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

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Province of Arezzo

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3,230 Holiday homes

Travellers going to Province of Arezzo are booking June dates now. Secure your holiday home today and have the perfect trip.

28

Province of Arezzo / Castiglion Fibocchi

2 2 1 night min

  • 2 bedrooms
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £27 / night

£185 / week

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from £27 / 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 £88 / night

£615 - £707 / week

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from £88 / night

12

Province of Arezzo / Terranuova Bracciolini

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies

 …see more

from £31 / night

£193 - £395 / week

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from £31 / night

(1) Excellent 

24

Holiday villa accommodation

Province of Arezzo / Cortona

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 161 km
  • Swimming pool
  • Child friendly
Villa Cortona is a beautifully restored luxury tuscan villa with 5 double bedrooms and 6 bathrooms.Each bedroom has its own different style and character and en-suite bathroom with wonderful views.The interior of Villa Cortona is large, bright and spacious,  …see more

from £427 / night

£2983 - £4737 / week

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from £427 / night

(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 £132 / night

£1229 / week

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from £132 / night

(6) Excellent 

15

Tower rental in Sansepolcro with shared pool

Province of Arezzo / Sansepolcro

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Nearest beach 110 km
  • Swimming pool
Romantic medieval tower. Secluded hideaway in the Tuscan hills. Close to shops, museums, art and culture.  …see more

from £50 / night

£350 / week

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from £50 / night

(1) Excellent 

33

Bibbiena / Casentino

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £43 / night

£295 / week

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from £43 / night

(2) Excellent 

21

Stia holiday apartment rental

Province of Arezzo / Stia

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Appartamento GIRASOLELa Fagiana Holiday Rental is in an optimal position. You will be able to fully enjoy the peace and the quietness of the region as well as being in a good position for numerous outdoor activities, such as horse riding, golf, tennis, mountain  …see more

from £97 / night

£676 - £1229 / week

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from £97 / night

20

Castle rental in Stia

Province of Arezzo / Stia

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Ask about pets
  • Private garden
Medieval Little Guard Tower situated in a beautiful and undiscovered corner of Tuscany, the Casentino Valley, between Arezzo and Florence. Enjoy the beauty and peace of the ancient hamlet of Porciano with its stone paved walkways, centuries old church and breathtaking v  …see more

from £47 / night

£329 - £351 / week

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from £47 / night

21

Apartment rental in Stia with swimming pool

Province of Arezzo / Stia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Appartamento ORCHIDEALa Fagiana Holiday Rental is in an optimal position. You will be able to fully enjoy the peace and the quietness of the region as well as being in a good position for numerous outdoor activities, such as horse riding, golf, tennis, mountain biking,  …see more

from £84 / night

£579 - £1106 / week

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from £84 / night

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 £153 / night

£1066 - £1443 / week

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from £153 / night

(1) Excellent 

22

Villa rental in Castiglion Fiorentino with shared pool

Province of Arezzo / Castiglion Fiorentino

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
This lovely accommodation set in Tuscany, Italy, has 3 bedrooms and 4 bathrooms, and it is perfect for those who are looking for peace and quiet. This pet-friendly property comes with a swimming pool and an Internet connection.  …see more

from £93 / night

£650 - £1359 / week

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from £93 / night

(1) Excellent 

19

Holiday apartment with shared pool in Fratta Santa Caterina

Cortona / Fratta Santa Caterina

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
We can arrange special days or tours such as;Wine TastingCookingCyclingPaintingWalkingWeddings  …see more

from £60 / night

£419 - £552 / week

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from £60 / 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 £87 / night

£606 / week

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from £87 / night

17

Apartment rental in Foiano Della Chiana with shared pool

Province of Arezzo / Foiano Della Chiana

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
Beautiful country estate situated in the vicinity of Cortona, a charming medieval town in the south of Tuscany, close to the well-known cities full of art of Siena, Arezzo and Perugia. Surrounded by picturesque Tuscan countryside, this property comprises three typical s  …see more

from £70 / night

£485 - £908 / week

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from £70 / 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 £52 / night

£290 - £351 / week

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from £52 / 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 £150 / night

£1404 / week

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from £150 / 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 £88 / night

£527 - £860 / week

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from £88 / night

(2) Excellent 

19

Holiday apartment with shared pool in Cortona

Province of Arezzo / Cortona

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Ciliego is situated on a Tuscan hill in a very peaceful spot that enjoys a breathtaking view of the Chiana Valley. It is an 18th century sand stone farmhouse built on two floors. Ground floor: comfortably furnished sitting room , fully equipped kitchen and dining ro  …see more

from £94 / night

£658 - £965 / week

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from £94 / night

100

Holiday villa with swimming pool in Lucignano

Province of Arezzo / Lucignano

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
The villa offers a kitchen, living and dining area, three queen sized rooms and a twin bedroom with a bathroom with bathtub or shower each.  …see more

from £249 / night

£1737 - £2544 / week

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from £249 / night

(1) Very Good 

15

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 25 km
  • Child friendly
  • Car not necessary

 …see more

from £88 / night

£527 - £615 / week

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from £88 / night

6

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Air conditioning
  • Private garden

 …see more

Pricing unknown

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Pricing unknown

(2) Excellent 

11

Province of Arezzo / Arezzo

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min

 …see more

from £50 / night

£281 / week

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from £50 / 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 £220 / night

£1579 / week

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from £220 / night

79

Cortona / Centoia

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 16 km
  • Swimming pool

 …see more

from £106 / night

£702 - £1044 / week

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from £106 / 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

(1) Excellent 

80

Province of Arezzo / Cortona

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 16 km
  • Swimming pool

 …see more

from £106 / night

£702 - £1044 / week

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from £106 / 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 £62 / night

£395 - £693 / week

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from £62 / night

(2) Excellent 

17

Holiday cottage rental

Province of Arezzo / Stia

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • 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 £69 / night

£483 - £571 / week

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from £69 / night

24

Holiday villa with swimming pool in Arezzo

Province of Arezzo / Arezzo

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
<p class="x_MsoNormal">Lucignano holiday villa with pool to rent – Collina degli Ulivi is a charming 17th century stone farmhouse set in the verdant Tuscan countryside, known as Valdichiana.</p>  …see more

from £518 / night

£3625 - £4930 / week

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from £518 / 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 £53 / night

£378 - £729 / week

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from £53 / night

39

Holiday farmhouse with shared pool in San Giustino Valdarno

Province of Arezzo / San Giustino Valdarno

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
In addition to enjoying the incomparable view, the quiet, and the exclusivity of the place, you will have the option to switch from the Italian taste of tradition to the Italian taste for fashion, just a few minutes you will find the shop the outlets of Prada and Incisa  …see more

from £128 / night

£878 - £1579 / week

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from £128 / 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 £203 / night

£1185 - £1974 / week

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from £203 / 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 £199 / night

£957 - £1926 / week

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from £199 / night

26

Terranuova Bracciolini holiday home rental

Province of Arezzo / Terranuova Bracciolini

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Country house with private swimming pool. Ideal for families seeking relaxation.<br />A perfect place where to spend your holidays close to the most beautiful cities and towns in Tuscany.  …see more

from £115 / night

£834 - £1667 / week

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from £115 / night

(9) Excellent 

33

Holiday villa 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
“A slice of heaven” This is the most relaxing place I have ever been. I could look out at the view for days. Cortona is a wonderful town with some lovely eateries and cafes to watch the world go by. Make sure to take a stroll along the passegiata of  …see more

from £245 / night

£1645 - £2023 / week

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from £245 / 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 £40 / night

£277 / week

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from £40 / night

29

Cottage rental in Pietraia with swimming pool

Cortona / Pietraia

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Nestled in the colourful Tuscan countryside, just 8km away from the old town of Cortona, Il Nido is a lovely small villa recently restored and finely appointed with a contemporary country-chic style. The skillful ability in matching the soft tones and the tasteful reca  …see more

from £107 / night

£746 - £1755 / week

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from £107 / 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 £106 / night

£737 - £922 / week

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from £106 / night

(8) Excellent 

55

Holiday apartment in Centoia

Cortona / Centoia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • 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 £66 / night

£439 - £737 / week

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from £66 / night