Top Vacation rentals in Cyclades

Find the Top Vacation rentals in Cyclades – 100+ Quality Options from Leading Providers

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22 Guests, 1 Room
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101-120 out of 174 vacation rentals
Holiday home
8.2
Great26 reviews
18 adults
6 bedrooms
10 beds
From   US$ 70 /nightSelect
  • Authentic Santorini winery conversion
  • Enchanting balconies with sea views
  • Private courtyards for relaxation
Holiday home
6 adults
3 bedrooms
3 beds
From   US$ 802 /nightSelect
The Ammoa Beach Houses Vayia is located within 0.4 miles of Ganema and comprises 10 rooms with modern comforts.
8.6
Great10 reviews
  • Private Villas
  • Hot Tub
  • Sun Terraces
From   US$ 475 /nightSelect
  • Private villas with hot tubs
  • On-site yoga and outdoor activities
  • Beautiful sea-view sun terraces
Holiday home
8.2
Great18 reviews
From   US$ 238 /nightSelect
The Casa Sigala Cave Villa is nestled in the Oia Caldera district, Oia Castle is 750 metres away.
From   US$ 441 /nightSelect
The Wesense Santorini Villa Imerovigli is set 5 minutes by car from MATI Art Gallery and within 300 metres of Anastasi Church.
From   US$ 514 /nightSelect
While staying at the Bamboo Villa Naxos Mikri Vigla you are invited to discover Cave of Zeus, set approximately a 20-minute walk away, or Plaka Beach, which is 1.3 miles away.
  • Saltwater Pool
  • Yoga Classes
  • Barbecue Facilities
From   US$ 4 220 /nightSelect
  • Beachfront property with stunning sea views
  • Saltwater pool with beach access
  • On-site yoga classes available
  • Infinity pool
  • Private courtyard
  • Outdoor jacuzzi
From   US$ 1 184 /nightSelect
  • Private infinity pool with stunning views
  • Luxurious organic mattresses throughout villas
  • Heritage lime kiln incorporated into design
8.4
Great81 reviews
  • Outdoor pool
  • Restaurant
  • Bicycle rental
From   US$ 164 /nightSelect
  • Seasonal outdoor swimming pool
  • Air-conditioned rooms with safety deposit boxes
  • On-site bike rental available
8.6
Great15 reviews
  • Hot Tub
  • Family Rooms
  • Coffee Shop
From   US$ 965 /nightSelect
  • Breathtaking sea views from balconies
  • On-site hot tub for relaxation
  • Family-friendly accommodations available
8.6
Great30 reviews
  • Heated Pool
  • Air Conditioning
  • Private Bathroom
From   US$ 579 /nightSelect
  • Heated outdoor pool with caldera views
  • Stylish, contemporary rooms with amenities
  • Arrangements for wine tasting tours
8.6
Great21 reviews
  • Infinity pool
  • On-site Spa
  • Private terraces
From   US$ 422 /nightSelect
  • Stunning caldera sunset views
  • Boutique suites with Cycladic decor
  • Exclusive helicopter transportation service
  • Private Pool
  • Hot Tub
  • Jacuzzi
From   US$ 229 /nightSelect
  • Private pool with sea views
  • On-site spa with diverse massages
  • Airport transfer and car rental services
Holiday home
  • Air conditioning
  • Streaming services
  • Car rental
From   US$ 260 /nightSelect
  • Sea-view accommodation with outdoor dining
  • Diving and fishing activities nearby
  • Concierge and housekeeping services available
8.4
Great218 reviews
  • Outdoor Jacuzzi
  • Aegean Restaurant
  • Wellness Spa
From   US$ 162 /nightSelect
  • Private suites with outdoor Jacuzzis
  • Authentic Greek cuisine with local ingredients
  • Tranquil pool with bay views
8.6
Great34 reviews
  • Outdoor Jacuzzi
  • Rooftop Pool
  • Luxury Amenities
From   US$ 367 /nightSelect
  • Private outdoor Jacuzzi with stunning views
  • Luxurious suite carved from volcanic rock
  • Located near famous Oia sunsets
9.0
Perfect13 reviews
  • Private pools
  • Shared pool
  • Landscaped gardens
From   US$ 452 /nightSelect
  • Panoramic sea views from private terraces
  • Traditional Cycladic architecture and design
  • Luxurious spa services available on-site
8.6
Great34 reviews
  • Private Pool
  • Outdoor Hot Tub
  • Luxury Spa
From   US$ 800 /nightSelect
  • Private villas with outdoor hot tubs
  • Spectacular views of Pyrgos Village
  • Luxurious spa and wellness services
8.4
Great30 reviews
  • Private Pool
  • On-site Spa
  • Outdoor Dining
From   US$ 1 423 /nightSelect
  • Private villas with Aegean Sea views
  • Self-standing villas with private pools
  • On-site spa with hot tub and massages