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44 Holiday homes

Filters applied: Cot available (44)

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

1 / 19

Province of Siena / Siena

1 3 2 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 2 nights min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
 …see more

from £77 / night

£471 - £650 / week

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from £77 / night

(1) Excellent 

1 / 22

Villa Amedeo - Giotto - Val di Merse apartment sleeps 2

Siena / Val di Merse

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 70 km; Child friendly ;
The antique spaces of the apartment have been reinvigorated, made more comfortable and personalized whilst using traditional local materials, rough stone, terracotta, wrought iron, wood.Giotto is one of six complete and elegant, well-appointed apartments, complete with  …see more

from £60 / night

£385 - £471 / week

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from £60 / night

(3) Excellent 

1 / 31

Stunning views at Siena's doorstep - Free WiFi - Costalpino villa sleeps 6

Siena / Costalpino

3 6 3 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Child friendly ; Car advised; No pets allowed;
This beautifully renovated rustic villa is only 10 minutes' drive from the heart of Siena. Built in the 1500's, Belvedere (beautiful view) is situated on a remote hilltop with breathtaking views of the Tuscan countryside with vineyards and olive trees in the i  …see more

from £213 / night

£1368 - £1539 / week

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from £213 / night

1 / 20

Province of Siena / Siena

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Suitable for children age 5+; Car advised; Ask about pets;
 …see more

from £65 / night

£449 / week

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from £65 / night

(21) Excellent 

1 / 18

Elegant 2 bedroom apt. in historic Siena residence - Siena apartment sleeps 5

Province of Siena / Siena

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Child friendly ; Car not necessary; No pets allowed;
Historic Residence Palazzo Bichi Ruspoli is situated on the main street, in the heart of Siena. The entrance is from the ancient tower, one of the three buildings wich the palace is composed. The house is on the third floor with elevator and has a stunning view on the c  …see more

from £137 / night

£889 - £1945 / week

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from £137 / night

(1) Excellent 

1 / 20

Villa Caprera Suite Le Camelie - Caprera apartment sleeps 2

Siena / Caprera

1 2 5 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 5 nights min stay
Key info: Nearest beach 100 km; Child friendly ; Car advised;
Caprera is an elegant village in Liberty Style built at the end of 19th Century. The place has retained its original charm, still offers all modern comforts and facilities; Ideally located for visiting Siena and its countryside, the Chianti area, the 'crete senesi&  …see more

from £77 / night

£385 / week

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from £77 / night

1 / 110

Villa Nuti - Siena villa sleeps 12

Province of Siena / Siena

6 12 7 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
Villa Nuti is an elegant XVII century manor only 3 km from the center of Siena, the bus stop to the centre is 400 meters from the villa. From its unique terrace it enjoys privileged magnificent views of the town with its famous bell towers. The villa has been completel  …see more

from £367 / night

£2565 - £3377 / week

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from £367 / night

(30) Excellent 

1 / 24

SORTOIANO apartaments in historic Tuscan property - Val di Merse apartment sleeps 5

Siena / Val di Merse

2 5 1 night min stay

  • 2 bedrooms
  • Sleeps 5
  • 1 night min stay
Key info: Nearest beach 60 km; Child friendly ; Car essential;
OFFER IN JULY !!! FURTHER AVAILABILITY DESPITE THE BOOKING CALENDAR! PLEASE, LET'S CONTACT US! The property dates back to the 14th century and for generations has been part of the property Santini, once farmers. The apartments were once stables for livestock. It has  …see more

from £39 / night

£240 - £300 / week

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from £39 / night

1 / 7

Province of Siena / Siena

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Nearest beach 60 km; Child friendly ; Car advised;
 …see more

from £69 / night

£471 - £710 / week

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from £69 / night

(1) Excellent 

1 / 30

Live Siena from the very top - Siena apartment sleeps 4

Province of Siena / Siena

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Nearest beach 60 km; Child friendly ; Car not necessary;
Treat yourself with a special holiday. Admire a spectacular, unique panorama from a flat that was built not just at the heart of Siena but also on its highest spot. You will be able to see the whole of Siena and all of its surroundings up to Mount Amiata or Chianti'  …see more

from £63 / night

£359 - £575 / week

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from £63 / night

1 / 24

Luxury renovated Tuscan holiday apartment rental i - Val di Merse apartment sleeps 14

Siena / Val di Merse

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 70 km; Child friendly ;
The antique spaces have been reinvigorated, made more comfortable and personalized whilst using traditional local materials, rough stone, terra cotta, wrought iron, wood. There are six complete and elegant, well-appointed apartments, complete with stylish fitted bathroo  …see more

from £257 / night

£1710 - £2052 / week

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from £257 / night

(2) Excellent 

1 / 18

Apartment Camilla, countryside, not far from Siena - Siena apartment sleeps 4

Province of Siena / Siena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 95 km; Swimming pool; Child friendly ;
Podere Incrociati rises in the heart of Montagnola Senese, just 15 km/9 miles far from Siena and 75 km/47,5 miles far from Florence, among the greenery of age-old oaks, holm-oaks and chestnut-trees. Thanks to its high position (500 mt./1640 ft. above sea level) you will  …see more

from £77 / night

£513 - £941 / week

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from £77 / night

1 / 11

Province of Siena / Siena

1 4 2 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Nearest beach 70 km; Child friendly ; Car essential;
 …see more

from £112 / night

£642 / week

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from £112 / night

1 / 31

Siena / Val di Merse

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Nearest beach 50 km; Ask owner if suitable for children; Car advised;
 …see more

from £49 / night

£338 - £350 / week

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from £49 / night

(1) Very Good 

1 / 36

Province of Siena / Siena

11 20 1 night min stay

  • 11 bedrooms
  • Sleeps 20
  • 1 night min stay
Key info: Child friendly ; Car not necessary; No pets allowed;
 …see more

from £77 / night

£539 / week

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from £77 / night

(3) Excellent 

1 / 23

Renovated antique apartment in Tuscan countryside - Val di Merse apartment sleeps 5

Siena / Val di Merse

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 70 km; Child friendly ;
The antique apartment have been reinvigorated, made more comfortable and personalized whilst using traditional local materials, rough stone, terracotta, wrought iron, wood.This elegant, well-appointed apartment is complete with stylish fitted bathroom and kitchen.It has  …see more

from £103 / night

£684 - £855 / week

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from £103 / night

1 / 20

Sienahomeandsailing-Brown apartment with garden - Siena apartment sleeps 5

Province of Siena / Siena

1 5 3 nights min stay

  • 1 bedroom
  • Sleeps 5
  • 3 nights min stay
Key info: Nearest beach 85 km; Child friendly ; Car not necessary;
Brown apartment is a typical Tuscan house and features a private fully equipped garden. Located at the first floor, completely restored, it consists of a bedroom with double bed and a bathroom with shower, toilet, hairdryer. A flight of stairs leads to the open studio  …see more

from £40 / night

£276 / week

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from £40 / night

(1) Very Good 

1 / 39

Province of Siena / Siena

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Child friendly ; Ask about pets;
 …see more

from £81 / night

£505 / week

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from £81 / night

1 / 27

Province of Siena / Siena

3 5 3 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
 …see more

from £52 / night

£359 - £718 / week

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from £52 / night

(1) Excellent 

1 / 10

Province of Siena / Siena

2 5 1 night min stay

  • 2 bedrooms
  • Sleeps 5
  • 1 night min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
 …see more

from £112 / night

£556 / week

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from £112 / night

(4) Excellent 

1 / 19

Gorgeous 5 bedroom villa in Siena, Tuscany boasts - Siena villa sleeps 10

Province of Siena / Siena

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 105 km; Swimming pool; Child friendly ;
Villa Le Tolfe is so close to Siena you can almost touch it (only 3 kilometres away). With stunning views and beautiful antique gardens this villa is perfect for relaxed stress free holidays. The house is built on top of a hill covered with olive groves and vineyards.  …see more

from £153 / night

£1069 - £2129 / week

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from £153 / night

(2) Excellent 

1 / 21

Stunning Siena villa with 5 bedrooms, amazing priv - Siena villa sleeps 10

Province of Siena / Siena

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
Immersed in the green countryside on the outskirts of Siena, Villa Palio offers all the quiet of its natural setting just a stone throw from the very center of the town of Siena. The villa has been restored in the last years and the result is an elegant accommodation w  …see more

from £178 / night

£1240 - £2052 / week

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from £178 / night

1 / 24

Villino Siena - Siena villa sleeps 5

Province of Siena / Siena

2 5 7 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Nearest beach 95 km; Swimming pool; Child friendly ;
A cypress tree lined road will lead you to Villino Siena and it represents a perfect introduction to this amazing Tuscany villa located just 15 minutes walking from Piazza del Campo, the very heart of Siena. From its privileged hilltop position it enjoys spectacular vie  …see more

from £171 / night

£1197 - £2137 / week

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from £171 / night

(5) Very Good 

1 / 24

Elegant three bedroom Tuscan-style apartment to re - Val di Merse apartment sleeps 7

Siena / Val di Merse

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 70 km; Child friendly ;
The antique apartment have been reinvigorated, made more comfortable and personalized whilst using traditional local materials, rough stone, terracotta, wrought iron, wood. A large fireplace in the livingThis elegant, well-appointed apartment is complete with stylish fi  …see more

from £171 / night

£941 - £1197 / week

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from £171 / night

1 / 9

Villa Siena 2-4 persons - Siena apartment sleeps 4

Province of Siena / Siena

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car not necessary;
The Villa is situated in a splendid 18th century mansion, with typical Sienese architecture. The property position is ideal because one reaches the Chianti region in a few minutes or can enjoy the culture and convenience of the city of Siena (6 km away).The mansion is s  …see more

from £154 / night

£838 - £1274 / week

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from £154 / night

(6) Excellent 

1 / 56

Province of Siena / Siena

2 5 1 night min stay

  • 2 bedrooms
  • Sleeps 5
  • 1 night min stay
Key info: Child friendly ; Car not necessary; Air conditioning;
 …see more

from £98 / night

£642 - £1090 / week

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from £98 / night

(3) Excellent 

1 / 22

SIENA,villa,pool,tennis,relax,near Piazza IL CAMPO - Siena villa sleeps 5

Province of Siena / Siena

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
La villa (5 posti letto ) è situata nella campagna di Siena a circa 15 minuti a piedi dalla famosa 'Piazza del Campo' di Siena. Si trova in cima ad una collina, corredata di piscina e campo da tennis, offre splendidi panorami sulla città e sulla campagna cir  …see more

from £253 / night

£983 - £1838 / week

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from £253 / night

1 / 25

Detached villa with private pool near Siena. - Siena villa sleeps 12

Province of Siena / Siena

5 12 7 nights min stay

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
The villa lies in the hills of southern Tuscany (with a beautiful panorama) around 3 Kms from Radicofani. It forms an ideal starting point for enjoying the peace of the surrounding hills and on the other hand making trips by car (the highway A1 Florence-Rome is 25 Kms f  …see more

from £180 / night

£1257 - £2906 / week

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from £180 / night

(2) Excellent 

1 / 40

Siena / Val di Merse

6 11 Min stay varies

  • 6 bedrooms
  • Sleeps 11
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car advised;
 …see more

from £107 / night

£761 - £2103 / week

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from £107 / night

1 / 24

B&B 4 rooms 18km Siena + Pool Casa Giulia - Siena b&b sleeps 9

Province of Siena / Siena

4 9 2 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 2 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
Anna and Frank are very happy to welcome you to their home Casa Giulia located on the hills just outside Siena, in a quiet, panoramic setting in the country side. "Casa Giulia B&B" is a lovely 400 year old tuscan farmhouse. Our house is the perfect location for all peop  …see more

from £60 / night

£385 - £1851 / week

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from £60 / night

(1) Excellent 

1 / 12

LA VERBENA self-catering country house in Tuscany - Val di Merse farmhouse sleeps 4

Siena / Val di Merse

1 4 1 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Child friendly ; Car essential; Air conditioning;
OFFER IN JULY !!! The property PODERE SORTOIANO dates back to the 14th century and for generations has been part of the property Santini, once farmers. The apartments, as well as the "hut" were once stables for livestock. It has now been restored by the Santini family  …see more

from £40 / night

£250 - £370 / week

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from £40 / night

1 / 10

Province of Siena / Siena

6 12 7 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Nearest beach 80 km; Swimming pool; Child friendly ;
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from £489 / night

£3419 / week

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from £489 / night

(6) Very Good 

1 / 24

Villa Caprera. Casa Borgianni - Caprera farmhouse sleeps 6

Siena / Caprera

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 100 km; Child friendly ; Car advised;
A stylish apartment close to Siena ancient city walls, still surrounded by olive groves and fields; ideal for visitors looking for a quite lodge. The farmhouse is part of a unique Liberty village built by Garibaldi's doctor in 1880. Local shops are at walking dista  …see more

from £129 / night

£838 - £1069 / week

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from £129 / night

1 / 24

Tenuta Val d'Elsa - Siena villa sleeps 35

Province of Siena / Siena

18 35 7 nights min stay

  • 18 bedrooms
  • Sleeps 35
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
Total Luxury - Italy special occasion villa with services - this magnificent 14th century estate is situated in the heart of rural Tuscany between San Gimignano and Siena. The villa's hilltop position offers wonderful 360 degree views of the surrounding countryside  …see more

from £4526 / night

£31680 - £45880 / week

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from £4526 / night

(2) Excellent 

1 / 24

Stunning Villa in Siena with exclusive spa - Siena villa sleeps 10

Province of Siena / Siena

6 10 7 nights min stay

  • 6 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
This beautiful villa in Siena with private Spa-Wellness Center room is situated on the hills with a breathtaking view over the vineyards up to Siena. An ideal accommodation for all those seeking peace and quiet but also a perfect point of departure for visiting the beau  …see more

from £232 / night

£1624 - £3418 / week

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from £232 / night

(1) Excellent 

1 / 39

Bright, spacious villa with pool near Siena - Siena villa sleeps 7

Province of Siena / Siena

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
The Villa is situated in a splendid 18th century mansion, with typical Sienese architecture. The property position is ideal because one reaches the Chianti region in a few minutes or can enjoy the culture and convenience of the city of Siena (6 km away).The mansion is s  …see more

from £154 / night

£838 - £2265 / week

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from £154 / night

1 / 36

Beautiful Tuscan Villa not far from Siena 22 pax - Siena villa sleeps 22

Province of Siena / Siena

11 22 Min stay varies

  • 11 bedrooms
  • Sleeps 22
  • Min stay varies
Key info: Nearest beach 95 km; Swimming pool; Child friendly ;
Podere Incrociati rises in the heart of Montagnola Senese, just 15 km/9 miles far from Siena and 75 km/47,5 miles far from Florence, among the greenery of age-old oaks, holm-oaks and chestnut-trees. Thanks to its high position (500 mt./1640 ft. above sea level) you will  …see more

from £471 / night

£2565 - £4274 / week

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from £471 / night

1 / 24

23891-Holiday house San Gimign - Badia A Elmi villa sleeps 5

Siena / Badia A Elmi

2 5 7 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Nearest beach 65 km; Swimming pool; Child friendly ;
Charming stone-built house located in a peaceful and panoramic position on the green, rolling hills near San Gimignano.<br><br>The villa is the result of a recent renovation which has transformed this ancient barn into a beautiful and comfortable detached vi  …see more

from £100 / night

£698 - £1396 / week

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from £100 / night

1 / 24

23916-Holiday house San Gimign - Badia A Elmi villa sleeps 8

Siena / Badia A Elmi

3 8 7 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 80 km; Swimming pool; Child friendly ;
The property is a beautiful detached villa converted from a lovely, old hay store situated in the Chianti hills half way (35 km) between Florence and Siena.<br><br>In the well kept garden there is an inviting swimming pool (8 x 5 m) available from May to Oct  …see more

from £103 / night

£717 - £1551 / week

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from £103 / night

1 / 9

34731-Holiday house Siena - Gracciano di Colle Val d'Elsa villa sleeps 6

Siena / Gracciano di Colle Val d'Elsa

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car not necessary;
Villa Francis is a superb detached villa in a fantastic position close to Siena. Completely private the villa has its own swimming pool and garden both enjoying with wonderful views of the countryside. The villa is spacious and extremely comfortably furnished, providing  …see more

from £204 / night

£1427 - £1891 / week

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from £204 / night

Top Destination reviews

La Stalla di San Lazzero, adorable house in Siena
What a wonderful stay! We highly recommend this house!

We instinctively felt in love with Leonardo's house the moment we arrived! The description we received from Leonardo how to get to the house was perfect and we immediately found the correct way (thank you!). Leonardo greeted us warmly and showed u … see more

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