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Province of Arezzo

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1,120 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.

(1) Excellent 

24

Pieve Santo Stefano holiday villa rental

Province of Arezzo / Pieve Santo Stefano

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
A lovingly restored old Tuscan house full of character with private pool and dining terrace with beautiful views. Ideally suited for 2 families to share or large family gatherings.<br />There are many beautiful and historic towns near including Assisi, Perugia, Gu  …see more

from £150 / night

£1000 - £1480 / week

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from £150 / night

25

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Walking distance to the town Family friendly villa  …see more

from £347 / night

£2424 - £3458 / week

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from £347 / night

(9) Excellent 

22

Province of Arezzo / Arezzo

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £47 / night

£327 / week

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from £47 / 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

18

Holiday cottage in Cortona

Province of Arezzo / Cortona

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Acero is a cosy apartment that belongs to a beautiful hillside property, Col di Leccio, an authentic farmhouse where nature and silence dominate. Acero is made up of a double bedroom, a bedroom with twin beds, a bathroom with a shower, a kitchen and a living room. There  …see more

from £67 / night

£467 - £721 / week

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from £67 / 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

(2) Very Good 

24

Lodge letting in Cortona with shared pool

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
Fattoria Borgonuovo - Il GeranioCharming indipendent apartment, 60 square meters, ground floor with an outside area and an outdoor swimmingpool (6x12m).<br />The owners speak and understand fluent English.  …see more

from £67 / night

£467 - £551 / week

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from £67 / night

(2) Excellent 

60

Holiday villa with shared pool in Ambra

Province of Arezzo / Ambra

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Fantastic place in the heart of Tuscany.Ideal for relax and to visit Florence, Siena, Arezzo, towns and landscape unique in the world (Chianti, Val d'Orcia) famous for wines, olive oil and cheese. Reacheable by public transport.  …see more

from £85 / night

£594 - £683 / week

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from £85 / night

(7) Excellent 

19

Province of Arezzo / Arezzo

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £39 / night

£238 - £772 / week

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from £39 / night

26

Holiday villa with swimming pool in Mercatale Valdarno

Bucine / Mercatale Valdarno

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
L'alloggio Entrare in un sogno e deliziare il vostro tempo gustando il vero sapore della Toscana! Questo antico casale, di nome Casanova, fa parte della antica tenuta di 'Petrolo'. Situata nel cuore del Chianti Classico, tra verdi uliveti, vigneti e quer  …see more

from £166 / night

£1823 / week

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from £166 / night

(2) Excellent 

22

Holiday apartment with shared pool in Monte San Savino

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
Villa Ceppeto is an ideal place to stay in Tuscany! To relax and also to start daily drives into the best places of Tuscany and Umbria!  …see more

from £128 / night

£890 / week

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from £128 / night

14

Province of Arezzo / Loro Ciuffenna

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly

 …see more

from £51 / night

£365 - £704 / week

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from £51 / night

23

Holiday villa in Pergine Valdarno

Province of Arezzo / Pergine Valdarno

5 8 Min stay varies

  • 5 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
Villa in Tuscany with pool and air conditioning  …see more

from £218 / night

£1526 - £2119 / week

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from £218 / night

(4) Excellent 

26

Arezzo / Capolona

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £94 / night

£653 / week

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from £94 / night

(8) Excellent 

30

Cortona holiday farmhouse rental

Province of Arezzo / Cortona

5 16 Min stay varies

  • 5 bedrooms
  • Sleeps 16
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Wonderful house, with beautiful views and flexible set up.” The house can in fact be viewed as three separate apartments each with it's own amenities. This gives great flexibility for people to have some quiet time, whether you're travelling with frie  …see more

from £339 / night

£2543 - £3390 / week

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from £339 / night

(3) Excellent 

24

Bucine holiday home rental

Province of Arezzo / Bucine

10 7 Min stay varies

  • 10 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The elegant pool area is ideally located for all guests at the heart of lush garden, where re-establish the right contact with nature. Between a walk and a dip in the pool, you can abandon a complete relax and rediscover the real taste of welness.  …see more

from £94 / night

£653 - £1145 / week

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from £94 / night

31

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Above the wood oven is engraved 1781. Villa Nello was restored in 2001. It develops on three floors, sleeping 8 people, plus a small independent single bedroom with bathroom.  …see more

from £606 / night

£4238 / week

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from £606 / night

21

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This lovely stone villa is located on the hills between Arezzo (18km) and Cortona (12km), only few minutes from Castiglion Fiorentino (3km), a lovely medieval village dominating the green valleys of the Val di Chio and the Val di Chiana. This strategic position offers  …see more

from £255 / night

£1272 - £2543 / week

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from £255 / night

168

Pieve di Chio holiday villa rental

Castiglion Fiorentino / Pieve di Chio

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 23 km
  • Swimming pool
  • Child friendly
The view from here is - "just stunning but wait until you see the pool..." "Villa Castello Roccolo - is - "simply beautiful " Villa Castello Roccolo is for sure, a really special property for both friends and families to enjoy. Tucked away o  …see more

from £169 / night

£1187 - £2162 / week

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from £169 / night

18

Apartment rental in Civitella in Val di Chiana

Province of Arezzo / Civitella in Val di Chiana

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Private garden
Just 40mins from Florence, Siena and Cortona and 20mins from Arezzo. Conveniently situated for many beautiful Tuscan hill towns. We produce our own wine, also our wine tour will introduce you to some of the great wines of the region. We're happy to help and advise  …see more

from £110 / night

£770 / week

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from £110 / night

17

Anghiari holiday farmhouse rental

Province of Arezzo / Anghiari

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Apartment in Anghiari with 1 bedrooms sleeps 4  …see more

from £66 / night

£382 - £636 / week

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from £66 / night

(1) Excellent 

27

Holiday villa in Anghiari

Province of Arezzo / Anghiari

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Villa Monterosi has been renovated using traditional Tuscan and ecological material and yet has all the modern comforts. Outside you will find an original pizza oven, two furnished terraces with pergolas for eating al fresco, a private swimming pool and gorgeous garden.  …see more

from £212 / night

£1526 / week

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from £212 / night

(1) Excellent 

25

Province of Arezzo / Anghiari

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 145 km
  • Child friendly
  • Ask about pets

 …see more

from £51 / night

£306 / week

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from £51 / night

(4) Excellent 

32

Castelfranco Piandisco / Castelfranco di Sopra

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £84 / night

£568 - £636 / week

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from £84 / night

(1) Excellent 

38

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
“Magical !!” Magical large architected stone villa in a wonderful rural setting with fabulous views of Tuscany and nearby Castiglion Fiorentino hill town - topped off with a large infinity pool and large surrounding gardens / outdoor eating areas. Dedi  …see more

from £174 / night

£1212 - £2967 / week

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from £174 / night

9

Holiday apartment in Capolona

Arezzo / Capolona

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets
Ancient villa with large park and swimming pool located on the outskirts of the city 'of Arezzo, ten minutes from the A1 Autostrada del Sole. The Relais offers an environment rich in charm and history, rooms with roofs double vaults, stone walls, brick arches, all  …see more

from £77 / night

£365 - £585 / week

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from £77 / night

(2) Excellent 

25

Mercatale di Cortona holiday home rental

Cortona / Mercatale di Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 22 km
  • Swimming pool
  • Child friendly
Charming stone farmhouse with original features. Perfect for family holidays. Private fenced pool, table tennis and Wifi Beautiful countryside views. Only 2 kilometres from a village with shops and restaurant. Sought after location on the Tuscany-Umbria border.  …see more

from £150 / night

£884 - £1550 / week

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from £150 / night

(5) Very Good 

23

Holiday apartment in Capanole

Bucine / Capanole

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 50 km
  • Child friendly
  • Pet friendly
Immersed in the green of the Tuscan countryside in a position easy to reach Siena Arezzo and Florence and near a very good Camping site with plenty of facilities. To notice the wine and food offers of the area.  …see more

Pricing unknown

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Pricing unknown

(2) Very Good 

18

Holiday villa in Cortona

Province of Arezzo / Cortona

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
“Delivered the experience as promised” Both the accomodation and the rental experience were excellent - a lovely property, exactly as promoted, combined with superb, prompt and effective customer service. A great experience overall. Only proviso; the w  …see more

from £182 / night

£1272 - £1941 / week

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from £182 / night

23

Holiday villa with swimming pool in Poggioni

Cortona / Poggioni

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Il Biancospino is a gracious property ideal for families and small groups, immersed in the greens of the cortonese mountains between oak and chestnut trees.  …see more

from £137 / night

£958 - £2119 / week

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from £137 / 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

17

Province of Arezzo / Castiglion Fiorentino

1 2 Min stay varies

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

 …see more

from £68 / night

£458 - £594 / week

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from £68 / night

(2) Very Good 

32

Holiday villa with swimming pool in Capolona

Arezzo / Capolona

3 9 7 nights min

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Caterina is a nice villa with large garden and private swimming pool.Villa Caterina enjoys a spectacular view over the city of Arezzo.  …see more

from £109 / night

£763 / week

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from £109 / night

(1) Very Good 

31

Arezzo / Capolona

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £60 / night

£331 - £619 / week

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from £60 / night

(1) Excellent 

28

Holiday farmhouse rental

Province of Arezzo / Anghiari

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
Fabulous Tuscan retreat. Private pool - outdoor oven - private woodland - the perfect place to get away from it all.  …see more

from £243 / night

£1695 / week

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from £243 / night

26

Montalla holiday farmhouse rental

Cortona / Montalla

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 200 km
  • Swimming pool
  • Child friendly
I our farm we have a number of houses left intact in theyr original stile.Viila la Bozza is ancient building near a small country village in the country in front of Cortona.Divided in 2 apartments of the same size, completely independent from each other you will  …see more

from £272 / night

£1437 - £2373 / week

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from £272 / night

24

Cortona / Mercatale di Cortona

5 11 4 nights min

  • 5 bedrooms
  • Sleeps 11
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool

 …see more

from £191 / night

£1272 / week

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from £191 / night

20

Holiday villa with swimming pool in Arezzo

Province of Arezzo / Arezzo

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Villa Vigna is a traditional farmhouse which dates back to 1800. It is situated in the valley of Casentino - the perfect place to relax and experience the real essence of Tuscany.  …see more

from £531 / night

£2124 - £3186 / week

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from £531 / 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 £145 / night

£1356 / week

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from £145 / 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