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

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1,589 Holiday homes

Holiday apartment in Castiglion Fiorentino

Castiglion Fiorentino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £75 / night

£521 / week

1 / 14

Holiday apartment rental

Lucignano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £44 / night

£309 / week

1 / 16

Holiday home with swimming pool in Civitella in Val di Chiana

Civitella in Val di Chiana house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from £248 / night

£1,513 - £3,529 / week

1 / 30

Holiday apartment in Sansepolcro

Sansepolcro apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £108 / night

£539 / week

1 / 9

Capolona holiday villa rental

Capolona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £123 / night

£783 - £1,263 / week

1 / 17

Holiday b&b in Arezzo

Arezzo b&b

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 11

from £379 / night

£2,144 / week

1 / 20

Sestino holiday apartment rental

Sestino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £118 / night

£686 / week

1 / 12

Holiday studio in Arezzo

Arezzo studio

  • Studio
  • 1 bathroom
  • sleeps 4

from £108 / night

£754 / week

1 / 14

Guest house rental in Foiano Della Chiana

Foiano Della Chiana guest house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from £59 / night

£343 / week

1 / 27

Arezzo holiday condo rental

Arezzo condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £98 / night

£588 - £999 / week

1 / 21

Holiday townhouse in Arezzo

Arezzo townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £43 / night

£245 / week

1 / 9

Apartment rental in Capolona with shared pool

Capolona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £98 / night

£686 / week

1 / 14

Sansepolcro holiday apartment rental

Sansepolcro apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from £167 / night

£989 / week

1 / 29

Holiday villa with swimming pool in Cortona

Cortona villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from £400 / night

£2,797 - £4,616 / week

1 / 24

Holiday b&b rental

Civitella in Val di Chiana b&b

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from £245 / night

£1,567 / week

1 / 18

Holiday home rental

Badia Agnano house

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 22

from £430 / night

£2,622 - £4,306 / week

1 / 8

Home rental in Marciano della Chiana with swimming pool

Marciano della Chiana house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 22

from £346 / night

£2,108 - £5,611 / week

1 / 36

Holiday villa in Cortona

Cortona villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £280 / night

£1,958 - £2,448 / week

1 / 72

Cortona holiday home rental

Cortona house

  • 13 bedrooms
  • 11 bathrooms
  • sleeps 24

from £1,084 / night

£6,620 - £9,247 / week

1 / 36

Home rental in Castelfranco di Sopra with shared pool

Castelfranco di Sopra house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £91 / night

£555 - £1,170 / week

1 / 7

Holiday home with shared pool in Bucine

Bucine house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £255 / night

£1,554 - £2,047 / week

1 / 21

Holiday home in Arezzo

Arezzo house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Pricing unknown

1 / 4

Holiday home with shared pool in Bucine

Bucine house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £255 / night

£1,554 - £2,047 / week

1 / 14

Home rental in Bucine with shared pool

Bucine house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £347 / night

£2,118 - £3,071 / week

1 / 16

Holiday home with shared pool in Arezzo

Arezzo house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £376 / night

£2,295 - £2,823 / week

1 / 36

Castelfranco di Sopra holiday home rental

Castelfranco di Sopra house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £101 / night

£616 - £1,271 / week

1 / 24

Holiday home with shared pool in Bucine

Bucine house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £289 / night

£1,765 - £2,358 / week

1 / 15

Holiday apartment in Cortona

Cortona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £59 / night

£412 / week

1 / 24

Holiday apartment with shared pool in Arezzo

Arezzo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £157 / night

£1,097 / week

1 / 18

Holiday home with shared pool in Castelfranco di Sopra

Castelfranco di Sopra house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £70 / night

£424 - £787 / week

1 / 7

Home rental in Castelfranco di Sopra with shared pool

Castelfranco di Sopra house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £70 / night

£424 - £787 / week

1 / 20

Holiday home with shared pool in Bucine

Bucine house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £180 / night

£1,095 - £1,412 / week

1 / 16

Holiday home with shared pool in Bucine

Bucine house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £180 / night

£1,095 - £1,412 / week

1 / 13

Lucignano holiday home rental

Lucignano house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 13

from £261 / night

£1,589 - £3,177 / week

1 / 33

Loro Ciuffenna holiday home accommodation

Loro Ciuffenna house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from £375 / night

£2,290 - £4,115 / week

1 / 6

Holiday home with swimming pool in Anghiari

Anghiari house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £377 / night

£2,638 - £3,818 / week

1 / 29

Rigutino holiday apartment rental

Rigutino apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Pricing unknown

1 / 20

Holiday home with swimming pool in Montalla

Montalla house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

from £272 / night

£1,655 - £2,481 / week

1 / 36

Holiday home with shared pool in Bucine

Bucine house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £347 / night

£2,118 - £3,071 / week

1 / 15

Holiday home rental

Arezzo house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £278 / night

£1,695 - £2,118 / week

1 / 34

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Top Destination reviews

Casa Leana, Heated Pool, Games Room & Fabulous Views
A little find!

What a totally perfect holiday at Casa Leana. Everything from start to finish was amazing and we couldn’t ask for any more from the owners Leigh and Di who made it a trip to remember. The house is amazing and had everything we wanted as two families of 4. Whilst we made a few trips out our kids (ages between 8-12) would’ve stayed in the Villa all week if we’d let them! We met some great people introduced to us by Leigh and Di and made some great memories. We will be back and would totally recommend everything about the trip.see more
223 - Family Villa with Pool and Tennis Court
Will go again!

Accommodation is a little basic, but tbh this is the charm of the place. A very secluded private villa, with your own pool and tennis court and picturesque views of the surrounding country side. Beds a little springy but still had a good night sleep. We went with an 8 month old baby, no issues, although would recommend bringing your own cot bed. One provided did the job but the base not supportive enough. Owners made us feel very welcome. Very nice people and made the whole experience a very nice stay.see more
Restored Tuscan Cottage near Cortona with Infinity Pool, Outside Kitchen & BBQ
Heavenly

Can't recommend highly enough. Sue is the perfect host, she has taken great care to think of everything you might want from a holiday home, the house is lovely, the pool and garden stunning. House martins skim the pool even as you swim, after dark fireflies dance around and you can stargaze for hours. Basics from previous holiday makers in the larder cupboard/under the sink which is always great to arrive to. Location fantastic.see more
La Casina Poppi, Tuscany set in astounding natural surrounding
The most idyllic spot in the Tuscan hills

Where do I start. This is the most beautifully positioned villa, and you honestly could not ask for more in terms of view, serenity and location. Poppi (a beautiful little unspoilt town) is a breathtaking 20min drive away, with lovely authentic shops to buy fresh pasta, cheese and meats. And a couple of delicious family-run restaurants. The villa itself was very clean and is packed with rustic Italian charm. The numerous outdoor spaces make it a fab place to stay in for dinner and simply enjoy the view. The hosts are the warmest, friendliest and most accommodating that I have ever come across. Stella was on hand to help us with our every need, all hours of the day. And having mentioned that we wanted to use the pizza oven one evening, we returned that afternoon to find that Gigi (Stella's father) had been to lay the firewood and set everything up for us. Bellissimo all round. We'll definitely be back!see more
To Stones
Absolutely Charming

Perfect location inside the old town wall. Ester and Giovanni were so welcoming and went the extra mile - even when we were late arriving - nothing was too much trouble. The recommendations to their favourite local restaurants and best things to see were really appreciated. The house was really clean and accurate as per the photos. We felt supported the whole time we were in Cortona and can thoroughly recommend this charming house to anyone wanting an authentic Tuscan experiencesee more
DeiMori LaMassa private villa heated pool
Just perfect

A superb holiday in the quiet hills of the Casentino Valley. The house is very beautiful and extremely well equipped. The bedrooms with en suite shower rooms were very comfortable. You couldn’t have wished for more. Dani and Marco are the perfect hosts. They provided us with everything we needed which was so welcome after an 8 hour drive. Pippo and Peppa, two beautiful black cats, greeted us and they really are the friendliest cats I have ever come across. Dani gave us so much information on where to visit, eat and the history of the area which just made our daily outings all the more interesting. Poppi, the local town was so pretty and the castle well worth a visit. Bibbiena a few miles further on had all the necessary shops, which made life so easy! We then came back to lounge by the pool and watch the sunset over the mountain tops. Just perfect...see more

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