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171 Holiday homes

Travellers going to Oia are booking June dates now. Secure your holiday home today and have the perfect trip.

(1) Very Good 

18

Oia holiday villa rental

Santorini / Oia

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
Perched on the cliffs of Perivolas, Pegasus Villa offers cave-style accommodation with arched ceilings and a furnished terrace overlooking the caldera and the volcano. Ammoudi Beach is 1.5 km away. Pegasus villa is minimally decorated with respect to the Cycladic style  …see more

from £236 / night

£1646 / week

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from £236 / night

(46) Very Good 

11

Oia holiday studio rental

Santorini / Oia

Studio 3 3 nights min

  • Studio
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children age 5+
“Live in the postcard view” We enjoyed sitting on the balcony for most of the time, we stayed in Oia. No need to go aound like other tourists. Simply the best view you can find in Oia. Surrounded by luxury hotels, this is a reasonable vacation rental  …see more

from £90 / night

£513 - £941 / week

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from £90 / night

(4) Very Good 

30

Cave house rental in Oia

Santorini / Oia

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Casa Sigala is located in the picturesque Oia and close to the Venetian, medieval castle of Oia, the "Castle of St. Nicholas." It is a traditional cave house, built in early 1800, fully restored and offering panoramic views of the Aegean Sea and the sunset. It  …see more

from £214 / night

£1453 / week

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from £214 / night

(12) Excellent 

10

Oia holiday cave house rental

Santorini / Oia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Air conditioning
It is a cavehouse located in the center of the traditional settlement of Oia. It is 44 sq.m. and has 22 sq.m. private terrace with wonderfull caldera view.<br />it is about 100 steps from the main pedestrian street of Oia where all the shops and restaurants are lo  …see more

from £85 / night

£593 - £2214 / week

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from £85 / night

15

Oia holiday cave house rental

Santorini / Oia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Ask owner if suitable for children
  • Air conditioning
  • Pet friendly
it is about 100 steps from the main pedestrian street of Oia where all the shops and restaurants are (website hidden) is only five minutes walking distance from the commercial centrer of the village .The appartment is only 7 minutes walking distance from the bus station  …see more

from £82 / night

£569 - £2214 / week

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from £82 / night

7

Holiday villa rental

Santorini / Oia

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Ask owner if suitable for children
White Pearl Villas in Oia, Santorini, carved in the volcanic rocks of Theran land with the mystical beauty of the caldera cliff, stretching before them, open their doors to take you on a magic trip. Built on the edge of the cliff through the centuries, restored with res  …see more

from £206 / night

£1436 - £2513 / week

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from £206 / night

10

Home letting in Oia

Santorini / Oia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets
Rose's Cave House is a spacious and cozy cave house in the village of Oia, one of the most beautiful villages of Santorini, hanging on the cliff of the caldera. The view from the courtyard is breathtaking and panoramic, which allows the eyes to wonder to the endles  …see more

from £112 / night

£740 - £1436 / week

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from £112 / night

(3) Very Good 

23

Holiday home in Oia

Santorini / Oia

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
A traditional Aegean island windmill has been transformed into a fully equipped 74 sq. mt. house with modern facilities. The mill has an attic where children love to sleep and a private yard ideal for breakfast or night cocktails with guests. Guests have access to the c  …see more

from £154 / night

£855 - £1069 / week

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from £154 / night

(3) Very Good 

5

Oia holiday home rental

Santorini / Oia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
Carved into the Cliffside of Oia, you can experience the unique breathtaking view, along with the authentic elegance and luxury traditional style of the Architect’s Cave House. The Architect’s Cave House is consisting of two tranquil, stylish, traditional su  …see more

from £197 / night

£1377 / week

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from £197 / night

(20) Excellent 

10

Oia holiday cave house rental

Santorini / Oia

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
Rose's Cave House is a spacious and cozy cave house in the village of Oia, one of the most beautiful villages of Santorini, hanging on the cliff of the caldera. The view from the courtyard is breathtaking and panoramic, which allows the eyes to wonder to the endles  …see more

from £112 / night

£740 - £1436 / week

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from £112 / night

10

Holiday villa in Oia

Santorini / Oia

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
Armeni Luxury Villas is located in the most beautiful corner of Santorini, on the rock of the old town of Oia. It offers a unique breathtaking view of the volcanic caldera of Santorini and the deep blue of the Aegean Sea. Galatia Grand Family Suite, which is the great  …see more

from £248 / night

£1736 / week

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from £248 / night

(1) Very Good 

19

Holiday villa in Oia

Santorini / Oia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Air conditioning
Quiet and spacious, laid out on two levels, our home is the ideal accommodation for a couple or a family of four.The upper level has the master bath and bedroom as well as a balcony to watch your most memorable sunrises from. The ground level consists of a living room w  …see more

from £69 / night

£479 - £684 / week

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from £69 / night

10

Holiday villa in Oia

Santorini / Oia

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning
caldera, see view, volcano view, hot tub, view, santorini, oia, ia, wi-fi, modern, luxury, cave house,<br />Daily cleaning service, Luggage carry service, Welcome Wine, Transfer service/Car rent al/Tours on request  …see more

from £206 / night

£1436 - £2513 / week

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from £206 / night

9

Holiday studio in Oia

Santorini / Oia

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Nearest beach 1 km
  • Car not necessary
  • Air conditioning
Traditional exclusive cave studioThis is a unique accommodation proposal. Nested within the historical heart of Oia's village, the cave studio is built within the volcanic rock according to the traditional island's architecture which is adapted to Santorin  …see more

from £214 / night

£1496 / week

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from £214 / night

(2) Excellent 

22

Oia holiday villa rental

Santorini / Oia

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Air conditioning
  • Ask about pets
luxury house in Oiahouse with caldera view Oia SantoriniLuxury villa in Oia Santoriniluxury villa for wedding in Oia Santorinihouse for families in Santorinihouse for friends in Santorini<br />All bookings from April 2016 will have additional breakfast and 2nd bat  …see more

from £295 / night

£2065 - £5654 / week

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from £295 / night

(1) Excellent 

38

Villa letting in Oia with shared pool

Santorini / Oia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Staying at Boutique villa "TURQUOISE" in OIA SUNSET VILLAS you have the privilege of having Hotel Services, luxury, a great view to Oia's sunset, access by car and free parking area, a swimming pool, a Private outdoor heated spa, a unique residence, a who  …see more

from £330 / night

£2077 - £3393 / week

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from £330 / night

(6) Excellent 

13

Holiday cave house rental

Santorini / Oia

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly
Luxury living, Jacuzzi, Stunning views in Caldera Oia, sea, volcano, privacy, balcony, amenities, hot tub<br />We give attention to the details and love to honor our guests by providing personalized hosting!  …see more

from £236 / night

£1652 - £2729 / week

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from £236 / night

(11) Very Good 

29

Apartment rental in Oia

Santorini / Oia

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Stunning views and peaceful stay” My friend and I stayed in Fava for five nights - we were looking for a relaxing stay after the craziness of Ios and we were not disappointed. A beautiful place with gorgeous views out to the town and sea. A great plac  …see more

from £137 / night

£958 / week

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from £137 / night

(4) Very Good 

24

Oia holiday villa rental

Santorini / Oia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Air conditioning
Quiet and spacious, laid out on two levels, our home is the ideal accommodation for a couple or a family of four. The upper level has the master bath and bedroom as well as a balcony to watch your most memorable sunrises from. The ground level consists of a living room  …see more

from £69 / night

£479 - £684 / week

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from £69 / night

(4) Excellent 

14

Holiday cave house accommodation

Santorini / Oia

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Car not necessary
Luxury living, Jacuzzi, Stunning views in Caldera Oia, sea, volcano, privacy, balcony, amenities, hot tub<br />We give attention to the details and love to honor our guests by providing personalized hosting!  …see more

from £274 / night

£1915 - £4308 / week

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from £274 / night

(7) Very Good 

30

Holiday apartment in Oia

Santorini / Oia

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Very nice stay in Finikia” We (a couple with a teenager) spent three nights in Eos suite. We were kindly welcome by Grigoris who is francophone. The suite with a elegant cycladic sobriety has space enough for three and is in a very quite place Finikia  …see more

from £129 / night

£970 - £1269 / week

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from £129 / night

9

Holiday villa in Oia

Santorini / Oia

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
Armeni Luxury Villas is located in the most beautiful corner of Santorini, on the rock of the old town of Oia. It offers a unique breathtaking view of the volcanic caldera of Santorini and the deep blue of the Aegean Sea. Galini Superior Suite is a splendid villa offe  …see more

from £236 / night

£1646 / week

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from £236 / night

(3) Excellent 

40

Villa rental in Oia with shared pool

Santorini / Oia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Staying at Boutique villa "TOPAZ" you have the privilege of having Hotel Services, luxury, a great view to Oia's sunset, access by car and free parking area, a swimming pool, a Private outdoor heated spa, a unique residence, a whole Home Away from Home!.  …see more

from £295 / night

£1861 - £3177 / week

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from £295 / night

9

Villa rental in Oia

Santorini / Oia

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask owner if suitable for children
  • Car not necessary
  • Air conditioning
Luxury living, Jacuzzi, Stunning views in Caldera Oia, sea, volcano, privacy, balcony, amenities, hot tub<br />We give attention to the details and love to honor our guests by providing personalized hosting!  …see more

from £240 / night

£1676 - £3231 / week

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from £240 / night

(4) Excellent 

53

Oia holiday villa rental

Santorini / Oia

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
Staying at "Swinging Sunset Villa" you have the privilege of luxury, privacy & a great view to Oia's sunset.  …see more

from £466 / night

£2938 - £4273 / week

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from £466 / night

(14) Excellent 

36

Oia holiday apartment rental

Santorini / Oia

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Traditional and Beautiful!” Myself and my boyfriend had the delight of staying in the Junior Suite for our holiday to Santorini! We arrived and were in a beautiful, traditional settlement which was Finikia, we were so happy as there were no roads  …see more

from £137 / night

£958 / week

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from £137 / night

30

Oia holiday home accommodation

Santorini / Oia

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Casa Daphne is a unique property located on the highest point of Oia village in Perivolas area, in a very convenient position, since it is only 500 meters from Oia center and just outside the property there is a parking area, the bus stop, markets and restaurants. Daphn  …see more

from £496 / night

£3471 - £6522 / week

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from £496 / night

10

Holiday home in Oia

Santorini / Oia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
Carved into the Cliffside of Oia, you can experience the unique breathtaking view, along with the authentic elegance and luxury traditional style of the Architect’s Cave House. The Architect’s Cave House is consisting of two tranquil, stylish, traditional su  …see more

from £300 / night

£2095 / week

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from £300 / night

(3) Excellent 

48

Holiday villa with shared pool in Oia

Santorini / Oia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
Staying at Boutique villa "PEARL" you have the privilege of having Hotel Services, luxury, a great view to Oia's sunset, access by car and free parking area, a swimming pool, a Private outdoor heated spa, a unique residence, a whole Home Away from Home!.  …see more

from £295 / night

£1861 - £3177 / week

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from £295 / night

(8) Very Good 

29

Holiday apartment in Oia

Santorini / Oia

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Perfect” We had a great stay at Fava -- couldn't have asked for more, and the place was extremely cute and cosy. I'd have no hesitation in recommending the place to anyone!  …see more

from £129 / night

£898 / week

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from £129 / night

16

Holiday home in Oia

Santorini / Oia

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
Gazing the deep blue, Kalidoscope is a complex of three traditional, fully renovated cave houses ideal for all visitors’ who wish to experience a traditional, modern home accommodation in Santorini. The traditional style houses offer a unique view, a comfortable a  …see more

from £206 / night

£1436 / week

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from £206 / night

19

Holiday home in Oia

Santorini / Oia

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
Nestled on the cliffs of the worldwide famous village of Oia, "Kalidoscope cave villas" welcome you to the beautiful island of Santorini. Gazing the deep blue, Kalidoscope is a complex of three traditional cave houses ideal for all visitors’ who wish to  …see more

from £223 / night

£1556 / week

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from £223 / night

(5) Excellent 

18

Holiday villa in Oia

Santorini / Oia

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Air conditioning
Evmenia Luxury Cave Villa is a Self-catered home located in the heart of the traditional settlement of Oia. The villa offers a beautiful panoramic view of the magnificent Caldera and the unique crystal clear blue waters of the Aegean Sea. This private residence is an i  …see more

from £347 / night

£2424 / week

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from £347 / night

(2) Excellent 

17

Oia holiday cave house rental

Santorini / Oia

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
“Magnificent view-Impeccable service!” This holiday house was exceptional and we spent the most unfogettable vacations! Breathtaking view, great amenities and super service! The jacuzzi was like a cave, always so clean and we took so many pictures of a  …see more

from £231 / night

£1616 / week

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from £231 / night

(14) Excellent 

31

Oia holiday apartment rental

Santorini / Oia

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Amazing” Like last year we have to say, that this is a wonderfull place to stay. It is quiet with a large view and the sun downing is amazing! The host was wonderfull - can't be better!  …see more

from £137 / night

£958 / week

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from £137 / night

(1) Very Good 

22

Holiday villa in Oia

Santorini / Oia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.6 km
  • Child friendly
  • Air conditioning
Peaceful and spacious this villa can offer perfect relaxation to a couple or a family of four or even six people. It has a beautiful garden and you can enjoy the serenity of the area. The upper level has the master bath and bedroom as well as a balcony to watch your mos  …see more

from £77 / night

£539 - £1026 / week

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from £77 / night

7

Holiday villa in Oia

Santorini / Oia

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Air conditioning
pool,caldera, sea view, jacuzzi  …see more

from £206 / night

£1436 - £2513 / week

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from £206 / night

17

Holiday villa in Oia

Santorini / Oia

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Ask owner if suitable for children
white pearl sunset villa, sunset, Jacuzzi, hot tub, volcano view, luxury, sea view, wi fi, Santotini, oia, privacy,<br />We give attention to the details and love to honor our guests by providing personalized hosting!  …see more

from £359 / night

£2513 - £5385 / week

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from £359 / night

43

Holiday home in Oia

Santorini / Oia

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Swimming pool
  • Air conditioning
  • Private garden
Greece and the Greek Islands Wedding Planners Tailor made packages exclusively for You - Choose from the perfect venue and honeymoon Villas on Homes2RentGreece. The Wedding Planners will organize everything up to the smallest detail, specialized in Athens Greece and th  …see more

from £2900 / night

£20300 / week

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from £2900 / night

(2) Excellent 

43

Holiday villa with shared pool in Oia

Santorini / Oia

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Everything we could hope for!” Sunset Villas offered everything we needed for our family holiday. The location is beautiful and lives up to the description and photographs. There was plenty to do locally with Oia and Ammoudi Bay just a short walk a  …see more

from £330 / night

£2077 - £3393 / week

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from £330 / 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
OIA SUNSET VILLAS - villa DIAMOND - Pool & Spa
Great Location & personal service

Complex of 5 villas with shared pool, 1 villa with private pool & extended grounds.. great location 5 mins from Oia..fabulous sunsets! Lovely villas, only downside shower rooms are really small! Site Manager Konstantinos will do anything you ask, no … see more
OIA SUNSET VILLAS - villa "EMERALD" - Pool & Spa
Everything we could hope for!

Sunset Villas offered everything we needed for our family holiday. The location is beautiful and lives up to the description and photographs. There was plenty to do locally with Oia and Ammoudi Bay just a short walk away. … see more