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

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Province of Arezzo

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3,120 Holiday homes

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

(22) Excellent 

27

Holiday villa with golf nearby in Castel San Niccolo

Province of Arezzo / Castel San Niccolo

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
“Far more than we imagined, much more than we hoped for” I and my family stayed at Villa Mondello in the autumn of 2012 and we cannot rave enough about the place. Comfort, convenience, elegance and above all that indefinable Italian sense of style whi  …see more

from £281 / night

£1710 - £3334 / week

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from £281 / night

29

Cortona holiday villa rental

Province of Arezzo / Cortona

10 20 7 nights min

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly
Villa Le Contesse is a beautiful independent villa lying on a hillside, a few minutes from the Etruscan town of Cortona. A large park with holm-oaks and secular trees surrounds the villa, which commands a stunning view over the Valdichiana. Le Contesse has been furnishe  …see more

from £550 / night

£3847 / week

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from £550 / night

(12) Excellent 

35

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Our stay in this beautiful, fully equipped villa was amazing and the hospitality of the owners far exceeded expectations” The villa is beautifully decorated and the surrounding property and views are breathtaking. The owners live in the villa next do  …see more

from £220 / night

£1539 - £2479 / week

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from £220 / 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 

17

Province of Arezzo / Arezzo

3 4 7 nights min

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

 …see more

from £92 / night

£642 - £932 / week

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from £92 / night

(1) Excellent 

27

Cortona / Farinaio

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £112 / night

£898 - £1069 / week

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from £112 / night

33

Holiday farmhouse letting

Province of Arezzo / Castiglion Fiorentino

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Ancient farmhouse of peasant origins, situated on the top a small hill in the heart of Valdichiana, at approx. 4 km from Castiglion Fiorentino, characteristic village with all kind of shop, restaurants and facilities.  …see more

from £121 / night

£847 - £1616 / week

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from £121 / 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

(3) Excellent 

24

Bucine holiday home rental

Province of Arezzo / Bucine

10 7 Min stay varies

  • 10 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The elegant pool area is ideally located for all guests at the heart of lush garden, where re-establish the right contact with nature. Between a walk and a dip in the pool, you can abandon a complete relax and rediscover the real taste of welness.  …see more

from £95 / night

£659 - £1154 / week

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from £95 / night

(1) Excellent 

14

Province of Arezzo / Cortona

2 4 Min stay varies

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

 …see more

from £112 / night

£389 - £569 / week

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from £112 / night

9

Province of Arezzo / Cortona

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £120 / night

£812 / week

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from £120 / night

14

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

 …see more

from £52 / night

£368 - £710 / week

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from £52 / night

(1) Excellent 

80

Province of Arezzo / Cortona

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 16 km
  • Swimming pool

 …see more

from £103 / night

£684 - £1018 / week

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from £103 / night

30

Holiday home in Cortona

Province of Arezzo / Cortona

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 15 km
  • Suitable for children age 5+
  • Air conditioning
5 min drive to Cortona. Perfect base to see the rest of Tuscany and Perugia. Personal chef for 1 day or more for cooking classes and/or privet dinners right next door.  …see more

from £65 / night

£342 / week

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from £65 / night

27

Holiday villa letting

Province of Arezzo / Poppi

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
In the heart of the National Park of Casentino Forests is this original Tuscan house reformed according to the highest standards to live a long time and not only for tourism uses. At 800 m. height of the summer weather conditions are perfect, the interior remains always  …see more

from £159 / night

£1112 - £2137 / week

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from £159 / night

26

Montalla holiday farmhouse rental

Cortona / Montalla

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 200 km
  • Swimming pool
  • Child friendly
I our farm we have a number of houses left intact in theyr original stile.Viila la Bozza is ancient building near a small country village in the country in front of Cortona.Divided in 2 apartments of the same size, completely independent from each other you will  …see more

from £274 / night

£1449 - £2393 / week

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from £274 / night

(5) Excellent 

15

Holiday apartment with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly
“Absolutely gorgeous!” We had the best time at Maria's beautiful place! Very nice apartment with two large and bright bed rooms, fans and mosquito nets at the windows (yeah!!). The surroundings were absolutely stunning, situated among wineyards and oli  …see more

from £81 / night

£567 - £820 / week

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from £81 / night

(2) Excellent 

20

Castelfranco Piandisco / Pian di Sco

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £43 / night

£283 - £402 / week

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from £43 / night

(2) Very Good 

24

Holiday villa with swimming pool in Bucine

Province of Arezzo / Bucine

8 18 Min stay varies

  • 8 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The energy from 100 % renewable sources and the internet WiFi is in all property(<br />The energy from 100 % renewable sources and the internet WiFi is in all property(house, pool, spa, garden)  …see more

from £364 / night

£2120 - £5257 / week

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from £364 / 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 £86 / night

£599 - £1048 / week

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from £86 / night

(1) Excellent 

20

Holiday apartment with shared pool in Fratta Santa Caterina

Cortona / Fratta Santa Caterina

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
We can also arrange special days or tours for;Wine TastingCookingCyclingPaintingWalkingWeddings  …see more

from £58 / night

£400 - £523 / week

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from £58 / night

(1) Excellent 

24

Holiday farmhouse in Cavriglia

Province of Arezzo / Cavriglia

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 160 km
  • Child friendly
A rural villa between Chianti and Valdarno, from where easily visit Tuscany. Suitable for 3, 5 or 7 people. Lying on the hills of Chianti and Valdarno, in the middle of Tuscany. Near Florence, Siena, San Gimignano, Volterra, Cortona, Arezzo. In the area several Outlet C  …see more

from £48 / night

£330 / week

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from £48 / night

(35) Excellent 

24

Badia Tedalda holiday watermill rental

Province of Arezzo / Badia Tedalda

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 72 km
  • Swimming pool
  • Child friendly
“The perfect place to have a holiday” We returned to il mulino because it really is perfect, from the moment you wake up to sunshine and the sound of the river, breakfast on the beautiful secluded patio, swimming in the river and the pure peace and qui  …see more

from £79 / night

£550 - £800 / week

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from £79 / 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
Tuscan Castle in Chianti area, Our private hill is in the Chianti region "Chianti colli aretini" and with beautiful views over Valdichiana valley. We are surrounded by medieval villages with antic palace and castles. Golf course and Horse Riding are not far aw  …see more

from £842 / night

£5556 / week

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from £842 / night

100

Holiday apartment with shared pool in Brolio

Castiglion Fiorentino / Brolio

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 200 km
  • Swimming pool
  • Child friendly
These apartments located on the ground or first floor offer sitting room, 1 or 2 doubel bedrooms, bathrooms with shower. There is a hall for events, a swimming pool and parking area.  …see more

from £120 / night

£838 - £958 / week

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from £120 / night

(5) Very Good 

14

Province of Arezzo / Arezzo

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets

 …see more

from £65 / night

£385 / week

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from £65 / night

(4) Excellent 

24

Ski home to rent in Capolona

Arezzo / Capolona

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 160 km
  • Ski
  • Child friendly
Lovely tuscany house with warm, welcoming owners. Magnificent view on the toscany countryside.  …see more

from £77 / night

£342 / week

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from £77 / 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

17

Province of Arezzo / Castiglion Fiorentino

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £69 / night

£462 - £599 / week

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from £69 / night

(9) Excellent 

42

Holiday cottage with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 25 km
  • Swimming pool
  • Suitable for children age 5+
“Romantic, clean cottage, splendid view, lovely silence; unique location.” Whenever we plan a vacation we have following criteria in mind: comfortable, clean housing, privacy, far from all noise, nice view, close to cultural highlights, pleasant climat  …see more

from £107 / night

£620 - £731 / week

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from £107 / night

(5) Excellent 

74

Province of Arezzo / Foiano Della Chiana

6 17 1 night min

  • 6 bedrooms
  • Sleeps 17
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £197 / night

£1488 - £1727 / week

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from £197 / night

35

Province of Arezzo / Poppi

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £103 / night

£718 - £1317 / week

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from £103 / night

24

Cortona holiday lodge rental

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 - La RosaCharming 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

7

Province of Arezzo / Ponticino

4 6 1 night min

  • 4 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly

 …see more

from £69 / night

£479 / week

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from £69 / night

18

Holiday villa rental

Province of Arezzo / Cortona

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
Villa San Martino is set in a delightful position among extensive grounds overlooking the countryside. The swimming pool is surrounded by olive trees and lush gardens. The nearest town is Cortona, famous for its ancient backgrounds, home town of famous painter Luca Sig  …see more

from £146 / night

£1016 - £2009 / week

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from £146 / night

(3) Very Good 

52

Holiday villa in Terranuova Bracciolini

Province of Arezzo / Terranuova Bracciolini

9 22 Min stay varies

  • 9 bedrooms
  • Sleeps 22
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Romignano is a location for people that are looking for a quite place easy to reach where to spend a relaxing time or to visit tuscany.During your stay you also be able to visit our winey and to taste our wines or to appreciate our dinner.  …see more

from £385 / night

£1881 - £3847 / week

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from £385 / night

13

Castel Focognano holiday home rental

Province of Arezzo / Castel Focognano

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Ask about pets
  • Private garden
La casa si presenta al piano terra, dispone di due camere da letto: una con letto matrimoniale ed una con due letti singoli e il bagno completo di tutti i sevizi. Ampio soggiorno con cucina che dispone di elettrodomestici (frigorifero, lavello, forno, lavastoviglie, fre  …see more

from £43 / night

£300 / week

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from £43 / night

15

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

 …see more

from £48 / night

£334 - £642 / week

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from £48 / night

(9) Excellent 

23

Holiday farmhouse with swimming pool in Caprese Michelangelo

Province of Arezzo / Caprese Michelangelo

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“wonderful, peaceful and well-equipped” Spent a week here in a beautiful setting. House is beautifully restored and brilliantly equipped - very comfortable and lots of lovely touches such as the welcome drinks and very generous welcome basket. We loved  …see more

from £100 / night

£695 - £1595 / week

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from £100 / night

(1) Very Good 

18

Poppi holiday apartment rental

Province of Arezzo / Poppi

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • 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 £39 / night

£257 / week

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from £39 / night