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

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3,255 Holiday homes

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(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 km
  • 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 £297 / night

£2119 - £7119 / week

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from £297 / night

(8) Excellent 

20

Holiday home with swimming pool in Naoussa

Paros / Naoussa

2 10 Min stay varies

  • 2 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly
Check in after 1600 -Check until 1000 2nd house (2 bedrooms) can be rented additionally. Please ask for details!  …see more

from £153 / night

£1272 - £2967 / week

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from £153 / night

(6) Very Good 

20

Holiday 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
Stunning sunsets.Protected Cedar Forest covered dunes. Incredible beaches. Views to mountains and sea. Short walk to the beach and tavernas.<br />Beaches. Boat tours. Spring walks. Horse riding. Peaceful area  …see more

from £34 / night

£238 - £416 / week

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from £34 / 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 £85 / night

£594 - £2373 / week

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from £85 / night

(43) Excellent 

24

Villa rental in Fira

Santorini / Fira

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
“One of the best rentals we ever stay in.” This rental was in a great location.It had breath taking views.Every morning we just would go out and sit on one of our many patios.Memo and Joanna was like family to us we hated to leave them,We would just si  …see more

from £238 / night

£2145 - £5102 / week

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from £238 / night

(7) Excellent 

22

Naxos Town holiday villa rental

Naxos / Naxos Town

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Stunning beaches and a variety of water sports nearby. Short distance from the main town ,Chora. Daily boat charters. Suitable for couples and families.Mini market and bakery with fresh bread daily close by .Horse riding along beautiful beaches  …see more

from £77 / night

£534 - £950 / week

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from £77 / 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
Fantastic villa in the village of Exogonia, private pool, sun terraces, sunrise views to the beach resort of Kamari and the island of Anafi, 2 double bedrooms both en suite, sleeps 6 (sofa bed in lounge), all new furniture and features.  …see more

from £212 / night

£1102 - £2077 / week

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from £212 / night

(5) Excellent 

40

Holiday 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 £112 / night

£667 - £940 / week

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from £112 / night

(1) Excellent 

26

Plaka holiday apartment rental

Naxos / Plaka

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
New studios & apartments at Plaka beach for 2-5 people with sea view, 7 km from Naxos town, on the beach(30m), private beach, private parking, kitchen with full equipment, a/c, TV led, very comfortable beds, balcony-veranda with sea view, Free Wi-Fi, hypoallergenic  …see more

from £22 / night

£149 / week

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from £22 / 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 £136 / night

£1187 / week

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from £136 / night

(1) Excellent 

18

Apartment rental in Monólithos

Santorini / Monólithos

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Air conditioning
“Lovely apartment - recommended” We spent a week in this lovely apartment. It was beautifully clean and comfortable. We loved the view over the sea and spent many mornings and evenings relaxing there.  …see more

from £73 / night

£403 - £784 / week

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from £73 / night

(3) Excellent 

23

Tinos holiday villa rental

Cyclades / Tinos

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.35 km
  • Child friendly
“Wonderful owner made this house even better” My family (including two teens and a four year old) enjoyed a great week in Tinos at this beautiful home. Everything we needed was right there.... the rental car Mary helped us book was waiting, along with  …see more

from £70 / night

£487 - £924 / week

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from £70 / night

(12) Excellent 

16

Holiday villa in Emborio

Santorini / Emborio

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly
3 double bedrooms, 2 bathrooms, living area with dining facilities, full kitchen, roof terrace, courtyard, sea views, quiet, restored, traditional, plasma TV DVD.  …see more

from £170 / night

£1017 - £1653 / week

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from £170 / night

(3) Excellent 

12

Holiday apartment rental

Paros / Piso Livadi

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Τhe most beautiful and relaxing vacations I've ever had by the sea” It is a very bright, cozy and beautiful place to live in. The owners are very friendly and generous. They have also responded to every of our concerns. Above all, the most fascinating  …see more

from £53 / night

£368 / week

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from £53 / night

(1) Excellent 

40

Holiday apartment in Naoussa

Paros / Naoussa

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
Sea view, private car park, well tended garden, atmospheric lighting at night, shallow sandy beaches, tavernas nearby, Naoussa fishing village, shaded balcony, great breakfast, Santa Maria exclusive area with Villas, Natura 2000 forest, hiking, cycling, horse riding.<  …see more

from £47 / night

£306 - £678 / week

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from £47 / 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
The house has two shaded terraces with amazing view both with sitting and dinning area perfect for dinner under the sky. <br />Situated 10 minutes by car from the port of Tinos-Chora and 1km from the beautiful sandy Kionia beach!  …see more

from £170 / night

£1187 - £1306 / week

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from £170 / night

(3) Excellent 

17

Pollonia holiday apartment rental

Milos / Pollonia

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Child friendly
  • Air conditioning
This 1st floor bright apartment is situated in a prime and quiet location in Pollonia of Milos. It has an amazing sea view and it is only a short walk from local restaurants and coffee shops. It can accommodate 2 + 1 guests and it consists of one separate bedroom  …see more

from £102 / night

£712 / week

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from £102 / night

(12) Excellent 

23

Holiday villa in Megalochori

Santorini / Megalochori

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“The perfect retreat, private but not isolated, in a traditional Greek village.” Lovely villa with modern kitchen & bathrooms. The villa is secluded but not isolated with tavernas within a few steps. A lovely bakery is situated at the top of the lane.  …see more

from £195 / night

£1183 - £1861 / week

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from £195 / night

(10) Excellent 

23

Apartment rental in Monólithos

Santorini / Monólithos

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Great Apartment with Wonderful View of the Sea!” Great apartment, exactly what I was looking for in a long-term rental. Located on Monolithos Beach, with beautiful views of the sea & magnificent sunrises. Loved being here in the winter as it was quiet  …see more

from £81 / night

£403 - £784 / week

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from £81 / night

14

Sifnos / Platis Yialos

1 2 Min stay varies

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

 …see more

from £43 / night

£297 / week

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from £43 / 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
Stunning location,swimming pool,Wi Fi and Air conditioning. Sleeps up to 6 persons. Close to beach and tavernas.  …see more

from £102 / night

£712 - £1068 / week

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from £102 / night

(5) Very Good 

15

Adamas holiday hotel apartment rental

Milos / Adamas

6 14 1 night min

  • 6 bedrooms
  • Sleeps 14
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
QUIET,CALM,FAMILY PLACE,BIG GARDEN,FRIENDLY AND KIND OWNERS.  …see more

from £26 / night

£178 - £386 / week

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from £26 / night

46

Villa rental in Tourlos

Mykonos / Tourlos

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Villa Aeracura 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. The l  …see more

from £140 / night

£890 - £4912 / week

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from £140 / night

12

Holiday apartment rental

Milos / Triovassalos

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 1 km
  • Child friendly
  • Air conditioning
Studio with view to village of Plaka , clean, renovated, in a quiet place that can offer you relaxation and tranquility to enjoy your holiday. Very close to beaches Iot Spot as Fyropotamos, Sarakiniko and Plathiena. We offer FREE parking for bike and quad just outside t  …see more

from £22 / night

£119 - £280 / week

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from £22 / 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
Detached Private Villa with Stunning Panoramic Sea Views with Private Pool sleeps up to 6.This spacious accommodation is on a unique hilltop location that has sea views from Parikia Port 3kms away, then it sweeps over 180 degrees, around the villa & beautiful garden  …see more

from £130 / night

£850 - £1500 / week

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from £130 / night

(2) Excellent 

43

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
Shades of White is a newly constructed , traditional complex of apartments located in the Village of Emporio.Fira the capital of Santorini is 7 klm away and the famous black beaches of Perivolos & Perissa are only 2 klm.The complex of Shades of White overl  …see more

from £106 / night

£742 - £1272 / week

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from £106 / 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
The Goudi House is a beautifuly renovated turn of the 20th century property that was originally owned by a Greek Orthodox Papa and then in 1980 bought by a Greek carpenter for his family and 5 children who then added 2 extra floors . An old marble mortar (Goudi) was f  …see more

from £77 / night

£534 - £1068 / week

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from £77 / night

20

Studio rental in Sifnos

Cyclades / Sifnos

Studio 19 Min stay varies

  • Studio
  • Sleeps 19
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Taking into consideration the specific needs of couples and families our group of rooms and apartments offers the perfect choice for relaxing vacation at accessible price. Visit us to enjoy yourself in the picturesque beach of Platis Gialos at the heart of Aegean sea.  …see more

from £43 / night

£297 - £594 / week

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from £43 / night

5

Holiday 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 £462 / night

£3234 / week

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from £462 / night

8

Holiday 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
mykonos , xora mykonou , xwra mykonou , greek islands , apartments in mykonos , studio ,  …see more

from £26 / night

£162 - £1017 / week

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from £26 / 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 £50 / night

£509 - £687 / week

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from £50 / night

(5) Excellent 

13

Vathi holiday apartment rental

Sifnos / Vathi

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
It's a newly built (in 2012), 46 m2, first floor apartment located on the beautiful and picturesque beach of Vathy in Sifnos, just 30 meters away from the sea.It is fully furnished and equipped. It can accommodate up to 4 persons.It consists of a kitchen, a  …see more

from £50 / night

£345 / week

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from £50 / 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 km
  • 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 £170 / night

£1399 - £2162 / week

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from £170 / night

26

Holiday villa with swimming pool in Agios Prokopios

Naxos / Agios Prokopios

1 5 3 nights min

  • 1 bedroom
  • Sleeps 5
  • 3 nights min
  • Nearest beach 0.2 km
  • Swimming pool
  • Child friendly
Diadema Villa is a brand new 53sq.metre villa at Stelida area of Naxos. There is a private swimming pool/jacuzzi and an outstanding view of the sea ! It is only 200m. away from a lovely sandy beach named Gopa (only on foot). It is a 4 klm distance from Naxos Town; arou  …see more

from £102 / night

£712 / week

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from £102 / night

35

Villa rental in Mykonos Town with swimming pool

Mykonos Town / Mykonos Town

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning
Villa Divine is located in the area of Kounoupas at only 5 minutes drive from Mykonos town and about 7- 10 minutes drive from many of the most famous beaches of the island. Villa Divine is a brand new property, one of the most luxurious on the island and its design, gre  …see more

from £1005 / night

£7030 - £14950 / week

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from £1005 / night

20

Holiday studio in Logaras

Paros / Logaras

Studio 2 1 night min

  • Studio
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
We offer apartments, studios and rooms for 2 and 3 persons Our studios are with kitchen, refrigerator, TV, Air-condition, WC and balcony. Our rooms are with refrigerator, Air-condition, TV, WC and balcony. Free Wi-Fi Internet access. Also we have private pa  …see more

from £20 / night

£136 - £327 / week

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from £20 / 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 £73 / night

£505 - £1187 / week

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from £73 / night

(1) Excellent 

11

Amorgos / Aegiali

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Air conditioning

 …see more

from £34 / night

£238 - £534 / week

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from £34 / night

(6) Excellent 

24

Holiday home in Pyrgos

Santorini / Pyrgos

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
“Perfecto!” Great location, great house, great holiday! Spiti Stelios is a fantastic place to stay, far enough away from the madding crowds but close enough to savour the authentic essence of Santorini.  …see more

from £93 / night

£650 - £1200 / week

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from £93 / night

15

Holiday studio rental

Santorini / Kamari

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Car not necessary
The Studio is located at the eastern part of the island, at the Village Kamari.The amazing beach of Kamari is only 30 meters from the studio.The welcoming and comfortable studio is 25sq meters with 4 single beds.Is clean and bright equipped with everything you need to s  …see more

from £39 / night

£267 - £1009 / week

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from £39 / night

Top Destination reviews

Rodothea on the Beach- Santorini-Monolithos
Great Apartment with Wonderful View of the Sea!

Great apartment, exactly what I was looking for in a long-term rental. Located on Monolithos Beach, with beautiful views of the sea & magnificent sunrises. Loved being here in the winter as it was quiet, though the buses only run three times a day. L … see more
Adams on the Beach, Santorini, Monolithos
Lovely apartment - recommended

We spent a week in this lovely apartment. It was beautifully clean and comfortable. We loved the view over the sea and spent many mornings and evenings relaxing there. … see more
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