Cortona Villas, Holiday rentals and apartments

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  • Italy
  • Tuscany
  • Province of Arezzo
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  • Bagnolo (3)
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  • Mercatale di Cortona (17)
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  • Teverina (3)

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390 Holiday homes

1 / 28

Panphilii, marvelous 18th century villa in Cortona - Cortona villa sleeps 16

Province of Arezzo / Cortona

8 16 7 nights min stay

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
Nestled in lush park surroundings, Villa Panphilii is a stunning 18th century villa located in Cortona, an ancient Etruscan city. The villa is set in breath-taking natural scenery, changing in colour and shades throughout the year, creating a unique atmosphere. There is  …see more

from £489 / night

£3419 - £3847 / week

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from £489 / night

1 / 19

Province of Arezzo / Cortona

1 2 Min stay varies

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

from £56 / night

£244 - £377 / week

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from £56 / night

1 / 18

Villa San Martino - Cortona villa sleeps 7

Province of Arezzo / Cortona

4 7 7 nights min stay

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Nearest beach 140 km; Swimming pool; Child friendly ;
Villa San Martino is set in a delightful position among extensive grounds overlooking the countryside. The swimming pool is surrounded by olive trees and lush gardens. The nearest town is Cortona, famous for its ancient backgrounds, home town of famous painter Luca Sig  …see more

from £146 / night

£1016 - £2009 / week

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from £146 / night

(2) Excellent 

1 / 23

Tuscan holiday farmhouse villa features stunning grounds and pool, sleeps 4 - Cortona villa sleeps 4

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • 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 £103 / night

£684 - £770 / week

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from £103 / night

1 / 21

Villa I Girasoli - Centoia villa sleeps 10

Cortona / Centoia

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 125 km; Swimming pool; Child friendly ;
Extending over the ground and top floors of part of a large villa, this superior accommodation provides more than just a touch of distinctive style and class! It comprises all modern comforts, while retaining many original Tuscan design features and elegant traditional  …see more

from £140 / night

£980 - £2144 / week

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from £140 / night

1 / 22

Province of Arezzo / Cortona

20 30 2 nights min stay

  • 20 bedrooms
  • Sleeps 30
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £132 / night

£830 / week

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from £132 / night

1 / 33

Villa Orizzonte - Cortona villa sleeps 7

Province of Arezzo / Cortona

3 7 7 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
DescriptionVilla Orizzonte is a charming property dating back to the 18th century, recently restored maintaining its unique Tuscan characteristics such as wooden beams, stone features, terracotta floors.It-s located in one of the most evocative areas of the countryside  …see more

from £147 / night

£1026 - £1667 / week

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from £147 / night

1 / 100

Panorama - Cortona villa sleeps 8

Province of Arezzo / Cortona

5 8 7 nights min stay

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
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 £388 / night

£2710 - £3214 / week

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from £388 / night

1 / 22

Cortona / Bagnolo

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
 …see more

from £257 / night

£983 - £2180 / week

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from £257 / night

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 £550 / night

£3847 - £5495 / week

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from £550 / night

(2) Excellent 

1 / 24

Charming Tuscan Villa with private pool and garden, stunning valley views! - Cortona villa sleeps 6

Province of Arezzo / Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
A charming cottage situated in dominant position with view of the surrounding hills covered with silver olive groves and the Valdichiana valley. The house lies in a relaxing, peaceful area and is surrounded by a large fenced garden and aromatic plants. In the garden you  …see more

from £89 / night

£616 - £1453 / week

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from £89 / night

1 / 15

Province of Arezzo / Cortona

2 5 5 nights min stay

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

from £163 / night

£1137 / week

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from £163 / night

1 / 29

Villa Le Contesse - Cortona villa sleeps 20

Province of Arezzo / Cortona

10 20 7 nights min stay

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min stay
Key info: Nearest beach 15 km; Swimming pool; Child friendly ;
Villa Le Contesse is a beautiful independent villa lying on a hillside, a few minutes from the Etruscan town of Cortona. A large park with holm-oaks and secular trees surrounds the villa, which commands a stunning view over the Valdichiana. Le Contesse has been furnishe  …see more

from £550 / night

£3847 - £4274 / week

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from £550 / night

(3) Very Good 

1 / 24

Casale il Granaio - Cortona apartment sleeps 6

Province of Arezzo / Cortona

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 15 km; Child friendly ;
The barn was the enchanted place of my youth rushes, when I grew up I realized the dream which was of my grandfather before and after of my dad.Welcome to “Casale il Granaio”A magic place in the heart of Valdichiana...In the heart of Valdichana, bordering on Umbria,  …see more

from £71 / night

£428 - £544 / week

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from £71 / night

1 / 26

VILLA CORTONA (SOFIA) 13 BEDROOMS - Fratticciola farmhouse sleeps 29

Cortona / Fratticciola

13 29 3 nights min stay

  • 13 bedrooms
  • Sleeps 29
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Not suitable for children; Air conditioning;
Villa Sofia in the innermost heart of the Tuscan countryside.It joins its peaceful landscape to the neighbourhood with important artistic, cultural cities like CORTONA 7km, AREZZO 24kmMONTEPULCIANO 20Km (Chianti Wine) ,PIENZA 25 Km(cheese), LAKE TRASIMENO 18km, ASSIS  …see more

from £471 / night

£3334 - £4616 / week

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from £471 / night

(1) Very Good 

1 / 36

VILLA FRANCESCA Cortona - Cortona villa sleeps 6

Province of Arezzo / Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car advised;
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 £139 / night

£966 - £1642 / week

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from £139 / night

1 / 31

Villa Nello - Cortona villa sleeps 8

Province of Arezzo / Cortona

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
Above the wood oven is engraved 1781. Villa Nello was restored in 2001. It develops on three floors, sleeping 8 people, plus a small independent single bedroom with bathroom. The ground floor includes an entrance foyer, adjoining dining room and kitchen leading to a lar  …see more

from £611 / night

£4274 / week

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from £611 / night

1 / 6

Cortona - 26502001 - Cortona apartment sleeps 4

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Ask about pets; Private garden;
Beautiful apartment on the second and top floor of a building in the city centre of the pretty Etruscan-Medieval village of Cortona. The apartment is in a very panoramic location and offers beautiful views over the Valdichiana. The furnishing is accurate and comfortabl  …see more

from £70 / night

£360 - £512 / week

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from £70 / night

1 / 12

Cortona - 22558001 - Cortona farmhouse sleeps 6

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
Dive in the pool of a rental house in Tuscany! Nice villa, share of a house situated in panoramic location on the hills surrounding Cortona. The rental villa, offering extensive views over the Chiana Valley and Lake Trasimeno, has been skilfully restored and turned into  …see more

from £66 / night

£389 - £680 / week

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from £66 / night

1 / 20

Province of Arezzo / Cortona

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; Car advised;
 …see more

from £171 / night

£1112 - £2445 / week

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from £171 / night

1 / 33

La Certosa - Cortona villa sleeps 10

Province of Arezzo / Cortona

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
Description: A spacious farmhouse located in a spectacular, private and tranquil hillside setting that includes 15 acres of terraced olive groves and fruit trees (pears, plums, cherry and apple.) Cortona, with its shops, restaurants and open air market is a 20-minute wa  …see more

from £489 / night

£3419 - £4317 / week

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from £489 / night

1 / 30

Province of Arezzo / Cortona

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Nearest beach 13 km; Swimming pool; Child friendly ;
 …see more

from £63 / night

£368 - £385 / week

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from £63 / night

1 / 24

Fattoria Borgonuovo - Rosa - Cortona lodge sleeps 4

Province of Arezzo / Cortona

1 4 3 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay
Key info: Nearest beach 0 km; Swimming pool; Child friendly ;
The "Fattoria Borgonuovo" is located in an agricultural and hilly area of the Val di Chiana, very close to the beautiful and old town of Cortona, and a short distance from the most important historical and wine centers of the southern part of Tuscany, as, Mont  …see more

from £56 / night

£385 - £471 / week

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from £56 / night

(34) Excellent 

1 / 25

Il Villino di Cortona (Property at exclusive use) - Cortona villa sleeps 4

Province of Arezzo / Cortona

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Nearest beach 150 km; Swimming pool; Child friendly ;
"Il Villino di Cortona", cosy holiday home nestled in the green heart of the Chiana Valley in Cortona (Tuscany), an oasis of peace, tranquility and relaxation. Your holiday in contact with nature ... "Il Villino di Cortona”, is a small holiday home, nestled in the Va  …see more

from £82 / night

£522 - £736 / week

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from £82 / night

(1) Excellent 

1 / 88

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 18 km; Swimming pool; Child friendly ;
 …see more

from £95 / night

£599 - £1018 / week

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from £95 / night

(1) Very Good 

1 / 31

IL CASALE DI CARMINA - Mercatale di Cortona villa sleeps 10

Cortona / Mercatale di Cortona

5 10 4 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 4 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
Located 800 meteres above sea level, overlooking the Val di Pierle, which is the most eastern area of the town of Cortona, in the tranquillity of the verdant Hills of Tuscany, IL CASALE DI CARMINA is an old mansion completely restored and furnished in a rustic style wit  …see more

from £171 / night

£1026 - £1283 / week

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from £171 / night

1 / 15

Villa Suardi - Teverina villa sleeps 20

Cortona / Teverina

10 20 7 nights min stay

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
This magnificent country house is perfect for a family reunion or a group trip as it has 14 bedrooms. The complex has a large garden with a private swimming pool (12x6 m. Deep from 1.20 to 2.00 m), garden furniture, sunbeds and umbrellas. The main villa is divided in  …see more

from £342 / night

£2394 - £3590 / week

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from £342 / night

1 / 25

Casale della Torre - Cortona villa sleeps 10

Province of Arezzo / Cortona

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
Villa Casale Mulino is a property situated on about 10 acres of terraced land which has olive tree groves and vineyards. It's a perfect starting point for panoramic walks or biking. The spectacular panorama that this villa offers will be the missing ingredient for  …see more

from £350 / night

£2445 - £3488 / week

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from £350 / night

(1) Good 

1 / 24

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car not necessary;
 …see more

from £56 / night

£616 - £778 / week

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from £56 / night

1 / 19

Agriturismo Poggio del Fabbro - Poggioni villa sleeps 7

Cortona / Poggioni

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
L'agriturismo Poggio del Fabbro è situato in località San Pietro a Dame, frazione del comune di Cortona nella montagna cortonese, a 20km dalla città, in una posizione tranquilla e isolata tra le verdi montagne ad un'altezza di 700m slm al confine tra Toscana e Umbria  …see more

from £110 / night

£766 / week

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from £110 / night

(1) Excellent 

1 / 89

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 18 km; Swimming pool;
 …see more

from £103 / night

£616 - £1018 / week

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from £103 / night

(4) Very Good 

1 / 23

Renovated Tuscan villa rental with wonderful views and pool - Cortona villa sleeps 6

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 £86 / night

£941 - £1112 / week

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from £86 / night

1 / 12

Col di leccio, beautiful panoramic stone cottage - Cortona cottage sleeps 10

Province of Arezzo / Cortona

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; Car essential;
Col di Leccio is a beautiful property made up of two stone cottages which enjoy a wonderful hilly position, a few minutes from the medieval town Cortona. Each house consists of two floors which host a cosy siting room with sofa and tv, dining area, fully fitted kitchen,  …see more

from £184 / night

£1283 - £2137 / week

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from £184 / night

(4) Excellent 

1 / 4

Family Tuscan Villa Private Pool, Lovely Views - Cortona villa sleeps 7

Province of Arezzo / Cortona

3 7 7 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
For those who enjoy privacy, this beautifully restored traditional Tuscan farm house and Private Pool, offers the opportunity experience real Tuscan living. The house has 3- 4 bedrooms ( 2 double bedrooms, 1 twin bedroom and an option of a further bed in the study), t  …see more

from £214 / night

£1496 - £2214 / week

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from £214 / night

1 / 24

Province of Arezzo / Cortona

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Child friendly ; No pets allowed;
 …see more

from £107 / night

£727 - £770 / week

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from £107 / night

1 / 7

Cortona - 34287002 - Cortona apartment sleeps 3

Province of Arezzo / Cortona

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Child friendly ; Ask about pets; Private garden;
Charming apartments situated in the historical centre of the beautiful medieval town of Cortona (with all kinds of shops). These apartments have been recently and carefully restored and offer tastefully furnished interiors. The apartments are part of a nice building enj  …see more

from £77 / night

£448 - £584 / week

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from £77 / night

1 / 19

Province of Arezzo / Cortona

15 30 Min stay varies

  • 15 bedrooms
  • Sleeps 30
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £787 / night

£5556 - £8548 / week

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from £787 / night

(1) Excellent 

1 / 25

Fonte al Vento:the Villa - Cortona villa sleeps 10

Province of Arezzo / Cortona

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car advised;
Fonte al Vento is a detached villa wisely set in a large property against a breathtaking landscape that includes an additional accommodation facilities. Each one has its own private garden, swimming pool and spaces for exclusive use to completely respect the privacy of  …see more

from £427 / night

£2479 - £3633 / week

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from £427 / night

(3) Excellent 

1 / 20

Casale Ruffignano - Cortona villa sleeps 16

Province of Arezzo / Cortona

6 16 7 nights min stay

  • 6 bedrooms
  • Sleeps 16
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
Villa Ruffignano is a luxury property, recently reconstructed respecting the traditional characteristics combined with the necessities of modern life.Villa Ruffigano dates back to the 16th century and was the centre of an antique farm on which 30 people worked.Guests ca  …see more

from £574 / night

£4018 - £5898 / week

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from £574 / night

(1) Excellent 

1 / 80

Province of Arezzo / Cortona

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 £103 / night

£684 - £1018 / week

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from £103 / night

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