Villas in Province of Arezzo and Apartments – Holiday Lettings - Holiday Rentals Province of Arezzo

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4,284 Holiday homes

(63) Excellent 

49

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
“The perfect location for a relaxing Tuscan retreat, a real home away from home!” If you're looking for a relaxing holiday, in an authentic and beautifully restored Italian farm-house, nestled into the Tuscan hillside, with access to some of Italy's most beautiful & bustling cities...then Casa Leana is THE place for you!! We had the most wonderful family holiday and can't wait to go back every year!! It really is a special home with something for everyone - from the lovely open-plan kitchen that made dinner time a real family affair, the picturesque views that we woke up to every morning, the chill-time we had around the pool (under the Tuscan sun), a bit of family competitiveness in the games room...to our little adventures to Siena & Florence, not to mention all the lovely little hilltop villages right on your doorstep! The owners are super friendly & helpful....and have done an amazing job kitting the house (and garden) out with everything you need (including wifi - if you still need access to the 'outside' world).

from £302 / night

£2,110 - £3,030 / week

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from £302 / night

57

Holiday farmhouse with swimming pool in Creti

Cortona / Creti

6 14 7 nights min

  • 6 bedrooms
  • sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £323 / night

£2,257 - £3,430 / week

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from £323 / night

(10) Excellent 

30

Holiday home rental

Province of Arezzo / Arezzo

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £100 / night

£696 / week

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from £100 / night

24

Holiday farmhouse in Monterchi

Province of Arezzo / Monterchi

3 11 3 nights min

  • 3 bedrooms
  • sleeps 11
  • 3 nights min
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly

from £181 / night

£1,356 / week

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from £181 / night

(29) Excellent 

33

Holiday villa with swimming pool in Poppi

Province of Arezzo / Poppi

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly
“Tuscany at its best” We stayed here for 2 weeks back in September 2011 - a mixture of family and friends. The villa is in a wonderful setting, high up in the hills and with the most fantastic views out over Poppi and the surrounding countryside. On the first day we were met in Poppi by the family and we followed them to the villa - don't be surprised by the drive to the villa with the last mile or so being on a dirt track/rough road - it's well worth it. Being at the end of the road meant it was so peaceful and we also didn't have to worry about disturbing anybody else. The family aren't fluent English speakers but they are a delight - so friendly and helpful - they are very concerned that you have a good holiday and enjoy staying at their villa. Luigi left us breakfast one morning and a fruit tart another day - he comes regularly to clean the pool and do any maintenance jobs. We spent many happy hours sitting at the long table on the terrace outside the kitchen - eating, drinking, talking, enjoying the view etc. Then there is the loggia above the terrace which was a lovely place to have a drink before dinner - watching the lights coming on in the distance as the sun went down. We went to the Saracen Joust in Arezzo on the first Sunday in September where "knights" on horseback representing the different areas of the town charge at a wooden target and score points according to accuracy. Many of the locals dress-up in medieval costume and we ended up having dinner in the winning quarter during which the winners paraded through the narrow streets - great atmosphere and great fun. We also went to places such as Florence, Siena, San Gimignano, Cortona - drove to all these places quite easily from the villa. The old part of Poppi itself is also well worth walking around - a lovely medieval hill town. We had various friends/family members staying with us for different periods over the holiday - several came by train from diverse places - Arezzo (an hour's drive from the villa) was the best main-line station for people to get to. There is a station in Poppi which is on a branch line from Arezzo. We made pizzas one day and used the villa's pizza oven, which worked very well - you just have to make sure it's good and hot. When driving into Poppi from the villa, there is a great local restaurant just when you turn left onto the road coming from the old part of Poppi - they have a lot of tables outside with one of those sail-type shades over the tables. We ate there several times and it was extremely good value - I think we were the only non-locals there - afraid I don't know the name but definitely recommended. We all have wonderful memories of a great holiday at this villa and would happily return there.

from £181 / night

£901 - £2,612 / week

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from £181 / night

31

Cortona holiday villa rental

Province of Arezzo / Cortona

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £226 / night

£1,354 - £2,844 / week

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from £226 / night

(5) Very Good 

38

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

from £181 / night

£1,129 - £1,806 / week

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from £181 / 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

from £136 / night

£949 / week

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from £136 / night

13

Holiday apartment rental

Province of Arezzo / Poppi

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly

from £32 / night

£222 / week

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from £32 / night

16

Sansepolcro holiday apartment rental

Province of Arezzo / Sansepolcro

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Child friendly
  • Car not necessary

from £77 / night

£457 / week

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from £77 / night

(1) Very Good 

23

Farmhouse rental in Castelfranco di Sopra with shared pool

Castelfranco Piandisco / Castelfranco di Sopra

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £91 / night

£407 - £723 / week

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from £91 / night

(4) Very Good 

20

Holiday farmhouse in Pratovecchio

Province of Arezzo / Pratovecchio

3 7 3 nights min

  • 3 bedrooms
  • sleeps 7
  • 3 nights min
  • Child friendly
  • Pet friendly

from £65 / night

£456 / week

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from £65 / night

(4) Very Good 

24

Holiday cottage with shared pool in Cortona

Province of Arezzo / Cortona

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £127 / night

£886 / week

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from £127 / night

(4) Excellent 

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

from £116 / night

£813 / week

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from £116 / night

(10) Excellent 

31

Holiday b&b in Pieve A Presciano

Pergine Valdarno / Pieve A Presciano

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Nearest beach 110 km
  • Child friendly
  • Pet friendly

from £37 / night

£226 - £479 / week

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from £37 / night

8

Holiday farmhouse with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

13 5 2 nights min

  • 13 bedrooms
  • sleeps 5
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £55 / night

£344 / week

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from £55 / night

33

Holiday apartment with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Nearest beach 156 km
  • Swimming pool
  • Child friendly

from £181 / night

£1,266 / week

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from £181 / night

25

Anghiari holiday farmhouse rental

Province of Arezzo / Anghiari

2 6 1 night min

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

from £109 / night

£722 / week

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from £109 / night

(8) Excellent 

26

Holiday villa rental

Cortona / Montecchio

6 12 7 nights min

  • 6 bedrooms
  • sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £258 / night

£1,802 - £3,153 / week

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from £258 / night

12

Badia Tedalda holiday apartment rental

Province of Arezzo / Badia Tedalda

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Private garden

from £91 / night

£452 / week

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from £91 / night

(3) Very Good 

19

Holiday apartment with shared pool in Fratta Santa Caterina

Cortona / Fratta Santa Caterina

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool

from £64 / night

£480 - £590 / week

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from £64 / night

(3) Excellent 

27

Holiday home in Anghiari

Province of Arezzo / Anghiari

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £186 / night

£1,708 / week

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from £186 / night

7

B&b rental in Badia Tedalda

Province of Arezzo / Badia Tedalda

5 10 1 night min

  • 5 bedrooms
  • sleeps 10
  • 1 night min
  • Air conditioning

from £226 / night

£1,582 / week

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from £226 / 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

from £78 / night

£542 - £935 / week

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from £78 / night

46

Holiday apartment in Moncioni

Montevarchi / Moncioni

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Swimming pool

from £100 / night

£633 / week

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from £100 / night

(1) Excellent 

19

Lucignano holiday villa rental

Province of Arezzo / Lucignano

6 13 min stay varies

  • 6 bedrooms
  • sleeps 13
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £226 / night

£1,351 - £2,702 / week

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from £226 / night

(5) Excellent 

24

Holiday home in Arezzo

Province of Arezzo / Arezzo

3 4 7 nights min

  • 3 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly
  • Private garden

from £123 / night

£858 - £984 / week

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from £123 / night

6

Castelluccio, Arezzo holiday villa rental

Province of Arezzo / Castelluccio, Arezzo

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £91 / night

£443 / week

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from £91 / night

34

Loro Ciuffenna holiday apartment rental

Province of Arezzo / Loro Ciuffenna

2 3 min stay varies

  • 2 bedrooms
  • sleeps 3
  • min stay varies
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly

from £50 / night

£262 - £470 / week

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from £50 / night

(2) Excellent 

10

Holiday villa in Terranuova Bracciolini

Province of Arezzo / Terranuova Bracciolini

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £73 / night

£506 / week

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from £73 / night

9

Caprese Michelangelo holiday b&b rental

Province of Arezzo / Caprese Michelangelo

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly

from £73 / night

£361 / week

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from £73 / night

(12) Excellent 

Certificate of Excellence

22

Cottage accommodation in Pieve di Chio with swimming pool

Castiglion Fiorentino / Pieve di Chio

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

Certificate of Excellence

from £124 / night

£864 / week

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Responds fast!
avg. 1 hour 5 minutes

from £124 / night

(11) Excellent 

12

Guest house rental in Anghiari with shared pool

Province of Arezzo / Anghiari

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £217 / night

£1,220 - £1,537 / week

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from £217 / night

(8) Excellent 

26

Holiday townhouse in Foiano Della Chiana

Province of Arezzo / Foiano Della Chiana

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 120 km
  • Child friendly

from £163 / night

£976 / week

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from £163 / night

(4) Excellent 

39

Cottage rental in Cortona

Province of Arezzo / Cortona

1 6 4 nights min

  • 1 bedroom
  • sleeps 6
  • 4 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly

from £77 / night

£538 / week

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Responds fast!
avg. 3 hours 14 minutes

from £77 / night

(2) Excellent 

24

Holiday apartment with swimming pool in Loro Ciuffenna

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

from £55 / night

£389 - £813 / week

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from £55 / night

14

Sansepolcro holiday apartment accommodation

Province of Arezzo / Sansepolcro

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Child friendly
  • Ask about pets

from £54 / night

£316 / week

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from £54 / night

(58) Excellent 

38

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

from £358 / night

£2,504 - £4,203 / week

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Responds fast!
avg. 3 hours 10 minutes

from £358 / night

(2) Excellent 

24

Holiday apartment rental

Province of Arezzo / Ambra

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £64 / night

£362 - £425 / week

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Responds fast!
avg. 2 hours 5 minutes

from £64 / night

27

Holiday home with swimming pool in San Giovanni Valdarno

Province of Arezzo / San Giovanni Valdarno

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £55 / night

£380 / week

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from £55 / night

Top Destination reviews

DeiMori Lamassa Villa and B & B
Great place, great host, recommend

Dei Mori La Massa was great. We were a family party of six, 4 adults and two teenagers. We adored the location up in the hills and away from things, but close enough by car to what we needed. The property offered three ensuite bedrooms and a kitchen / lounge which was enough for us. Daniele, our host, ensured we had all we needed. All the comforts of home were there and the kitchen was well equipped. The pool was lovely and there were plenty of comfortable sun beds around the pool area and two nice parasols. The property is set in natural surroundings with abundant wildflowers around the house and pool, attracting lots of butterflies. We appreciated the slightly cooler environment up in the pine hills in the evenings and didn't need air conditioning. It was a 15 minute drive into beautiful Poppi town and a little further to Bibbiena, with Strada in Casentino a lovely little town about 8 minutes. Florence and Arezzo were about an hour by car each. Daniele was the ultimate host, spoke great English, and went out of his way to advise us on the best restaurants, walks, and activities, as well as great attractions further afield, and treated us to some great company and beautiful food. Not intrusive but always ready to help and chat. Peepo and Peppa the cats were great friends too. Wouldn't hesitate to recommend. Thanks for wonderful holiday Daniele.see more
Grace Hayloft-Il Fienile di Grazia
fantastic relaxing holiday home

From the very first, ,Grazia and her lovely family were so friendly and accommodating. Grazia had made us a lovely cake and also left wine and water. The house itself is one of the best equipped holiday homes we have stayed in. The pool was just what was needed on a hot summers day. the views are amazing and sitting on the swing seat with a cold glass of something was a perfect end to the day. we travelled to florence and siena ,both taking about an hour and 15 mins.you do need a car,but it is so worth it. a gorgeous place to stay. Thank you for your wonderful hospitality !!see more
The fulling Mills mill
Beautiful!

I stayed here with 8 friends in September & it was great! We had 3 apartments between us which were all beautifully furnished in a typical Tuscan style. It was very peaceful & so pretty. A few of my friends went for walks on a daily basis, venturing to a local vineyard, into Loro Ciuffenna & just enjoying the scenery. You need to be fairly fit to walk around the area as it’s quite steep in places but this is Tuscany after all! It took me a few goes to get used to driving to molino Le Gualchiere as it’s a small road with tight bends but I got there! Claudia made us feel very welcome & was very helpful. One evening we had a lovely Tuscan meal in the Taverna. I can highly recommend this as it was delicious & very good value! It really is a beautiful place to stay & it’s lovely to see a local charity working here. Highly recommended!see more
I Rondoni
A lovely holiday in a fantastic Tuscan farmhouse

We spent a wonderful 10 days in Riccardo's house and wish we could have stayed longer. It's a beautifully restored house with loads of space, much bigger inside than the photos suggest so easy for a larger group to spread out. Bathrooms are great, and beds very clean and comfortable. Kitchen was equipped with everything we needed. We enjoyed spending time on the terrace, with hundreds of bees and butterflies enjoying the lavender around; very relaxing and restful! Loro Ciuffenna itself is a charming town with good restaurants and small shops, it's not really walkable from the house unless you enjoy really steep hills but only 5 minutes by car. Arriving on the first day and following Riccardo's local contact in their car to the house was a really good idea! We did some nice walks in the area around the house, and really enjoyed our first stay in Tuscany. Hopefully we can return again; thanks Riccardo for your help and a great stay.see more
Tuscan Mountain Cottage
A perfect retreat

We stayed in this lovely property from July 28th to August 11th and had a very pleasant time. Right on the edge of a national park and a good base from where to explore Tuscany, northern Umbria and elsewhere. The location might be a bit far out for some but we thoroughly enjoyed alternating between days visiting towns, villages and the usual tourist destinations and days walking in the forest. Lots of wildlife right outside the house - fox, badger, roe deer, wild boar and others. Would like to come again in spring. Very scenic and reasonably quiet, the owners were very helpful, everything we needed was in the house and shopping not too far away.see more
Holiday Villa in Cortona
Great vacation home!

Spent a week with the family in this house. We really enjoyed our stay. The house has great standard and is really spacious. Beautiful garden and pool area. The place is remote so a car is probably needed. Gracia and her family were incredibly helpful and kind in providing tips and responding to any questions we had. This place is much recommended!see more

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