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

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Province of Arezzo

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3,078 Holiday homes

(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 £43 / night

£253 - £404 / week

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from £43 / night

16

Province of Arezzo / Anghiari

3 6 2 nights min

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

 …see more

from £85 / night

£463 / week

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from £85 / night

17

Holiday farmhouse in Camucia

Province of Arezzo / Camucia

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
Part of a typical stone farmhouse placed in really panoramic position on the hills of the border between Tuscany and Umbria, with view on the bright hills covered with green woods and on the charming Castle of Pierle.  …see more

from £104 / night

£723 - £1387 / week

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from £104 / night

(6) Very Good 

44

Holiday apartment rental

Cortona / Centoia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 118 km
  • Swimming pool
Delightful spacious self catering apartment in beautifully restored 18th century Tuscan farmhouse with pool. Rural, quiet & relaxing yet close to the charming Etruscan town of Cortona & within easy reach of the major art & cultural centres of Tuscany & U  …see more

from £59 / night

£379 - £664 / week

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from £59 / night

(2) Excellent 

24

Holiday lodge in Cortona

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 - L'OrtensiaCharming 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 £55 / night

£379 - £547 / week

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from £55 / night

(55) 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 cellar5 suite and 1 standard bedroom, it can give hospitality up to 12+4 persons. Wi-Fi internet connection.  …see more

from £301 / night

£2101 - £4202 / week

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from £301 / night

(9) Excellent 

32

Holiday home in Cortona

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
“Fabulous, breathtaking and relaxing - just the right place for a getaway.” The holiday was easy to arrange with good communication on location, directions etc. The villa was lovely and comfortable for our stay. You had the ability to dine inside or  …see more

from £245 / night

£1645 - £2028 / week

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from £245 / night

22

Holiday villa rental

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“The Orangery” is a charming and cosy detached house wisely set in a large property against a breathtaking landscape that includes an additional accommodation facilities. Each one has its own private garden, swimming pool and spaces for exclusive use to completely r  …see more

from £164 / night

£715 - £1257 / week

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from £164 / night

100

Holiday apartment with shared pool in Bucine

Province of Arezzo / Bucine

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
Fully equipped apartments immersed in the most stunning natural beauty and tranquility; comfortable, welcoming and elegantly furnished. A wonderful choice for couples and families alike.  …see more

from £118 / night

£740 - £1412 / week

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from £118 / night

(1) Excellent 

20

Province of Arezzo / Arezzo

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £127 / night

£799 - £1513 / week

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from £127 / night

(3) Very Good 

21

Holiday farmhouse with swimming pool in Marciano della Chiana

Province of Arezzo / Marciano della Chiana

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
This enchanting holiday farmhouse is available to those of you who would like to spend an unforgettable holiday in the warm and relaxing atmosphere of the old farmhouses that have, up to now, preserved their original architectural features.  …see more

from £157 / night

£1093 - £2101 / week

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from £157 / night

(9) Excellent 

18

Province of Arezzo / Cortona

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Suitable for children age 5+
  • Car not necessary

 …see more

from £59 / night

£387 - £421 / week

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from £59 / 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

£505 - £824 / week

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from £85 / night

10

Province of Arezzo / Poppi

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly

 …see more

from £59 / night

£253 / week

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from £59 / night

(1) Excellent 

53

Cortona holiday apartment rental

Province of Arezzo / Cortona

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
Freshly renovated 2 bedroom/2 bathroom apartment with a private terrace overlooking the valley. It sleeps 6 people. We also have 4 more apartments right next door, if you see that this one won't be available on the calendar.  …see more

from £148 / night

£816 - £1051 / week

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from £148 / night

(3) Excellent 

20

Province of Arezzo / Castiglion Fiorentino

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning

 …see more

from £59 / night

£379 - £677 / week

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from £59 / 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 £564 / night

£2311 - £3236 / week

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from £564 / night

(5) Excellent 

16

Province of Arezzo / Cavriglia

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 150 km
  • Child friendly
  • Air conditioning

 …see more

from £51 / night

£269 / week

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from £51 / night

(1) Excellent 

14

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £110 / night

£383 - £559 / week

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from £110 / night

(9) Excellent 

23

Holiday farmhouse with swimming pool in Caprese Michelangelo

Province of Arezzo / Caprese Michelangelo

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“wonderful, peaceful and well-equipped” Spent a week here in a beautiful setting. House is beautifully restored and brilliantly equipped - very comfortable and lots of lovely touches such as the welcome drinks and very generous welcome basket. We loved  …see more

from £100 / night

£695 - £1595 / week

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from £100 / night

(4) Excellent 

13

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets

 …see more

from £64 / night

£412 - £471 / week

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from £64 / night

(36) 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 £43 / night

£295 / week

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from £43 / night

(13) Excellent 

21

Holiday cottage in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 27 km
  • Swimming pool
  • Suitable for children age 5+
“Looking forward to next time” We thoroughly enjoyed our holiday at Borgo Tranquillita. It is the perfect place to stay whether you use it as a base for travelling the eastern part of Tuscany or just for a relaxing time at the top of picturesque hill.  …see more

from £106 / night

£606 - £669 / week

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from £106 / night

100

Villa rental in Cavriglia with swimming pool, tennis court

Province of Arezzo / Cavriglia

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
gorgeous villa sleeps 12 people, so it is ideal for a large group of friends and is located in Tuscany Italy. This property is perfect if you seek a relaxing holiday. The villa features: a swimming Pool, an internet Connection, a pet friendly space .  …see more

from £285 / night

£1664 - £2769 / week

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from £285 / night

(9) Excellent 

38

Holiday cottage with swimming pool in Cortona

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
“Tuscan Dream” I cannot say enough good things about this wonderful Tuscan Dream Villa. The owner Christine was on another continent went out of her way to make us feel at home and cater to our every need through email exchanges and her wonderful hou  …see more

from £245 / night

£1645 - £2023 / week

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from £245 / night

(12) Excellent 

35

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
“Our stay in this beautiful, fully equipped villa was amazing and the hospitality of the owners far exceeded expectations” The villa is beautifully decorated and the surrounding property and views are breathtaking. The owners live in the villa next do  …see more

from £216 / night

£1513 - £2437 / week

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from £216 / 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 £118 / night

£576 - £790 / week

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from £118 / night

(3) Very Good 

11

Province of Arezzo / Arezzo

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Ask owner if suitable for children
  • Car not necessary
  • Air conditioning

 …see more

from £59 / night

£379 - £532 / week

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from £59 / night

(9) Very Good 

33

Holiday cottage with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 26 km
  • Swimming pool
  • Suitable for children age 5+
“Rustic charm and a five star pool with a breathtaking view” This was indeed a haven of peace high up in the hills with a lovely view across the valley to the hills on the other side. The well appointed cottages make you feel you are part of the local  …see more

from £114 / night

£628 - £711 / week

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from £114 / night

35

Cortona holiday villa rental

Province of Arezzo / Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
3 bedrooms Tuscan country villa in panoramic location with private swimming pool , private garden and parking . Five minutes away from the beautiful medieval city of Cortona and the famous cooking school I Gustasapori  …see more

from £195 / night

£1135 - £1891 / week

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from £195 / 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

£412 - £664 / week

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from £85 / night

(8) Excellent 

55

Holiday apartment in Centoia

Cortona / Centoia

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 118 km
  • Swimming pool
“Great base for discovering Tuscany.” Peter and Nina's apartments are in an ideal situation for exploring Tuscany with the added bonus of a pool to relax by when you return from trips to the surrounding hilltop villages. Il Boccolio is spacious and  …see more

from £68 / night

£471 / week

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from £68 / 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

£295 - £421 / week

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from £51 / night

(1) Excellent 

12

Holiday apartment in Palazzo del Pero

Province of Arezzo / Palazzo del Pero

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
it is the ideal place if you are looking to relax and beautiful view.  …see more

from £56 / night

£387 - £479 / week

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from £56 / night

25

Province of Arezzo / Anghiari

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

 …see more

from £101 / night

£673 / week

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from £101 / night

(19) Excellent 

24

Cortona / Montecchio, San Lorenzo

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £38 / night

£265 / week

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from £38 / night

21

Holiday villa in Lucignano

Province of Arezzo / Lucignano

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly
Casa Luisa is a completely refurbished 3 bedroom property. It is located between Lucignano and Sinalunga, about 10 mins from the A1 Betolle toll. The houses in the tiny hamlet are mainly farms and the sheep one can hear in the distance have bells around their necks and  …see more

from £108 / night

£750 - £2200 / week

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from £108 / night

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

£631 - £841 / week

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from £85 / night

(2) Excellent 

20

Holiday apartment in Cortona

Province of Arezzo / Cortona

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Piero's organic vegetable garden delights guests' palate with seasonal produce: fruit, tomatoes, courgettes, green beans, lettuce, aromatic herbs. On request a skilled mountain-bike guide can accompany guests to discover stunning paths and trails, but even on  …see more

from £59 / night

£337 / week

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from £59 / night

(2) 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 £68 / night

£253 - £383 / week

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from £68 / night