Walking holiday villas and apartments Province of Arezzo | Holiday Lettings

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Province of Arezzo

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813 Holiday homes

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

(24) Excellent 

33

Holiday villa with swimming pool in Poppi

Province of Arezzo / Poppi

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 160 km
  • Swimming pool
  • Child friendly
“Warm welcome, fabulous villa, idyllic setting.” Fantastic welcome from the family. Clean, spacious and full of character. Surrounded by woodland but also great views. On white road about 5km uphill from Poppi, roads a little narrow at times. Pool on  …see more

from £151 / night

£1053 - £2457 / week

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from £151 / night

(54) 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 cellar<br />5 suite and 1 standard bedroom, it can give hospitality up to 12+4 persons. Wi-Fi internet connection.  …see more

from £314 / night

£2193 - £3948 / week

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from £314 / night

(3) Very Good 

24

Holiday apartment with shared pool in Chiusi della Verna

Province of Arezzo / Chiusi della Verna

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • 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 families or group of friendshiking, mountainbiking, relax, silence, nature, sightseeing, cultural events  …see more

from £50 / night

£325 - £483 / week

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from £50 / night

(34) Excellent 

25

Holiday villa rental

Cortona / Montanare

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
Our villa offers an ideal combination of elegant simplicity and historical charm which create a unique experience and can comfortably accommodate up to 10 guests. Located just five minutes away from The Hill town Cortona. Along with a private swimming pool, this holida  …see more

from £207 / night

£1448 - £2588 / week

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from £207 / night

32

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 £37 / night

£255 - £439 / week

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from £37 / 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

(2) Excellent 

21

Holiday farmhouse with swimming pool in Cortona

Province of Arezzo / Cortona

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool
“Stunning views, lovely house, helpful owner.” Cortona is a very picturesque medieval town and this villa is a longish walk from the town itself up a very windy road. The house is only a few years old but built in the style of the old houses. It has la  …see more

from £151 / night

£1053 - £1711 / week

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from £151 / night

(1) Excellent 

30

Arezzo / Antria

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £74 / night

£514 - £1127 / week

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from £74 / night

(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 £88 / night

£658 - £878 / week

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from £88 / night

35

Holiday villa with swimming pool in Loro Ciuffenna

Loro Ciuffenna / Malva

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
For those who love nature and the Tuscany countryside, our country villa “Oliveta” is the ideal holiday destination in Tuscany. The villa is located on the Aretine Chianti hills, in a lovely countryside area at the foot of Pratomagno mountain and along to th  …see more

from £128 / night

£965 / week

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from £128 / night

22

Castiglion Fibocchi holiday apartment let

Province of Arezzo / Castiglion Fibocchi

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
A breathtaking view, an age-old sense of peace and unspoiled nature together with the high level of comfort of the three apartments make this house the ideal destination for those who wish to spend a relaxing holiday in Tuscany.  …see more

from £74 / night

£518 - £895 / week

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from £74 / night

54

Holiday home in Caprese Michelangelo

Province of Arezzo / Caprese Michelangelo

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Casa Singerna has been converted from a 300-year-old stone barn. Although it has come a long way from its humble beginnings, original features have been retained and materials reused wherever possible to preserve its original character with chestnut beamed ceilings, ha  …see more

from £66 / night

£457 - £2808 / week

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from £66 / night

(3) Very Good 

10

Province of Arezzo / Bibbiena

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Ask about pets

 …see more

from £51 / night

£527 / week

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from £51 / 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 £44 / night

£308 / week

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from £44 / 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 £790 / night

£3509 - £4702 / week

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from £790 / night

89

Home rental in Montecchio with shared pool

Cortona / Montecchio

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
QUERCE COTTAGE is one of two dwellings in a large cottage, overlooking the private village, Garden Of Eden, the hills, dales, olive groves and vineyards as the vista spirals into a haze of greens, dotted with colours, an infinity of brightly coloured patchwork, against  …see more

from £20 / night

£138 - £965 / week

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from £20 / 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 holiday<br  …see more

from £73 / night

£465 - £657 / week

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from £73 / 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 £51 / night

£351 - £439 / week

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from £51 / 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

(3) Excellent 

31

Province of Arezzo / Badia Agnano

9 22 Min stay varies

  • 9 bedrooms
  • Sleeps 22
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £290 / night

£2027 - £3500 / week

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from £290 / 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 £53 / night

£281 / week

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from £53 / 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

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 

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

19

Holiday apartment with swimming pool in Loro Ciuffenna

Province of Arezzo / Loro Ciuffenna

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
** TRIP ADVISOR 2014 CERTIFICATE OF EXCELLENCE WINNER ** Search for us: PODERE CASAROTTA  …see more

from £75 / night

£325 - £543 / week

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from £75 / 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 £90 / night

£627 - £1995 / week

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from £90 / 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

(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

(53) Excellent 

51

Anghiari holiday villa rental

Province of Arezzo / Anghiari

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 66 km
  • Swimming pool
  • Child friendly
“Fantastic Holiday Villa” What can I say about Casa Leana and Tuscany? Well it was just one of the best holidays ever! Starting with the friendly service from Di and Leigh who both met us in Anghiari and took us to the villa so that we didn't get l  …see more

from £248 / night

£1730 - £2630 / week

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from £248 / 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

(4) Excellent 

26

Lucignano holiday home rental

Province of Arezzo / Lucignano

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
“Paradise” This was a fantastic find - quite remote with a large garden and fabulous pool. It was an extremely peaceful rural area, but only around 10 minutes by car to the nearest town for supplies, and in a great location for sightseeing. The pho  …see more

from £185 / night

£1193 - £1851 / week

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from £185 / night

(3) Excellent 

24

Chiusi della Verna holiday farmhouse rental

Province of Arezzo / Chiusi della Verna

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • 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 £88 / night

£615 - £1132 / week

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from £88 / night

(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

(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

(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

(12) Excellent 

30

Bibbiena holiday villa rental

Province of Arezzo / Bibbiena

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
The Villa, constructed at the end of the 18th century, offers a relaxing and comfortable stay to whoever wishes to spend their holidays in Tuscany. The Villa has been furnished in a very comfortable way with quality furniture, in part antique and in part in stile, creat  …see more

from £246 / night

£1316 - £3422 / week

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from £246 / night

(6) Very Good 

53

Holiday villa with swimming pool in Caprese Michelangelo

Province of Arezzo / Caprese Michelangelo

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Casa Singerna has been converted from a 300-year-old stone barn. Although it has come a long way from its humble beginnings, original features have been retained and materials reused wherever possible to preserve its original character with chestnut beamed ceilings, ha  …see more

from £66 / night

£457 - £2808 / week

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from £66 / night

(2) Very Good 

32

Holiday villa with swimming pool in Capolona

Arezzo / Capolona

3 9 7 nights min

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Caterina is a nice villa with large garden and private swimming pool.Villa Caterina enjoys a spectacular view over the city of Arezzo.  …see more

from £113 / night

£790 / week

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from £113 / night

(6) Excellent 

24

Loro Ciuffenna holiday villa rental

Province of Arezzo / Loro Ciuffenna

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Suitable for children age 5+
  • Private garden
“I Rondini is a traditional Tuscan farmhouse full of character and charm with spectacular views across the Arno valley.” My wife and I were overwhelmed with size, quality and character of I Rondini. This is a high spec and tasteful recently modernised  …see more

from £101 / night

£702 / week

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from £101 / night

37

Villa rental in Alberoro with shared pool

Province of Arezzo / Alberoro

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly
Casa Cicci is a lovely apartment located in an ancient XVIII century rural hamlet, designed by the architect Fossombroni. The complex covers approximately 7 hectares and it is situated on a hill above the Val di Chiana, surrounded by vineyards of the nearby famous wine  …see more

from £101 / night

£636 - £856 / week

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from £101 / night