Villas with a pool Cortona | Apartments to rent with swimming facilities

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  • Italy
  • Tuscany
  • Province of Arezzo
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  • Montalla (18)
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521 Holiday homes

Filters applied: Swimming pool (521)

1 / 34

Villa le Contesse - Cortona villa sleeps 14

Province of Arezzo / Cortona

7 14 7 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
Villa Mariani is situated on the hillside leading up the eastern flank of Cortona, while the town is just 5 minutes away by car or 20 minutes on foot. A large park with holm-oaks and pine trees surrounds the villa, which commands a stunning view over the Valdichiana. T  …see more

from £555 / night

£3880 - £5542 / week

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from £555 / night

(1) Very Good 

1 / 24

Il Cipresso apt in farmhouse with swimming pool

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Casa Contea was created from an old farmhouse dating back to 1800, completely renovated. With its stone walls, the courtyard, the wooden beams, you can recreate the atmosphere of the ancient past, combined with the comfort of our days. Its elevated position, surrounded  …see more

from £113 / night

£733 - £1121 / week

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from £113 / night

1 / 79

Cortona / Centoia

2 6 1 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 16 km; Swimming pool;
 …see more

from £95 / night

£604 - £1026 / week

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from £95 / night

1 / 17

Cortona / Pietraia

3 6 2 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £117 / night

£815 / week

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from £117 / night

1 / 19

Villa Santa Maria - Cortona villa sleeps 14

Province of Arezzo / Cortona

7 14 7 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
Villa Santa Maria is set in a commanding location nestled amongst olive trees in the very heart of Tuscany. Villa Santa Maria is the ideal spot for guests to enjoy a relaxing holiday in Tuscany in charming and relaxing countryside surroundings far from the hustle and b  …see more

from £388 / night

£2716 - £4466 / week

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from £388 / night

1 / 11

Cortona / Pietraia

2 5 2 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £95 / night

£664 / week

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from £95 / night

1 / 4

Cortona / Pietraia

3 6 2 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £117 / night

£815 / week

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from £117 / night

1 / 100

Flavia - Monte - Cortona apartment sleeps 4

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 150 km; Swimming pool; Child friendly ;
This apartment has two double bedrooms with comfortable queen beds. It is on the upper floor, it has a stunning view of the valley and can accommodate up to 4. The apartment has one large bathroom that is complete with a shower and mod  …see more

from £100 / night

£513 - £1117 / week

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from £100 / night

1 / 4

Cortona / Pietraia

3 6 2 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £138 / night

£966 / week

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from £138 / night

1 / 23

Villa Capezzine - Pietraia villa sleeps 5

Cortona / Pietraia

3 5 7 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: 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 £95 / night

£660 - £1380 / week

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from £95 / night

1 / 100

Eliana - Cortona villa sleeps 10

Province of Arezzo / Cortona

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: 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 £281 / night

£1966 - £3163 / week

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from £281 / night

1 / 100

Residence Valdichiana - 2 pax - Cortona apartment sleeps 2

Province of Arezzo / Cortona

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
2 paxIn the outside of this apartment for rent in Tuscany guests will have a private garden to enjoy the aroma and breeze of this land.Ideal for those in search of a romantic getaway, this lovely apartment has a living room with dining area, a kitchen corner fitted with  …see more

from £77 / night

£535 - £647 / week

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from £77 / night

1 / 22

Villa Barbara - Cortona villa sleeps 6

Province of Arezzo / Cortona

4 6 7 nights min stay

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: 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 £222 / night

£1552 - £1983 / week

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from £222 / night

1 / 100

Reggia Etruria - Nettuno - Cortona apartment sleeps 6

Province of Arezzo / Cortona

2 6 2 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
Apartment Nettuno is an independent apartment in Tuscany with private access from the garden. The interios of the apartment are adorned with original antique furniture. The two large bedrooms enjoy wonderful views. One bedroom is a queen size double, while the other one  …see more

from £63 / night

£427 - £475 / week

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from £63 / night

1 / 100

Reggia Etruria - Bacco - Cortona apartment sleeps 6

Province of Arezzo / Cortona

2 6 2 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
Apartment Bacco is an independent apartment in Tuscany with private access from the garden. The interios of the apartment are adorned with antique furniture. The two large bedrooms enjoy wonderful views. One bedroom is a queen size double, while the other one is a doubl  …see more

from £55 / night

£375 - £475 / week

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from £55 / night

1 / 100

Reggia Etruria - Aurora - Cortona apartment sleeps 6

Province of Arezzo / Cortona

2 6 2 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
Apartment Aurora is an independent apartment in Tuscany with private access through an outdoor set of stairs. Antique furniture adorns the interiors of the apartment. The two large bedrooms enjoy wonderful views. One bedroom is a queen size double, while the other one i  …see more

from £55 / night

£375 - £475 / week

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from £55 / night

1 / 95

Cerro-Castagna/luxury. Private village. Sleeps 6

Cortona / Montecchio

2 6 7 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
Cerro + Castagna Cottage make up one extremely large apartment with a covered terrace/verandah - seats 6. Not only are there 2 double bedrooms + 2 bathrooms, there are also 2 sitting/dining rooms, each with a fully fitted kitchen, one of which is very large with a firep  …see more

from £111 / night

£776 - £949 / week

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from £111 / night

1 / 100

Flavia - Valle - Cortona apartment sleeps 6

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 150 km; Swimming pool; Child friendly ;
This apartment has two double bedrooms with comfortable queen beds. It is on the ground floor, it has a stunning view of the valley and can accommodate up to 6, thanks to the sofa bed in the lounge. The apartment has one large bathroom that is complete with a shower and  …see more

from £100 / night

£513 - £1031 / week

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from £100 / night

1 / 20

Appalto - 123251001 - Montecchio farmhouse sleeps 12

Cortona / Montecchio

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Child friendly ; Pet friendly;
Large 2 family house that had renovations completed on 2016. The house consists of two apartments: on the ground floor the house is occupied by the owners (2 persons) that rarely come to the property. On the west side of the house a wide staircase leads to the apa  …see more

from £125 / night

£869 - £1388 / week

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from £125 / night

1 / 26

Villa Orlandicchio - Montalla villa sleeps 4

Cortona / Montalla

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: 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

1 / 100

Serena - Cortona villa sleeps 6

Province of Arezzo / Cortona

2 6 7 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: 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 £123 / night

£855 - £1223 / week

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from £123 / night

1 / 100

Nelly - Cortona villa sleeps 10

Province of Arezzo / Cortona

4 10 7 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: 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 £281 / night

£1966 - £3163 / week

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from £281 / night

1 / 43

Tuscany Private Home In Cortona, WiFi, Pool, Views

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Swimming pool;
Villa Rosa is a private home nestled in the hillside of the historic and vibrant hill top town of Cortona. A few minutes drive or a leisurely stroll into the City of Cortona, with expansive views over the valley to the distance shores of Lake Trasimeno Villa Rosa is  …see more

from £235 / night

£1645 - £2023 / week

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from £235 / night

1 / 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
Key info: 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 £151 / night

£1057 - £1207 / week

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from £151 / night

1 / 78

Stalla/luxury, private village, sleeps 2

Cortona / Montecchio

1 2 7 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
Stalla Cottage is an incredibly romantic, detached cottage with one bedroom + 1 bathroom. It opens onto a private garden with ecstatically beautiful views across the valleys that undulate into a depthless abyss of olive groves, orchards, honey fields of yellows, reds an  …see more

from £13 / night

£87 - £604 / week

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from £13 / night

(1) Excellent 

1 / 83

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 18 km; Swimming pool;
 …see more

from £87 / night

£518 - £845 / week

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from £87 / night

1 / 20

Pietraia - 94718001 - Pietraia house sleeps 6

Cortona / Pietraia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Pet friendly;
This modern villa has just recently been refurbished and is found in a peaceful and panoramic location with views of the city of Cortona. The rental also has a hectare of fenced garden space with a private swimming pool. Inside is nicely furnished and bright, thanks t  …see more

from £101 / night

£688 - £1394 / week

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from £101 / night

1 / 100

Corona - Cortona villa sleeps 9

Province of Arezzo / Cortona

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: 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 £193 / night

£1347 - £2736 / week

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from £193 / night

1 / 18

Casa S. Egidio - Cortona house sleeps 9

Province of Arezzo / Cortona

4 9 7 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
This 2 storey villa is located 600m above sea level, is surrounded by woods and has panoramic views of the Val Di Chiana. Casa Santí Egidio is only 7 km from the ancient Etruscan city of Cortona, making excursions to surrounding towns easy. The private garden has a ga  …see more

from £302 / night

£2113 - £3018 / week

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from £302 / night

1 / 28

Province of Arezzo / Cortona

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Swimming pool; Not suitable for children; Car essential;
 …see more

from £82 / night

£526 - £742 / week

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from £82 / night

1 / 100

Felice - Cortona villa sleeps 10

Province of Arezzo / Cortona

4 10 7 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: 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 £141 / night

£983 - £1471 / week

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from £141 / night

1 / 14

La Mucchia casa vacanze one bedroom suprior suite

Cortona / Localita Mucchia

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car advised;
Sleeps: 2+1 – 72sq. 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  …see more

from £113 / night

£781 - £888 / week

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from £113 / night

1 / 16

Isolina a view over the fields - Fratticciola apartment sleeps 4

Cortona / Fratticciola

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
In the surroundings of Cortona, one of the most wonderful cities of art in Tuscany, lies the Agriturismo Isolina, deep in the green hills of the valley Valdichiana.This treasure hidden in the heart of Tuscany and the descreet hospitality of the ancient country houses,  …see more

from £148 / night

£1035 / week

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from £148 / night

1 / 100

Silvia - Cortona villa sleeps 8

Province of Arezzo / Cortona

4 8 5 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min stay
Key info: 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 £431 / night

£2500 - £3104 / week

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from £431 / night

1 / 27

Villa Eugenio, villa walk to village (9 people)

Province of Arezzo / Cortona

5 9 7 nights min stay

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: 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 £142 / night

£992 - £2746 / week

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from £142 / night

1 / 20

Il Castagno - 95388001 - Montalla villa sleeps 7

Cortona / Montalla

3 7 7 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Pet friendly;
Due to its scenic location Villa Oleandro offers an unrivaled view over the town of Cortona and the whole Valdichiana. The villa has been carefully restored by the owners who have managed to keep the uniqueness of this beautiful stone farmhouse alive, which, with its ru  …see more

from £161 / night

£1123 - £1872 / week

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from £161 / night

1 / 16

Cortona / Poggioni

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Not suitable for children; Car essential;
 …see more

Pricing unknown

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1 / 19

Sodo - 95389001 - Cortona villa sleeps 16

Province of Arezzo / Cortona

9 16 7 nights min stay

  • 9 bedrooms
  • Sleeps 16
  • 7 nights min stay
Key info: 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 £247 / night

£1727 - £3022 / week

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from £247 / night

1 / 14

Metelliano - 126509001 - Montalla villa sleeps 4

Cortona / Montalla

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: 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 £187 / night

£1307 - £2177 / week

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from £187 / night

1 / 22

Cortona Cottage - Cortona cottage sleeps 10

Province of Arezzo / Cortona

5 10 3 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
A recently renovated holiday home in pristine natural surroundings where you can enjoy the regions of Tuscany and Umbria. You can always find the peace and quiet here you often forget in the hustle and bustle of daily life. The old Etruscan city of Cortona and a number  …see more

from £432 / night

£1897 / week

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from £432 / night

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