Walking holiday villas and apartments Santorini | Holiday Lettings

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Santorini

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148 Holiday homes

Filters applied: Walking holidays (148)

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 £216 / night

£1121 - £2113 / week

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from £216 / 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 £173 / night

£1035 - £1682 / week

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from £173 / 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 £91 / night

£518 - £949 / week

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from £91 / 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 £86 / night

£598 / week

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from £86 / 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 £242 / night

£2182 - £5190 / week

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from £242 / 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

(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

£410 - £798 / week

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from £82 / 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

£483 - £690 / week

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from £69 / 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

£272 - £1026 / week

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from £39 / 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

£130 - £363 / week

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from £17 / night

(25) 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 £276 / night

£1897 - £2802 / week

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from £276 / 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 £199 / night

£1203 - £1893 / week

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from £199 / 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

£483 - £690 / week

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from £69 / 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

£272 - £1026 / week

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from £39 / 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 £285 / night

£1897 - £2975 / week

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from £285 / 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 £380 / night

£3880 / week

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from £380 / 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

£272 - £1026 / week

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from £39 / 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 £156 / night

£863 - £1078 / week

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from £156 / night

(14) Excellent 

29

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

£483 / week

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from £69 / 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 £733 / night

£5130 / week

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from £733 / 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

£272 - £1026 / week

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from £39 / 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

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

£272 - £875 / week

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from £39 / night

(9) Average 

24

Fira Firostefani holiday home rental

Santorini / Fira Firostefani

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 3 km
  • Child friendly
  • Car not necessary
“Best of Both Views” Odysseys House was perfect! The location was fabulous! You have all you need just a short walk from the house. From the house you have a view of one side of the island, walk across the street and you have the beautiful view of the  …see more

from £44 / night

£216 - £2414 / week

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from £44 / night

(1) Excellent 

85

Villa rental in Fira Firostefani

Santorini / Fira Firostefani

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
Stilvi Suite is a Duplex Suite located in Firostefani village, only 500 meters away from Fira the capital of Santorini overlooking the Volcano and the Deep Blue Sea of Aegean .Brand new Suite with traditional comfort and style , surprises every guest with  …see more

from £345 / night

£2414 / week

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from £345 / 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 £78 / night

£544 - £1035 / week

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from £78 / 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 £143 / night

£996 / week

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from £143 / 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

£272 - £1026 / week

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from £39 / 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

(5) Very Good 

23

Holiday villa in Akrotiri

Santorini / Akrotiri

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Nestked in Akrotiri, the split-level Zen Villa features a private pool and a sun terrace with panoramic views over the Aegean Sea, the Caldera and the Volcano. The Cycladic-style villa offers free WiFi throughout and includes a room with fitness equipment. Fitted with  …see more

from £328 / night

£2414 - £3621 / week

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from £328 / night

(1) Very Good 

18

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 studio.The welcoming and comfortable studio is 25sq meters with 4 single beds.Is clean and bright equipped with everything you need to  …see more

from £39 / night

£272 - £1026 / week

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from £39 / 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

£272 - £815 / week

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from £39 / night

(5) Excellent 

23

Holiday villa in Imerovigli

Santorini / Imerovigli

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Suitable for children age 5+
In Imerovigli, one of the most beautiful villages on Santorini, 400 m. above sea level on the northwest side of the island, you can find "Ventus Paradiso Villa". Built with respect for our Cycladic architectural tradition and regard for your absolute comfort,  …see more

from £302 / night

£1983 - £4311 / week

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from £302 / night

(1) Excellent 

15

Holiday villa with swimming pool in Emborio

Santorini / Emborio

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Ask about pets
  • Private garden
insolito villa santorinivilla in santoriniprivate villa with swimming pool santoriniaccommodation in Santorini<br />houskeeping service is every 3 days, included linen and towels change  …see more

from £182 / night

£1268 / week

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from £182 / night

(5) Excellent 

24

Holiday home in Fira

Santorini / Fira

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Nearest beach 2 km
  • Child friendly
  • Air conditioning
Astraea House located near the Capital of Santorini is a large, luxury, authentic captain's house.  …see more

from £561 / night

£3923 / week

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from £561 / 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 £276 / night

£1932 - £4345 / week

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from £276 / 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

£574 - £694 / week

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from £82 / night

(4) Excellent 

67

Villa rental in Fira Firostefani

Santorini / Fira Firostefani

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
Morfes Private Residence is for couples only or for a small family.  …see more

from £354 / night

£2475 / week

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from £354 / 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 £207 / night

£1449 - £2535 / week

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from £207 / night

(1) Excellent 

38

Villa letting in Oia with shared pool

Santorini / Oia

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • 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 £332 / night

£2094 - £3422 / week

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from £332 / night