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Province of Arezzo

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1,122 Holiday homes

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Travellers going to Province of Arezzo are booking June dates now. Secure your holiday home today and have the perfect trip.

(24) Excellent 

33

Holiday villa with swimming pool in Poppi

Province of Arezzo / Poppi

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 160 km
  • Swimming pool
  • Child friendly
“Perfect view” Very nice Location on the top of a small hill. Very friendly and responsive Family. Fantastic house for two families. We were 4 adults and 4 children. We only used 4 of the 5 bedrooms. Many different outside Areas suitable for all tim  …see more

from £146 / night

£1017 - £2373 / week

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from £146 / night

(34) Excellent 

25

Holiday villa rental

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 £200 / night

£1399 - £2500 / week

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from £200 / night

18

Holiday villa rental

Castelfranco Piandisco / Pian di Sco

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
High in the Vallombrosa Mountain range and overlooking the entire Val d'Arno that runs from Florence to Arezzo, Villa Treggiano has been the much loved holiday home of an Italian family living in Florence. Comfortably furnished with rustic furniture and antiques,  …see more

from £183 / night

£1238 - £2064 / week

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from £183 / night

(2) Excellent 

27

Villa rental in Cortona with swimming pool

Province of Arezzo / Cortona

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 135 km
  • Swimming pool
  • Child friendly
“Wonderful, true Italian experience"” Have stayed in many hotels and apartments all over the world and this was truly a 'stand-out.' From the moment our group of 8 arrived we were made to feel welcome by Manuela. Little, extra touches such as bruschett  …see more

from £383 / night

£2678 - £3458 / week

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from £383 / night

(12) Excellent 

40

Holiday villa in Castel San Niccolo

Province of Arezzo / Castel San Niccolo

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children age 5+
“Amazing location, friendly owner - house even better than the photo's” We stayed at Le Massa in Aug-16 (myslef, my wife and our 18 year old son) as our first holiday in Italy and Tuscany, driving from East Sussex, UK. We loved the house, location, an  …see more

from £87 / night

£606 - £1928 / week

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from £87 / night

(1) Excellent 

24

Holiday villa in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 23 km
  • Swimming pool
  • Suitable for children age 5+
Luxury Tuscan Villa . Villa for family reunions in Tuscany and for those looking for a stylish retreat.  …see more

from £465 / night

£3250 / week

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from £465 / night

(8) Excellent 

41

Anghiari holiday villa rental

Province of Arezzo / Anghiari

7 12 7 nights min

  • 7 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
“My family and I don't generally go back to places, but this was our second stay at Villa Seccarille and yes, it's a wow.” My family and my parents stayed at Villa Secarille ten years ago and we all finally managed to get back there in August '16. It  …see more

from £358 / night

£2500 - £4500 / week

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from £358 / night

14

Holiday villa with swimming pool in Lucignano

Province of Arezzo / Lucignano

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 135 km
  • Swimming pool
  • Child friendly
Villa Ulivi is a luxury villa for rent in Tuscany; the villa was completely restored in the last years and whilst the exterior is very in keeping with the local architecture, the interiors are modern and comfortable with every thing new, fresh and carefully considered t  …see more

from £382 / night

£2670 - £3814 / week

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from £382 / night

(53) Excellent 

51

Anghiari holiday villa rental

Province of Arezzo / Anghiari

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 66 km
  • Swimming pool
  • Child friendly
“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  …see more

from £285 / night

£1995 - £2950 / week

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from £285 / night

24

Holiday villa rental

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 £406 / night

£2839 - £4407 / week

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from £406 / night

(4) Excellent 

10

Bibbiena / Casentino

6 10 Min stay varies

  • 6 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

Pricing unknown

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Pricing unknown

11

Holiday villa with shared pool in Pian di Sco

Castelfranco Piandisco / Pian di Sco

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
Set in a beautiful farming estate, which has transformed its charming XVIIth century convent into an ultra stylish rural hideaway, it is the perfect retreat for discerning guests who love the countryside, art, food and wine of Italy. Besides villa La Leccina, this ancie  …see more

from £445 / night

£3111 - £4238 / week

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from £445 / night

17

Holiday home with shared pool in Foiano Della Chiana

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 £86 / night

£597 - £1162 / week

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from £86 / night

(1) Excellent 

17

Holiday home in Anghiari

Province of Arezzo / Anghiari

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 115 km
  • Child friendly
  • Pet friendly
Recently restored property in the medieval hilltop town of Anghiari. To the side of the property there are steps that lead directly down to the main square where you will find bars, restaurants and shops. As you enter Villa Del Chiassolo on the ground floor you will fi  …see more

from £97 / night

£678 - £1026 / week

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from £97 / night

6

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Air conditioning
  • Private garden

 …see more

Pricing unknown

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Pricing unknown

(3) Very Good 

18

Stia holiday apartment rental

Province of Arezzo / Stia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Casa Teresa is a romantic holiday cottage situated in 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 br  …see more

from £60 / night

£339 - £424 / week

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from £60 / night

(2) Excellent 

16

Province of Arezzo / Chiusi della Verna

2 4 1 night min

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

 …see more

from £68 / night

£475 / week

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from £68 / night

16

Province of Arezzo / Ambra

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £68 / night

£424 - £712 / week

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from £68 / night

19

Villa rental in Lucignano with swimming pool

Province of Arezzo / Lucignano

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
Villa Gloria is perfect for relaxed extended family groups or two families on holidays together. It is very well located for all important tourist destinations in Tuscany. It has every thing necessary for a wonderful Tuscan holiday as well as a few extras that ensures i  …see more

from £240 / night

£1678 - £2458 / week

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from £240 / night

(54) Excellent 

32

Arezzo holiday villa rental

Province of Arezzo / Arezzo

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Luxury villa located in the heart of Tuscany with wellness centre, large private park, heated swimming pool and fully stocked wine cellar<br />5 suite and 1 standard bedroom, it can give hospitality up to 12+4 persons. Wi-Fi internet connection.  …see more

from £303 / night

£2119 - £3814 / week

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from £303 / night

(2) Excellent 

26

Province of Arezzo / Sansepolcro

9 23 Min stay varies

  • 9 bedrooms
  • Sleeps 23
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £763 / night

£3390 - £4543 / week

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from £763 / night

(13) Excellent 

12

Holiday cottage in Moncioni

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 £84 / night

£585 / week

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from £84 / night

34

Province of Arezzo / Loro Ciuffenna

2 3 7 nights min

  • 2 bedrooms
  • Sleeps 3
  • 7 nights min
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly

 …see more

from £36 / night

£246 - £424 / week

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from £36 / night

(14) Excellent 

25

Holiday villa rental

Province of Arezzo / Poppi

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
“Lovely place to relax” Expected alot from the reviews and pictures. And certainly expectations were met. A Delight for the senses . Very nice property, well maintained, with fantastic views. Lovely to sit by the pool watching the birds, the flight of  …see more

from £28 / night

£192 - £1861 / week

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from £28 / night

30

Holiday villa with swimming pool in Lucignano

Lucignano / Pozzo della Chiana

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 135 km
  • Swimming pool
  • Child friendly
Situated on a hillside and surrounded by the vineyards of a famous local wine producing farm, Villa Al Pozzo is the ideal place to spend a holiday in complete relaxation and tranquility. Recently renovated, the villa will allow its guests to enjoy the experience of livi  …see more

from £227 / night

£1589 - £2500 / week

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from £227 / night

(22) Excellent 

27

Holiday villa with golf nearby in Castel San Niccolo

Province of Arezzo / Castel San Niccolo

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
“Far more than we imagined, much more than we hoped for” I and my family stayed at Villa Mondello in the autumn of 2012 and we cannot rave enough about the place. Comfort, convenience, elegance and above all that indefinable Italian sense of style whi  …see more

from £278 / night

£1695 - £3306 / week

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from £278 / night

(2) Excellent 

30

Province of Arezzo / Cortona

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 10 km
  • Swimming pool
  • Child friendly

 …see more

from £178 / night

£1246 / week

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from £178 / night

(13) Excellent 

17

Holiday apartment rental

Province of Arezzo / Ambra

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
“Lovely accomodation, clean, modern and well looked after with a large pool” Had a lovely time at Vepri. Really enjoyed the lovely large pool. The accommodation was modern, spacious and very well looked after. Vepri is a small complex of apartments  …see more

from £69 / night

£479 / week

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from £69 / night

35

Holiday villa with swimming pool in Loro Ciuffenna

Loro Ciuffenna / Malva

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
For those who love nature and the Tuscany countryside, our country villa “Oliveta” is the ideal holiday destination in Tuscany. The villa is located on the Aretine Chianti hills, in a lovely countryside area at the foot of Pratomagno mountain and along to th  …see more

from £123 / night

£933 / week

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from £123 / night

21

Holiday villa with swimming pool in Arezzo

Province of Arezzo / Arezzo

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
<p class="x_MsoNormal">Lucignano holiday villa with pool to rent – Collina degli Ulivi is a charming 17th century stone farmhouse set in the verdant Tuscan countryside, known as Valdichiana.</p>  …see more

from £518 / night

£3625 - £4930 / week

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from £518 / night

22

Castiglion Fibocchi holiday apartment let

Province of Arezzo / Castiglion Fibocchi

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
A breathtaking view, an age-old sense of peace and unspoiled nature together with the high level of comfort of the three apartments make this house the ideal destination for those who wish to spend a relaxing holiday in Tuscany.  …see more

from £72 / night

£500 - £865 / week

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from £72 / night

(1) Excellent 

34

Holiday villa in Pergine Valdarno

Province of Arezzo / Pergine Valdarno

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This vast character Tuscan property, situated in extensive grounds/parkland provides ample accommodation for 12 persons, with its spacious kitchen (complete with indoor BBQ), large dining room with enormous fireplace, and living room spanning the back of the house, lead  …see more

from £335 / night

£1865 - £2924 / week

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from £335 / night

55

Province of Arezzo / Cavriglia

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £180 / night

£1255 - £1907 / week

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from £180 / 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 £71 / night

£496 - £1089 / week

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from £71 / night

(4) Excellent 

13

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 27 km
  • Swimming pool
  • Child friendly
Just a short distance from the medieval town of Castiglion Fiorentino is "Casa Usignoli". This very old manor house dates back to 1759. It has been fully renovated to provide a stylish family home with 5 large bedrooms and two bathrooms.  …see more

from £187 / night

£1307 / week

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from £187 / night

(5) Excellent 

1

Holiday villa with swimming pool in Pieve di Chio

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
“Not to be missed” This Tuscan farmhouse has been tastefully and sympathetically restored. It is situated at the top of the valley with spectacular views of the surrounding countryside. You do need a car to stay here but most of the towns and village  …see more

from £225 / night

£1680 - £2048 / week

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from £225 / night

(2) Very Good 

23

Holiday farmhouse with swimming pool in Loro Ciuffenna

Province of Arezzo / Loro Ciuffenna

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
On request: special homemade Tuscan dinners, Shiatsu, personal chef service!  …see more

from £146 / night

£636 - £1399 / week

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from £146 / night

6

Province of Arezzo / Castelluccio, Arezzo

1 3 1 night min

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

 …see more

from £85 / night

£416 - £670 / week

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from £85 / night

40

Holiday farmhouse with shared pool in San Giustino Valdarno

Province of Arezzo / San Giustino Valdarno

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
In addition to enjoying the incomparable view, the quiet, and the exclusivity of the place, you will have the option to switch from the Italian taste of tradition to the Italian taste for fashion, just a few minutes you will find the shop the outlets of Prada and Incisa  …see more

from £123 / night

£848 - £1526 / week

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from £123 / night

28

Holiday apartment rental

Province of Arezzo / Lucignano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets
Centro storico, attactions/cafes/restaurants right on your doorstep!2 bedroom apartment created from restored medieval olive oil millown garden for alfresco dining/relaxLucignano charming village, great access to all major Tuscan attractionTuscany village holiday<br  …see more

from £71 / night

£450 - £634 / week

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from £71 / night