Walking holiday villas and apartments Province of Arezzo | Holiday Lettings

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908 Holiday homes

Filters applied: Walking holidays (908)

1 / 11

Province of Arezzo / Creti

1 4 1 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Child friendly ; Pet friendly;
 …see more

from £69 / night

£388 / week

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from £69 / night

1 / 13

Casa Maria Luisa - Castelfranco di Sopra house sleeps 2

Province of Arezzo / Castelfranco di Sopra

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; Car advised;
Casa Maria Luisa is a very charming dwelling that is entered via an enchanting row of cypress trees. A house with welcoming charm, it is furnished with luxury fabrics and period pieces, framed with exposed beams and hand-made terracotta floors.The exterior is characteri  …see more

from £94 / night

£652 / week

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from £94 / night

1 / 17

Tuscan charm-Historical center - Castiglion Fiorentino apartment sleeps 2

Province of Arezzo / Castiglion Fiorentino

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; Pet friendly;
The house is a typical "mansarda" wonderfully furnished with original antique pieces that belonged to my grandparents and have been in the family for generations. This little gem is located in the historical center of Castiglion Fiorentino (Arezzo). This charm  …see more

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Featured properties

1 / 13

Cortona / Montecchio

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
Key info: Child friendly ; Pet friendly;
 …see more

from £128 / night

£897 - £1569 / week

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from £128 / night

1 / 7

Holiday Farmhouse - San Giovanni Valdarno farmhouse sleeps 6

Province of Arezzo / San Giovanni Valdarno

6 6 Min stay varies

  • 6 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 150 km; Swimming pool; Child friendly ;
The farmhouse is located on the oriental Chianti's hills, it lies in the peaceful, calm and typical Tuscany landscape. The strategic position of property, in the middle of triangle Siena (40 km) Arezzo (35 km) Firenze (40 km), gives the opportunity to discover many  …see more

from £94 / night

£507 - £688 / week

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from £94 / night

1 / 8

Casa Mercedes - Castelfranco di Sopra cottage sleeps 2

Province of Arezzo / Castelfranco di Sopra

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; Air conditioning; No pets allowed;
“Mercedes” is in a strategic position on top of a small hill and overlooks the entire farm. On the ground floor you will find a bright and enchanting day area with an ancient stone fireplace and a kitchenette made of brick and fine wood. In the basement there is a p  …see more

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(1) Excellent 

1 / 20

Province of Arezzo / Pian di Sco

1 4 1 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Car advised;
 …see more

from £44 / night

£285 - £406 / week

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from £44 / night

1 / 11

Holiday Farmhouse in San Giovanni Valdarno

Province of Arezzo / San Giovanni Valdarno

4 4 Min stay varies

  • 4 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car not necessary;
The farmhouse is located on the oriental Chianti's hills, it lies in the peaceful, calm and typical Tuscany landscape. The strategic position of property, in the middle of triangle Siena (40 km) Arezzo (35 km) Firenze (40 km), gives the opportunity to discover many  …see more

from £52 / night

£367 - £483 / week

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from £52 / night

1 / 16

Province of Arezzo / Badia Tedalda

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Child friendly ; No pets allowed;
 …see more

from £38 / night

£259 / week

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from £38 / night

(13) Excellent 

1 / 12

Podere La Rota Chianti Cottage for 2 - Discounts!

Montevarchi / Moncioni

1 2 7 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Not suitable for children; Car advised; Air conditioning;
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 / 18

Molinvecchio - Vallea villa sleeps 10

Talla / Vallea

6 10 Min stay varies

  • 6 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
The Molinvecchio is a very special agriturism beautifully situated in the green heart of Tuscany. And houses ancient working mill machinery which is driven by the stream called Capraia.The Villa is amazing..It has all the facilities needed to have a great time on a won  …see more

from £300 / night

£2100 - £3350 / week

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from £300 / night

(3) Excellent 

1 / 16

Traditional Tuscan Country Retreat - Talla villa sleeps 7

Province of Arezzo / Talla

3 7 4 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
This lovely spacious family home is situated on the edge of the Casentinese National Park located Between Florence Siena and Arezzo. It is built on an original Etruscan settlement as part of a hamlet called Gechena which consists of four other houses, the sheltered hill  …see more

from £220 / night

£1000 / week

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from £220 / night

(6) Excellent 

1 / 16

Elegant Tuscan-style villa in magnificent setting, ideal place for a relaxing holiday

Province of Arezzo / Subbiano

11 2 Min stay varies

  • 11 bedrooms
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
The villa is an original construction of the Middle Ages, over time adapted to the needs of everyday life. Tregognano was renovated in 2003 with an elegant Tuscan style, with full respect for its ancient origin and characteristics.The villa is beautifully located 550 me  …see more

from £61 / night

£337 / week

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from £61 / night

1 / 15

Apartment Pegaso - Casentino apartment sleeps 5

Bibbiena / Casentino

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
Key info: Swimming pool; Child friendly ; Pet friendly;
A family-friendly 40-sqm apartment situated in a privileged position, in front of the swimming pool, and with a really nice view on the Medieval castle of Poppi and on the valley of Casentino. On the shadow of trees, it has got a small al fresco living room, surrounded  …see more

from £104 / night

£725 - £1388 / week

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from £104 / night

(2) Excellent 

1 / 24

Villa Emiliano - Palazzo del Pero cottage sleeps 4

Province of Arezzo / Palazzo del Pero

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 22 km; Child friendly ; Car essential;
Beautiful Casolare (stone cottage) of the 1857, in typical Tuscan style, located on a hill top with a breathtaking view. 16 km far from Arezzo give you the chance to esperience real rural Tuscany but at 15 minutes by car from a main city center. Private garden, CAR park  …see more

Pricing unknown

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1 / 16

Tuscan hideaway: charming rural villa with pool and spectacular views, sleeps 4

Province of Arezzo / Cortona

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
A special hide-away in Tuscany ! Casa Serena is a really charming little house/villa is set in the middle of olive grove and surrounded Tuscan woodland, and provides privacy and serenity for a truly relaxing vacation. During Autumn and winter, there are the spectacular  …see more

from £94 / night

£653 - £986 / week

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from £94 / night

1 / 16

IL MOLINO DI SERRAVALLE - Camaldoli cottage sleeps 4

Province of Arezzo / Camaldoli

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Child friendly ; Ask about pets; 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

1 / 11

Bibbiena / Casentino

1 3 1 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Child friendly ; Pet friendly; Private garden;
 …see more

from £52 / night

£363 / week

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from £52 / night

1 / 20

Province of Arezzo / Castel Focognano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
 …see more

from £62 / night

£432 / week

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from £62 / night

(2) Excellent 

1 / 21

Appartamento Girasole - "La Fagiana" 13 - Stia apartment sleeps 5

Province of Arezzo / Stia

2 5 5 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
Appartamento GIRASOLELa Fagiana Holiday Rental is in an optimal position. You will be able to fully enjoy the peace and the quietness of the region as well as being in a good position for numerous outdoor activities, such as horse riding, golf, tennis, mountain biking,  …see more

from £69 / night

£483 - £664 / week

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from £69 / night

1 / 21

Appartamento Orchidea - "La Fagiana" 11 - Stia apartment sleeps 4

Province of Arezzo / Stia

1 4 5 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 5 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
Appartamento ORCHIDEALa Fagiana Holiday Rental is in an optimal position. You will be able to fully enjoy the peace and the quietness of the region as well as being in a good position for numerous outdoor activities, such as horse riding, golf, tennis, mountain biking,  …see more

from £57 / night

£397 - £638 / week

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from £57 / night

(3) Excellent 

1 / 26

Podere Le Baruti/Castagno - Montevarchi farmhouse sleeps 3

Province of Arezzo / Montevarchi

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 130 km; Swimming pool; Child friendly ;
Welcome to "Podere Le Baruti", where you will find zest for life, italianità, culinary well-being, noble vines, nice moments on the horse back, dolce-far-niente at the swimmingpool, a bright starry sky and much more in unforgettable holidays for the whole family. Ars v  …see more

from £61 / night

£406 - £613 / week

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from £61 / night

1 / 45

Ventena Vecchia – Papavero - Moncioni apartment sleeps 4

Montevarchi / Moncioni

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Pet friendly;
Papavero lies in the oldest part of the estate. It is held in the colors of the poppy. The apartment includes a kitchen with modern units in Tuscan style and is completed with a dining table for four people. The living room has big open chimney, a big armchair to rela  …see more

from £104 / night

£682 - £940 / week

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from £104 / night

1 / 10

Charming house Ulivo in Montelucci near Chianti

Province of Arezzo / Pergine Valdarno

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Car essential;
The charming 55 sq mt. apartment is part of an ancient stone country house, perfectly refurbished and decorated with unique furniture, textile and paintings. It sleeps 4 people in 2 double rooms. There is also a living room with kitchenette and 1 bathroom. Is the right  …see more

from £107 / night

£743 / week

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from £107 / night

1 / 19

Province of Arezzo / Rigutino

4 7 7 nights min stay

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

from £70 / night

£488 / week

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from £70 / night

(1) Excellent 

1 / 24

Newly restored two bedroom apartment in beautiful

Cortona / Capezzine

2 7 1 night min stay

  • 2 bedrooms
  • Sleeps 7
  • 1 night min stay
Key info: Nearest beach 129 km; Swimming pool; Child friendly ;
Villa Capezzine at Palazzuolo Due is the last restoration we started and will be ready to welcome our Guests next May 2013. It has been declared "Historical Monument" Villa Capezzine is situated in the famous community of Cortona (“Under the Tuscan Sun”: h  …see more

from £117 / night

£819 / week

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from £117 / night

1 / 14

Province of Arezzo / Lucignano

6 14 7 nights min stay

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Pet friendly;
 …see more

from £359 / night

£2509 / week

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from £359 / night

(4) Excellent 

1 / 20

Province of Arezzo / Arezzo

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Child friendly ; Air conditioning; Pet friendly;
 …see more

from £57 / night

£363 / week

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from £57 / night

1 / 15

Province of Arezzo / Camaldoli

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
 …see more

from £121 / night

£845 / week

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from £121 / night

1 / 9

Province of Arezzo / Capannole

4 8 5 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Ask about pets;
 …see more

from £22 / night

£151 / week

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from £22 / night

1 / 24

"Il Palazzolo" casa vacanze Mercatale di Cortona

Cortona / Mercatale di Cortona

4 10 7 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
“Il Palazzolo” is beautifully situated on the border between Tuscany and Umbria, on the road that connects Cortona to Perugia.Originally An ancient monastry, at the end of the 16th century under the Laurenzi family it became a manor house and around about 1750 after  …see more

from £234 / night

£1638 / week

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from £234 / night

1 / 20

VILLA VERDE - SWIMMING POOL - Cicogna farmhouse sleeps 8

Province of Arezzo / Cicogna

4 8 3 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Nearest beach 140 km; Swimming pool; Child friendly ;
Private Villa in the Tuscan Country sideAround 250 sea level meter, surrounded by century-old trees and vineyards, it is a typical farmhouse nestled in the Chianti hills within a 30-kms radius of Florence, Siena and Arezzo in a vast natural garden.The villa was built mo  …see more

from £173 / night

£1121 / week

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from £173 / night

(12) Excellent 

1 / 17

Borgo il Vepri - Ambra apartment sleeps 4

Province of Arezzo / Ambra

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
Vepri is the perfect base for a tranquil holiday or home in the sun.It is for the discerning-a quiet and gated private luxury development comprising a small number of apartments and townhouses surrounding a communal piazza.The swimming pool is simply wonderful, set amid  …see more

from £43 / night

£295 - £479 / week

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from £43 / night

1 / 16

Province of Arezzo / Monte San Savino

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Child friendly ; Car advised; Ask about pets;
 …see more

from £57 / night

£371 / week

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from £57 / night

1 / 19

Province of Arezzo / Anghiari

1 4 2 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Pet friendly;
 …see more

from £61 / night

£423 / week

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from £61 / night

(2) Good 

1 / 24

The Hut. Villa with pool - San Giustino Valdarno villa sleeps 4

Province of Arezzo / San Giustino Valdarno

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Nearest beach 110 km; Swimming pool; Child friendly ;
Distinctive stone cottages, equipped with every comfort, in an extraordinarily scenic location. Located in Valdarno, in front of the Chianti hills, between Florence and Arezzo is only half an hour from Siena. Due to its location, is an excellent starting point to visit  …see more

from £117 / night

£815 / week

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from £117 / night

1 / 12

Province of Arezzo / Castelfranco di Sopra

1 2 Min stay varies

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

from £74 / night

£518 / week

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from £74 / night

1 / 8

Borgo Corsignano - Fagiano - Poppi apartment sleeps 6

Province of Arezzo / Poppi

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
Two floors apartment with a panoramic terrace on the Poppi's Castle. On the first floor, a luminous living room with a view on the valley and kitchen. On the second floor there are two double bedrooms with a bathroom. Possibility of double sofà bed.Services:Electr  …see more

from £152 / night

£1061 / week

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from £152 / night

1 / 24

Farmer's house.Huose with pool - San Giustino Valdarno farmhouse sleeps 10

Province of Arezzo / San Giustino Valdarno

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Nearest beach 110 km; Swimming pool; Child friendly ;
Charming stone farmhouse, equipped with every comfort, in an extraordinarily scenic location. Located in Valdarno, in front of the Chianti hills, between Florence and Arezzo is only half an hour from Siena. Due to its location, is an excellent starting point to visit th  …see more

from £160 / night

£1121 - £2156 / week

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from £160 / night

(1) Excellent 

1 / 16

Relax in Penisola Sorrentina - Camaldoli apartment sleeps 8

Province of Arezzo / Camaldoli

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 5 km; Child friendly ;
The villa is located in a small,picturesque and very peaceful town called Patierno,in Vico Equense.Surrounded by vegetation,you enter the villa througt a garden full of flowers.The flat is at the first floor,about 110 m;it has two tastefully furnished bedrooms,two bat  …see more

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Top Destination reviews

Luxury villa with private swimming pool
AMAZING!!!

I've had the most wonderful stay in this Tuscan gem! Jacopo is such a great host and was always there to answer my questions. The villa is just beautiful! Each room and corner has something unique about it. The gardner Giancarlo came to make sure the … see more
Casa Leana - Farmhouse - HEATED Pool & Games Room
Utterly Fabulous!

Casa Leana is just amazing! The house is beautifully furnished and styled in a typically Tuscan style but with every modern convenience you could want and with additions that we didn't even know we wanted before we arrived .... Wine cellar and librar … see more
To Stones
Amazing Home Away From Home

The best first impression was to be greeted late at night by Ester and her partner in the dark and in poor weather just so we could find a parking spot and get situated in the property. Ester was amazing and has gone to great lengths to ensure her ho … see more
Fattoria Vecchia Quercia
Unforgettable

We came to Italy from Canada to get married. As everyone knows, or can imagine, the experience of planning a wedding can be quite stressful...especially if you're trying to do it halfway across the globe and in a different language. After much rese … see more
Stunning Tuscan villa with five bedrooms, private
A true TUSCAN experience. Better than words can describe.

It is quite a challenge to put into words a description of this place, the family and the amazing time we had at Vila Papale. The house and the entire property has so much history and character making this place a unforgettable experience. The garden … see more
villa ai cedri
A marvellous house with a beautiful panorama view

A beautiful house in a peaceful area with a wonderful view to the valley. There are lovely rooms with tasteful furniture. Although the owners live next door, they do not disturb at all, they are really friendly and helpful any time you need somethin … see more

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