Top Holiday rentals in Santorini Caldera
Find the Top Holiday rentals in Santorini Caldera – 100+ Quality Options from Leading Providers
1-20 out of 199 holiday rentals
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Holiday home
4 adults
2 bedrooms
2 beds
From
US$ 455
/night
- Private terrace with sea views
- Luxurious outdoor hot tub
- Stylish air-conditioned suites
Villa
3 adults
1 bedroom
1 bed
From
US$ 761
/night
- Stunning sunset views from every suite
- Private outdoor hot tubs in every suite
- Infinity and heated pool options available
Villa
- Hot tub
- A la carte restaurant
- Private cruises
From
US$ 495
/night
- Cave suites with Aegean Sea views
- Private terraces with hot tubs
- Helicopter trips to nearby islands
Villa
- Outdoor plunge pools
- Heated pools
- Private terraces
From
US$ 164
/night
- Stylish villas with outdoor plunge pools
- Heated winter pools for year-round comfort
- Daily a la carte breakfast served in villas
Villa
- Private Pools
- Spa Services
- Candlelight Dining
From
US$ 1 098
/night
- Spectacular caldera views from private pools
- Luxurious villas with candlelight dining
- On-site spa treatments for relaxation
Villa
- Outdoor hot tub
- On-site spa
- Bicycle rental
From
US$ 322
/night
- Private outdoor hot tubs in suites
- Breathtaking Caldera views
- Extensive on-site spa services
Villa
- Private Pools
- Indoor Hot Tubs
- Outdoor Swimming Pool
From
US$ 391
/night
- Private swimming pools in villas
- Breathtaking views of Caldera
- On-site spa with luxury treatments
Villa
- Hot Tub
- Air Conditioning
- In-room breakfast
From
US$ 773
/night
- Panoramic sea and caldera views
- Private hot tubs in select suites
- On-site spa services available
Holiday home
- Outdoor Jacuzzi
- Infinity Pool
- Pool Bar
From
US$ 230
/night
- Private outdoor Jacuzzis in select suites
- Stunning sea views from spacious balconies
- A la carte Greek breakfast with local products
Villa
- Private Pools
- Jacuzzi
- Spa Services
From
US$ 732
/night
- Stunning Aegean Sea views
- Private infinity pools in villas
- Luxurious Cycladic architecture
Villa
- Outdoor pool
- Hot tub
- Concierge service
From
US$ 293
/night
- Private outdoor hot tubs for relaxation
- Seasonal outdoor swimming pool available
- Quaint architecture blending with Cyclades
Villa
- Private Balconies
- On-site Spa
- Outdoor Pool
From
US$ 689
/night
- Stunning sea-view private balconies
- On-site spa offering various massages
- Outdoor swimming pool with sun loungers
- Hot tub
- Espresso machine
- Daily maid service
From
US$ 720
/night
- Cave-style accommodation with breathtaking views
- Private hot tubs in all units
- Homemade breakfast on private veranda
- Infinity Pool
- Private Spa
- Luxury Villas
From
US$ 334
/night
- Infinity pool with stunning caldera views
- Personalized spa treatments with organic products
- Private villas with romantic cave pools
Holiday home
- Hot Tub
- Sea Views
- Private Entrance
From
US$ 614
/night
- Private hot tub with sea views
- Air-conditioned with outdoor terrace
- Breakfast with vegetarian options
Holiday home
- Sea-view terraces
- Private entrance
- Fully equipped kitchen
From
US$ 270
/night
- Panoramic sea-view terraces
- Fully equipped kitchen units
- Private entrance for convenience
Holiday home
- Flat-screen TV
- Outdoor dining
- Free parking
From
US$ 162
/night
- Panoramic Aegean Sea views
- Traditionally-built cave houses
- Spacious terraces with sun loungers
- Wellness Spa
- Private Parking
- Hiking Trails
From
US$ 429
/night
- Private villas with stunning sea views
- On-site wellness spa with various treatments
- Complimentary welcome drink upon arrival
Apartment
- Infinity pool
- Hot tub
- Pool bar
From
US$ 285
/night
- Infinity pool with stunning views
- Adults-only luxury accommodation
- On-site hot tub for relaxation
- Infinity Pool
- Natura Spa
- Private Parking
From
US$ 513
/night
- Private outdoor pools in elegant accommodations
- Nikkei cuisine at Akau Restaurant
- Serene Natura Spa for relaxation
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