Top Vacation homes in Santorini Caldera

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

Destination
Where do you want to go?
Check-in
Select date
Check-out
Select date
Rooms & Guests
22 Guests, 1 Room
1Filter & Sort
121-140 out of 150 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
8.2
Great23 reviews
4 adults
2 bedrooms
2 beds
From   US$ 234 /nightSelect
  • Outdoor dining with stunning sea views
  • Private balcony for each accommodation
  • Jacuzzi and outdoor swimming pool
6 adults
4 bedrooms
4 beds
From   US$ 1 376 /nightSelect
  • Private pool with stunning sea views
  • Air-conditioned villa with 4 bedrooms
  • On-site activities like cooking classes
  • Concierge Service
  • Air Conditioning
  • Flat-Screen TV
From   US$ 427 /nightSelect
  • Villa with terrace and sea views
  • In-room breakfast with local specialties
  • Concierge and housekeeping services
  • Hot tub
  • Parking
  • Kitchenette
From   US$ 320 /nightSelect
  • Panoramic caldera sea views
  • Private hot tub for relaxation
  • Complimentary in-room breakfast
  • Outdoor Pool
  • Luxury Spa
  • BBQ Facilities
From   US$ 1 038 /nightSelect
  • Private outdoor pool and hot tub
  • On-site luxury spa services
  • Homemade breakfast with local ingredients
Holiday home
  • Sea views
  • Massage services
  • Bicycle rentals
From   US$ 474 /nightSelect
  • Sea view terrace for relaxation
  • On-site massage services available
  • Biking and hiking activities offered
8.6
Great9 reviews
  • Private Parking
  • Hot Tub
  • Dining Area
From   US$ 338 /nightSelect
  • Balconies with stunning sea views
  • Private hot tub for relaxation
  • Outdoor dining area available
8.2
Great8 reviews
  • Private pool
  • Spa bath
  • Sun terrace
From   US$ 591 /nightSelect
  • Private pool with Aegean Sea views
  • Relaxing spa bath with hydromassage
  • Surrounded by lush garden
  • Wedding chapel
  • Circular terrace
  • Flat-screen TV
From   US$ 351 /nightSelect
  • Unobstructed caldera and sea views
  • Onsite wedding chapel available
  • Circular terrace for relaxation
  • Private Hot Tub
  • Outdoor Terrace
  • Soundproofing
From   US$ 326 /nightSelect
  • Private hot tub with caldera views
  • Luxurious outdoor dining terrace
  • Air-conditioned allergy-free villa
8.6
Great27 reviews
  • Outdoor hot tub
  • Spa centre
  • Garden views
From   US$ 201 /nightSelect
  • Individually decorated villas with hot tub
  • Daily homemade breakfast provided
  • On-site spa with various treatments
8.4
Great26 reviews
  • Private pool
  • Luxury spa
  • On-site dining
From   US$ 275 /nightSelect
  • Private villas with sea views
  • Luxurious cave suites for couples
  • Exclusive access to Red Beach
Villa
  • Outdoor pool
  • On-site spa
  • Fitness studio
From   US$ 254 /nightSelect
  • Outdoor swimming pool with stunning views
  • On-site spa for relaxation and wellness
  • Air conditioning for ultimate comfort
  • Hot tub
  • Private entrance
  • Car rental
From   US$ 1 211 /nightSelect
  • Hot tub with stunning sea views
  • Private entrance for added privacy
  • Car rental service available on-site
8.8
Great39 reviews
  • 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
  • Air Conditioning
  • Private Entrance
  • Balcony
From   US$ 256 /nightSelect
  • Stunning mountain and sea views
  • Private entrance and soundproofing
  • Outdoor dining area for relaxation
  • Private Entrance
  • Outdoor Dining
  • Jacuzzi
From   US$ 248 /nightSelect
  • Stunning sea views from private terrace
  • Luxurious full-body massage services available
  • Fully equipped kitchenette for meal preparation
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
  • Hot Tub
  • Outdoor Terrace
  • Jacuzzi
From   US$ 610 /nightSelect
  • Private hot tub with stunning sea views
  • Outdoor terrace for dining and relaxation
  • Continental breakfast served in-villa
  • Sea views
  • Air conditioning
  • Private parking
From   US$ 258 /nightSelect
  • Beach access with sea views
  • Soundproof and allergy-free holiday home
  • Outdoor dining area with balcony