
  • Private hot tub with Caldera views
  • Rooftop terrace for stunning sunsets
  • Traditional cave houses with Cycladic charm
  • Infinity pool
  • On-site Spa
  • Private terraces
From   US$ 422 /nightSelect
  • Stunning caldera sunset views
  • Boutique suites with Cycladic decor
  • Exclusive helicopter transportation service
  • Private Pool
  • Garden Area
  • On-site Spa
From   US$ 293 /nightSelect
  • Private villas with pools and sun decks
  • Charming garden surrounded by greenery
  • On-site spa and wellness services