Walking holiday villas and apartments Santorini | Holiday Lettings

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Santorini

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142 Holiday homes

Filters applied: Walking holidays

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

(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 £214 / night

£1112 - £2095 / week

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from £214 / 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 £171 / night

£1026 - £1667 / week

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from £171 / 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) Excellent 

22

Holiday villa in Pyrgos

Santorini / Pyrgos

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 7 km
  • Child friendly
  • Car not necessary
Small Architect's House is privately owned two story Stylish house that is part of the traditional village of Pyrgos. As most residences in this picturesque village it follows the architecture and style of the cycladic area. The lower level is partially into the vo  …see more

from £85 / night

£593 / 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 £240 / night

£2163 - £5146 / week

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from £240 / night

38

Holiday villa with swimming pool in Exo Gialos Thias

Fira / Exo Gialos Thias

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly
Sienna Resort offers the perfect setting for a relaxing holiday to be with friends or family. The Villas are located in Exo gialos, in a private and quiet area (2km from the centre of Fira), close to the beaches and local attractions. Each villa at Sienna Resort off  …see more

from £377 / night

£3847 / week

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from £377 / night

(28) Excellent 

24

Exo Gonia holiday villa rental

Santorini / Exo Gonia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
Located in the peaceful residential village of Exo Gonia, Cavern House Helios is ideally located for exploring Santorini with the beaches of Kamari and the island's capital Fira both within just 15 minutes' drive. The award-winning taverna Metaximas is just a  …see more

from £125 / night

£695 - £1495 / week

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from £125 / 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 £197 / night

£1193 - £1877 / week

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from £197 / 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

29

Firostefani holiday home rental

Santorini / Firostefani

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • 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 £17 / night

£129 - £359 / week

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from £17 / night

30

Holiday studio with shared pool in Kamari

Santorini / Kamari

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
The main advantage is the location due to the easy access on the beach, shops, beach bars, 24 hours open supermarkets and since Kamari is well connected bus with Fira town (every 15minutes) and the rest of the island. The bus service is very frequent.  …see more

from £39 / night

£270 - £1018 / week

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from £39 / night

(26) Excellent 

13

Holiday 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  …see more

from £274 / night

£1881 - £2778 / week

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from £274 / 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
“A superb villa in a wonderful location with breathtaking views” A beautifully fitted out traditional villa with wonderful panoramic views across the island and the sea. Sunsets to die for! Comfortable, cool and spacious. Would highly recommend. Well l  …see more

from £93 / night

£650 - £1200 / week

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from £93 / night

22

Studio rental in Kamari with shared pool

Santorini / Kamari

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
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 studios. The welcoming and comfortable studio it is 25sq meters with 3 single beds- or we can make the 2 singles one double(flexible)-  …see more

from £39 / night

£270 - £1018 / week

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from £39 / night

31

Kamari holiday studio rental

Santorini / Kamari

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
The studio is only 30 meters away from the black sand Kamari beach with crystal clear deep blue water.The main advantage is the location due to the easy access on the shops, beach bars, 24h market and well connected bus with Fira town.<br />Here you can find a qui  …see more

from £39 / night

£270 - £1018 / week

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from £39 / 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 £82 / night

£406 - £791 / week

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from £82 / night

26

Kamari holiday studio rental

Santorini / Kamari

Studio 3 1 night min

  • Studio
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
The studio is only 30 meters away from the black sand Kamari beach with crystal clear deep blue water.The main advantage is the location due to the easy access on the shops, beach bars, 24h market and well connected bus with Fira town.<br />Here you can find a qui  …see more

from £39 / night

£270 - £808 / week

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from £39 / night

(3) Excellent 

33

Fira holiday villa rental

Santorini / Fira

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Ask owner if suitable for children
Our service is discreet, with an excellent concierge on hand to offer personalized service.  …see more

from £727 / night

£5086 / week

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from £727 / 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

51

Holiday studio in Kamari

Santorini / Kamari

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
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 studios.The welcoming and comfortable studio it is 25sq meters with 4 single beds- or we can make the 2 singles one double (on request)  …see more

from £39 / night

£270 - £1018 / week

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from £39 / night

(29) Excellent 

40

Holiday home in Megalochori

Santorini / Megalochori

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool
“memorable holidays” Very nice stay. The whole village is one of the most picturesque villages in the Greek islands, where all the houses – most of them recently renovated with colorful Cycladic style gardens - are set amphitheatrically around the cen  …see more

from £257 / night

£1795 / week

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from £257 / night

27

Holiday home with shared pool in Perivolos

Santorini / Perivolos

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool
A beautiful semi-detached house-apartment, constructed with high standard materials and stone, offers an ideal environment for couple, families and/or groupf of friends that aim to enjoy summer holidays in a peace and quiet environment only 300 meters from the famous bl  …see more

from £116 / night

£808 - £928 / week

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from £116 / 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

(3) Excellent 

19

Home rental in Monólithos with swimming pool

Santorini / Monólithos

3 9 3 nights min

  • 3 bedrooms
  • Sleeps 9
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Beautiful house with character, big private pool, 100m. from the beach.<br />Ideal for wedding parties , family anf friends's reunions.  …see more

from £283 / night

£1881 - £2949 / week

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from £283 / night

27

Villa rental in Akrotiri

Santorini / Akrotiri

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Love Nest Villa is located at the famous prehistoric village of Akrotiri.It is a fully renovated and equipped villa overlooking the stunning view of the Aegean sea, part of the famous caldera and the medieval castle of Akrotiri. Nestled at the heart of the traditional s  …see more

from £142 / night

£988 / week

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from £142 / night

(35) Excellent 

25

Villa rental in Exo Gonia with swimming pool

Santorini / Exo Gonia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
3 double bedrooms, 2 bathrooms, spa pool, full kitchen, sun terrace, courtyard, sea views, airport transfers 24 hours per day, convenient access to all parts of the island, air con, free wifi, linen, beach and bath towels supplied, local information pack provided<br  …see more

from £175 / night

£895 - £1895 / week

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from £175 / 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

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

38

Kamari holiday studio rental

Santorini / Kamari

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
The main advantage is the location due to the easy access on the beach, shops, beach bars, 24 hours open supermarkets and since Kamari is well connected bus with Fira town (every 15minutes) and the rest of the island. The bus service is very frequent  …see more

from £39 / night

£270 - £1018 / week

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from £39 / 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

(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

35

Kamari holiday studio rental

Santorini / Kamari

Studio 3 1 night min

  • Studio
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
The studio is only 30 meters away from the black sand Kamari beach with crystal clear deep blue water.The main advantage is the location due to the easy access on the shops, beach bars, 24h market and well connected bus with Fira town.<br />Here you can find a qui  …see more

from £39 / night

£270 - £868 / week

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from £39 / night

(14) Excellent 

51

Exo Gonia holiday cave house rental

Santorini / Exo Gonia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly
Vothonas is a village situated in the center of the island, 3 kilometers from capital Fira and 2 kilometers from Kamari beach.The village is quiet, not altered by tourism and very easy accessible.From Vothonas begins the natural canyon which have been made by the fo  …see more

from £69 / night

£479 / week

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from £69 / night

(4) Very Good 

12

Emborio holiday home rental

Santorini / Emborio

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Mesana Traditional Stone Houses in Santorini island, Greece accommodation in Santorini house close to the beach Santorini traditional house in Santorini  …see more

from £82 / night

£569 - £689 / week

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from £82 / night

(1) Excellent 

24

Holiday villa letting

Santorini / Imerovigli

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
Kisiris Villa located in Imerovigli Village.Away from the crowd and yet, so close to town ( 2km ) , it is a cool heaven of relaxation in one of Greece's most vibrant islands. It makes the perfect base to explore the nearby tourist attractions of the island.<br  …see more

from £342 / night

£2388 - £4248 / week

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from £342 / night

(21) Excellent 

26

Megalochori holiday villa rental

Santorini / Megalochori

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
Private, peaceful locationConvenient access to all parts of islandSeparate, suite sleeps 2Airport/port transfers 24 hours3 large terraces: Main, Pool and Roof TerraceDouble barbecue and dining space for 12 on Main Terraceparking for 3 carsAir conditioned  …see more

from £370 / night

£1995 - £5500 / week

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from £370 / 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

17

Villa rental in Imerovigli with swimming pool

Santorini / Imerovigli

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
The "Windmill Villas" is a newly built-Windmill at the unique and beautiful island of Santorini. The Windmill, equipped with a private pool with Jacuzzi jets, terrace, flower garden, entrance, parking space and can accommodate up to 6 persons. Its position o  …see more

from £247 / night

£1724 / week

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from £247 / 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

14

Holiday villa with swimming pool in Mesaria

Santorini / Mesaria

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Drops of Hospitality Heaven! Three brand new, luxurious villas built like they dropped down from heaven! Welcome to Drops Villas, in the picturesque village of Vothonas in Santorini. In a serene location, in the heart of the island, surrounded by windmills and with sea  …see more

from £154 / night

£1077 / week

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from £154 / night