50 Best Vacation Rentals in Cyclades - Holiday Lettings - Cabins

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Villas Mykonos
1,014 properties
Apartments Santorini
823 properties
Apartments Paros
501 properties
Villas Naxos
257 properties
Villas Tinos
131 properties
Andros
116 properties
Villas Syros
115 properties
Kea
100 properties
Villas Milos
77 properties
Apartments Sifnos
63 properties
Villas Antiparos
47 properties
Villas Serifos
34 properties
Apartments Ios
29 properties
Koufonissi
20 properties
Amorgos
17 properties
Apartments Folegandros
12 properties
Kithnos
6 properties

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3,353 Vacation rentals

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(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
Unique Living ExperienceInside the energy charged spaces of Castle Panigirakis, with the most spectacular view of Mykonos, two luxurious residences of unique beauty are built, that are there to offer you a special life experience, you will never forget.The t  …see more

from $173 / night

$1509 / week

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from $173 / night

(5) Excellent 

40

Vacation home rental

Paros / Logaras

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Villa San Dimitrio is a self-catering accommodation located in Logaras. Free WiFi access is available.Accommodation will provide you with a TV, a balcony and a patio. There is a full kitchen with a dishwasher and an oven,barbecue. Featuring a shower, private bathrooms a  …see more

from $144 / night

$855 - $1206 / week

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from $144 / night

(13) Excellent 

26

Vacation 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 mi
  • Swimming pool
The Glinado Villa is a unique,large property set in 7000sq.metres of land in the valley of Iria with amazing views to the Aegean,the island of Paros opposite and the surrounding lush valley. The property is a 2 storey, 6 bedroomed house,3 of which are doubles, and 1 twi  …see more

from $116 / night

$809 - $3018 / week

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from $116 / night

(6) Excellent 

28

Piso Livadi Vacation 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 apartment is on the 2nd floor and has veranda with pergolas.The location of the apartment is quite, 50m from the nearest beach Logaras, close to the shops and restaurants but at the same time away from the noise of the village. It combines easy access to  …see more

from $57 / night

$393 / week

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from $57 / night

(5) Excellent 

24

Vacation apartment rental

Naxos / Galanado

2 6 6 nights min

  • 2 bedrooms
  • Sleeps 6
  • 6 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This exceptional apartment, in a small group of 5,is finished to a very high standard ,including all fittings,and is located in a perfect setting with stunning views of the Aegean and a wonderful pool from which you can enjoy the vista!Fully equipped throughout,wit  …see more

from $131 / night

$914 - $1370 / week

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from $131 / night

(3) Excellent 

21

Vacation apartment in Manganari

Ios / Manganari

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.15 mi
  • Suitable for children age 5+
Manganari is 25 km from Ios Village. Is one of the most popular destination on Ios boasting a set of beautiful beaches with golden sand and crystal emerald water.  …see more

from $60 / night

$415 / week

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from $60 / night

(46) Very Good 

11

Oia Vacation studio rental

Santorini / Oia

Studio 3 3 nights min

  • Studio
  • Sleeps 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Suitable for children age 5+
Thea Studios is located just below the main promenade street in Oia with a stunning view of the Caldera. Surrounded by exclusive hotels we offer an affordable alternative with the same amazing view. The studios and apartments sleep 2-4 people and are simply furnished wi  …see more

from $114 / night

$647 - $1186 / week

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from $114 / night

14

Sifnos / Platis Gialos

1 2 Min stay varies

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

 …see more

from $55 / night

$381 / week

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from $55 / night

(1) Excellent 

26

Home rental in Chora

Ios / Chora

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Romantic house is a new property in a beautiful location of Ios.The house is situated 1.5km from the buzzing village of Ios.There are amazing sea views from the balcony.The area is quite and just what is needed to enjoy a relaxing holiday on the beautiful island of Ios.  …see more

from $109 / night

$761 / week

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from $109 / night

(5) Very Good 

15

Adamas Vacation hotel apartment rental

Milos / Adamas

6 14 1 night min

  • 6 bedrooms
  • Sleeps 14
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
IN A IDEAL AND CALM ENVIROMENT 5 MINUTES AWAY FROM THE PORT AND JUST 400 METRES FROM THE BEACH PAPIKINOU ,LOOKING FARAWAY AEGEAN,ROOMS 'ANTONIS' OFFERS YOU EXCELLENT SERVICE TO EACH VISITOR.THE BUILDING HAS 5 DOUBLE ROOMS AND ONE APPARTMENT FOR FOUR P  …see more

from $33 / night

$229 - $495 / week

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from $33 / night

(2) Very Good 

15

Vacation apartment in Aliki

Paros / Aliki

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Child friendly
All apartments of Anixis Studios are spacious and comfortable, ideal for families of more than 4 persons. The air-conditioned apartments have two separated bedrooms, TV with satellite channels in each bedroom, wi-fi, and a fully-equipped kitchen with a large fridge. The  …see more

from $66 / night

$424 - $979 / week

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from $66 / night

18

Paros / Parikia

Studio 2 Min stay varies

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

 …see more

from $38 / night

$265 - $491 / week

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from $38 / night

(7) Excellent 

19

Vacation apartment in Piso Livadi

Paros / Piso Livadi

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
The apartment is on the 2nd floor and has veranda with pergolas.The location of the apartment is quite, 50m from the nearest beach Logaras, close to the shops and restaurants but at the same time away from the noise of the village. It combines easy access to  …see more

from $57 / night

$396 / week

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from $57 / night

(7) Excellent 

22

Naxos Town Vacation villa rental

Naxos / Naxos Town

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Set on the beautiful hillside amidst landscaped gardens and exceptional views,this delightful property is a wonderful choice for your vacation in Naxos.Fully equipped throughout,tastefully furnished and a light and airy interior.A twin bedroom room downstairs,la  …see more

from $97 / night

$679 - $1207 / week

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from $97 / night

(5) Excellent 

34

Kastraki Vacation apartment rental

Naxos / Kastraki

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
The renovated apartments “LIANA MAROULI” is a fully furnished room complex built with Love and respect not only to our island's traditional architecture and the contemporary aisthetics. The wood,the white stone and the decorative details are the main st  …see more

from $60 / night

$475 / week

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from $60 / night

(9) Excellent 

23

Vacation home in Mykonos Town

Mykonos / Mykonos Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
A simple and elegant holiday home in a quiet area with panoramic sea and sunset views, most suitable for families.Spacious paved terrace, private heated swimming pool with protective fence (removable) for small children, BBQ with outdoor dining table, fenced property. O  …see more

from $378 / night

$2641 - $2802 / week

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from $378 / night

5

Vacation villa in Fira

Santorini / Fira

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Inspired by the black volcanic nature and infused with traditional Cycladic architecture, the Day Dream Luxury Suites are the perfect combination of minimal design, true style and pure luxury. Pamper yourself in one of its infinity pools or Jacuzzis and gaze at the hori  …see more

from $593 / night

$4147 / week

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from $593 / night

(12) Excellent 

23

Vacation villa in Megalochori

Santorini / Megalochori

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
A beautiful villa that is ideal for an unforgettable honeymoon or a luxurious holiday.Beautifully restored, this large and very private villa has been renovated to a high standard yet retained its best Greek features. Situated in the traditional village of M  …see more

from $248 / night

$1504 - $2366 / week

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from $248 / night

(14) Excellent 

31

Oia Vacation apartment rental

Santorini / Oia

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Welcome home to Fava! An unforgettable experience. Our goal is to make you feel that Fava is your own home and Santorini, your island. The Fava Eco-Residences are housed in a group of splendid and unique captain houses of the mid 19th century, located at the highest poi  …see more

from $173 / night

$1207 / week

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from $173 / night

(1) Excellent 

17

Vacation home in Parikia

Paros / Parikia

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
This two storey house in Paros is located just 2km from Parikia, the central port and capital of the island. It has two spacious double bedrooms with fitted wardrobes, a bathroom, kitchen, living area, as well as plenty of outside space, including an outdoor dining area  …see more

from $108 / night

$755 / week

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from $108 / night

29

Firostefani Vacation home rental

Santorini / Firostefani

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
OdysseysHouse with Loft is about twenty steps walk from this sweet location of Firostefani .A beautifull sweet home for those who like a private loft at their disposal.This is a cosy new house build in a traditional Santorinian style for couples or families.It's e  …see more

from $21 / night

$162 - $453 / week

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from $21 / night

(8) Excellent 

20

Vacation home with swimming pool in Naoussa

Paros / Naoussa

2 10 Min stay varies

  • 2 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
The traditional-style stone villa Naousa is, as the name suggests on the outskirts of Naousa (1 600 meters measured from the center of Naousa and the small fishing port) on a hill with spectacular views over the bay of Naoussa. The nearest supermarket is only 600 meter  …see more

from $194 / night

$1617 - $3772 / week

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from $194 / night

(1) Excellent 

20

Apartment rental in Plaka

Milos / Plaka

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Monastiraki Rosario is an old monastery/house built togther with a little Catholic church by the french consulate, Louis Brest, in 1820 who discovered the "Venus of Milo", bought and gave it to the Louvre museum in Paris. The house is located in Plaka, the hi  …see more

from $218 / night

$1794 - $2772 / week

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from $218 / night

8

Paros / Parikia

1 3 2 nights min

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

 …see more

from $55 / night

$327 - $435 / week

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from $55 / night

(4) Very Good 

43

Triovassalos Vacation studio rental

Milos / Triovassalos

Studio 3 2 nights min

  • Studio
  • Sleeps 3
  • 2 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Car not necessary
Three beautifull studios in Triovasalos ,Milos, brand new after redecoration,in a quiet place surrounded by the cyclades look village Triovasalos,the studios can provide you relacation to enjoy your vacations in the island.We provide you a yard with two umbrellas and st  …see more

from $22 / night

$109 - $403 / week

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from $22 / night

(4) Excellent 

24

Tinos Town Vacation home rental

Tinos / Tinos Town

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly
A wonderful combination of a comfortable, bright and spacious waterfront home, which has a large terrace with stunning sea-views and is conveniently located very close to the beach and every amenity. Tastefully decorated with comfortable furniture and traditional Gree  …see more

from $89 / night

$619 - $1177 / week

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from $89 / night

12

Vacation studio rental

Paros / Aliki

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
All of the studios of Anixis are bright and comfortable, and well-maintained with daily cleaning. The studios are air-conditioned, and have fully-equipped kitchenette with large fridge, TV with satellite channels, wi-fi, and private bathroom with shower. There are doubl  …see more

from $44 / night

$272 - $500 / week

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from $44 / night

(6) Excellent 

24

Vacation apartment in Plaka

Naxos / Plaka

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
Evriali is a new beachfront apartment built in 2012 on a privileged location at the end of Plaka beach, with a large garden -more than 3000 m2- of herbs, fruits, flowers and trees that end to a path that leads you straight to the beach. Just a few steps to the beac  …see more

from $162 / night

$1132 - $1962 / week

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from $162 / night

(9) Excellent 

26

Vacation apartment with swimming pool in Plaka

Naxos / Plaka

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This exclusive and contemporary apartment and separate studio are situated in a spectacular location,with stunning views of the Aegean and the neighbouring island of Paros. Exceptional pool and comprehensively equipped outdoor kitchen,with BBQ and choices of comfortable  …see more

from $162 / night

$1132 - $2339 / week

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from $162 / night

(2) Excellent 

40

Vacation home with shared pool in Platys Gialos

Mykonos / Platys Gialos

3 9 3 nights min

  • 3 bedrooms
  • Sleeps 9
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
The house (120 s.m.) is situated at Ktima Lino (Paraga area), in a small complex, it is surrounded by a wonderful garden with palm trees and it has a very big swimming pool. The house's veranda has a fantastic sea view and is overlooking the beaches of Paraga and A  …see more

from $432 / night

$3395 / week

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from $432 / night

28

Vacation villa in Tourlos

Mykonos / Tourlos

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Set on a hill overlooking the Aegean Sea, Villa Desiree has gorgeous views and a location close to Mykonos main town (Chora) and several famed beaches. The property’s traditional and modern decor offers contemporary luxury, and four bedrooms on three levels prov  …see more

from $182 / night

$1156 - $7305 / week

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from $182 / night

14

Vacation apartment in Mykonos Town

Mykonos Town / Mykonos Town

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning
Comfortable studios situated in the heart of the center of Mykonos island,just 100m from the main bus terminal of the island and between famous clubs,bars and restaurants ,just 20m from the supermarket.....studios provide tv,electric cooker ,fridge,a/cSpaziosi s  …see more

from $33 / night

$205 - $1294 / week

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from $33 / 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
The Portes View House is a newly renovated and fully furnished traditional house with 2 bedrooms , kitchen / living room and WC. It is fully equipped and renovated in 2015. Can accommodate 2-5 people with a sofa - bed in the living room. Located in the castle area of p  …see more

from $68 / night

$647 - $873 / week

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from $68 / night

(2) Very Good 

23

Villa accommodation in Choulakia with swimming pool

Mykonos / Choulakia

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Our Mykonos luxurious pool villa offers the image that a visitor has always wanted to experience! Watching the endless Aegean Sea and the blue sky, while standing in the infinite swimming pool and enjoying a drink! Guests of this luxurious villa with unbreakable view ma  …see more

from $378 / night

$2694 - $9052 / week

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from $378 / night

(16) Very Good 

16

Vacation hotel apartment in Batsi

Andros / Batsi

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.15 mi
  • Child friendly
The Bella Vista Villa in Andros is comprised of 4 tastefully furnished and spacious studio that is especially designed to offer comfortable and carefree accommodation. The property is an AA’ class establishment and operates from March 15 to November 30.The  …see more

from $27 / night

$173 - $485 / week

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from $27 / night

(1) Excellent 

18

Batsi Vacation studio rental

Andros / Batsi

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0 mi
  • Child friendly
  • Car not necessary
The property is a beautiful place to spend your relaxation time. All studios and apartments offer magnificent views to the village, the bay and the sea, Visitors appreciate the unique traditional decoration with many handycrafts prepared by Mrs Nana, your hostess. Studi  …see more

from $49 / night

$302 - $496 / week

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from $49 / night

24

Mykonos Town Vacation home rental

Mykonos / Mykonos Town

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
Villa David is a cosy house situated in a quite area in Mykonos town.Can easily host six people and has two bedrooms with view to traditional windmill also is fitted with TV and free WiFi. The comfortable living room and the spacious kitchen is full equipped to cover al  …see more

from $153 / night

$1066 / week

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from $153 / night

(2) Excellent 

32

Logaras Vacation apartment rental

Paros / Logaras

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
The Meltemi 2-3 person's apartment has a living room with a bed sofa, a bar with a well equipped kitchen, a two person's bedroom, and a bathroom with toilet. It has a private terrace in the quiet traditional Greek island garden with many trees, flowers and  …see more

from $54 / night

$378 / week

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from $54 / night

(12) Excellent 

16

Vacation villa in Emborio

Santorini / Emborio

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
A unique experience, combining a traditional winery, working artists studio and holiday villa.Lovingly restored and converted into holiday accommodation and studio by local artist Jon Call, the 'Canava' building dates back to 1835, situated in a semi r  …see more

from $216 / night

$1294 - $2102 / week

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from $216 / night

(6) Very Good 

20

Vacation apartment rental

Naxos / Naxos Town

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Sunset Apartment is perfectly located in the Glyfada Alyko area with stunning sunsets. You are so close youi can nearly touch them! The colours are spectacular!Our delightful apartment has everything you would need for a wonderful relaxing holiday in this amazing lo  …see more

from $44 / night

$302 - $529 / week

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from $44 / night

1