Top Vacation rentals in Santorini Caldera
Find the Top Vacation rentals in Santorini Caldera – 90+ Quality Options from Leading Providers
41-60 out of 95 vacation rentals
8.4
Great33 reviews10
4 adults
2 bedrooms
2 beds
From
US$ 547
/night
- Stylish suites with sea and caldera views
- American breakfast served in scenic settings
- Exclusive massage treatments on private terraces
Villa
8.6
Great2323 reviews10
5 adults
2 bedrooms
2 beds
From
US$ 256
/night
The smoke-free Valery Suites is located 507 miles from Aktion airport and a 10-minute stroll from Taxi bus stop.
Holiday home
- Private entrance
- Sea-view terrace
- Kitchenware provided
From
US$ 270
/night
- Private balcony with sea views
- Fully equipped kitchen for convenience
- Air-conditioned accommodations available
Villa
- Hot Tub
- Spa Services
- Outdoor Dining
From
US$ 897
/night
- Stunning sea view terrace
- Private hot tub and spa services
- Outdoor dining with city views
Villa
9.0
Perfect55 reviews10
- Rooftop Pool
- On-site Spa
- Seasonal Pool
From
US$ 324
/night
- Rooftop pool with stunning views
- On-site spa with beauty services
- Seasonal outdoor plunge pool
8.6
Great99 reviews10
- Private Pool
- Hot Tub
- Outdoor Spa
From
US$ 445
/night
- Spectacular Caldera views from terraces
- Private pool and hot tub in suites
- On-site spa with beauty services
Villa
- Fully equipped kitchen
- Smart LCD
- In-room amenities
From
US$ 358
/night
- Romantic traditional interiors with quality furniture
- Two connecting bedrooms with orthopedic mattresses
- On-site activities include cycling and diving
Apartment
8.2
Great119119 reviews10
- Infinity pool
- Hot tub
- Pool bar
From
US$ 284
/night
- Infinity pool with stunning views
- Adults-only luxury accommodations
- Hot tub for ultimate relaxation
Apartment
8.4
Great185185 reviews10
- Outdoor pool
- Hot tub
- Private verandas
From
US$ 223
/night
- Homemade breakfast with daily specials
- Private terraces boast stunning sunset views
- Family-run atmosphere fosters warm hospitality
Villa
- Private Jacuzzi
- En-suite bathrooms
- Fully equipped kitchen
From
US$ 1 594
/night
- Panoramic volcano and sea views
- Outdoor private Jacuzzi on the terrace
- Concierge for tailored local experiences
8.6
Great99 reviews10
- Heated Plunge Pools
- In-Room Massage
- Signature Breakfast
From
US$ 1 313
/night
- Heated plunge pools with hydromassage jets
- Stunning Aegean Sea and Caldera views
- Traditional rooms with island-inspired decor
Holiday home
8.2
Great1212 reviews10
- Private Balcony
- Air Conditioning
- Airport Shuttle
From
US$ 452
/night
- Private balconies with stunning sea views
- Soundproof, air-conditioned accommodations
- Convenient paid airport shuttle service
8.6
Great2727 reviews10
- Private Pools
- Healing Spa
- On-site Dining
From
US$ 488
/night
- Private villas with stunning Aegean views
- Exclusive yacht and helicopter tours available
- Private pools in luxurious villa settings
9.2
Perfect1313 reviews10
- Outdoor Jacuzzi
- Kids' Pool
- Fitness Centre
From
US$ 601
/night
- Outdoor dining with stunning sea views
- Luxurious on-site wellness spa services
- Heated outdoor pools for year-round use
Holiday home
9.0
Perfect99 reviews10
- Flat-screen TV
- Safety deposit box
- Coffee machine
From
US$ 324
/night
- Panoramic sea view terrace
- Private entrance for convenience
- Air-conditioned holiday home units
Apartment
8.2
Great141141 reviews10
- Euphoria Spa
- Infinity Pool
- Private Beach
From
US$ 317
/night
- Private outdoor jacuzzis in all suites
- Complimentary airport and local transfers
- Secluded beach access with tranquility
Villa
- Outdoor Pool
- Air Conditioning
- Spa Services
From
US$ 906
/night
- Outdoor pool with stunning views
- Air-conditioned villas with three bedrooms
- On-site spa services available
Villa
8.8
Great3737 reviews10
- Sun terrace
- Garden
- Fully equipped kitchen
From
US$ 258
/night
- Panoramic Aegean Sea views
- Authentic Santorinian cave architecture
- On-site water sport facilities
From
US$ 604
/night
The Inspire Santorini Luxury Villas, located merely a 5-minute walk from Pelican Kipos, is also at a proximity to Cathedral of Saint John the Baptist.
8.6
Great9999 reviews10
- Private Courtyards
- Spa Services
- Heated Jacuzzi
From
US$ 320
/night
- Private pools in all suites
- Converted historic winery hotel
- Homemade breakfast with local ingredients
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