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

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Province of Arezzo

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3,114 Holiday homes

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(4) Excellent 

18

Arezzo holiday apartment rental

Province of Arezzo / Arezzo

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
Il Canzoniere is an elegant apartment located in the heart of the historic center of Arezzo, in the upper part of “Corso Italia”, in the beautiful medieval “Palazzo Altucci”, dating back to 1200 (located in the pedestrian area).  …see more

from £68 / night

£441 - £738 / week

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from £68 / night

18

Holiday home with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 23 km
  • Swimming pool
  • Child friendly
The freshness of this charming garden apartment offering space and easy access to many of Tuscany's hill towns, vineyards and festivals., makes it a good choice for families (or friends) looking for something special and a lovely home in Tuscany  …see more

from £84 / night

£588 - £737 / week

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from £84 / night

20

Holiday farmhouse with swimming pool in Arezzo

Province of Arezzo / Arezzo

6 8 7 nights min

  • 6 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Villa in Arezzo with 4 bedrooms sleeps 8  …see more

from £182 / night

£1272 - £2119 / week

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from £182 / night

49

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 £115 / night

£801 - £1390 / week

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from £115 / night

(2) Excellent 

9

Holiday villa in Subbiano

Province of Arezzo / Subbiano

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
A typical Tuscan villa with pool and private park  …see more

Pricing unknown

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Pricing unknown

16

Cortona holiday farmhouse rental

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Villa / Farmhouse / Home in Cortona with 2 bedrooms sleeps 6  …see more

from £66 / night

£382 - £668 / week

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from £66 / night

(2) Excellent 

13

Holiday apartment with swimming pool in Cortona

Province of Arezzo / Cortona

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly
From the town of Cortona and 'possible in the day, to reach the most beautiful art cities of central Italy from Florence to Rome and 18 km Lake Trasimeno.Included you will find a set that includes: basic necessities (coffee, tea, seasoning, salt, sugar, detergents.  …see more

from £56 / night

£382 / week

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from £56 / night

(1) Excellent 

83

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 18 km
  • Swimming pool
  • Child friendly

 …see more

from £85 / night

£509 - £831 / week

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from £85 / night

18

Province of Arezzo / Arezzo

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly

 …see more

from £128 / night

£890 / week

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from £128 / night

38

Cortona holiday villa rental

Province of Arezzo / Cortona

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
<p>Cortona Tuscan Villa with pool- rural views and two independent annexes within walking distance of the medieval walled town of Cortona.</p>  …see more

from £309 / night

£2160 - £3200 / week

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from £309 / 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) Excellent 

9

Holiday apartment with shared pool in Castel San Niccolo

Province of Arezzo / Castel San Niccolo

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
Residence Borgo Caiano: a special place for rural and countryside retreats!<br />Relaxing holiday, vacation and holiday children's families. Swimming and trekking.. a place to feel at home!  …see more

Pricing unknown

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Pricing unknown

(2) Excellent 

15

Terranuova Bracciolini holiday farmhouse rental

Province of Arezzo / Terranuova Bracciolini

8 12 Min stay varies

  • 8 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Our property gives our client a lot of possibility. Quite and silence but also charming and unique and also very close to the main city like Florence and Arezzo. It is very easy to find (only 10 minutes from Highway A1) and 10 minutes from a railway station.<br />  …see more

from £212 / night

£1441 - £2712 / week

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from £212 / night

100

Holiday villa accommodation

Province of Arezzo / Montegonzi

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
This Podere is a lovely property with private pool, that can host up to 8 people in the Chianti area near Arezzo.  …see more

from £326 / night

£1356 - £2967 / week

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from £326 / 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

(2) Excellent 

18

Holiday cottage rental

Province of Arezzo / Stia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
“Enchanted” Porciano is absolute magic. I've stayed in both Casa Teresa (solo) and Casa Scaletta (with a friend) and both are comfortable and well equipped. The management is very helpful and knowledgeable. The air is clear, the views gorgeous, a perf  …see more

from £85 / night

£467 - £551 / week

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from £85 / night

(2) Excellent 

10

Province of Arezzo / Anghiari

6 6 Min stay varies

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

 …see more

from £187 / night

£1017 - £1145 / week

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from £187 / night

(16) Excellent 

25

Holiday apartment in Sansepolcro

Province of Arezzo / Sansepolcro

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask owner if suitable for children
  • Car not necessary
  • Air conditioning
The Medieval Tower is in the center of Sansepolcro with its entrance on the main street, just 50 meters far from the central square. The Tower is the perfect place to spend an unforgettable holiday in a real medieval tower located in the heart of Sansepolcro. You ente  …see more

from £72 / night

£470 / week

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from £72 / night

(6) Excellent 

12

Holiday home with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

6 13 7 nights min

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
“Charming, comfortable country villa, conveniently located.” Charming villa, comfortably accommodates 12 adults. Can be divided into 3 separate 2-bedroom apartments, each with its own kitchen/dining/bath and living area, or rented as one for use by a g  …see more

from £424 / night

£2967 / week

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from £424 / night

36

Holiday villa with swimming pool in Lucignano

Province of Arezzo / Lucignano

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Lovely villa, with panoramic views, standing on the hills of the Valdichiana in a strategic position for visits to the tuscan towns.  …see more

from £200 / night

£1399 - £2467 / week

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from £200 / 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 £51 / night

£297 / week

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from £51 / night

6

Foiano Della Chiana holiday apartment rental

Province of Arezzo / Foiano Della Chiana

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
On request the owner will prepare typical Tuscan dishes which you could taste comfortably in your apartment or in the restaurant room (max. 16 persons) located on the ground floor of the owner's house.<br />Laundry room with washing-machine and iron facilitie  …see more

from £67 / night

£399 - £695 / week

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from £67 / night

84

Holiday home in Montecchio

Cortona / Montecchio

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Fienile Cottage is a cute detached cottage, situated in its own private garden, with sensational views of olive groves, vineyards, meadows full of sunflowers, poppies and purple cornflowers, spiralling infinitely into the valleys below. It has 1 double bedroom + 1 singl  …see more

from £116 / night

£806 - £933 / week

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from £116 / night

45

Castelfranco Piandisco / Pian di Sco

4 9 3 nights min

  • 4 bedrooms
  • Sleeps 9
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £212 / night

£1484 / week

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from £212 / 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

(8) Excellent 

20

Holiday apartment in Anghiari

Province of Arezzo / Anghiari

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 130 km
A beautiful apartment offering comfort and elegance in a stunning Tuscan medieval hill town. Spectacular views combined with access to airports at Perugia, Florence, Bologna and Pisa. A perfect base to enjoy the rich culture of Tuscany and Umbria.<br />Swimming po  …see more

from £41 / night

£297 / week

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from £41 / night

33

Holiday farmhouse letting

Province of Arezzo / Castiglion Fiorentino

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Ancient farmhouse of peasant origins, situated on the top a small hill in the heart of Valdichiana, at approx. 4 km from Castiglion Fiorentino, characteristic village with all kind of shop, restaurants and facilities.  …see more

from £120 / night

£839 - £1602 / week

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from £120 / 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

55

Province of Arezzo / Marciano della Chiana

6 12 1 night min

  • 6 bedrooms
  • Sleeps 12
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £237 / night

£1407 - £2076 / week

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from £237 / 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 / week

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from £43 / night

80

Province of Arezzo / Arezzo

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

Pricing unknown

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Pricing unknown

(1) Average 

37

Cortona holiday apartment rental

Province of Arezzo / Cortona

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
Garibaldi is a finely furnished and welcoming apartment, located on the first floor of a historic building having the same name of the Piazza that leads into the promenade in the centre of Cortona. The architecture of each area is enhanced by the choice of tones and fur  …see more

from £85 / night

£636 - £848 / week

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from £85 / night

(1) Very Good 

22

Holiday apartment with shared pool in Montebenichi

Bucine / Montebenichi

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Private garden
The apartment has been made from the rooms where the farm cellar was once located. It measures 70 square metres. 1 bedroom with bathroom, large kitchen/diner, lounge with FIREPLACE and SATELLITE TV; VERANDA overlooking the swimming pool  …see more

from £128 / night

£975 / week

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from £128 / night

(1) Excellent 

30

Holiday hotel apartment in Montebenichi

Bucine / Montebenichi

17 40 3 nights min

  • 17 bedrooms
  • Sleeps 40
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
Chianti resort, country house between Siena Arezzo and Florence  …see more

from £2741 / night

£13984 / week

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from £2741 / night

33

Holiday villa with swimming pool in Lucignano

Province of Arezzo / Lucignano

8 16 7 nights min

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
An attractive comfortable farmhouse, lovingly restored, set amongst olive groves on one of the many hills in the green ValdiChiana, only 4 km far from Lucignano.  …see more

from £209 / night

£1458 - £2585 / week

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from £209 / night

(1) Average 

37

Cortona holiday apartment rental

Province of Arezzo / Cortona

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Set in the verdant hills of the Valdichiana on the border between the Provinces of Arezzo and Siena the Fattoria delle Chianacce is a typical farmhouse built in the last century. These farms produced some of the very best beef and pork in the area and many continue to d  …see more

from £77 / night

£534 - £848 / week

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from £77 / 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

(15) Excellent 

22

Cortona holiday home rental

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Air conditioning
  • Private garden
“We could have lived here fulltime” Pictures do not show overall comfort, quiet,location and fully equipped. Kate and Andrew are best hosts showing us the property and then tour of town. They had everything well organized with instructions on how to o  …see more

from £157 / night

£1068 - £1856 / week

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from £157 / night

(2) Average 

32

Holiday farmhouse with shared pool in San Giustino Valdarno

Province of Arezzo / San Giustino Valdarno

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
Besides enjoying the incomparable view, the quiet and exclusive location, you have the ability to switch from Italian taste of tradition to the Italian taste for fashion, just a few minutes away is the shop the outlets of Prada and Incisa, Valdichiana and Barberino. Exc  …see more

from £64 / night

£441 - £594 / week

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from £64 / night

(6) Very Good 

14

Province of Arezzo / Caprese Michelangelo

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Ask owner if suitable for children
  • Private garden

 …see more

from £153 / night

£763 / week

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from £153 / night