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

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Province of Arezzo

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3,096 Holiday homes

(1) Very Good 

31

Holiday villa accommodation

Cortona / Mercatale di Cortona

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Located 800 meteres above sea level, overlooking the Val di Pierle, which is the most eastern area of the town of Cortona, in the tranquillity of the verdant Hills of Tuscany, IL CASALE DI CARMINA is an old mansion completely restored and furnished in a rustic style wit  …see more

from £128 / night

£1187 / week

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from £128 / night

22

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 28 km
  • Swimming pool
  • Child friendly
If you have a larger gathering, The estate offers two villas, this and another autonomous villa for 10 guests offers two lovely and independent stone villas. Each with its own private pool, gardens and access road.  …see more

from £140 / night

£975 / week

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from £140 / 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

(1) Excellent 

24

Holiday home with swimming pool in Ambra

Province of Arezzo / Ambra

5 12 2 nights min

  • 5 bedrooms
  • Sleeps 12
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Two old tuscan houses isolated in the countryside between Siena, Arezzo and Florence. In July and August we rent them only together, in the other periods they are available also separately. The houses with swimming pool at La Doccia are just 5 minutes from the town of  …see more

from £133 / night

£923 - £1017 / week

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from £133 / night

(1) Excellent 

15

Loro Ciuffenna holiday apartment accommodation

Province of Arezzo / Loro Ciuffenna

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
Apartment in a medieval village in Tuscany far from the madding crowd  …see more

from £38 / night

£263 - £450 / week

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from £38 / night

100

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 110 km
  • Swimming pool
  • Child friendly
The villa boasts its swimming pool, a fully equipped kitchen, a dining area and living area, four bedrooms with a bathroom each.  …see more

from £388 / night

£2712 - £3814 / week

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from £388 / night

(16) Excellent 

46

Home rental in Cortona with swimming pool

Province of Arezzo / Cortona

6 10 3 nights min

  • 6 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“heaven on hearth” I stayed with a group of friends in this beautiful Tuscan farmhouse. We had such a great time. The house is full of charm and character and soo cool during hot summer afternoons, just heaven. The sourrounding areas are just stunni  …see more

from £153 / night

£933 - £1272 / week

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from £153 / night

100

Holiday apartment with shared pool in Val di Chiana

Province of Arezzo / Val di Chiana

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
A lovely family-run estate with 3 apartments and 2 independent villas for between 2 and 6. These are set in beautiful gardens with a pool and surrounded by exquisite landscape of olive groves, vineyards and sunflowers. Ideal for your Tuscan holiday.  …see more

from £119 / night

£581 - £797 / week

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from £119 / night

20

Holiday villa rental

Province of Arezzo / Cortona

7 15 Min stay varies

  • 7 bedrooms
  • Sleeps 15
  • Min stay varies
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly
Beautiful farmhouse at the foot of Cortona,surrounded by 7000sqm of land cultivated with olive and fruit trees. Located in the village of Pergo, famous for its prestigious villas and farmhouses of which is scattered and of which it is part.  …see more

Pricing unknown

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Pricing unknown

(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

19

Holiday home with swimming pool in Bucine

Province of Arezzo / Bucine

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Among the Val d'Ambra hills, dominated by the Cennina Castle the ancient bulwark erected to its protection, plunged into the country peace and quietness, there is a lovely small houses available to our guests. Surrounded by a wide, completely fenced and well-kept garden  …see more

from £76 / night

£526 - £975 / week

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from £76 / night

36

Province of Arezzo / Monterchi

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £399 / night

£2789 - £4568 / week

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from £399 / night

(2) Excellent 

88

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 18 km
  • Swimming pool
  • Child friendly

 …see more

from £102 / night

£594 - £1009 / week

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from £102 / night

(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

20

Farmhouse accommodation in Cicogna with shared pool

Province of Arezzo / Cicogna

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
Huge space, big garden, quiet place, tuscany center, wonderful landscape, Beautiful, spacious house, wonderful large garden.  …see more

from £85 / night

£594 - £1102 / week

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from £85 / night

100

Apartment rental in Cortona with shared pool

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly
These apartments for rent in Tuscany housed in a farmhouse lie atop a hill with full view of the walls of Cortona.  …see more

from £106 / night

£585 - £914 / week

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from £106 / night

24

Holiday farmhouse in Monterchi

Province of Arezzo / Monterchi

3 13 Min stay varies

  • 3 bedrooms
  • Sleeps 13
  • Min stay varies
  • Nearest beach 130 km
  • Swimming pool
  • Private garden
Ideal for familiesSwimming pool in panoramic position overlooking the valleyFull immertion in Tuscan countryside in peace and privacyLocated on the crest of the hill, surrounded by 10h, no other buildings aroundEasy to reach many facilities nearbyStrategic point to visi  …see more

from £170 / night

£1187 - £5806 / week

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from £170 / night

19

Province of Arezzo / Cortona

15 30 Min stay varies

  • 15 bedrooms
  • Sleeps 30
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £780 / night

£5509 - £8475 / week

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from £780 / night

(4) Excellent 

48

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
ENCHAINTING VILLA with private POOL on top of TUSCAN HILLS. 10 minutes drive to the town of Castiglion Fiorentino. 25 to CORTONA. One hour to FIRENZE, PERUGIA and SIENA. 30 minutes to the TRASIMENO LAKE.  …see more

from £102 / night

£636 - £1187 / week

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from £102 / night

37

Villa rental in Alberoro with shared pool

Province of Arezzo / Alberoro

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly
Casa Cicci is a lovely apartment located in an ancient XVIII century rural hamlet, designed by the architect Fossombroni. The complex covers approximately 7 hectares and it is situated on a hill above the Val di Chiana, surrounded by vineyards of the nearby famous wine  …see more

from £98 / night

£615 - £827 / week

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from £98 / night

(3) Very Good 

18

Holiday farmhouse in Talla

Province of Arezzo / Talla

5 8 Min stay varies

  • 5 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
THE living in the farmhouse guarantees an absolute peace, away from the hubbub of the city '. In a short time you can reach the different countries of the Casentino Valley and major cities 'tourism, Arezzo, Florence, Siena, where hospitality' He is still a v  …see more

from £22 / night

£467 / week

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from £22 / night

28

Province of Arezzo / Lucignano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 129 km
  • Child friendly
  • Ask about pets

 …see more

from £72 / night

£458 - £634 / week

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from £72 / night

(22) Excellent 

27

Holiday villa with swimming pool, 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 £158 / night

£1695 - £3306 / week

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from £158 / night

20

Holiday apartment in Bucine

Province of Arezzo / Bucine

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Podere Le Fornaci is situated just outside the village of Bucine, located along the stream Ambra and where the Chianti hills meet the upper valley of the river Arno. Due to its strategic position Bucine has been an important area of transit since the Roman period, as te  …see more

from £54 / night

£373 - £678 / week

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from £54 / night

24

San Giustino Valdarno holiday tower rental

Province of Arezzo / San Giustino Valdarno

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
Distinctive stone tower ,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 the  …see more

from £106 / night

£721 - £1356 / week

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from £106 / night

13

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 £43 / night

£255 - £306 / week

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from £43 / night

(19) Excellent 

15

Holiday apartment in Anghiari

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
“Stunning scenery, homely flat in central historic village setting” After a beautiful and easy drive from Rome, I arrived in Anghiari in early evening. The flat is easy to find with convenient and free car parking at the top of the street. It is abs  …see more

from £79 / night

£551 / week

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from £79 / night

(2) Excellent 

13

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

(6) Excellent 

26

Province of Arezzo / Foiano Della Chiana

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 120 km
  • Child friendly

 …see more

from £153 / night

£916 / week

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from £153 / night

100

Holiday villa in Cortona

Province of Arezzo / Cortona

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
Set in Tuscany Italy, this charming villa is the perfect place for your holidays. The villa offers: a swimming Pool, an internet Connection .  …see more

from £160 / night

£1117 - £1885 / week

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from £160 / 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).The owners speak and understand fluent English.  …see more

from £67 / night

£467 - £551 / week

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from £67 / night

(2) Excellent 

9

Arezzo / Capolona

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £107 / night

£748 / week

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from £107 / night

24

Province of Arezzo / Cortona

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly

 …see more

from £43 / night

£339 / week

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from £43 / night

(2) Very Good 

24

Castiglion Fibocchi holiday villa rental

Province of Arezzo / Castiglion Fibocchi

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
“Everything we needed for our family vacation” A belated thank you to luciano and friends for their warm hospitality. This was our first time to Italy and one which took a great deal of planning. We opted for the villa as it seemed to tick many boxes  …see more

from £174 / night

£1218 / week

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from £174 / night

58

Holiday villa with indoor pool in Brolio

Castiglion Fiorentino / Brolio

9 18 7 nights min

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min
  • Nearest beach 125 km
  • Swimming pool
  • Child friendly
Villa Magnifica is an old country residence, skillfully restored and transformed into an exclusive private retreat. A 4 acres park, with Italian style garden and olive trees, surround the property. Large external pool with roman staircase and the bonus of the heated in  …see more

from £576 / night

£4026 - £6229 / week

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from £576 / night

4

Villa rental in Arezzo

Province of Arezzo / Arezzo

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
Private apartment in a Tuscan family villa with garden, BBQ area and swimming pool in the countryside of Arezzo. 4 km to the city centre, 10 km to the highway entrance. From here you can enjoy Arezzo or easily get to Firenze, Siena, Cortona, Chianti.  …see more

from £128 / night

£890 / week

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from £128 / night

(1) Excellent 

6

Province of Arezzo / Cortona

3 6 Min stay varies

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

 …see more

Pricing unknown

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Pricing unknown

(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

(5) Excellent 

21

Province of Arezzo / Laterina

2 6 3 nights min

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

 …see more

from £94 / night

£585 / week

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from £94 / night

(2) Excellent 

31

Province of Arezzo / Badia Agnano

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £162 / night

£1128 - £2195 / week

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from £162 / night