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

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Province of Arezzo

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2,994 Holiday homes

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

(4) Excellent 

32

Castelfranco Piandisco / Castelfranco di Sopra

2 4 1 night min

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

 …see more

from £84 / night

£573 - £642 / week

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from £84 / night

12

Province of Arezzo / Terranuova Bracciolini

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies

 …see more

from £30 / night

£189 - £385 / week

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from £30 / night

14

Holiday villa with swimming pool in Lucignano

Province of Arezzo / Lucignano

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 135 km
  • Swimming pool
  • Child friendly
Villa Ulivi is a luxury villa for rent in Tuscany; the villa was completely restored in the last years and whilst the exterior is very in keeping with the local architecture, the interiors are modern and comfortable with every thing new, fresh and carefully considered t  …see more

from £385 / night

£2693 - £3847 / week

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from £385 / night

(1) Excellent 

30

Holiday hotel apartment in Montebenichi

Bucine / Montebenichi

17 40 3 nights min

  • 17 bedrooms
  • Sleeps 40
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
Chianti resort, country house between Siena Arezzo and Florence  …see more

from £2765 / night

£14103 / week

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from £2765 / night

(16) Excellent 

25

Holiday apartment in Sansepolcro

Province of Arezzo / Sansepolcro

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask owner if suitable for children
  • Car not necessary
  • Air conditioning
The Medieval Tower is in the center of Sansepolcro with its entrance on the main street, just 50 meters far from the central square. The Tower is the perfect place to spend an unforgettable holiday in a real medieval tower located in the heart of Sansepolcro. You ente  …see more

from £72 / night

£474 / week

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from £72 / 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
  • Pet friendly

 …see more

from £60 / night

£385 - £689 / week

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from £60 / night

6

Province of Arezzo / Castelluccio, Arezzo

1 3 1 night min

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

 …see more

from £86 / night

£419 - £676 / week

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from £86 / night

24

Castel Focognano holiday villa rental

Province of Arezzo / Castel Focognano

7 15 Min stay varies

  • 7 bedrooms
  • Sleeps 15
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
Relax in Tuscany. The Villa have been renovated with materiaI typical of Tuscany. The pool is open from June to 1 October. A bit further down the villa has a elegant pool, also in a dream Absolutely quiet and even with hot summer enjoying the fresh air of this fantasti  …see more

from £257 / night

£1539 - £3120 / week

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from £257 / 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 £49 / night

£317 - £471 / week

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from £49 / night

(3) Very Good 

18

Stia holiday apartment rental

Province of Arezzo / Stia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • 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 £60 / night

£342 - £428 / week

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from £60 / night

(4) Excellent 

50

Province of Arezzo / Poppi

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £35 / night

£240 / week

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from £35 / night

(2) Excellent 

24

Province of Arezzo / Castel Focognano

8 23 Min stay varies

  • 8 bedrooms
  • Sleeps 23
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £385 / night

£2565 - £3847 / week

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from £385 / night

19

Villa rental in Lucignano with swimming pool

Province of Arezzo / Lucignano

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
Villa Gloria is perfect for relaxed extended family groups or two families on holidays together. It is very well located for all important tourist destinations in Tuscany. It has every thing necessary for a wonderful Tuscan holiday as well as a few extras that ensures i  …see more

from £242 / night

£1693 - £2479 / week

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from £242 / 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. <br />Video footage of ap  …see more

from £120 / night

£770 - £1018 / week

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from £120 / 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 £68 / night

£472 - £885 / week

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from £68 / night

(1) Excellent 

30

Holiday villa rental

Province of Arezzo / Monte San Savino

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa in countryside with private swimming pool , jacuzzi, large garden of 4000mt. Olso there is fenced lake on property. The villa offer a unique privacy and panorama of the Tuscany landscape. Villa Meraviglia is located in Monte San Savino, medieval city of the well k  …see more

from £257 / night

£1283 - £2992 / week

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from £257 / 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 £120 / night

£586 - £804 / week

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from £120 / night

(4) Excellent 

4

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
“An enchanting holiday” My husband and I and our 4 children, aged 4 to 14, spent a week in June at Casa Francesca.The gardens were a sea of yellow Spanish broom and pink dog-rose with lavender and rosemary preparing to bloom around the pool and the hou  …see more

from £214 / night

£1496 / week

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from £214 / night

22

Holiday villa in Cortona

Province of Arezzo / Cortona

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
Villas in Cortona - Ville: SMALL BRAMASOLE  …see more

from £286 / night

£2000 - £3112 / week

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from £286 / 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
“Lovely, remote villa in Tuscany with 4 very comfortable bedrooms” My wife and I stayed here about 6 years ago when it had been recently been renovated. What surprised us this time last September, was that the fabric of the place looked almost exactly  …see more

from £143 / night

£1000 - £2200 / week

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from £143 / night

(2) Excellent 

27

Villa rental in Cortona with swimming pool

Province of Arezzo / Cortona

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 135 km
  • Swimming pool
  • Child friendly
“Wonderful, true Italian experience"” Have stayed in many hotels and apartments all over the world and this was truly a 'stand-out.' From the moment our group of 8 arrived we were made to feel welcome by Manuela. Little, extra touches such as bruschett  …see more

from £386 / night

£2701 - £3488 / week

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from £386 / night

17

Anghiari holiday farmhouse rental

Province of Arezzo / Anghiari

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Apartment in Anghiari with 1 bedrooms sleeps 4  …see more

from £66 / night

£385 - £642 / week

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from £66 / night

(2) Excellent 

11

Holiday villa in Cortona

Province of Arezzo / Cortona

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Dardano is a deceptively large house, full of atmosphere. It is a simple country home, basic even, but with an elemental charm. You drive up to the house with its ancient stone well and to one side there's a little vine-covered area for shady outdoor eating. The  …see more

from £113 / night

£790 - £1650 / week

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from £113 / night

(1) Excellent 

27

Holiday villa in Cortona

Province of Arezzo / Cortona

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 125 km
  • Swimming pool
  • Child friendly
“A true TUSCAN experience. Better than words can describe.” It is quite a challenge to put into words a description of this place, the family and the amazing time we had at Vila Papale. The house and the entire property has so much history and characte  …see more

from £141 / night

£983 - £2180 / week

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from £141 / night

(1) Excellent 

24

Holiday studio in Cortona

Province of Arezzo / Cortona

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Child friendly
Welcome to Casale Il Granaio, a magic place in the heart of Valdichiana.In the heart of Valdichiana, bordering on Umbria, a few km from Trasimeno lake and in the middle between the cities of Arezzo and Perugia. From here is easy also to reach Montepulciano, Sien  …see more

from £63 / night

£350 - £436 / week

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from £63 / night

40

Holiday farmhouse with shared pool in San Giustino Valdarno

Province of Arezzo / San Giustino Valdarno

3 7 Min stay varies

  • 3 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 £124 / night

£855 - £1539 / week

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from £124 / night

(5) Excellent 

14

Holiday home in Mercatale di Cortona

Cortona / Mercatale di Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“One of those experiences your memory plays over and over again, every time putting a smile on your face.” We spent the second week of a two week vacation in Tuscany at Borgo di Vagli. This was our 'down time' week, having done a lot of sightseeing fro  …see more

from £112 / night

£642 - £812 / week

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from £112 / 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 £223 / night

£1556 - £3411 / week

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from £223 / night

(1) Excellent 

44

Cortona holiday villa rental

Province of Arezzo / Cortona

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
The villa is situated within a large property and offers wonderful views on the surrounding countryside of Tuscany.  …see more

from £137 / night

£958 - £1881 / week

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from £137 / night

(1) Excellent 

20

Province of Arezzo / Arezzo

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £129 / night

£812 - £1539 / week

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from £129 / night

(11) Excellent 

35

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

7 24 3 nights min

  • 7 bedrooms
  • Sleeps 24
  • 3 nights min
  • Nearest beach 250 km
  • Swimming pool
  • Child friendly
Villa Nobile is a stunning 19th Century classical villa recently restored farmhouse authentically and with artistic charm, with a private pool 13 m x 6 m. Sitting in 4 acres of natural Tuscan rural land & a private avenue of young cypresses bringing you to our doors  …see more

from £556 / night

£3889 / week

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from £556 / night

(2) Excellent 

18

Holiday cottage rental

Province of Arezzo / Stia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 £86 / night

£471 - £556 / week

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from £86 / 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 £86 / night

£599 - £689 / week

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from £86 / night

(2) Excellent 

24

Holiday villa in Bibbiena

Bibbiena / Casentino

9 21 7 nights min

  • 9 bedrooms
  • Sleeps 21
  • 7 nights min
  • Nearest beach 123 km
  • Swimming pool
  • Child friendly
Wonderful villa located in a panoramic position, private heated swimming pool, extensive park. Ideal for large groups  …see more

from £428 / night

£2992 - £4595 / week

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from £428 / night

(2) Excellent 

16

Province of Arezzo / Chiusi della Verna

2 4 1 night min

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

 …see more

from £69 / night

£479 / week

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from £69 / 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 £110 / night

£770 / week

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from £110 / night

(1) Excellent 

28

Province of Arezzo / Foiano Della Chiana

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £42 / night

£354 - £534 / week

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from £42 / night

(2) Very Good 

18

Holiday villa in Cortona

Province of Arezzo / Cortona

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
“Delivered the experience as promised” Both the accomodation and the rental experience were excellent - a lovely property, exactly as promoted, combined with superb, prompt and effective customer service. A great experience overall. Only proviso; the w  …see more

from £184 / night

£1283 - £1958 / week

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from £184 / night

(4) Excellent 

13

Province of Arezzo / Castiglion Fibocchi

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden

 …see more

from £86 / night

£599 / week

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from £86 / night

(2) Excellent 

24

Holiday lodge in Cortona

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
Fattoria Borgonuovo - L'OrtensiaCharming indipendent apartment, 60 square meters, ground floor with an outside area and an outdoor swimmingpool (6x12m).<br />The owners speak and understand fluent English.  …see more

from £56 / night

£385 - £556 / week

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from £56 / night