Top Vacation rentals in Santorini Caldera
Find the Top Vacation rentals in Santorini Caldera – 90+ Quality Options from Leading Providers
61-80 out of 95 vacation rentals
Villa
9.0
Perfect55 reviews10
10 adults
5 bedrooms
5 beds
From
US$ 623
/night
- Infinity pools with stunning caldera views
- Luxurious on-site spa treatments available
- Elegant villa with five bedrooms
Holiday home
8.6
Great2222 reviews10
6 adults
2 bedrooms
3 beds
From
US$ 181
/night
Situated 1 miles from Orthodox Metropolitan Cathedral, this venue features a sun terrace and a sun deck.
Holiday home
8.2
Great2626 reviews10
- Private Courtyards
- Balconies
- Garden
From
US$ 70
/night
- Authentic Santorini winery conversion
- Enchanting balconies with sea views
- Private courtyards for relaxation
Villa
8.6
Great1010 reviews10
- Private Villas
- Hot Tub
- Sun Terraces
From
US$ 475
/night
- Private villas with hot tubs
- On-site yoga and outdoor activities
- Beautiful sea-view sun terraces
Holiday home
8.2
Great1818 reviews10
From
US$ 236
/night
The Casa Sigala Cave Villa is nestled in the Oia Caldera district, Oia Castle is 750 metres away.
Villa
- Infinity pool
- Private courtyard
- Outdoor jacuzzi
From
US$ 1 184
/night
- Private infinity pool with stunning views
- Luxurious organic mattresses throughout villas
- Heritage lime kiln incorporated into design
Villa
8.6
Great1515 reviews10
- Hot Tub
- Family Rooms
- Coffee Shop
From
US$ 801
/night
- Breathtaking sea views from balconies
- On-site hot tub for relaxation
- Family-friendly accommodations available
Villa
8.6
Great3030 reviews10
- Heated Pool
- Air Conditioning
- Private Bathroom
From
US$ 579
/night
- Heated outdoor pool with caldera views
- Stylish, contemporary rooms with amenities
- Arrangements for wine tasting tours
Villa
8.6
Great2121 reviews10
- Infinity pool
- On-site Spa
- Private terraces
From
US$ 422
/night
- Stunning caldera sunset views
- Boutique suites with Cycladic decor
- Exclusive helicopter transportation service
Villa
- Private Pool
- Hot Tub
- Jacuzzi
From
US$ 229
/night
- Private pool with sea views
- On-site spa with diverse massages
- Airport transfer and car rental services
Villa
8.6
Great3434 reviews10
- Outdoor Jacuzzi
- Rooftop Pool
- Luxury Amenities
From
US$ 367
/night
- Private outdoor Jacuzzi with stunning views
- Luxurious suite carved from volcanic rock
- Located near famous Oia sunsets
8.6
Great3434 reviews10
- Private Pool
- Outdoor Hot Tub
- Luxury Spa
From
US$ 800
/night
- Private villas with outdoor hot tubs
- Spectacular views of Pyrgos Village
- Luxurious spa and wellness services
Villa
8.4
Great3030 reviews10
- Private Pool
- On-site Spa
- Outdoor Dining
From
US$ 873
/night
- Private villas with Aegean Sea views
- Self-standing villas with private pools
- On-site spa with hot tub and massages
From
US$ 1 424
/night
Set 15 minutes by car from Skaros, the Namaste Suites By Caldera Houses Oia features a private swimming pool and a continental breakfast.
Villa
8.8
Great11 review10
- Hot tub
- Patio
- Family rooms
From
US$ 1 541
/night
- Private hot tub with sea views
- Air-conditioned units with kitchen
- In-room breakfast with local specialties
Villa
8.4
Great1717 reviews10
- Outdoor pool
- Wellness packages
- Private terrace
From
US$ 745
/night
- Outdoor pool with sea views
- Wellness packages for rejuvenation
- Adults-only tranquil environment
Villa
- Hot Tub
- Coffee Shop
- Diving Services
From
US$ 666
/night
- Private hot tub in each unit
- Secluded sea view terraces
- On-site coffee shop
Villa
- Heated Plunge Pool
- Private Terrace
- Luxury Amenities
From
US$ 670
/night
- Heated mini plunge pool with sea views
- Tailor-made concierge services available
- Authentic cave-house accommodation design
Holiday home
9.0
Perfect66 reviews10
From
US$ 394
/night
Featuring the vicinity to the Aegean Sea, this property with a full kitchen is in an area where guests can engage in such activities as canoeing, hiking and horseback riding.
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