Villas in Cyclades and houses – Holiday Lettings - Holiday Rentals Cyclades

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3,388 Holiday homes

(6) Excellent 

36

Holiday villa with swimming pool in Melanes

Naxos / Melanes

5 10 6 nights min

  • 5 bedrooms
  • Sleeps 10
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 9 km
  • Swimming pool

from £152 / night

£1051 - £2353 / week

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from £152 / night

(6) Very Good 

15

Holiday villa in Parikia

Paros / Parikia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £130 / night

£850 - £1500 / week

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from £130 / night

(1) Excellent 

12

Sifnos / Platis Gialos

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £30 / night

£206 / week

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from £30 / night

14

Sifnos / Platis Gialos

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £43 / night

£295 / week

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from £43 / night

(11) Very Good 

39

Apartment rental in Milos

Cyclades / Milos

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £75 / night

£525 / week

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from £75 / night

(14) Excellent 

20

Holiday villa with swimming pool in Exo Gonia

Santorini / Exo Gonia

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool

from £211 / night

£1093 - £2059 / week

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from £211 / night

(9) Excellent 

19

Apartment rental in Mykonos Town

Mykonos Town / Mykonos Town

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
“One of the most memorable holidays” Having traveled all over the world, this was one of the most memorable holidays was, The Windmill Guest House. Definitely the best location in Mykonos, overlooking the bay. Anastasis was there to receive us and ma
…see more

from £134 / night

£1167 / week

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from £134 / night

(11) Very Good 

21

Townhouse rental in Naxos Town

Naxos / Naxos Town

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Ask owner if suitable for children

from £76 / night

£530 - £1059 / week

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from £76 / night

(6) Excellent 

51

Holiday villa with shared pool in Mikri Vigla

Naxos / Mikri Vigla

3 10 6 nights min

  • 3 bedrooms
  • Sleeps 10
  • 6 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Great time” We are delighted by our stay at Casa Aragosta. The house is great and very close to the beach. Naxos is also a great island to visit. We had a good time and Lesley was very helpful.
…see more

from £110 / night

£765 - £1471 / week

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from £110 / night

(1) Excellent 

55

Hotel apartment rental in Ornos

Mykonos / Ornos

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £68 / night

£471 / week

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from £68 / night

(27) Excellent 

21

Holiday villa with swimming pool in Mykonos Town

Mykonos / Mykonos Town

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
“Just Magical” The magic begins when you arrive at the Hurmuses Residence's gate - with the welcome of the employees and the immediate and stunning view on the Aegean Seas... It then continues with the visit of the house, experimenting the rooms and ha
…see more

from £961 / night

£6727 / week

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from £961 / night

12

Holiday villa in Kionia

Tinos / Kionia

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £169 / night

£1177 - £1295 / week

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from £169 / night

(2) Excellent 

45

Holiday home in Emporio

Santorini / Emporio

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly

from £93 / night

£589 - £1261 / week

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from £93 / night

(12) Excellent 

13

Vourkari holiday condo rental

Kea / Vourkari

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning

from £43 / night

£290 - £431 / week

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from £43 / night

(6) Excellent 

24

Holiday apartment in Plaka

Naxos / Plaka

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £125 / night

£875 - £1517 / week

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from £125 / night

12

Sifnos / Platis Gialos

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £43 / night

£295 / week

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from £43 / night

12

Holiday villa in Plintri

Mykonos / Plintri

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 4 km
  • Swimming pool
  • Child friendly

from £127 / night

£757 - £1664 / week

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from £127 / night

29

Firostefani holiday home rental

Santorini / Firostefani

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly

from £16 / night

£125 - £350 / week

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from £16 / night

(1) Excellent 

60

Holiday apartment in Ornos

Mykonos / Ornos

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £67 / night

£467 / week

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from £67 / night

(3) Excellent 

20

Holiday apartment in Ios

Cyclades / Ios

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning

from £38 / night

£263 / week

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from £38 / night

24

Villa accommodation in Megalochori

Santorini / Megalochori

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

from £152 / night

£1009 - £2017 / week

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from £152 / night

(6) Excellent 

28

Piso Livadi holiday apartment rental

Paros / Piso Livadi

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“The best choice of resort in Paros!” Olia and Patty's place was the best choice for our vacation! The house was very spacious, yet cozy and had all the necessary equipment someone on holidays would need. We appreciated that it was very clean, and that
…see more

from £44 / night

£306 / week

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from £44 / night

(1) Very Good 

18

Psarou holiday home rental

Mykonos / Psarou

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £484 / night

£3383 / week

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from £484 / night

(1) Excellent 

37

Holiday apartment rental

Paros / Naoussa

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Child friendly

from £51 / night

£337 - £547 / week

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from £51 / night

(5) Excellent 

24

Holiday apartment rental

Naxos / Galanado

2 6 6 nights min

  • 2 bedrooms
  • Sleeps 6
  • 6 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £101 / night

£706 - £1059 / week

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from £101 / night

(28) Excellent 

24

Exo Gonia holiday villa rental

Santorini / Exo Gonia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool

from £125 / night

£695 - £1495 / week

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from £125 / night

(2) Excellent 

17

Alyki holiday cottage rental

Paros / Alyki

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly
“A beautiful retreat” Loved the stylish houses that are made out of natural materials (stone, wood etc). The location is off the beaten track, elevated, with amazing view over the isle of Antiparos and the sunset, but close enough to the small town of
…see more

from £50 / night

£350 / week

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from £50 / night

28

Holiday villa in Tourlos

Mykonos / Tourlos

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £141 / night

£894 - £5648 / week

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from £141 / night

21

Holiday apartment with shared pool in Faros

Sifnos / Faros

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £76 / night

£530 / week

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from £76 / night

18

Townhouse rental in Paros Town

Paros / Paros Town

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

from £53 / night

£505 - £681 / week

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from £53 / night

(6) Excellent 

32

Holiday cave house in Fira

Santorini / Fira

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Air conditioning
“Fabulous” This cave house was amazing. It is only a few minutes walk from the main square in Fira with all of its bars and restaurants. The cave is an ideal base for getting around the island - the main bus station is less than 5 minutes walk so get
…see more

from £72 / night

£500 - £1177 / week

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from £72 / night

27

Kithnos holiday home rental

Cyclades / Kithnos

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Air conditioning

from £51 / night

£337 - £395 / week

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from £51 / night

13

Holiday apartment in Piso Livadi

Paros / Piso Livadi

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning

from £47 / night

£324 / week

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from £47 / night

13

Sifnos / Platis Gialos

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly

from £43 / night

£295 / week

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from £43 / night

(13) Excellent 

26

Holiday villa with swimming pool in Glinado

Naxos / Glinado

6 16 7 nights min

  • 6 bedrooms
  • Sleeps 16
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool
“Relaxing Naxos holiday in large family house with great swimming pool.” It was an indulgence for just my wife and I to occupy this large villa but from the moment we were met from our ferry by Lesley with our hire car until we departed we enjoyed the
…see more

from £91 / night

£631 - £2353 / week

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from £91 / night

24

Holiday villa with swimming pool in Paraga

Mykonos / Paraga

4 11 4 nights min

  • 4 bedrooms
  • Sleeps 11
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £417 / night

£2917 / week

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from £417 / night

23

Drios holiday villa rental

Paros / Drios

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £194 / night

£1353 / week

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from £194 / night

(6) Very Good 

20

Holiday apartment rental

Naxos / Naxos Town

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £34 / night

£234 - £409 / week

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from £34 / night

46

Villa rental in Tourlos

Mykonos / Tourlos

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly

from £139 / night

£883 - £4871 / week

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from £139 / night

(7) Very Good 

23

Villa rental in Mykonos Town with swimming pool

Mykonos / Mykonos Town

5 8 3 nights min

  • 5 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
“Fantastic Villa!” What a great villa on a beautiful island. This is a fantastic holiday home for the whole family. We had a superb 2 weeks and the Mykonian VIlla was the perfect base to explore the island and the numerous beaches of Mykonos. It has al
…see more

from £500 / night

£3500 - £4550 / week

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from £500 / night

Top Destination reviews

Fava Eco Residences - Helios Suite
Most Beautiful Villa with an amazing view

We stayed in Fava for 4 full days and couldn't be happier. A 10 minute walk from Oia - this beautiful cave house came equipped with everything. The location was awesome as it was next to great restaurants, local shops and even bus stops. I would defi … see more
ANEMOLIA VILLA
High quality accommodation on the lovely island of Santorini

This house suited us very well. Everything was perfect. Location - walking distance to bars, restaurants and shops. Centrally located for visiting the sites of Santorini recommended by Spyridoula. Cleanliness - perfect; just like your own house … see more
Anemolia Villa
High quality accommodation on the lovely island of Santorini

This house suited us very well. Everything was perfect. Location - walking distance to bars, restaurants and shops. Centrally located for visiting the sites of Santorini recommended by Spyridoula. Cleanliness - perfect; just like your own house … see more
Villa Lydia
Amazing villa with stunning views

The villa is beautiful and has stunning views out over the sea. Location is quiet and only a short walk into the main part of Fira (although this is up hill and along a fairly busy road!). High quality facilities and easy parking. Patricia (the owner … see more
L'Ephemere Apartment
Awesome location, charming appartment

Hello, We stayed at your place over the easter holidays and we were first very lucky with the weather which was perfect even at this time of the year. The appartment is ideally located close to everything, the beach, the restaurants, downtown naxos . … see more
5 bedrooms Mykonos Exclusive Villa & Private Pool
Amazing in every way!

We were a family of 6 adults (ranging in age from 19 yrs up), travelling to Mykonos for the first time. I really cannot stress how appropriately named the Villa Joy is! From the prompt and efficient way George dealt with our initial enquiries and su … see more
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