Top Holiday rentals in Cyclades

Find the Top Holiday rentals in Cyclades – 500+ Quality Options from Leading Providers

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Rooms & Guests
22 Guests, 1 Room
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41-60 out of 505 holiday rentals
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5 adults
2 bedrooms
3 beds
From   US$ 728 /nightSelect
  • Unobstructed caldera views from villas
  • Private pools in every villa
  • Traditional architecture with modern design
Holiday home
4 adults
1 bedroom
2 beds
From   US$ 227 /nightSelect
  • Private outdoor Jacuzzis in select suites
  • Stunning sea views from spacious balconies
  • A la carte Greek breakfast with local products
Villa
  • Outdoor Jacuzzi
  • Private terrace
  • En-suite bathrooms
From   US$ 1 076 /nightSelect
  • Panoramic caldera and sea views
  • Private outdoor Jacuzzi terrace
  • Concierge-organized wine tasting
Apartment
  • Air conditioning
  • Flat-screen TV
  • Private parking
From   US$ 144 /nightSelect
  • Private entrances for enhanced convenience
  • Selected rooms feature stunning sea views
  • Airport shuttle service included
  • Sea View
  • Private Entrance
  • Shared Lounge
From   US$ 1 925 /nightSelect
  • Terrace with stunning sea views
  • Private beach access
  • On-site fitness centre
  • Outdoor pool
  • Hot tub
  • Pool bar
From   US$ 235 /nightSelect
  • Outdoor pool with stunning views
  • New hot tub available for relaxation
  • Close to Nammos and Scorpios
Villa
From   US$ 1 704 /nightSelect
Located approximately a 10-minute drive from Church of Panagia, the Oia Mansion Villa Oia features an English breakfast.
Holiday home
  • Sea-view balconies
  • Private entrance
  • Air conditioning
From   US$ 358 /nightSelect
  • Balconies with stunning sea views
  • Soundproof, air-conditioned accommodations
  • Private entrance for guest convenience
Villa
  • Wellness Spa
  • Picnic Area
  • Yoga Classes
From   US$ 561 /nightSelect
  • Outdoor picnic area with sea views
  • On-site wellness spa and yoga classes
  • Luxury villa with full kitchen amenities
  • Private Entrance
  • Bicycle Rental
  • BBQ Facilities
From   US$ 1 038 /nightSelect
  • Private villa with 6 bedrooms and terrace
  • Seasonal outdoor pool with sun loungers
  • On-site spa with various massage options
  • Outdoor pool
  • Room service
  • Bike hire
From   US$ 150 /nightSelect
  • Panoramic views of Aegean Sea
  • Outdoor pool blending with scenery
  • Luxury cave-style suites
  • Infinity Pool
  • BBQ Area
  • Private Jetty
From   US$ 4 716 /nightSelect
  • Private helipad and jetty access
  • Breathtaking sea and sunset views
  • 24/7 controlled access and security
From   US$ 216 /nightSelect
Guests can also enjoy access to Naval Museum of Oia, which is just 400 metres from the La Maltese Oia Villa Santorini Island.
Apartment
  • Hydromassage Pool
  • Private Parking
  • Pool Bar
From   US$ 191 /nightSelect
  • Infinity pool with hydromassage
  • Suites with private Jacuzzis
  • Stunning sunset views
  • Infinity Pool
  • Luxury Villas
  • Private Yard
From   US$ 685 /nightSelect
  • Private outdoor heated hydro massage spa
  • Infinity pool with sea views
  • Personalized concierge service available
Holiday home
  • Sea-view terraces
  • Private entrance
  • Fully equipped kitchen
From   US$ 270 /nightSelect
  • Panoramic sea-view terraces
  • Fully equipped kitchen units
  • Private entrance for convenience
  • Outdoor pool
  • Seasonal bar
  • Hiking trails
From   US$ 169 /nightSelect
  • Cycladic-style cottages with gardens
  • Outdoor seasonal swimming pool
  • Beautifully decorated with local art
Villa
  • Hot Tub
  • Air Conditioning
  • In-room breakfast
From   US$ 514 /nightSelect
  • Panoramic sea and caldera views
  • Private hot tubs in select suites
  • On-site spa services available
  • Infinity pool
  • Hot tub
  • Pool bar
From   US$ 346 /nightSelect
  • Infinity pool with stunning views
  • Adults-only luxury accommodation
  • On-site hot tub for relaxation
Apartment
  • Private hot tubs
  • Suites with views
  • On-site parking
From   US$ 49 /nightSelect
  • Suites with views over Mykonos Town
  • Rooms with private hot tubs available
  • Private parking on-site for guests