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Province of Arezzo

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1,307 Holiday homes

(1) Excellent 

27

Holiday villa in Anghiari

Province of Arezzo / Anghiari

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 £169 / night

£841 - £1513 / week

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from £169 / night

(8) Excellent 

41

Anghiari holiday villa rental

Province of Arezzo / Anghiari

7 12 7 nights min

  • 7 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
“Perfect balance between relaxation and activity” Villa Seccarille is the perfect hide away for rest and relaxation while offering enough to keep you busy and active providing the perfect balance for indulging guilt free in the local food and wine duri  …see more

from £358 / night

£2500 - £4500 / week

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from £358 / night

(3) Excellent 

24

Chiusi della Verna holiday farmhouse rental

Province of Arezzo / Chiusi della Verna

4 5 Min stay varies

  • 4 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
wonderful surroundings, inmidst nature, pool, calm, great garden/lawn, perfect place to spend your holidays with a mixture of relax and cultural tripideal for family or group of friendshiking, mountainbiking, relax, silence, nature, sightseeing, cultural events  …see more

from £85 / night

£547 - £1085 / week

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from £85 / night

35

Cortona / Bagnolo

5 12 Min stay varies

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

 …see more

from £181 / night

£967 - £2143 / week

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from £181 / night

33

Province of Arezzo / Loro Ciuffenna

2 3 7 nights min

  • 2 bedrooms
  • Sleeps 3
  • 7 nights min
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly

 …see more

from £36 / night

£244 - £421 / week

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from £36 / night

(13) Excellent 

17

Holiday apartment rental

Province of Arezzo / Ambra

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
“Lovely accomodation, clean, modern and well looked after with a large pool” Had a lovely time at Vepri. Really enjoyed the lovely large pool. The accommodation was modern, spacious and very well looked after. Vepri is a small complex of apartments  …see more

from £43 / night

£295 - £479 / week

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from £43 / night

(1) Excellent 

15

Holiday apartment with swimming pool in Monte San Savino

Province of Arezzo / Monte San Savino

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Swimming pool
  • Air conditioning
  • Private garden
Country farm-house completely restored in the village of Monte San Savino, immersed in the Touscany country near Arezzo, Siena e Cortona, only 4 km of walk far from the castle of Gargonza. Inside simple but comfortable bedrooms with a sight beams, television and  …see more

from £59 / night

£757 - £841 / week

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from £59 / night

(1) Excellent 

28

Province of Arezzo / Foiano Della Chiana

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £42 / night

£348 - £525 / week

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from £42 / night

(3) Very Good 

17

Stia holiday apartment rental

Province of Arezzo / Stia

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Child friendly
  • Ask about pets
  • Private garden
Casa Teresa is a romantic holiday cottage situated in 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 br  …see more

from £49 / night

£339 - £424 / week

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from £49 / night

10

Province of Arezzo / Sansepolcro

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Pet friendly

 …see more

from £51 / night

£295 / week

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from £51 / 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

(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 

18

Poppi holiday apartment rental

Province of Arezzo / Poppi

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
A newly renovated apartment thought to be a welcoming and elegant . Quiet, in the countryside, its terrace and views are unbeatable. Ideal for those who want a holiday in nature and in total relax. I furnish the flat as if I had to live there , It ' s really a gem.  …see more

from £38 / night

£253 - £337 / week

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from £38 / night

(12) Excellent 

40

Holiday villa in Castel San Niccolo

Province of Arezzo / Castel San Niccolo

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children age 5+
“Lovely accommodation, setting and hosts, would go back” I stayed here with my husband and our son and his girlfriend, both in their 20's. The accommodation was absolutely lovely, and our son and his girlfriend had a room which was just next to our ac  …see more

from £101 / night

£706 / week

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from £101 / night

(25) Excellent 

16

Province of Arezzo / Cortona

2 4 Min stay varies

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

 …see more

from £59 / night

£353 - £673 / week

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from £59 / night

(2) Excellent 

10

Province of Arezzo / Cortona

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Child friendly
  • Private garden

 …see more

from £85 / night

£594 - £1039 / week

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from £85 / night

12

Holiday cottage with swimming pool in Cortona

Province of Arezzo / Cortona

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Col di Leccio is a beautiful property made up of two stone cottages which enjoy a wonderful hilly position, a few minutes from the medieval town Cortona. Each house consists of two floors which host a cosy siting room with sofa and tv, dining area, fully fitted kitchen,  …see more

from £183 / night

£1272 - £2119 / week

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from £183 / night

28

Holiday apartment rental

Province of Arezzo / Lucignano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets
Centro storico, attactions/cafes/restaurants right on your doorstep!2 bedroom apartment created from restored medieval olive oil millown garden for alfresco dining/relaxLucignano charming village, great access to all major Tuscan attractionTuscany village holidayPlease  …see more

from £70 / night

£446 - £629 / week

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from £70 / night

(1) Excellent 

24

Pieve Santo Stefano holiday villa rental

Province of Arezzo / Pieve Santo Stefano

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
A lovingly restored old Tuscan house full of character with private pool and dining terrace with beautiful views. Ideally suited for 2 families to share or large family gatherings.There are many beautiful and historic towns near including Assisi, Perugia, Gubbio Anghiar  …see more

from £150 / night

£1000 - £1480 / week

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from £150 / night

24

Pergine Valdarno / Pieve A Presciano

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £527 / night

£3683 / week

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from £527 / 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

(4) Excellent 

29

Province of Arezzo / Anghiari

1 4 Min stay varies

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

 …see more

from £68 / night

£421 - £530 / week

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from £68 / 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

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 

25

Mercatale di Cortona holiday home rental

Cortona / Mercatale di Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 22 km
  • Swimming pool
  • Child friendly
Charming stone farmhouse with original features. Perfect for family holidays. Private fenced pool, table tennis and Wifi Beautiful countryside views. Only 2 kilometres from a village with shops and restaurant. Sought after location on the Tuscany-Umbria border.  …see more

from £150 / night

£884 - £1550 / week

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from £150 / 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

(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 

7

Province of Arezzo / Lucignano

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Private garden

 …see more

from £43 / night

£297 / week

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from £43 / night

(5) Excellent 

21

Holiday cottage in Sansepolcro

Province of Arezzo / Sansepolcro

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 90 km
  • Suitable for children age 5+
“Rustic and gorgeous” This place is quite unique. Imagine the smallest cutest most rustic cottage high up in the mountains with fabulous walks and views all around and this is it. We wanted something away from it all, and we got it. It's important to k  …see more

from £50 / night

£295 / week

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from £50 / 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

£416 - £475 / week

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from £64 / 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

100

Apartment rental in Cortona with shared pool

Province of Arezzo / Cortona

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • 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 £76 / night

£530 - £799 / week

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from £76 / night

(3) Very Good 

31

Holiday home in Castel San Niccolo

Province of Arezzo / Castel San Niccolo

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
“A peaceful retreat in a beautiful part of Tuscany” The service and information provided by the owners at the time of booking was exceptionally good and very informative. Replies to my subsequent emails about the property were answered very promptly.  …see more

from £104 / night

£725 - £795 / week

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from £104 / 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 £60 / night

£382 - £536 / week

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from £60 / night

19

Cortona holiday apartment let

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
The apartment Sant'Angelo is located just below the Etruscan City of Cortona in a beautiful residential complex which has been tastefully restored, maintaining the traditional characteristics of the antique oil mill that it once was. Video footage of apartment on Y  …see more

from £118 / night

£757 - £1000 / week

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from £118 / 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

8

Province of Arezzo / Terranuova Bracciolini

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £30 / night

£185 - £290 / week

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from £30 / night

(6) Excellent 

40

Lucignano holiday home accommodation

Province of Arezzo / Lucignano

4 7 3 nights min

  • 4 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
A separate two bedroom garden apartment can be combined with Casa Terrazza to provide total accom for 11.  …see more

from £126 / night

£824 - £1065 / week

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from £126 / 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

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 £289 / night

£2017 - £3446 / week

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from £289 / night

Top Destination reviews

Casa dei Sogni, Stefano - An attractive air conditioned stone farmhouse with Private Pool - set within a  small Tuscan borgo
Not to be missed

This Tuscan farmhouse has been tastefully and sympathetically restored. It is situated at the top of the valley with spectacular views of the surrounding countryside. You do need a car to stay here but most of the towns and villages to be explored … see more
Casa Dei Sogni, Tuscan Villa, Private Pool, A/C
Not to be missed

This Tuscan farmhouse has been tastefully and sympathetically restored. It is situated at the top of the valley with spectacular views of the surrounding countryside. You do need a car to stay here but most of the towns and villages to be explored … see more
Sansepolcro Garden apartment
Revisiting the magic of Sansepolcro

Though this was our first stay at Louise and Franco's wonderful house, it was our third visit to Sansepolcro. The garden apartment was spacious,comfortable and quintessentially Italian and though the March weather didn't lend itself to our using the … see more
Tuscany cottage with Private Pool, BBQ, & Parking
The Trip of a Lifetime!!

This was a beautiful experience! The house was out in the country but not too far away from all of the activities and conveniences. It was beautiful at night! A million stars and so very quiet! It was up on a hill so the view was lovely; vineyar … see more
B&B Casa al Moro, romantic flat in a quaint hamlet
Beautiful tuscan countryside and fantastic family

Cannot rate our stay with Norma and her family highly enough, they looked after us so well, even giving us bread they had baked. The flat is perfect, modern (but keeping with tuscan tradition) and very clean and comfortable with a cooker and a fridge … see more
Grace Hayloft-Il Fienile di Grazia
Utterly Idyllic. We will return

I stayed at the Grace Hayloft - Il Fienile di Grazia with my partner in June and it was indescribably wonderful. The hayloft is basically the most adorable rustic cottage imaginable which was perfect for the 2 of us. There is room to sleep 3 more a … see more