Top Holiday rentals in Santorini Caldera

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

Destination
Where to?
Check-in
Select date
Check-out
Select date
Rooms & Guests
22 Guests, 1 Room
2Filter & Sort
161-180 out of 221 holiday rentals
2Filter & Sort
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
From   US$ 143 /nightSelect
  • Private hot tub with stunning sea views
  • Soundproof rooms with air conditioning
  • Spacious terrace with outdoor furniture
4 adults
1 bedroom
2 beds
From   US$ 427 /nightSelect
  • Stunning terrace with sea views
  • In-room breakfast available
  • Concierge and housekeeping services
Apartment
  • Hot tub
  • Private kitchen
  • In-room breakfast
From   US$ 555 /nightSelect
  • Breathtaking Caldera and volcano views
  • Adults-only accommodation experience
  • Luxurious hot tub and jacuzzi amenities
  • Hot tub
  • Private terrace
  • Car rental
From   US$ 1 051 /nightSelect
  • Scenic sea views from private terrace
  • Relaxing hot tub for ultimate comfort
  • Car rental service for exploring Santorini
  • Sea-view pool
  • Family rooms
  • Free parking
From   US$ 380 /nightSelect
  • Private entrance to each villa
  • Pool with stunning sea views
  • Air-conditioned family accommodations
  • Outdoor Jacuzzi
  • Hydromassage Bathtub
  • Personalized Service
From   US$ 428 /nightSelect
  • Outdoor Jacuzzi with Caldera views
  • Stylish indoor hydromassage bathtub
  • Personalized service and local tips
  • Sea View
  • Spa Services
  • Barbecue Area
From   US$ 273 /nightSelect
  • Private balcony with sea views
  • On-site massage and spa facilities
  • BBQ facilities for guests
  • Outdoor hot tubs
  • Private terrace
  • Luxury amenities
From   US$ 570 /nightSelect
  • Uninterrupted caldera sunset views
  • Historic 19th-century captain's houses
  • Private terraces with outdoor hot tubs
  • Air Conditioning
  • Private Bathroom
  • Car Rental
From   US$ 181 /nightSelect
  • Fully equipped kitchen with dining area
  • Scenic terrace with sea views
  • On-site massage services available
  • Outdoor hot tub
  • Cave house
  • Car rental
From   US$ 511 /nightSelect
  • Stunning Caldera views from terrace
  • Outdoor hot tub for relaxation
  • Cave house with fully equipped kitchen
  • Hot Tub
  • Private Parking
  • Continental Breakfast
From   US$ 320 /nightSelect
  • Stunning caldera and sea views
  • Relaxing outdoor hot tub
  • Private terrace for outdoor dining
  • Plunge Pools
  • Concierge Service
  • Outdoor Terraces
From   US$ 204 /nightSelect
  • Breathtaking caldera views from private terraces
  • Tailor-made concierge services for unique experiences
  • Caldera-view plunge pools for ultimate relaxation
  • Kitchenette
  • Flat-screen TV
  • Living room
From   US$ 422 /nightSelect
  • Unobstructed Caldera and Aegean views
  • On-site wedding chapel available
  • Furnished circular terrace for relaxation
Holiday home
  • Private terrace
  • Garden area
  • Bicycle rental
From   US$ 189 /nightSelect
  • Stunning sea views from private terrace
  • Garden area for relaxation and leisure
  • On-site bicycle and hiking tours available
  • Private entrance
  • Outdoor dining
  • Airport transfers
From   US$ 134 /nightSelect
  • Sea-view terrace dining area
  • Fully equipped kitchen in each unit
  • Pet-friendly accommodations available
  • Private Balcony
  • Flat-screen TV
  • Fully Equipped Kitchenette
From   US$ 316 /nightSelect
  • Stunning sea view accommodation
  • Private entrance for added privacy
  • Outdoor dining area for relaxation
  • Private Pool
  • Hot Tub
  • City View
From   US$ 332 /nightSelect
  • Private hot tub with sea views
  • Air-conditioned villa with private pool
  • Continental breakfast included
Holiday home
  • Heated Plunge Pool
  • Private Terrace
  • Concierge Service
From   US$ 1 044 /nightSelect
  • Private terrace with caldera views
  • Luxury Cycladic cave-house accommodations
  • Indoors heated plunge pool
Apartment
  • Equipped kitchen
  • Flat-screen TV
  • Cots available
From   US$ 159 /nightSelect
  • Fully equipped kitchen with coffee machine
  • 500m from Museum of Prehistoric Thera
  • Flat-screen TV in apartments
  • Private Pool
  • Outdoor Dining
  • Spa Services
From   US$ 828 /nightSelect
  • Private pool with stunning sea views
  • Air-conditioned villa with outdoor dining
  • On-site cooking classes and bike tours