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

16

Bagnolo holiday villa rental

Cortona / Bagnolo

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
This charming independent villa is situated in panoramic position in the Cortonese Mountains above the Etruscan hill town of Cortona. It's ideal location make it easy visit the most renowned historical and art cities of Tuscany and Umbria.  …see more

from £148 / night

£1030 - £1395 / week

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from £148 / night

(2) Very Good 

15

Holiday b&b rental

Province of Arezzo / Lucignano

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Private location, big rooms, big garden, pool and fence for dogs, ideal for kids, breakfast on request. a beautiful view of the medieval town of Lucignano where you can find all services and lots of tipycal restaurants.  …see more

Pricing unknown

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Pricing unknown

(2) Excellent 

26

Province of Arezzo / Terranuova Bracciolini

6 12 Min stay varies

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

 …see more

from £255 / night

£1780 - £3560 / week

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from £255 / 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 £115 / night

£634 - £717 / week

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from £115 / night

(2) Excellent 

6

Province of Arezzo / Arezzo

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly

 …see more

from £81 / night

£568 / week

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from £81 / night

100

Holiday apartment 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 £119 / night

£746 - £1424 / week

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from £119 / night

(2) Very Good 

53

Province of Arezzo / Cortona

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Ask about pets

 …see more

from £77 / night

£534 / week

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from £77 / night

(1) Excellent 

24

Holiday apartment in Loro Ciuffenna

Province of Arezzo / Loro Ciuffenna

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
These holiday homes in Tuscany are in the hamlet of Poggio di Loro, on the Tuscan Apennines, in the centre of the region, which stretches itself out around a castle and a beautiful church whose origins are lost in the mists of time.  …see more

from £38 / night

£263 - £458 / week

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from £38 / 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

(1) Excellent 

17

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Only 15 minutes from the villa you can easily access the Etruscan town of Cortona.  …see more

from £315 / night

£2200 - £3200 / week

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from £315 / night

42

Holiday villa with swimming pool in Anghiari

Province of Arezzo / Anghiari

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 104 km
  • Swimming pool
  • Child friendly
Villa Ferraguzzo is a spectacular Tuscany country house located in a wonderful countryside yet is only 5 minutes drive from Anghiari and Citerna, with pool, and lith garden. Restored by the Palazzeschi's family, offers her guests a unique mixture of rugged Tuscan  …see more

from £255 / night

£1229 - £3094 / week

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from £255 / night

(2) Excellent 

11

Holiday villa in Cortona

Province of Arezzo / Cortona

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Dardano is a deceptively large house, full of atmosphere. It is a simple country home, basic even, but with an elemental charm. You drive up to the house with its ancient stone well and to one side there's a little vine-covered area for shady outdoor eating. The garde  …see more

from £165 / night

£1150 / week

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from £165 / night

23

Province of Arezzo / Marciano della Chiana

9 22 Min stay varies

  • 9 bedrooms
  • Sleeps 22
  • Min stay varies
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly

 …see more

from £339 / night

£2119 - £3645 / week

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from £339 / night

42

Province of Arezzo / Poppi

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly

 …see more

from £43 / night

£297 / week

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from £43 / night

28

Villa rental in Castiglion Fiorentino with swimming pool

Province of Arezzo / Castiglion Fiorentino

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
villa with pool near Cortona  …see more

from £407 / night

£2797 / week

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from £407 / night

100

Holiday apartment with shared pool in Val di Chiana

Province of Arezzo / Val di Chiana

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • 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 £77 / night

£445 - £581 / week

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from £77 / night

100

Holiday apartment with shared pool in Brolio

Castiglion Fiorentino / Brolio

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 200 km
  • Swimming pool
  • Child friendly
These apartments located on the ground or first floor offer sitting room, 1 or 2 doubel bedrooms, bathrooms with shower. There is a hall for events, a swimming pool and parking area.  …see more

from £102 / night

£712 - £890 / week

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from £102 / night

(2) Very Good 

59

Apartment accommodation in Centoia with shared pool

Cortona / Centoia

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 118 km
  • Swimming pool
“Ideal location for touring Tuscany and Umbria” La stufa is a comfortable and well furnished apartment with ample room for two couples to enjoy their stay. The front bedroom has a nice view of Cortona and the rear bedroom looks out over La Lombarda's l  …see more

from £94 / night

£615 - £1094 / week

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from £94 / night

7

Caprese Michelangelo holiday apartment rental

Province of Arezzo / Caprese Michelangelo

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Private garden
Mini apartment in luxury farmhouse for rent. Spectacular views of the Tiber Valley. Sleeps 3 with 1 bath. Kitchen corner and terrace overlooking the shared swimming pool.  …see more

from £77 / night

£424 - £594 / week

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from £77 / night

49

Holiday villa in Cegliolo

Cortona / Cegliolo

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This stunning villa is located 2,5 km from Cortona. Recently renovated and nicely furnished, it is an 18th century Tuscan stone house. Surrounded by olive trees and facing south with lovely views across the valley below, Villa San Pietro is very private and quiet  …see more

from £291 / night

£2034 - £3475 / week

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from £291 / night

19

Anghiari holiday villa rental

Province of Arezzo / Anghiari

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
This rustic house for 5 people in Anghiari is the ideal place for your holidays. Situated in the beautiful region of Tuscany, the property offers a swimming pool and an internet connection.  …see more

from £93 / night

£645 / week

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from £93 / night

36

Cortona / Montalla

3 9 7 nights min

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £100 / night

£695 - £1043 / week

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from £100 / 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 £72 / night

£500 - £585 / week

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from £72 / night

17

Province of Arezzo / Cortona

1 2 Min stay varies

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

 …see more

from £68 / night

£255 - £386 / week

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from £68 / 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

(5) Very Good 

14

Province of Arezzo / Arezzo

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets

 …see more

from £64 / night

£382 / week

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from £64 / night

28

Holiday villa in Arezzo

Province of Arezzo / Arezzo

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
At the gates of the green and wooded Casentino Valley, north of Arezzo, you find the beautiful villa Casale Lorenzo composed of a main villa and an annex.  …see more

from £165 / night

£1153 - £2500 / week

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from £165 / night

(2) Excellent 

25

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Fonte al Vento is a detached villa 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 respect the privacy of  …see more

from £423 / night

£2458 - £4017 / week

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from £423 / night

(3) Excellent 

11

Holiday villa in Caprese Michelangelo

Caprese Michelangelo / Lama

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Nearest beach 100 km
  • Child friendly
  • Pet friendly
Casa Cappellino is the ideal holiday home for families or friends wanting to relax and enjoy the natural Italy.Cappellino is located in the genuine, Italian countryside so that authentic Italian life can be experienced.  …see more

from £102 / night

£636 / week

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from £102 / night

(1) Excellent 

7

Province of Arezzo / Bucine

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £81 / night

£313 - £636 / week

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from £81 / night

13

Province of Arezzo / Badia Prataglia

2 4 1 night min

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

 …see more

from £43 / night

£255 - £356 / week

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from £43 / 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 £158 / night

£1102 - £2119 / week

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from £158 / 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 £60 / night

£390 - £424 / week

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from £60 / 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 £105 / night

£729 - £1399 / week

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from £105 / 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

27

Teverina holiday farmhouse rental

Cortona / Teverina

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
Sopra di Brena is located in San Pietro a Dame, about 20 kms from Cortona. The villa is an old restored farmhouse which enjoys stunning, panoramic views. It is surrounded by vinyards (around 1,350 Pinot Nero vines), which have been producing a highly-prized wine since  …see more

from £174 / night

£1212 - £1577 / week

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from £174 / 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 - £424 / week

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from £51 / night

(1) Very Good 

18

Holiday villa rental

Province of Arezzo / Ambra

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Situated in the heart of the Tuscan countryside, this bright and modern Villa is 32 km from Siena or Arezzo and 60km from Florence  …see more

Pricing unknown

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Pricing unknown

22

Apartment rental in Anghiari with shared pool

Province of Arezzo / Anghiari

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Our properties are inserted in the historical farmhouse Fattoria La Scheggia, a small rural hamlet dating back to the 15th century and located in Arezzo province - Tuscany, Italy.In the restructured places, the modern comfort doesn't displace the rural old styl  …see more

from £91 / night

£636 / week

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from £91 / night

100

Bucine holiday apartment accommodation

Province of Arezzo / Bucine

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • 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 £187 / night

£1162 - £2263 / week

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from £187 / night