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Villas in Cyclades and Houses - Holiday Lettings - Holiday Rentals Cyclades

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2,449 Holiday homes

Holiday home in Ormos Korthiou

Ormos Korthiou house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

from £99 / night

£691 / week

1 / 58

Holiday home rental

Logaras house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £163 / night

£1,115 - £3,023 / week

1 / 46

Holiday apartment rental

Korissia apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £60 / night

£415 / week

1 / 7

Holiday villa with swimming pool in Stelida

Stelida villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £311 / night

£2,175 / week

1 / 40

Ormos Agiou Ioannou holiday apartment rental

Ormos Agiou Ioannou apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £69 / night

£484 / week

1 / 10

Holiday studio in Logaras

Logaras studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £48 / night

£332 / week

1 / 20

Holiday villa in Ios

Ios villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from £888 / night

£6,214 / week

1 / 23

Holiday apartment in Ano Koufonissia

Ano Koufonissia apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £188 / night

£1,312 / week

1 / 11

Villa rental in Megalochori with swimming pool

Megalochori villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £1,432 / night

£9,017 - £15,149 / week

1 / 31

Holiday villa with swimming pool in Paraga

Paraga villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

from £582 / night

£4,073 / week

1 / 38

Apartment rental in Megas Gialos

Megas Gialos apartment

  • 12 bedrooms
  • 6 bathrooms
  • sleeps 36

from £62 / night

£346 / week

1 / 37

Home rental in Ano Siros

Ano Siros house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £88 / night

£543 / week

1 / 19

Villa letting in Oia with swimming pool

Oia villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

“Wow - Fantastic location and magical views” Where do I start... me and my husband were married in Santorini a few days before and decided to stay here for our honeymoon. It was perfect. The owner organised our transfer and was very hospitable. She gave us advice on days out, restaurants etc. The villa itself is stunning. We stayed in the 1 bedroom villa and as a wedding gift we were upgraded to the 2 bedroom villa. The pool overlooks the ocean we spent a lot of time there as the views were magical watching boats go by. If you walk down the promenade, you will find lots of tourists arriving to watch the sunset in the early evening. Great experience, we took a little picnic everynight. At night the pool and terrace is all lit up and is lovely and romantic to sit outside with a bottle of wine. There are plenty of supermarkets, restaurants and bars nearby. Everything is actually a few minutes walk away We had a fantastic honeymoon, thanks Grand Canava we will be back xxx

from £1,973 / night

£13,807 / week

1 / 22

Holiday apartment in Kithnos

Kithnos apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £119 / night

£829 / week

1 / 25

Holiday apartment accommodation

Naoussa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £99 / night

£691 / week

1 / 16

Kalo Livadi holiday studio rental

Kalo Livadi studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £55 / night

£380 / week

1 / 37

Holiday home in Tinos Town

Tinos Town house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

from £198 / night

£1,381 / week

1 / 35

Holiday apartment with shared pool in Mesa Katikies

Mesa Katikies apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £124 / night

£740 - £1,933 / week

1 / 16

Holiday apartment in Logaras

Logaras apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £48 / night

£332 / week

1 / 9

Holiday cottage in Mykonos Town

Mykonos Town cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £444 / night

£2,663 / week

1 / 13

Holiday home with shared pool in Koundouros

Koundouros house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £163 / night

£1,139 / week

1 / 22

Plaka holiday villa rental

Plaka villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

from £4,931 / night

£34,518 / week

1 / 26

Holiday villa rental

Parikia villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £977 / night

£6,835 / week

1 / 40

Holiday villa in Imerovigli

Imerovigli villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £395 / night

£2,762 / week

1 / 4

Holiday villa with swimming pool in Agios Ioannis Diakoftis

Agios Ioannis Diakoftis villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £237 / night

£1,480 - £6,805 / week

1 / 36

Oia holiday villa rental

Oia villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Perfect!” Our family of five stayed in the Blue & White cave house for a much too short 2 nights. The house was more beautiful than we could have imagined, and the views from the terrace will never be forgotten. While Oia was quite crowded, we felt as though we were worlds away on our private terrace overlooking the caldera. The house was equipped with everything we needed, and was more than comfortable for 5. Maria was warm and gracious, and had wonderful advice concerning beaches, restaurants, etc. If we are lucky enough to return to Oia one day, we would stay here again!

from £188 / night

£1,312 / week

1 / 74

Vari holiday villa rental

Vari villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £207 / night

£1,145 / week

1 / 10

Holiday apartment with shared pool in Ormos Agiou Ioannou

Ormos Agiou Ioannou apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £99 / night

£691 / week

1 / 20

Holiday villa rental

Kamari villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £316 / night

£2,210 / week

1 / 17

Holiday bungalow rental

Kalo Livadi bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £55 / night

£380 / week

1 / 43

Ormos Agiou Ioannou holiday hotel apartment rental

Ormos Agiou Ioannou hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £129 / night

£898 / week

1 / 36

Holiday villa rental

Agios Prokopios villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

from £415 / night

£2,900 / week

1 / 25

Holiday home in Hermoupolis

Hermoupolis house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £46 / night

£318 / week

1 / 73

Holiday home in Perissa

Perissa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £119 / night

£829 / week

1 / 29

Holiday yacht in Tourlos

Tourlos yacht

  • 5 bedrooms
  • 13 bathrooms
  • sleeps 14

from £2,536 / night

£17,752 / week

1 / 7

Home rental in Syros

Syros house

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

from £45 / night

£311 / week

1 / 22

Holiday studio in Finikas

Finikas studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £138 / night

£967 / week

1 / 21

Holiday cottage in Agia Anna

Agia Anna cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £99 / night

£1,105 / week

1 / 41

Holiday apartment in Parikia

Parikia apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £89 / night

£622 / week

1 / 15

Triovasalos holiday home rental

Triovasalos house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £69 / night

£484 / week

1 / 22

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Top Destination reviews

Tsepi Cottage
The perfect place for a piece of paradise!

Travelling all the way from Melbourne, Australia I wanted somewhere relaxing and quiet to stay with a short walk to the beach. Tsepi Cottage had everything I wanted with the added bonus of an amazing view of Paros plus the nightly spectacular sunset from the courtyard. Not having or really needing a car, I relied on the local bus service to ferry me in to the hora but there's such a great choice of restaurants and bars within walking distance, I rarely went in to the main township! I can thoroughly recommend the cottage. It's clean, comfortable, tastefully decorated and has everything you need including a VERY comfortable mattress in the main bedroom! I can't wait to get back there!see more
Eco Escape
Surrounded by pure nature with an amazing view

Comfortable, quite, modern and eco cottage in the middle of the pure nature. From the large terrace there is an amazing view over the land and see. We appreciated very much the drinkable rainwater. Caroline is very friendly, helpful and always available. … see more
Deluxe Double Room 30 meters from Perissa Beach
Great Stay

Spent 7 nights here on arrival staff very friendly and helpful gave us loads of information as never been to Santorini before. Room very clean had everything you needed could be cleaned daily or on your request. Excellent location near enough right on beach with plenty of restaurants and bars surrounding it. Very quiet and peaceful to relax around pool. Would definitely return again.see more
Beautiful island villa, Private pool, Sea views
Stunning house great location

Never been to Santorini before so wasn't sure what to expect. We read previous reviews and took a chance. What a wonderful place to stay. The house was very comfortable all amenities and 3 double bedrooms. You definitely need a car if you want to see the whole island and it is well worth driving around. Absolutely beautiful location would recommend to anyone. Sarah was so helpful too, couldn't do enough for us. Be happy to stay there again.see more
SYROS FREE SOUL
Home Sweet Home

We stayed three wonderful weeks at this gorgeous place and we wished to stay longer.... There is absolutely nothing to complain about and we are sure to come back. I send my love and thanks to the M.-Family! … see more
Villa Antonis with Private Pool and Sea View
Stunning villa, fantastic service!

So happy we found this villa, spacious and modern with excellent touches to remind you of it’s history. Great location to explore the whole of the island and also a very comfortable place to be when spending a day relaxing. Theodosia could not have been more welcoming and helpful. She arranged a birthday cake for my son as well as booking excursions and constantly restocking the fridge! We can’t wait to go back!see more

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