Top Vacation homes in Santorini Caldera

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

Destination
Where to?
Check-in
Select date
Check-out
Select date
Rooms & Guests
22 Guests, 1 Room
1Filter & Sort
41-60 out of 152 vacation homes
1Filter & Sort
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Villa
4 adults
1 bedroom
2 beds
From   US$ 745 /nightSelect
  • Outdoor pool with sea views
  • Wellness packages for rejuvenation
  • Adults-only tranquil environment
4 adults
2 bedrooms
3 beds
From   US$ 498 /nightSelect
  • Saltwater pool with scenic views
  • On-site spa with wellness packages
  • Private beachfront access available
  • Hot tub
  • Sea views
  • Concierge service
From   US$ 613 /nightSelect
  • Private hot tub with sea views
  • Continental breakfast served in-room
  • Concierge service for local activities
  • Hot Tub
  • Private Terraces
  • Wellness Spa
From   US$ 401 /nightSelect
  • Private hot tubs in all accommodations
  • Scenic mountain view terraces available
  • On-site wellness spa services offered
  • Outdoor furniture
  • Flat-screen TV
  • Private bathroom
From   US$ 498 /nightSelect
  • Breathtaking sea views from the villa
  • Air-conditioned units with private entrances
  • Outdoor dining area for guests
  • Infinity Pool
  • BBQ Area
  • Private Yard
From   US$ 685 /nightSelect
  • Breathtaking sunset views
  • Private outdoor hydro massage spa
  • Multiple luxurious private pools
Holiday home
  • Private entrance
  • Sea-view terrace
  • Kitchenware provided
From   US$ 270 /nightSelect
  • Private balcony with sea views
  • Fully equipped kitchen for convenience
  • Air-conditioned accommodations available
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
  • Swimming Pool
  • Private Parking
  • Picnic Area
From   US$ 591 /nightSelect
  • Stunning sea view accommodations
  • Outdoor swimming pool with sun loungers
  • On-site spa with various massage options
  • Outdoor pool
  • Private balcony
  • Jacuzzi
From   US$ 212 /nightSelect
  • Outdoor dining with stunning sea views
  • Private balcony for each accommodation
  • Jacuzzi and outdoor swimming pool
  • 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
  • Sun Loungers
  • Flat-Screen TV
  • Well-Equipped Kitchenette
From   US$ 162 /nightSelect
  • Panoramic Aegean Sea views
  • Traditionally-built cave apartments
  • Outdoor terraces with sun loungers
  • Ocean views
  • Private terrace
  • Outdoor dining
From   US$ 170 /nightSelect
  • Private entrance with ocean views
  • Fully equipped kitchen facilities
  • Paid airport shuttle service available
  • Air Conditioning
  • LCD TV
  • Sauna
From   US$ 238 /nightSelect
  • Breathtaking caldera views
  • Traditional Cycladic-style cave rooms
  • Adults-only atmosphere
  • Sun terrace
  • Garden
  • Fully equipped kitchen
From   US$ 353 /nightSelect
  • Panoramic Aegean Sea views
  • Authentic Santorinian cave architecture
  • On-site water sport facilities
  • 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
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
  • Outdoor Pool
  • Air Conditioning
  • Spa Services
From   US$ 600 /nightSelect
  • Outdoor pool with stunning views
  • Air-conditioned villas with three bedrooms
  • On-site spa services available
  • Infinity pool
  • Private courtyard
  • Outdoor jacuzzi
From   US$ 601 /nightSelect
  • Private infinity pool with stunning views
  • Luxurious organic mattresses throughout villas
  • Heritage lime kiln incorporated into design