Villas in Cortona: Rent luxury villas in Cortona

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  • Italy
  • Tuscany
  • Province of Arezzo
  • Cortona
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  • Bagnolo (2)
  • Cegliolo (3)
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  • Mercatale (4)
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  • Montalla (10)
  • Montanare (3)
  • Montecchio (5)
  • Pietraia (5)
  • Poggioni (2)
  • Teverina (5)

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274 Holiday homes

Filters applied: Villa (274)

59

Province of Arezzo / Cortona

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Nearest beach 20 km
  • Swimming pool
  • Child friendly

 …see more

from £305 / night

£2131 / week

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from £305 / night

25

Province of Arezzo / Cortona

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £236 / night

£2131 - £2609 / week

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from £236 / night

20

Rustic Tuscan villa with its own garden and outdoor pool, sleeps fifteen - Cortona villa sleeps 15

Province of Arezzo / Cortona

7 15 Min stay varies

  • 7 bedrooms
  • Sleeps 15
  • Min stay varies
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly
Villa/farmhouse with sole use of private pool in 6000 meters of garden. Designed in a typical rustic Tuscan style restored in the 80's and in 2011. Caters for even the most demanding needs and offers complete comfort. Supermarket, restaurant and other shops at 300  …see more

Pricing unknown

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100

Panorama - Cortona villa sleeps 8

Province of Arezzo / Cortona

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
ExteriorVilla Panorama is a 17th century farmhouse immersed in an oasis of peace and silence, yet near important and lively cultural centres such as Cortona, Arezzo, Siena and Perugia. From the large panoramic terrace you can admire the beautiful landscape of the Chian  …see more

from £464 / night

£3242 / week

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from £464 / night

(8) Very Good 

20

Tuscan villa with private pool and garden and breathtaking countryside views - Mercatale di Cortona villa sleeps 10

Cortona / Mercatale di Cortona

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 23 km
  • Swimming pool
  • Child friendly
Casaccia is a beautiful medieval house on a hilltop with a large private pool and gardens offering incredible views. Fully refurbished, the villa offers 4 large bedrooms (sleeping up to 10), and three bathrooms, including a delightful cottage in the garden with its own  …see more

from £122 / night

£849 / week

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from £122 / night

100

Lucente - Cortona villa sleeps 8

Province of Arezzo / Cortona

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 136 km
  • Swimming pool
  • Child friendly
Exterior This idyllic villa is located in the east of Tuscany, in the heart of the Val di Chiana, near the enchanting town of Cortona. From the villa, you’ll enjoy breathtaking panoramic views of the Val di Chiana. The villa is surrounded by olive trees  …see more

Pricing unknown

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Pricing unknown

24

Province of Arezzo / Cortona

10 20 Min stay varies

  • 10 bedrooms
  • Sleeps 20
  • Min stay varies
  • Beach / lakeside relaxation
  • Car not necessary
  • Private garden

 …see more

Pricing unknown

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Pricing unknown

7

Casale del Gabbiano - large villa near Cortona - Centoia villa sleeps 18

Cortona / Centoia

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Large villa and guest house set in one of the Tuscany's most sought after areas. Wake up each morning to some truly stunning views across Tuscany - some of the best in the region. Relax by the pool with a cool drink, looking over the valley to Montepulciano. Set am  …see more

Pricing unknown

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23

Villa Capezzine - Pietraia villa sleeps 5

Cortona / Pietraia

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 155 km
  • Swimming pool
  • Child friendly
In the verdant countryside in the heart of Tuscany close to Cortona, is located Villa Capezzine, which is a cosy retreat for your holidays in complete quiet and relaxation. The villa is bright and luminous furnished in keeping with the typical Tuscan style but with mod  …see more

from £96 / night

£666 - £1392 / week

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from £96 / night

(1) Very Good 

36

VILLA FRANCESCA Cortona - Cortona villa sleeps 6

Province of Arezzo / Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Property DescriptionVilla Francesca is a beautiful villa located in the countryside in the green hills on the border between Tuscany and Umbria, a few kilometers from Cortona, a quaint town rich in history and offers shops and services of all kinds. At about 1 km you wi  …see more

from £141 / night

£983 - £1670 / week

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from £141 / night

100

Nina - Cortona villa sleeps 4

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
ExteriorsThis beautiful and secluded villa lies in Cortona’s countryside, with spectacular views over the valley, Cortona and Trasimeno Lake. Located only a couple of minutes from the town center, it is also very close to the most famous art cities in the world, w  …see more

Pricing unknown

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35

Province of Arezzo / Cortona

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £167 / night

£1174 - £1566 / week

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from £167 / night

27

Villa Eugenio, villa walk to village (9 people) - Cortona villa sleeps 9

Province of Arezzo / Cortona

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Circondata dalle dolci colline che incorniciano l'antica città di Cortona, Villa Eugenio regala un soggiorno indimenticabile all'insegna della privacy e della tranquillità. Un sapiente restauro ha trasformato questo tipico casale toscano del XVII secolo in una dimora  …see more

from £143 / night

£1000 - £2770 / week

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from £143 / night

26

Villa Orlandicchio - Montalla villa sleeps 4

Cortona / Montalla

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Orlandicchio is a small villa built in stone, and completely restored in 2014. Located on top of a hill from which you can admire the stunning view of the “valle”, it has its own private entrance, parking, garden and swimming pool (4m x 8m). The house has be  …see more

from £177 / night

£1233 - £2888 / week

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from £177 / night

28

Province of Arezzo / Cortona

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Air conditioning
  • Private garden

 …see more

from £83 / night

£531 - £748 / week

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from £83 / night

24

Cortona / Farinaio

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Private garden

 …see more

from £311 / night

£2174 / week

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from £311 / night

17

Home Tuscany suite number 2 - Cortona villa sleeps 2

Province of Arezzo / Cortona

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
72 sq. Meters (775 sq. Ft) This charming 1 bedroom ground floor apartment rentals in Tuscany, has an open living area leading to a covered private terrace with great views of Chiana Valley and Cortona. It has a fully equipped kitchen leading to a double bedroom and a ba  …see more

from £114 / night

£787 - £896 / week

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from £114 / night

27

Podere Cantalena Cortona - Cortona villa sleeps 4

Province of Arezzo / Cortona

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Podere Cantalena is an ancient, stone farmhouse recently and wisely restored placed just outside the small hamlet of Cantalena. The old village is set around 15 km far from Cortona and Castiglion Fiorentino, prosperous towns in the lower Valdichiana rich in art and hist  …see more

from £89 / night

£618 - £896 / week

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from £89 / night

20

San Martino, distinctive stone villa in Cortona - Cortona villa sleeps 6

Province of Arezzo / Cortona

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Set in beautiful hilly position, the farmhouse is named after the 800 olive trees that surround the property and from which the owners obtain great olive oil. San Martino agli Ulivi is the result of a long and accurate renovation of the family estate. On one of the ston  …see more

from £150 / night

£1044 - £1305 / week

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from £150 / night

42

La Villa di Costantino - Cortona villa sleeps 6

Province of Arezzo / Cortona

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa di Costantino is a typical Tuscan stone built manor, surrounded by a large garden and located in a beautiful spot at the bottom of the hill of the Etruscan old town of Cortona that offers outstanding views over the Valdichiana. The house is spacious and welcoming,  …see more

from £194 / night

£1305 - £2740 / week

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from £194 / night

35

Villa Nonno Cortona with private swimming pool - Cortona villa sleeps 10

Province of Arezzo / Cortona

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Charming 175 sq.m villa for holidays in Tuscany, in the beautiful countryside surrounding the medieval city of Cortona, center of many important national and international cultural events. The villa is located in the Val d'Esse , between Tuscany and Umbria, in a very q  …see more

from £167 / night

£1174 - £1566 / week

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from £167 / night

(1) Excellent 

34

Agriturismo Henni pool sauna jacuzzi panoramicview - Cortona villa sleeps 15

Province of Arezzo / Cortona

6 15 Min stay varies

  • 6 bedrooms
  • Sleeps 15
  • Min stay varies
  • Child friendly
  • Pet friendly
Old Farmhouse "Agriturismo Henni" of 1800th totally renovated in 2016, with swimming pool 6mt x 12mt, hydromassage and sauna with panoramic view. The building is situated upper the hill, around the house there is and olive grove, vineyard and wood. The ideal place for p  …see more

from £392 / night

£2609 - £3914 / week

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from £392 / night

21

Villa Capezzine - Pietraia villa sleeps 6

Cortona / Pietraia

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 155 km
  • Swimming pool
  • Child friendly
In the verdant countryside in the heart of Tuscany close to Cortona, is located Villa Capezzine, which is a cosy retreat for your holidays in complete quiet and relaxation. The villa is bright and luminous furnished in keeping with the typical Tuscan style but with mod  …see more

from £96 / night

£666 - £1392 / week

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from £96 / night

25

Casetta i Ciliegi Cortona - Cortona villa sleeps 4

Province of Arezzo / Cortona

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Casetta I Ciliegi is the ideal place for those who wish to spend a vacation far from the busy city life, in close contact with nature. Green woods, rugged hills and cultivated countryside frame this beautiful, small house which is also endowed with a wide, completely fe  …see more

from £73 / night

£505 - £940 / week

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from £73 / night

13

Home Tuscany suite number 1 - Cortona villa sleeps 4

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
La Mucchia Casa Vacanze & Art Gallery is located in Tuscany, an area of immense historical and artistic importance. The Tuscany vacation house is situated at the foot of Cortona, an ancient Etruscan town, founded by the inhabitants of Umbria about three thousands years  …see more

from £153 / night

£1066 - £1218 / week

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from £153 / night

31

Villa Barbara - Cortona villa sleeps 6

Province of Arezzo / Cortona

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 125 km
  • Swimming pool
  • Child friendly
Villa Barbara is situated on the top of a hill kissed by the sun and caressed by the stars. Skilfully restored to keep its ancient charm untouched, it attracts with its solemn dignity and with its remarkable environmental landscaping. Completely furnished following the  …see more

from £224 / night

£1566 - £2000 / week

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from £224 / night

100

Serena - Cortona villa sleeps 6

Province of Arezzo / Cortona

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
ExteriorsThis lovely villa is an independent construction that dates back to the beginning of the 20th century and is located in an absolutely tranquil and beautiful position in Cortona’s countryside. The city’s historical center is only 14km from the proper  …see more

from £125 / night

£870 - £1244 / week

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from £125 / night

100

Silvia - Cortona villa sleeps 8

Province of Arezzo / Cortona

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
ExteriorsThis fabulous retreat is situated in the city of Cortona, which dominates Val di Chiana. The strategic location allows guests to enjoy the splendid views of vineyards and olive groves as well as some majestic scenery that can be explored on foot, by bike or by  …see more

from £434 / night

£2522 - £3696 / week

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from £434 / night

15

Province of Arezzo / Cortona

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £100 / night

£609 / week

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from £100 / night

33

Eugenio, beautiful hill villa (7 people) - Cortona villa sleeps 7

Province of Arezzo / Cortona

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Surrounded by the gentle hills which frame the medieval town of Cortona, Villa Eugenio will assure you a peaceful vacation in the heart of Tuscany. This beautiful 17th century Tuscan farmhouse has been painstakingly restored and turned into a warm and welcoming country  …see more

from £194 / night

£1348 - £2148 / week

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from £194 / night

52

Eugenio, charming hill Villa (13 people) - Cortona villa sleeps 13

Province of Arezzo / Cortona

6 13 7 nights min

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Surrounded by the gentle hills which frame the medieval town of Cortona, Villa Eugenio will assure you a peaceful vacation in the heart of Tuscany. This beautiful 17th century Tuscan farmhouse has been painstakingly restored and turned into a warm and welcoming country  …see more

from £273 / night

£1900 - £3143 / week

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from £273 / night

100

Corona - Cortona villa sleeps 9

Province of Arezzo / Cortona

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 170 km
  • Swimming pool
  • Child friendly
Exterior This charming villa is located in the Val di Chiana, with a breathtaking panoramic view of the picturesque town of Cortona and the surrounding hills of the valley.  The villa itself dates back to the 15th century but has been carefully restored.  …see more

from £196 / night

£1370 - £2783 / week

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from £196 / night

100

Nelly - Cortona villa sleeps 10

Province of Arezzo / Cortona

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 160 km
  • Swimming pool
  • Child friendly
ExteriorsThis beautiful and cozy villa in Cortona has three floors and can accommodate up to 10 people. It has a 3.5x7.5 swimming pool situated amongst terraced olive groves overlooking the Valdichiana. The 40sq-m covered terrace has a large table with room for 12 peopl  …see more

from £286 / night

£2000 - £3218 / week

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from £286 / night

100

Eliana - Cortona villa sleeps 10

Province of Arezzo / Cortona

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 160 km
  • Swimming pool
  • Child friendly
ExteriorsThis restored two-storey villa near Cortona in Tuscany is perfectly situated to enjoy the spectacular views of the valley. It can accommodate up to 10 people; and it has an 8x13m swimming pool, which once was the antique water reservoir for the property. T  …see more

from £286 / night

£2000 - £3218 / week

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from £286 / night

100

Felice - Cortona villa sleeps 10

Province of Arezzo / Cortona

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
ExteriorsThis wonderful villa is situated on a natural terrace in the countryside near Cortona and it offers fabulous views of the valley and even part of the Trasimeno Lake. The landscape is perfect to explore on foot or by bicycle; and visitors can also take part in w  …see more

from £143 / night

£1000 - £1496 / week

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from £143 / night

19

Casa Patrizia - Cortona villa sleeps 6

Province of Arezzo / Cortona

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
Casa Patrizia is a typical holiday house. The villa has a completely independent apartment on the ground floor with two entrances, with private garden, veranda with table and chairs, elegantly furnished and decorated in typical Tuscan style, with particular attention to  …see more

from £125 / night

£870 / week

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from £125 / night

24

Villa Vaglie - Cortona villa sleeps 14

Province of Arezzo / Cortona

6 14 3 nights min

  • 6 bedrooms
  • Sleeps 14
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Villa Vaglie is a quaint cottage that is set in a charming and panoramic position, with completely authentic surroundings. Villa Vaglie is located next to the farmhouse where the owner and his family reside. The villa consists of two housing units that are separated by  …see more

from £435 / night

£2000 / week

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from £435 / night

12

Cortona - 91536001 - Montalla villa sleeps 4

Cortona / Montalla

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Santa Lucia is a beautiful independent house located on the cone of the hill town of Cortona, the Etruscan city of rare charm and beauty. Its strategic location will allow you to reach the historical center of the city in less than five minutes and all other cities of t  …see more

from £7 / night

£587 - £930 / week

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from £7 / night

19

Sodo - 95389001 - Cortona villa sleeps 16

Province of Arezzo / Cortona

9 16 7 nights min

  • 9 bedrooms
  • Sleeps 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
This villa is a large stone property located on the gentle hills surrounding the beautiful Etruscan town of Cortona, in the heart of Tuscany. The villa lies in a panoramic and quiet position, completely independent and private, immersed in the countryside but at the sa  …see more

from £252 / night

£1761 - £3434 / week

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from £252 / night

14

Metelliano - 126509001 - Montalla villa sleeps 4

Cortona / Montalla

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Villa Lavanda is a beautiful property located in one of the most evocative sceneries of Tuscany. The villa dominates the Valdichiana from an elevated position that will give you a breathtaking view surrounded by nature in complete tranquility, the property is fully fen  …see more

from £189 / night

£1321 - £2201 / week

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from £189 / night

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