Holiday rentals in Province of Arezzo: Villas, Cottages and Apartments

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2,974 Holiday homes

13

Cortona / Montecchio

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Child friendly
  • Pet friendly

 …see more

from £128 / night

£897 - £1233 / week

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from £128 / night

(2) Very Good 

11

Province of Arezzo / Arezzo

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Ask owner if suitable for children
  • Car not necessary
  • Air conditioning

 …see more

from £48 / night

£328 - £615 / week

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from £48 / night

11

Province of Arezzo / Talla

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 70 km
  • Child friendly
  • Ask about pets

 …see more

from £31 / night

£423 / week

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from £31 / night

(1) Excellent 

23

Capuchi Cottage - Orzale condo sleeps 2

Castiglion Fiorentino / Orzale

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This romantic garden cottage, sits in the sleepy hamlet of Orzale and provides the perfect place to unwind and enjoy Tuscany. Simple, but charming accommodation - and a private pool. Capuchi cottage is immersed in the beautiful Tuscan country side. It provides an ine  …see more

from £77 / night

£538 - £655 / week

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from £77 / night

(2) Excellent 

25

Covivoli - Caprese Michelangelo farmhouse sleeps 10

Province of Arezzo / Caprese Michelangelo

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Covivoli is a beatifully restored Tuscan farmhouse with a large pool. It has 4-5 bedrooms and comfortably sleeps 10. Covivoli is in a peaceful location, has amazing views, and is close to historic towns and local amenities. This 100 year old farmhouse has been restor  …see more

from £300 / night

£1400 - £2200 / week

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from £300 / night

(5) Excellent 

19

Casa La Portaccia - Anghiari house sleeps 6

Province of Arezzo / Anghiari

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 0 km
  • Child friendly
Casa La Portaccia is one of the the towns original houses built on the edge of the wall which give this house its unique and wonderful views over olive groves and the valley below. It also has a rare advantage of free parking outside but is within a 2' walk to the  …see more

from £93 / night

£647 / week

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from £93 / night

(2) Excellent 

24

Villa Simpatia - Casentino villa sleeps 21

Bibbiena / Casentino

9 21 7 nights min

  • 9 bedrooms
  • Sleeps 21
  • 7 nights min
  • Nearest beach 123 km
  • Swimming pool
  • Child friendly
Old stone-built farmhouse dating back to the 900s which has been totally renovated into a most comfortable and charming Tuscany holiday accommodation ideal for large groups visiting Italy .The villa, peaceful situated at the foothills of the Apennines within the Casent  …see more

from £401 / night

£2802 - £4634 / week

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from £401 / night

23

Cortona (AR) - ITA637 - Cortona villa sleeps 6

Province of Arezzo / Cortona

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
Situated in Cortona this charming holiday home is the ideal place for the perfect getaway in Italy. The house comprises of 3 double beds , so it can comfortably host a group of 6 people. There are also 3 bathrooms to allow for individual comfort and privacy. There i  …see more

from £88 / night

£613 - £1182 / week

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from £88 / night

(19) Excellent 

15

Il Rifugio Del Musicista - Anghiari apartment sleeps 6

Province of Arezzo / Anghiari

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 95 km
  • Suitable for children age 5+
  • Car not necessary
Il Rifugio del Musicista is 50 metres from Piazza Baldaccio, Anghiari's main square and within the square and the surrounding medieval streets, all within walking distance from the apartment, there are cafes, pizzerias and restaurants specialising in local, seasonal cui  …see more

from £81 / night

£561 / week

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from £81 / night

(2) Excellent 

22

Il Fienile at Villa Ceppeto - Monte San Savino apartment sleeps 6

Province of Arezzo / Monte San Savino

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
Vacation Home Villa Ceppeto was an old barn and it lies on a 17.30 acres (70.000 sq.meters) private property located on the border of Chianti: there are beautiful walks and mountain bike trails through 700 olive trees, woods and fields of irises. There is even a little  …see more

from £130 / night

£906 / week

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from £130 / night

15

Villa Suardi - Teverina villa sleeps 20

Cortona / Teverina

10 20 7 nights min

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
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 £345 / night

£2414 - £3621 / week

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from £345 / night

(9) Excellent 

32

Cortona, Tuscan Retreat, Serene, WiFi, Pool, Bliss - Cortona house sleeps 5

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
Your holiday to Tuscany is special. You want a home that will provide you with the essential pool and of course the internet. You want to be close to the amenities but far enough away for privacy, seclusion and relaxation. We would love to welcome you to Villa Rosa w  …see more

from £135 / night

£1645 - £1883 / week

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from £135 / night

(5) Excellent 

14

Borgo di Vagli - Mercatale di Cortona house sleeps 6

Cortona / Mercatale di Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
Located in the heart of the Tuscan countryside, Borgo di Vagli is a quaint, meticulously restored 14th century Hamlet surrounded by a protected area of olive groves, fruit trees and ancient oaks. From the terraces, you can enjoy panoramic views of the breathtaking Tusca  …see more

from £113 / night

£647 - £819 / week

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from £113 / night

29

Il nido, lovely tuscan cottage with pool - Pietraia cottage sleeps 4

Cortona / Pietraia

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
Nestled in the colourful Tuscan countryside, just 8km away from the old town of Cortona, Il Nido is a lovely small villa recently restored and finely appointed with a contemporary country-chic style. The skillful ability in matching the soft tones and the tasteful reca  …see more

from £106 / night

£733 - £1725 / week

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from £106 / night

12

Province of Arezzo / Ambra

7 20 1 night min

  • 7 bedrooms
  • Sleeps 20
  • 1 night min
  • Swimming pool
  • Air conditioning
  • Private garden

 …see more

from £69 / night

£388 / week

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from £69 / night

24

Pergine Valdarno / Pieve A Presciano

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £536 / night

£3746 / week

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from £536 / night

(4) Excellent 

30

Tuscany, Cortona - Villa Under The Sun - Gorgeous - Cortona house sleeps 5

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
A two bedroom, two bathrooms, fully furnished beautiful private house for your Tuscan holiday. Complete with the essential private sparkling pool and Wi-Fi connection, Villa Rosa is nestled into the Tuscan hillside within a few minutes drive or leisurely walk into vib  …see more

from £235 / night

£1645 - £1883 / week

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from £235 / night

16

IL MOLINO DI SERRAVALLE - Camaldoli cottage sleeps 4

Province of Arezzo / Camaldoli

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Casa Vacanze Il Molino di Serravalle a 2 km dal Monastero di Camaldoli , immersa nel Parco delle Foreste Casentinesi, dove si respira l'incanto della natura in ogni stagione. L'appartamento lo Scoiattolo è dotato di focolare, riscaldamento autonomo e barbecu  …see more

from £61 / night

£345 / week

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from £61 / night

25

IL GELSO - San Pietro a Cegliolo farmhouse sleeps 10

Province of Arezzo / San Pietro a Cegliolo

10 10 3 nights min

  • 10 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Sixteenth-century rural building, beautifully renovated in all its part, surrounded by greenery.It is located at the foot of the hill, where stands the ancient Etruscan town of Cortona. The farmhouse "Il Gelso" is equipped with swimming pool, and free secure p  …see more

from £26 / night

£182 - £1539 / week

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from £26 / night

(2) Very Good 

24

VILLA CASENTINO - Vila with Private Pool - Tuscany - Poppi villa sleeps 8

Province of Arezzo / Poppi

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Villa Casentino is the perfect accommodation for your holiday in total relax. It consists of 3 bedrooms and 2 bathrooms for a total of 8 sleeping places, very suitable for families with children or small groups. The private pool (6m x 12m) and the surrounding park (3000  …see more

from £111 / night

£776 - £1466 / week

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from £111 / night

17

Villa Poggio - Marciano della Chiana villa sleeps 18

Province of Arezzo / Marciano della Chiana

9 18 2 nights min

  • 9 bedrooms
  • Sleeps 18
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Villa Poggio is set on an olive-covered hill in the heart of the Chiana Valley near Marciano della Chiana. It is an ancient medieval town of historical renown for the site of the Battle of Scannagallo.The villa enjoys stunning panoramic views over the valley, with Corto  …see more

from £380 / night

£2371 - £4077 / week

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from £380 / night

24

Province of Arezzo / Poppi

5 20 2 nights min

  • 5 bedrooms
  • Sleeps 20
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £78 / night

£544 / week

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from £78 / night

20

Unique holiday cottage in Tuscany, the Watch Tower - Stia castle sleeps 2

Province of Arezzo / Stia

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Ask about pets
  • Private garden
Medieval Little Guard Tower situated in a beautiful and undiscovered corner of Tuscany, the Casentino Valley, between Arezzo and Florence. Enjoy the beauty and peace of the ancient hamlet of Porciano with its stone paved walkways, centuries old church and breathtaking v  …see more

from £47 / night

£324 - £345 / week

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from £47 / night

24

Villa Bellavista - Civitella in Val di Chiana villa sleeps 9

Province of Arezzo / Civitella in Val di Chiana

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Nearest beach 135 km
  • Swimming pool
  • Child friendly
The setting of this villa is nothing short of spectacular, commanding unspoilt, panoramic views over the Chiana Valley and the hilltop town of Civitella from its privileged, elevated vantage-point on a wooded hillside. The spacious interiors are tastefully furnished in  …see more

from £222 / night

£1552 - £2462 / week

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from £222 / night

(5) Excellent 

19

Casa Dei Sogni, Tuscan Villa, Private Pool, A/C - Pieve di Chio villa sleeps 6

Castiglion Fiorentino / Pieve di Chio

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly
A place to feel at home in Tuscany.... Lovely air conditioned stone farmhouse situated within a small Tuscan borgo. The house offers high quality accommodation with outstanding views of the Val di Chio and Castiglion Fiorentino from the bedrooms, private pool and te  …see more

from £225 / night

£1680 - £2048 / week

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from £225 / night

24

Villa Fonte - Cortona villa sleeps 12

Province of Arezzo / Cortona

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
Villa Fonte is located in an extraordinary panoramic position in the open countryside surrounded by olive trees and other typical Tuscan plants but within walking distance from the famous historical town of Cortona just 400 meters away. The perfect place for a holiday d  …see more

from £413 / night

£2888 - £4483 / week

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from £413 / night

(13) Excellent 

12

Podere La Rota Chianti Cottage for 2 - Moncioni cottage sleeps 2

Montevarchi / Moncioni

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Air conditioning
  • Private garden
If you love walking, peaceful rusticity, organically grown olive oil and all the joys of glorious Tuscany then this cottage is for you! Podere La Rota is a delightful cottage set among peaceful olive groves, barely a ten minute stroll from the village of Moncioni, whic  …see more

from £73 / night

£509 - £595 / week

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from £73 / night

(1) Excellent 

15

Appartamento Luna - Cortona apartment sleeps 2

Province of Arezzo / Cortona

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
"Luna" Apartment for 2 person, compose by one bedroom + kitchen + 1 bathroom with shower. WIFI, TV led, microwave, washing machine, toaster, kettle. Central position, near public parking and restaurants. Only 3 minute from main square and grocery. Palazzo Quintani, Is  …see more

from £65 / night

£414 / week

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from £65 / night

(1) Excellent 

19

Ciliegio, nice apartment in lovely hilly position - Cortona apartment sleeps 4

Province of Arezzo / Cortona

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Ciliego is situated on a Tuscan hill in a very peaceful spot that enjoys a breathtaking view of the Chiana Valley. It is an 18th century sand stone farmhouse built on two floors. Ground floor: comfortably furnished sitting room , fully equipped kitchen and dining ro  …see more

from £93 / night

£647 - £949 / week

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from £93 / night

19

Anghiari -AR- - ITA707 - Anghiari villa sleeps 5

Province of Arezzo / Anghiari

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
This rustic house for 5 people in Anghiari possesses a double bed and 3 single beds, and along with 2 bathrooms, it forms the ideal living space for medium-sized group of friends or a family. There is a shared swimming pool at the property to enhance the tranquil atmosp  …see more

from £72 / night

£500 - £656 / week

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from £72 / night

(1) Excellent 

30

Arezzo / Antria

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £73 / night

£505 - £1107 / week

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from £73 / night

10

Province of Arezzo / Laterina

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 140 km
  • Swimming pool
  • Private garden

 …see more

from £65 / night

£437 - £518 / week

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from £65 / night

(5) Excellent 

21

Tuscan Mountain Cottage - Sansepolcro cottage sleeps 4

Province of Arezzo / Sansepolcro

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 90 km
  • Suitable for children age 5+
The house is part of a historic built farmhouse, set on a mountainside (840m) in an area full of natural parks, forest and walking trails ("sentieri"). Although it is in a wonderfully quiet position, the house is in fact only 5 minutes' drive from the E45 motorway, 500  …see more

from £50 / night

£295 / week

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from £50 / night

(1) Excellent 

31

ANTICO PALLAIO - Cortona villa sleeps 9

Province of Arezzo / Cortona

3 9 3 nights min

  • 3 bedrooms
  • Sleeps 9
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
tipical old house, swimming pool, wifi, tv satelite,bbq, volley ball field, pétanque field, mini tennis field. beatiful wiew over the chiana valley. all the old charme of tuscany. 4bedroom, 4 bathroomLocated in the village of Ossaia ( 3 km from Cortona), the property  …see more

from £259 / night

£1725 / week

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from £259 / night

(4) Excellent 

4

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

Province of Arezzo / Cortona

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • 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 £216 / night

£1509 - £1544 / week

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from £216 / night

16

Palazzo Cinotti Suite Giulio - Cantalena apartment sleeps 2

Cortona / Cantalena

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Ask owner if suitable for children
  • Air conditioning
Suite Giulio is a beautiful apartment right in the city centre of Siena, between the Cathedral and Piazza Il Campo. Renewed in 2013 offer all the modern comfort, tv sat, wi fi, air conditioned, new bed etc. The aparment is full of light, has frescoes, a big living room  …see more

from £164 / night

£983 / week

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from £164 / night

(1) Excellent 

24

APT "CAMINETTO" - SWIMMING POOL, AIR CONDITIONING - Arezzo farmhouse sleeps 5

Province of Arezzo / Arezzo

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The apartment, recently renovated, is located on the first floor of an old farmhouse in the Tuscan countryside just 5 km from the center of Arezzo. The owners live on the ground floor available for every need of the guests. An external staircase in typical Tuscan style  …see more

from £44 / night

£302 / week

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from £44 / night

10

Province of Arezzo / Poppi

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 80 km
  • Child friendly
  • Pet friendly

 …see more

from £121 / night

£690 / week

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from £121 / night

(2) Excellent 

14

La Capannina di Romani Rinaldo - Castiglion Fiorentino b&b sleeps 2

Province of Arezzo / Castiglion Fiorentino

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Ask about pets
A large indipendent room with bathroom. The gorgeous swimming pool sits just below the room. The sound of the gently cascading waterfall is lovely and adds to the already tranquil ambiance. Strategically placed is a shaded gazebo where guests can sit and read their favo  …see more

from £78 / night

£475 / week

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from £78 / night

53

Villa San Pietro - Cegliolo villa sleeps 10

Cortona / Cegliolo

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This stunning villa is located 5 km from Cortona. Recently renovated and nicely furnished, it is an 18th century Tuscan stone house. Surrounded by olive trees and facing south with lovely views across the valley below, Villa San Pietro is very private and quiet with tra  …see more

from £296 / night

£2069 - £3535 / week

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from £296 / night

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