50 Best Vacation Rentals in Cyclades - Holiday Lettings - Cabins

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3,563 Vacation rentals

(12) Excellent 

47

Vacation villa in Alyki

Paros / Alyki

6 15 min stay varies

  • 6 bedrooms
  • sleeps 15
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
In the beautiful island of Paros, and more specifically in Aliki, we have created the Paros Afrodite Luxury Villas . This beautiful building is situated on a hilltop in Aliki offering panoramic view of the Aegean Sea. It is the ideal place to enjoy that view of Antiparo …see more

from $263 / night

$1,839 / week

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from $263 / night

(7) Excellent 

36

Vacation villa with swimming pool in Melanes

Naxos / Melanes

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 9 mi
  • Swimming pool
Villas Guilena ,comprising of the Main house ,Guest house and separate Apartment accommodating up to 10 persons, are located in the beautiful mountain valley of Melanes. Peaceful with only the sound of goat bells yet only 15 minutes drive from the stunning beaches of A …see more

from $207 / night

$2,409 - $2,730 / week

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from $207 / night

(5) Good 

9

Vacation b&b in Karavostasis

Folegandros / Karavostasis

4 20 1 night min

  • 4 bedrooms
  • sleeps 20
  • 1 night min
  • Air conditioning
  • Private garden
Welcome to Aegean Star Hotel Apartments! Folegandros … The small diamond of Cyclades! The most southern island of the Cyclades cluster between Santorini and Milos. Folegandros extent, reaches the 32 km2 and its distance from Piraeus is 102 n.m. …see more

from $125 / night

$125 / week

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from $125 / night

62

Vacation villa in Santa Maria

Paros / Santa Maria

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Air conditioning
Villa Filizi is a 115 sqm villa with 2 bedrooms , 2 bathrooms and a spacious living room / dining area/ kitchen. Outside there is a big veranda with a sitting area and a barbecue. You can relax and enjoy the garden view or the Aegean blue. The Space: Villa Filizi is a 1 …see more

from $164 / night

$1,146 / week

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from $164 / night

(5) Excellent 

20

Vacation cottage in Sifnos

Cyclades / Sifnos

2 7 7 nights min

  • 2 bedrooms
  • sleeps 7
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Restored traditional stone barn and sheepfold (themonia) at the top of Ano Petali. Two indipendent bedrooms, a common room on the 1st floor and a small kitchen and bathroom carved on the bedrock. Fully eqquipped for relaxing holidays or inspiration. Near the capital Apo …see more

from $184 / night

$1,103 - $1,195 / week

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from $184 / night

(27) Excellent 

20

Vacation villa in Tinos

Cyclades / Tinos

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Tinos is one of the biggest Greek islands of the Cyclades. It is located between Andros and Mykonos. "Panormos Art Villas" is built on the east edge of the village within the borders of the bay overlooking the fishing boats and luxury vessels that contribu …see more

from $197 / night

$919 - $1,838 / week

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from $197 / night

25

Vacation villa with shared pool in Agios Sostis

Tinos / Agios Sostis

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 0.9 mi
  • Swimming pool
  • Child friendly
Bar with refreshing cocktails Restaurant Cuisine Breakfast A la Carte or Room service “Comfort Villa” Two Bedroom, accommodates max 4-5 persons Description: 100 m2, features 2 bedrooms, 2 bathrooms and 1 WC, 400 m2 private garden, amazing Aegean Sea view, parking spac …see more

from $237 / night

$1,655 / week

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from $237 / night

(6) Very Good 

16

Villa rental in Aspro Horio with shared pool

Paros / Aspro Horio

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Villa Effie is located in a tranquil traditional Greek village called Aspro Horio. It has peaceful surrounding with a choice of beaches 5-7min drive. It has a shared pool for those lazy afternoons and is ideal for a family get away holiday for sharing quality t …see more

from $115 / night

$803 / week

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from $115 / night

(36) Excellent 

13

Vacation villa in Fira

Santorini / Fira

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
If you want to enjoy the tranquility and breathtaking views offered by the caldera, without leaving the center and the market of Fira you're in the right spot. Serenity Suites in Santorini is a small cluster of elegant suites, located between the capital of the i …see more

from $499 / night

$3,256 - $6,144 / week

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from $499 / night

(2) Excellent 

13

Platis Gialos Vacation gite rental

Sifnos / Platis Gialos

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly
Parisians of Greek origin, we manage our house with love and care. A 5 minute walk from the most beautiful beach of the island and the village of Platis Yialos, our cottage offers an exceptional view of the bay and the big blue! All rooms can be booked separately. They …see more

from $79 / night

$499 - $749 / week

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Responds fast!
avg. 1 hour 29 minutes

from $79 / night

20

Studio rental in Sifnos

Cyclades / Sifnos

Studio 19 2 nights min

  • Studio
  • sleeps 19
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Sifnos is among the most beautiful Greek islands, perfectly suited for vacation and relaxation. Taking into consideration the needs of couples and families our group of rooms and apartments offers the perfect choice for relaxing vacation at accessible price. It consists …see more

from $59 / night

$414 / week

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from $59 / night

(2) Excellent 

44

Vacation b&b in Milos

Cyclades / Milos

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Nearest beach 3 mi
  • Air conditioning
A two-storey suite located on a clifftop at the southern part of Milos within the NATURA 2000 nature protection area. Enjoy relaxation in a serene Cycladic landscape and an outstanding view. Nearby beaches are classified among the best in the Aegean. -This two-storey ho …see more

from $211 / night

$1,471 / week

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from $211 / night

(1) Excellent 

37

Exomvourgo Vacation villa rental

Tinos / Exomvourgo

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Elea is a luxury traditional villa with private pool and sweeping sea view in Tinos, in the village of Ktikados, a traditional protected settlement. This spacious two-floor, 4-bedroom villa is the perfect place to enjoy the brilliant Greek sun and cool Aegean bre …see more

from $559 / night

$3,710 / week

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from $559 / night

(1) Excellent 

53

Vacation villa in Kionia

Tinos / Kionia

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
A traditional cycladic house that combines absolute privacy with amazing panoramic sea view day and night. Our villa stands in a relatively isolated small cliff so quiet that most of the day you can only hear the wind and the passing goats. Ideal for family vacations aw …see more

from $263 / night

$1,839 - $2,299 / week

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from $263 / night

39

Santa Maria Vacation villa rental

Paros / Santa Maria

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Child friendly
Ambassador Villas is an upscale villa complex consisting of 3 private and modern furnished units. It is located right of the edge of Santa Maria beach and is renowned for space and privacy. Each unit welcomes guests as if to the home of a close friend, instilling a sens …see more

from $427 / night

$2,989 / week

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from $427 / night

(8) Excellent 

53

Donousa Town Vacation studio rental

Donousa / Donousa Town

Studio 10 5 nights min

  • Studio
  • sleeps 10
  • 5 nights min
  • Air conditioning
With respect to tradtitional architecture, we created Stenosa, a fine accomodation experience of the highest quality possible. Stenosa was designed to blend naturally with the environment and the local architecture, while also standing out due to its unique design char …see more

from $132 / night

$920 / week

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from $132 / night

22

Faros Vacation home rental

Sifnos / Faros

4 7 3 nights min

  • 4 bedrooms
  • sleeps 7
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
DESCRIPTION IN ENGLISH & FRENCH AVAILBLE | French | You are right next to the southern beaches of the island of Sifnos! It would be ideal if you could rent a house of 120 m2 in the complex of "Lighthouse" which is 700 meters from the village of Faros. This is a house th …see more

from $316 / night

$2,207 / week

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from $316 / night

(11) Very Good 

31

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
ATTENTION! THE HOUSE IS FULLY RENOVATED DURING WINTER 2016 UP TO NOW AND THERE ARE NO NEW PHOTOS TAKEN AVAILABLE AFTER RENOVATION YET. IT HAS A NEW KITCHEN, LARGE BATHROOM AND MORE. We are situated in a small village, called Firopotamos, one of the unique villages in M …see more

from $158 / night

$1,104 / week

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from $158 / night

(7) Excellent 

31

Vacation villa with swimming pool in Stelida

Naxos / Stelida

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
A truely unique property ,Almiriki Villa. Innovative,stylish and ecologically friendly ,the Villa is one of five completely independent houses ,sensitively carved into the hillside on the North facing side of Stelida hill, encompassing the surrounding landscape and fl …see more

from $241 / night

$1,686 - $2,810 / week

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from $241 / night

(4) Excellent 

25

Triandaros Vacation home rental

Tinos / Triandaros

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Tinos Habitart is located close to the traditional village of Triandaros on the beautiful Island of Tinos. The settlement of Tinos Habitart includes vacation villas for rent and a group of neighboring traditional buildings (a windmill, a dovecote, a renovated traditiona …see more

from $329 / night

$2,298 / week

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from $329 / night

(12) Excellent 

51

Vacation 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
Casa Aragosta is a beautiful home in stunning surroundings and only 70 meters from the sea! Quite Perfect! The Villa is located in Mikri Vigla ,on the West coast of the island and approx 18 km from the main town,Chora. Naxos is the largest island in the …see more

from $115 / night

$803 - $2,007 / week

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from $115 / night

(1) Excellent 

14

Vacation gite in Platis Gialos

Sifnos / Platis Gialos

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Parisians of Greek origin, we manage our house with love and care. A 5 minute walk from the most beautiful beach of the island and the village of Platis Yialos, our cottage offers an exceptional view of the bay and the big blue! All rooms can be booked separately. They …see more

from $79 / night

$552 / week

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Responds fast!
avg. 1 hour 29 minutes

from $79 / night

(10) Very Good 

9

Home rental in Mykonos Town

Mykonos / Mykonos Town

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning

from $66 / night

$394 / week

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avg. 1 hour 48 minutes

from $66 / night

(4) Very Good 

32

Vacation home in Ornos

Mykonos / Ornos

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
The villa, a two-storey cubic private property, that is bathed in light, with uninterrupted views of the sunset, the crystal sea of the blue Aegean and the Islands of Tinos & Delos, is located in Pouli, Ano Diakoftis, a very privileged area, only 3km from Mykonos town. …see more

from $526 / night

$3,677 / week

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avg. 2 hours 3 minutes

from $526 / night

(2) Excellent 

21

Apartment rental in Plaka

Milos / Plaka

5 9 4 nights min

  • 5 bedrooms
  • sleeps 9
  • 4 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 historical c …see more

from $329 / night

$2,528 - $3,668 / week

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from $329 / night

(3) Very Good 

Certificate of Excellence

16

Vacation gite in Platis Gialos

Sifnos / Platis Gialos

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly
Parisians of Greek origin, we manage our lodging Artemis Studios with love and care. 5 minutes walk from the best beach of the island and the village of Platis Yialos, our house offers a view of the bay and the deep blue! All rooms can be booked separately. They enjoy p …see more

Certificate of Excellence

from $79 / night

$526 - $828 / week

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Responds fast!
avg. 1 hour 29 minutes

from $79 / night

(10) Very Good 

8

Home rental in Mykonos Town

Mykonos Town / Mykonos Town

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Car not necessary
The air-conditioned house sleeps two people and has a fully equipped kitchen / dining area. Bedding, towels and beach towels are provided. The house has a HD television with Blu-ray player. The balcony is the perfect place to take your morning coffee before heading …see more

from $295 / night

$2,061 / week

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avg. 2 hours 37 minutes

from $295 / night

(14) Excellent 

16

Apartment rental in Kato Aprovatou

Andros / Kato Aprovatou

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Nearest beach 4 mi
  • Swimming pool
  • Air conditioning
This 35m² apartment is planned for 2 people.The fully independent accommodation is part of a house, with three bedrooms and a patio with summer kitchen. From your suite or at the pool terrace you can enjoy 180 ° views of the Aegean Sea and enjoy beautiful sunsets at the …see more

from $73 / night

$506 / week

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from $73 / night

27

Livadi Vacation home rental

Serifos / Livadi

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
Modern, newly-built (2016), fully-equipped, spacious house located in Livadakia: just 100m from the sandy beach Livadakia, 7mins walk from the Port and 5mins walk from the heart of the island's life, Livadi. A luxurious house for a memorable stay! Welcome to one of our …see more

from $59 / night

$907 / week

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avg. 31 minutes

from $59 / night

(10) Excellent 

42

Vacation home rental

Cyclades / Serifos

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
A dreamy stone made 65sqm summerhouse with olive green woodwork, in the magnificent (and awarded) sandy bay of Ganema, in Serifos island. The house located just 350m away from the beach in a complex of 4 houses built in 2010, following 100% the local architectural line. …see more

from $165 / night

$1,149 / week

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Responds fast!
avg. 46 minutes

from $165 / night

(1) Excellent 

15

Vacation apartment with shared pool in Choulakia

Mykonos / Choulakia

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Studio Mystique is situated high above the hills at a most beautiful and panoramic location, overlooking the endless blue of the horizon. The islands of Delos, Rhenia and other islets sprinkled in the horizon form a spectacular setting for a most photogenic sunset. Th …see more

from $81 / night

$561 / week

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Responds fast!
avg. 44 minutes

from $81 / night

30

Vacation villa with swimming pool in Ornos

Mykonos / Ornos

6 12 3 nights min

  • 6 bedrooms
  • sleeps 12
  • 3 nights min
  • Nearest beach 0.2 mi
  • Swimming pool
  • Child friendly
Cavo Nano is a 6 bedroom villa in Mykonos with elegance and style, reserving all valuable island housing features, dedicated to accommodate its guests in privacy and comfortness, according to modern living standards. It is an extra spacious 2 floor residence, situated r …see more

from $591 / night

$4,136 / week

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from $591 / night

(1) Excellent 

40

Villa rental in Agios Sostis

Tinos / Agios Sostis

2 8 4 nights min

  • 2 bedrooms
  • sleeps 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
90 Sqm, 2 Separate Bedrooms 2 Bathrooms Extra Sleeping Space For 4 More. Ideally located at Agios Sostis in the island of Tinos Greece. Custom Architected Cycladic home with character. Very quiet and private outdoor areas with stunning views. Three Large veranda …see more

from $131 / night

$914 - $2,162 / week

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from $131 / night

6

Vacation studio in Apollonia

Sifnos / Apollonia

Studio 2 2 nights min

  • Studio
  • sleeps 2
  • 2 nights min
  • Child friendly
  • Air conditioning
Our grand father house became 3 small houses with terrace for every house. This listing is for the studio. A beautiful little house in the traditional pavements of Apollonia with a beautiful terrace. with a nice bathroom and fully equipped even with a washing machine, …see more

from $92 / night

$644 / week

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from $92 / night

(8) Excellent 

33

Villa rental in Mikri Vigla

Naxos / Mikri Vigla

2 5 6 nights min

  • 2 bedrooms
  • sleeps 5
  • 6 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Oasis Garden Villa is a stylish 2 bedroomed,3 storey property that has an amazing sun terrace,with dedicated,comfortable seating affording panoramic views of mountains and sea. Spectacular indeed! Set in idyllic and picturesque gardens with vine and bougainvillea cove …see more

from $115 / night

$803 - $1,767 / week

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from $115 / night

35

Vacation apartment in Logaras

Paros / Logaras

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Child friendly
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 herbs. Ther …see more

from $86 / night

$598 / week

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Responds fast!
avg. 14 minutes

from $86 / night

(1) Excellent 

43

Vacation home in Ormos Korthiou

Andros / Ormos Korthiou

1 3 5 nights min

  • 1 bedroom
  • sleeps 3
  • 5 nights min
  • Nearest beach 4 mi
  • Child friendly
  • Air conditioning
Our stone residence is seated in one of Andros' most beautiful and virgin areas. A breathtaking ocean view, a true aegean islands' balcony. Enjoy fishing, hiking, swimming and nature! Find peace and serenity, within the aromas of thyme and sage. The beach is nearby for …see more

from $145 / night

$854 / week

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Responds fast!
avg. 1 hour 41 minutes

from $145 / night

(1) Excellent 

23

Vacation home in Tinos Town

Tinos / Tinos Town

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Perfect location to relax, enjoy the sea, and explore the island of Tinos. The house has been recently renovated, it features 1 double bedroom and 1 twin bedroom, with a third sofa-bed in the living room, a fully equipped kitchen, and a large veranda and garden with sea …see more

from $144 / night

$1,009 / week

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Responds fast!
avg. 1 hour 30 minutes

from $144 / night

(1) Excellent 

24

Vacation apartment in Vathi

Sifnos / Vathi

1 4 6 nights min

  • 1 bedroom
  • sleeps 4
  • 6 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Cosy and spacious studios, 30 meters from the beach of Vathi. Each studio can house 1-4 people in a one-space area, including one large double bed and one or two sofa beds, confortable enough to acccomodate 1 or 2 children. Each studio has a large private shaded terrace …see more

from $66 / night

$460 / week

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from $66 / night

30

Vacation villa in Kionia

Tinos / Kionia

4 7 1 night min

  • 4 bedrooms
  • sleeps 7
  • 1 night min
  • Child friendly
Located 1.7 mi from Sanctuary of Poseidon in Kionia, this air-conditioned villa features a garden with an outdoor pool. Guests benefit from terrace and a year-round outdoor pool. Free private parking is available on site. There is a seating area, a dining area and a ki …see more

from $237 / night

$1,655 / week

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from $237 / night

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