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

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Province of Arezzo

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4,200 Holiday homes

(1) Excellent 

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

from £152 / night

£1,071 - £2,098 / week

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from £152 / night

(5) Excellent 

24

Holiday home with shared pool in Cegliolo

Cortona / Cegliolo

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly

from £108 / night

£670 / week

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from £108 / night

(2) Excellent 

33

Home rental in Casentino

Bibbiena / Casentino

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £50 / night

£344 / week

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from £50 / night

(4) Very Good 

20

Holiday farmhouse in Pratovecchio

Province of Arezzo / Pratovecchio

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Child friendly
  • Pet friendly

from £65 / night

£450 / week

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from £65 / night

(4) 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 £122 / night

£849 - £974 / week

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from £122 / 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 £63 / night

£358 - £420 / week

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Responds fast!
avg. 1 hour 43 minutes

from £63 / night

(2) Very Good 

24

Poppi holiday villa rental

Province of Arezzo / Poppi

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £217 / night

£1,385 - £1,519 / week

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from £217 / night

43

Holiday apartment with shared pool in Cortona

Province of Arezzo / Cortona

1 2 2 nights min

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

from £71 / night

£492 / week

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from £71 / night

(4) Excellent 

18

Poppi holiday apartment rental

Province of Arezzo / Poppi

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £41 / night

£268 - £357 / week

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from £41 / night

26

Holiday farmhouse in San Leolino

Bucine / San Leolino

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Child friendly
  • Pet friendly

from £234 / night

£1,402 - £1,876 / week

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from £234 / 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

from £108 / night

£670 / week

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from £108 / night

13

Holiday guest house in Marciano della Chiana

Province of Arezzo / Marciano della Chiana

2 5 1 night min

  • 2 bedrooms
  • sleeps 5
  • 1 night min
  • Child friendly
  • Ask about pets

from £50 / night

£224 / week

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from £50 / night

(1) Excellent 

21

Holiday villa in Civitella in Val di Chiana

Province of Arezzo / Civitella in Val di Chiana

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £143 / night

£1,000 - £2,200 / week

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from £143 / night

12

Holiday hotel apartment in Badia Prataglia

Province of Arezzo / Badia Prataglia

2 4 1 night min

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

from £63 / night

£438 / week

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from £63 / 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 £170 / night

£1,876 / week

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from £170 / night

8

Holiday farmhouse with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

13 5 min stay varies

  • 13 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £54 / night

£340 - £608 / week

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from £54 / night

(1) Excellent 

23

Holiday apartment accommodation

Province of Arezzo / Lucignano

3 6 3 nights min

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

from £90 / night

£411 - £697 / week

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Responds fast!
avg. 2 hours 55 minutes

from £90 / night

(3) Excellent 

26

Holiday apartment in Arezzo

Province of Arezzo / Arezzo

3 7 3 nights min

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

from £125 / night

£876 / week

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Responds fast!
avg. 1 hour 54 minutes

from £125 / night

(3) Excellent 

24

Bucine holiday home rental

Province of Arezzo / Bucine

10 7 3 nights min

  • 10 bedrooms
  • sleeps 7
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £99 / night

£983 / week

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from £99 / night

(13) Excellent 

17

Holiday apartment rental

Province of Arezzo / Ambra

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
“Vepri” Lovely peaceful location, nice pool, refurbished interior is bright and airy and although there was no air conditioning, even with temperatures pushing 40C, this was never a problem. Suspect this property is ideally located for the 'Chianti Trail' but we were not there for that, it was not perfect for the mix of culture and retail therapy we were there for, and in that respect it felt like a lot of the time was spent in our hire car especially when returning to Vepri before eating out on an evening; however, this is not a reflection on the property itself, just the nature of our visit. Both Florence and Sienna averaged around a 60 minute drive.

from £75 / night

£295 - £495 / week

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Responds fast!
avg. 3 hours 33 minutes

from £75 / night

15

Apartment rental in Poppi

Province of Arezzo / Poppi

3 9 2 nights min

  • 3 bedrooms
  • sleeps 9
  • 2 nights min
  • Nearest beach 100 km
  • Child friendly
  • Pet friendly

from £134 / night

£447 / week

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from £134 / night

(9) Excellent 

20

Holiday apartment in Anghiari

Province of Arezzo / Anghiari

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Nearest beach 130 km

from £43 / night

£313 / week

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from £43 / night

(10) Excellent 

31

Holiday b&b in Pieve A Presciano

Pergine Valdarno / Pieve A Presciano

2 5 2 nights min

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

from £32 / night

£224 - £475 / week

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from £32 / night

(4) Excellent 

41

Castiglion Fibocchi holiday apartment rental

Province of Arezzo / Castiglion Fibocchi

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £108 / night

£630 / week

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from £108 / night

23

Holiday villa rental

Castiglion Fiorentino / Pieve di Chio

5 14 4 nights min

  • 5 bedrooms
  • sleeps 14
  • 4 nights min
  • Child friendly
  • Pet friendly

from £122 / night

£849 / week

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Responds fast!
avg. 18 minutes

from £122 / 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 £224 / night

£1,564 / week

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from £224 / night

(38) Excellent 

31

Poppi holiday villa rental

Province of Arezzo / Poppi

8 18 7 nights min

  • 8 bedrooms
  • sleeps 18
  • 7 nights min
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly
“The best holiday rental any of us have ever stayed!” We stayed at Fattoria Vecchia Quercia for a week in early September, as a group of 12 adults, and had an absolutely fantastic holiday. Francesca and her family could not have made it easier for us, from booking right through to leaving at the end of our holiday (which none of us wanted to do!). She was very flexible and helpful, and I would highly recommend you take her and her husband up on their delicious home-cooked Italian meal - the food and the experience were incredible. I think I'm still full a month later. Approaching the house, you cannot believe how idyllic it looks. The location and the views are spectacular. Overall, the house was beautifully finished, had plenty of space for a large group, was immaculately clean and comfortable. The kitchen had everything you might need to cook for a large group and the industrial strength dishwasher was a godsend. Poppi is easy to get to and has all shops you'd need. Florence, Pisa and Luca are all easy day trips but honestly, we would have happily not left the house once all holiday!

from £281 / night

£1,964 - £4,061 / week

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from £281 / night

(2) Very Good 

15

Apartment rental in Lucignano with swimming pool

Province of Arezzo / Lucignano

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £58 / night

£358 / week

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Responds fast!
avg. 2 hours 33 minutes

from £58 / night

(1) Excellent 

18

Holiday apartment rental

Province of Arezzo / Anghiari

3 7 1 night min

  • 3 bedrooms
  • sleeps 7
  • 1 night min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £190 / night

£1,330 / week

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from £190 / night

(2) Excellent 

56

Holiday apartment rental

Province of Arezzo / Poppi

1 2 min stay varies

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

from £36 / night

£250 / week

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Responds fast!
avg. 2 hours 15 minutes

from £36 / night

39

Holiday home accommodation

Province of Arezzo / Rigutino

5 9 2 nights min

  • 5 bedrooms
  • sleeps 9
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £108 / night

£751 / week

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from £108 / night

10

Holiday townhouse in Poppi

Province of Arezzo / Poppi

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly

from £63 / night

£268 / week

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from £63 / night

(5) Excellent 

24

Villa rental in Sansepolcro with swimming pool

Province of Arezzo / Sansepolcro

13 30 1 night min

  • 13 bedrooms
  • sleeps 30
  • 1 night min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £804 / night

£4,019 / week

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from £804 / night

23

Holiday castle with swimming pool in Monte San Savino

Province of Arezzo / Monte San Savino

11 25 4 nights min

  • 11 bedrooms
  • sleeps 25
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £880 / night

£5,805 / week

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from £880 / 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

from £96 / night

£670 - £983 / week

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from £96 / 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 £108 / night

£720 / week

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from £108 / night

(39) Excellent 

Certificate of Excellence

16

Cortona holiday home rental

Province of Arezzo / Cortona

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 150 km
  • Child friendly
  • Pet friendly

Certificate of Excellence

from £67 / night

£384 - £723 / week

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Responds fast!
avg. 2 hours 2 minutes

from £67 / night

11

Castelfranco di Sopra holiday farmhouse rental

Castelfranco Piandisco / Castelfranco di Sopra

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Private garden

from £81 / night

£527 / week

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from £81 / night

(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

from £134 / night

£893 - £1,964 / week

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from £134 / 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 £99 / night

£688 / week

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from £99 / night

Top Destination reviews

Canton villa with private SPA
We had a fantastic family holiday in this beautiful villa.

The villa was just as we hoped it would be. Plenty of space for everyone both in the villa and outside. The setting was awesome with magnificent views. The pool was great, large enough for a good swim and with a shallow end for the little ones. We had a great meal cooked and served by the 'Chef in Villa' and excellent massages and great fun with the 'Archer' The villa had everything we needed, we hope to go again. Thank you to the lovely owners.see more
Villa il Giuggiolo - Azienda Fontelunga
Cosy and spacious villa in quiet idyllic location

Michele is a wonderful host. The villa is charming and very big. Its old fashioned and thats part of the charm. 5mins drive from cortona and with access to a lovely pool. Just idyllic and excellent value for money! … see more
Holiday house-the House Cells-
The Owner

Mauro, The owner was excellent to deal with. Even though we had to cancel, he went to lengths to be sure I was refunded my deposit. We look forward to staying at this charming Farm House next spring. Thank you Mauro! Chao!! ~Darlene M. … see more
To Stones
A ‘gem’ in Cortona

Alle Pietre would without doubt, be the best holiday home we have stayed in over the past ten years. From the very beginning, the communication from Ester, the owner, was excellent and the welcome from both Ester and her husband Giovanni was wonderful - like meeting old friends, they were warm and genuinely wanted us to have a fabulous time - we did! The house is in the most perfect position by the wall looking into the valley below - watching the sunset from this spot was absolutely breath taking. The house has been recently renovated from top to bottom and to a very high standard, it is furnished with exquisite antique style furniture. The kitchen is exceptionally well equipped and bed linen and towels of a very high standard. Everything worked and Ester was just a txt message away if help was required. We absolutely loved our two weeks at Alle Pietre and are hoping to return next year. Thank you Ester and Giovanni for everything.see more
DeiMori Lamassa Villa and B & B
Idyllic, peaceful Tuscan villa

This villa is a credit to its owner Danny. Everything you need for a relaxing holiday. We never tired of the stunning views, the birdsong and of course the facilities. Comfortable beds, very clean. A car is essential to visit the surrounding towns, villages and restaurants. However, if you want a treat, Danny and Marco are superb chefs and cooked my family a Tuscan feast.! This villa is a 'must' visit. (And I'm fussy)see more
Tuscany cottage near Castiglion Fiorentino, with Private Pool, BBQ, & Parking
Stunning views

This cottage is better than the pictures. It has stunning views across the valley and is ideally placed to visit all the nearby hilltop towns. We particularly enjoyed Cortona and Montepulciano. We spent a lot of time in the gorgeous pool taking in the views. The pool house was great with a toilet and a fridge so cold drinks were within easy reach. The cottage had everything we needed including plenty of towels for the pool. We had a lot of Bbq,s although it was missing a large grill to fit into the slots so we had to improvise. I would give this cottage 5 stars apart from a couple of things. The weather was very hot when we were there and although there are fans provided they were noisy to keep on all night and it was too hot to not have them on. Maybe some mesh screens would help at the windows so you could keep them open. Make sure you take plenty of insect repellent as we ended up with a lot of bites, even when we had sprayed. I know this can’t be helped but there are a lot of dogs in the nearby houses who barked a lot especially between 7-8pm so this cottage was not always a tranquil spot.see more