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

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2,917 Holiday homes

22

Ario - 6 people - shared pool - Art & Nature - Anghiari apartment sleeps 6

Province of Arezzo / Anghiari

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Our properties are inserted in the historical farmhouse Fattoria La Scheggia, a small rural hamlet dating back to the 15th century and located in Arezzo province - Tuscany, Italy.In the restructured places, the modern comfort doesn't displace the rural old style am  …see more

from £63 / night

£435 - £653 / week

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from £63 / night

(12) Excellent 

45

Tuscan villa in spectaular location with incredible heated pool, gym and jacuzzi - Castel San Niccolo villa sleeps 7

Province of Arezzo / Castel San Niccolo

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children age 5+
We are spectacularly located in a prominent elevated position in a South facing valley which brings long hours of sunshine and a favourable micro climate. The house is approached by a lane which winds its way from the main road, crossing over a river by an ancient bridg  …see more

from £105 / night

£731 - £4720 / week

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from £105 / night

26

Cortona / Farinaio

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £87 / night

£783 - £1044 / week

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from £87 / night

(2) Excellent 

60

Colonic house among Siena Firenze and Arezzo - Ambra villa sleeps 7

Province of Arezzo / Ambra

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
The rental started in 2015 after a rebuilding worker. The house is at the first and last floor and composed by 1 kitchen, living room with two sofa beds, 2 bedrooms (a king size bedroom and a triple bedroom with extra bed) a bathroom with shower and a wide panoramic  …see more

from £74 / night

£487 - £700 / week

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from £74 / night

(1) Excellent 

20

Province of Arezzo / Castiglion Fiorentino

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning

 …see more

from £70 / night

£457 - £700 / week

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from £70 / night

10

Grecale - PI2012_226 - Cortona apartment sleeps 3

Province of Arezzo / Cortona

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
Grecale is a part of the beautiful apartment complex, Poggio al Vento. The apartments are located in the same farmstead, which has been tastefully renovated to retain much of the original character and features. Ideal for a couple or a family, the apartments retain a wa  …see more

from £56 / night

£392 - £688 / week

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from £56 / night

30

Province of Arezzo / Cortona

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £583 / night

£2392 - £3348 / week

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from £583 / night

(5) Excellent 

20

Province of Arezzo / Cortona

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £44 / night

£261 - £418 / week

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from £44 / night

59

Province of Arezzo / Monte San Savino

6 12 3 nights min

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £148 / night

£1392 / week

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from £148 / night

(9) Excellent 

33

Villa Rosa - Heaven in Tuscany|Pool|WiFi|Cortona - Cortona villa 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
With essential private pool and (Free) Wi-Fi, Villa Rosa is nestled into the Tuscan hillside within a few minutes drive or leisurely walk into vibrant Cortona. Couples love it, families love it. It is heaven. A two bedroom, two bathrooms, fully furnished beautiful  …see more

from £235 / night

£1645 - £2023 / week

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from £235 / night

(34) Excellent 

35

Province of Arezzo / Poppi

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £44 / night

£305 / week

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from £44 / night

19

Farmhouse apartment "The Loft" w/pool & garden - Loro Ciuffenna apartment sleeps 3

Province of Arezzo / Loro Ciuffenna

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
** TRIP ADVISOR 2014 CERTIFICATE OF EXCELLENCE WINNER **Beautiful, independent self-catering apartment in ancient Tuscan farmhouse with private swimming pool.The house is on a 30 acres property on the slopes of Pratomagno mountain, between Florence and Arezzo (35 km fro  …see more

from £73 / night

£314 - £448 / week

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from £73 / night

28

Province of Arezzo / Castiglion Fibocchi

2 2 1 night min

  • 2 bedrooms
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £27 / night

£183 / week

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from £27 / night

17

Rosa dei Venti - Foiano Della Chiana house sleeps 5

Province of Arezzo / Foiano Della Chiana

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
Beautiful country estate situated in the vicinity of Cortona, a charming medieval town in the south of Tuscany, close to the well-known cities full of art of Siena, Arezzo and Perugia. Along with the cottage Rosa dei Venti, the other two farmsteads comprise five apartme  …see more

from £88 / night

£613 - £1192 / week

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from £88 / 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 £94 / night

£653 / week

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from £94 / night

9

Province of Arezzo / Monte San Savino

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Pet friendly
  • Private garden

 …see more

from £35 / night

£148 / week

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from £35 / night

26

Sasso Orlando - Terranuova Bracciolini house sleeps 10

Province of Arezzo / Terranuova Bracciolini

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Sasso Orlando is an old stone farmhouse in the countryside of Valdarno Aretino at the foot of the mountain range of Pratomagno. The cottage was recently restored with great care and taste using materials of high value. The wooden ceilings, old brick arches, old terracot  …see more

from £114 / night

£827 - £1696 / week

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from £114 / night

42

Province of Arezzo / Poppi

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly

 …see more

from £44 / night

£305 / week

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from £44 / night

(1) Very Good 

18

Casa Mazzocchi, Wonderful view - Poppi apartment sleeps 4

Province of Arezzo / Poppi

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
A newly renovated apartment thought to be a welcoming and elegant . Quiet, in the countryside, its terrace and views are unbeatable. Ideal for those who want a holiday in nature and in total relax. I furnish the flat as if I had to live there , then I moved to work . Th  …see more

from £40 / night

£261 - £348 / week

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from £40 / night

(1) Very Good 

24

Province of Arezzo / Loro Ciuffenna

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 155 km
  • Swimming pool
  • Child friendly

 …see more

from £53 / night

£305 - £435 / week

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from £53 / night

(2) Excellent 

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
  • Swimming pool
  • Child friendly
  • Air conditioning
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 £90 / night

£627 - £1479 / week

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from £90 / night

12

NEW - Dream Villa in Tuscany, Italy | Pool | WiFi - Loro Ciuffenna villa sleeps 8

Province of Arezzo / Loro Ciuffenna

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 149 km
  • Swimming pool
  • Child friendly
The Space Laid back | calm | certified pure mountain spring water | swimming pool | satellite TV & WiFi internet. Nearby cities: Montevarchi, Loro Ciuffenna, Arezzo, Siena. What is our space like? • The three bedrooms are individually sized and outfitted. There  …see more

from £66 / night

£461 - £2090 / week

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from £66 / night

(1) Excellent 

100

San Toscano - Arezzo villa sleeps 10

Province of Arezzo / Arezzo

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
ExteriorVilla San Toscano has a privileged position approximately 500m above sea level meaning it stands proud above the valley below with breathtaking views of the rolling green hills and the town of Arezzo. Arezzo is very close to the villa, just 5 minutes away. A  …see more

from £372 / night

£2600 - £3905 / week

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from £372 / night

(1) Excellent 

14

Province of Arezzo / Cortona

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £70 / night

£261 - £396 / week

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from £70 / night

(32) Excellent 

24

Tuscan Villa. Borgo Valecchie. Cortona - Montanare villa sleeps 10

Cortona / Montanare

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
Our villa offers an ideal combination of elegant simplicity and historical charm which create a unique experience and can comfortably accommodate up to 10 guests. Located just five minutes away from The Hill town Cortona. Along with a private swimming pool, this holida  …see more

from £205 / night

£1435 - £2566 / week

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from £205 / night

10

Province of Arezzo / Castelfranco di Sopra

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £53 / night

£348 - £392 / week

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from £53 / night

23

Detached villa with private pool near Arezzo - Arezzo villa sleeps 11

Province of Arezzo / Arezzo

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
The villa lies in the heart of the Tuscan hills (12 Kms from the city of Arezzo), around 400 meters above the sea level, in a very quiet place with nice panoramic views. Ideally positioned to visit the most beautiful towns & villages of centre/southern Tuscany (as A  …see more

from £192 / night

£1253 - £2522 / week

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from £192 / night

(1) Excellent 

7

Province of Arezzo / Bucine

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £83 / night

£321 - £653 / week

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from £83 / night

(2) Very Good 

24

Fattoria Borgonuovo - Geranio - Cortona lodge sleeps 4

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • 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 £57 / night

£392 - £566 / week

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from £57 / night

7

Priello: Patio Apartment - Caprese Michelangelo apartment sleeps 3

Province of Arezzo / Caprese Michelangelo

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Private garden
The farmhouse has been built in the 1600's and has been tastefully restored keeping all original deails. Check our website www.priello.com for additional photos.This add refers only to a mini apartment with private bathroom and kitchen corner inside the apartment.  …see more

from £79 / night

£435 - £609 / week

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from £79 / night

(2) Excellent 

10

Province of Arezzo / Cortona

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Child friendly
  • Private garden

 …see more

from £87 / night

£609 - £1066 / week

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from £87 / night

(1) Very Good 

22

FarmHouse near CHIANTI and SIENA FRANTOIO - Montebenichi apartment sleeps 5

Bucine / Montebenichi

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Private garden
Farmhouse "I Moraioli" is in Montebenichi in the heart of the Chianti hills. A unique panorama, a breathtaking view over a valley among the most beautiful and unspoilt ones of Tuscany and ... the view goes as far as the south of Crete Senesi with a view of the  …see more

from £87 / night

£557 - £861 / week

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from £87 / night

(2) Excellent 

19

Arezzo / Antria

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £57 / night

£348 / week

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from £57 / night

(1) Excellent 

24

Beautiful villa with pool and amazing Tuscan view - Cortona villa sleeps 10

Province of Arezzo / Cortona

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 161 km
  • Swimming pool
  • Child friendly
Villa Cortona is a beautifully restored luxury tuscan villa with 5 double bedrooms and 6 bathrooms.Each bedroom has its own different style and character and en-suite bathroom with wonderful views.The interior of Villa Cortona is large, bright and spacious, with two lar  …see more

from £423 / night

£2957 - £4696 / week

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from £423 / night

18

GLI ARCHI - Cortona villa sleeps 4

Province of Arezzo / Cortona

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Air conditioning
  • Private garden
It 'a beautiful cottage completely restored, was once a barn and a tobacco warehouse. now has 2 bedrooms, a lounge, a kitchen, 2 bathrooms and a dining room that can become an extraordinary study. It has a swimming pool, a large garden, a bocce court, private parki  …see more

from £70 / night

£870 - £1218 / week

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from £70 / night

(1) Excellent 

14

Luxury Tuscan Holiday Home , Stalla Rustica - Cortona house sleeps 8

Province of Arezzo / Cortona

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
An elegant, 17th Century Tuscan Farmhouse in a glorious location among Tuscan and Umbrian hills, only minutes from the beautiful Etruscan walled town of Cortona. Perfect all year round: walk or cycle in the hills, soak at the Thermal Spa, shop in fresh produce markets,  …see more

from £250 / night

£1495 / week

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from £250 / night

12

Province of Arezzo / Arezzo

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Private garden

 …see more

from £100 / night

£696 - £1218 / week

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from £100 / night

100

Cortona 86286 - Pergo villa sleeps 8

Province of Arezzo / Pergo

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
Beautiful independent villa with private pool situated in panoramic location on a hill above the small village of Pergo, 6 km away from the charming town of Cortona whose origins date back to the Etruscan times. This welcoming property is surrounded by olive groves and  …see more

from £205 / night

£1432 - £2547 / week

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from £205 / night

(22) Excellent 

24

Holiday apartment on the ground floor of stunning stone built home in Arezzo, Tuscany, sleeps 4 - Arezzo apartment sleeps 4

Province of Arezzo / Arezzo

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Nearest beach 120 km
  • Child friendly
  • Private garden
Holiday apartment on the ground floor of owner's house. French windows lead onto a patio with lovely views of the hilltop village of Lucignano, 2 minutes drive away. The living/dining room has a fireplace and an open, modern, kitchen. The bathroom has a bidet & shower a  …see more

from £44 / night

£279 / week

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from £44 / night

5

Province of Arezzo / Monte San Savino

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Ask about pets

 …see more

from £70 / night

£392 / week

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from £70 / night

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