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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3,232 Holiday homes

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

16

Holiday apartment in Lucignano

Province of Arezzo / Lucignano

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
This lovely holiday apartment in Lucignano is located in the historic centre, right on the remarkably conserved medieval walls of this beautiful hill-top village in Val di Chiana, near Arezzo  …see more

from £71 / night

£281 - £457 / week

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from £71 / night

(12) Excellent 

40

Holiday villa in Castel San Niccolo

Province of Arezzo / Castel San Niccolo

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children age 5+
“Lovely accommodation, setting and hosts, would go back” I stayed here with my husband and our son and his girlfriend, both in their 20's. The accommodation was absolutely lovely, and our son and his girlfriend had a room which was just next to our ac  …see more

from £90 / night

£627 - £1995 / week

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from £90 / 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 £71 / night

£492 / week

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from £71 / night

(2) Excellent 

21

Holiday farmhouse with swimming pool in Cortona

Province of Arezzo / Cortona

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool
“Stunning views, lovely house, helpful owner.” Cortona is a very picturesque medieval town and this villa is a longish walk from the town itself up a very windy road. The house is only a few years old but built in the style of the old houses. It has la  …see more

from £151 / night

£1053 - £1711 / week

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from £151 / night

(34) Excellent 

25

Holiday villa rental

Cortona / Montanare

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
Our villa offers an ideal combination of elegant simplicity and historical charm which create a unique experience and can comfortably accommodate up to 10 guests. Located just five minutes away from The Hill town Cortona. Along with a private swimming pool, this holida  …see more

from £207 / night

£1448 - £2588 / week

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from £207 / night

(8) Excellent 

41

Anghiari holiday villa rental

Province of Arezzo / Anghiari

7 12 7 nights min

  • 7 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
“Perfect balance between relaxation and activity” Villa Seccarille is the perfect hide away for rest and relaxation while offering enough to keep you busy and active providing the perfect balance for indulging guilt free in the local food and wine duri  …see more

from £358 / night

£2500 - £4500 / week

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from £358 / night

32

Province of Arezzo / Loro Ciuffenna

2 3 7 nights min

  • 2 bedrooms
  • Sleeps 3
  • 7 nights min
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly

 …see more

from £37 / night

£255 - £439 / week

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from £37 / night

(24) Excellent 

33

Holiday villa with swimming pool in Poppi

Province of Arezzo / Poppi

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 160 km
  • Swimming pool
  • Child friendly
“Warm welcome, fabulous villa, idyllic setting.” Fantastic welcome from the family. Clean, spacious and full of character. Surrounded by woodland but also great views. On white road about 5km uphill from Poppi, roads a little narrow at times. Pool on  …see more

from £151 / night

£1053 - £2457 / week

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from £151 / night

(5) Excellent 

20

Province of Arezzo / Cortona

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £44 / night

£264 - £422 / week

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from £44 / 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 £43 / night

£364 - £548 / week

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from £43 / 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 £88 / night

£430 - £693 / week

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from £88 / night

17

Holiday home with shared pool in Foiano Della Chiana

Province of Arezzo / Foiano Della Chiana

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 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. Along with the cottage Rosa dei Venti, the other two farmsteads comprise five apartme  …see more

from £89 / night

£618 - £1202 / week

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from £89 / night

8

Province of Arezzo / Terranuova Bracciolini

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £31 / night

£193 - £303 / week

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from £31 / night

(9) Excellent 

38

Holiday cottage with swimming pool in Cortona

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“Tuscan Dream” I cannot say enough good things about this wonderful Tuscan Dream Villa. The owner Christine was on another continent went out of her way to make us feel at home and cater to our every need through email exchanges and her wonderful hou  …see more

from £245 / night

£1645 - £2023 / week

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from £245 / 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 £264 / night

£1579 - £3202 / week

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from £264 / night

84

Holiday home in Montecchio

Cortona / Montecchio

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Fienile Cottage is a cute detached cottage, situated in its own private garden, with sensational views of olive groves, vineyards, meadows full of sunflowers, poppies and purple cornflowers, spiralling infinitely into the valleys below. It has 1 double bedroom + 1 singl  …see more

from £120 / night

£834 - £965 / week

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from £120 / night

(53) Excellent 

51

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
“Fantastic Holiday Villa” What can I say about Casa Leana and Tuscany? Well it was just one of the best holidays ever! Starting with the friendly service from Di and Leigh who both met us in Anghiari and took us to the villa so that we didn't get l  …see more

from £248 / night

£1730 - £2630 / week

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from £248 / night

(4) Excellent 

9

Holiday apartment with shared pool in Castel San Niccolo

Province of Arezzo / Castel San Niccolo

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
Residence Borgo Caiano: a special place for rural and countryside retreats!<br />Relaxing holiday, vacation and holiday children's families. Swimming and trekking.. a place to feel at home!  …see more

Pricing unknown

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Pricing unknown

16

Cortona holiday villa accommodation

Province of Arezzo / Cortona

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This lovely small villa is located at 400 m from the charming town of Cortona It is situated in a wonderful panoramic position, surrounded by the typical Tuscan countryside and olive groves, in a perfect location for a lovely and relaxing holiday, yet with the advanta  …see more

from £101 / night

£702 - £1053 / week

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from £101 / night

100

Villa rental in Cavriglia with swimming pool, tennis court

Province of Arezzo / Cavriglia

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
gorgeous villa sleeps 12 people, so it is ideal for a large group of friends and is located in Tuscany Italy. This property is perfect if you seek a relaxing holiday. The villa features: a swimming Pool, an internet Connection, a pet friendly space .  …see more

from £298 / night

£1736 - £2890 / week

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from £298 / night

(3) Very Good 

17

Stia holiday apartment rental

Province of Arezzo / Stia

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • 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 £51 / night

£351 - £439 / week

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from £51 / night

(25) Excellent 

16

Province of Arezzo / Cortona

2 4 Min stay varies

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

 …see more

from £62 / night

£369 - £702 / week

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from £62 / night

(1) Average 

37

Cortona holiday apartment rental

Province of Arezzo / Cortona

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
Garibaldi is a finely furnished and welcoming apartment, located on the first floor of a historic building having the same name of the Piazza that leads into the promenade in the centre of Cortona. The architecture of each area is enhanced by the choice of tones and fur  …see more

from £88 / night

£658 - £878 / week

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from £88 / night

17

Province of Arezzo / Cortona

1 2 Min stay varies

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

 …see more

from £71 / night

£264 - £400 / week

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from £71 / night

37

Villa rental in Alberoro with shared pool

Province of Arezzo / Alberoro

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly
Casa Cicci is a lovely apartment located in an ancient XVIII century rural hamlet, designed by the architect Fossombroni. The complex covers approximately 7 hectares and it is situated on a hill above the Val di Chiana, surrounded by vineyards of the nearby famous wine  …see more

from £101 / night

£636 - £856 / week

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from £101 / 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 £50 / night

£325 - £483 / week

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from £50 / night

(55) Excellent 

32

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
Luxury villa located in the heart of Tuscany with wellness centre, large private park, heated swimming pool and fully stocked wine cellar<br />5 suite and 1 standard bedroom, it can give hospitality up to 12+4 persons. Wi-Fi internet connection.  …see more

from £314 / night

£2193 - £3948 / week

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from £314 / night

(9) Excellent 

18

Province of Arezzo / Cortona

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Suitable for children age 5+
  • Car not necessary

 …see more

from £62 / night

£404 - £439 / week

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from £62 / night

89

Home rental in Montecchio with shared pool

Cortona / Montecchio

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
QUERCE COTTAGE is one of two dwellings in a large cottage, overlooking the private village, Garden Of Eden, the hills, dales, olive groves and vineyards as the vista spirals into a haze of greens, dotted with colours, an infinity of brightly coloured patchwork, against  …see more

from £20 / night

£138 - £965 / week

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from £20 / night

(4) Excellent 

13

Province of Arezzo / Cortona

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets

 …see more

from £66 / night

£430 / week

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from £66 / 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 £294 / night

£2053 - £3193 / week

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from £294 / night

(1) Excellent 

8

Terranuova Bracciolini holiday apartment rental

Province of Arezzo / Terranuova Bracciolini

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
A step away from Florence and the Chiantishire  …see more

from £31 / night

£211 - £303 / week

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from £31 / night

(3) Very Good 

10

Province of Arezzo / Bibbiena

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Ask about pets

 …see more

from £51 / night

£527 / week

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from £51 / night

(3) Very Good 

22

Cottage accommodation in Pieve di Chio

Castiglion Fiorentino / Pieve di Chio

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
“The Trip of a Lifetime!!” This was a beautiful experience! The house was out in the country but not too far away from all of the activities and conveniences. It was beautiful at night! A million stars and so very quiet! It was up on a hill so the  …see more

from £124 / night

£864 / week

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from £124 / night

(2) Excellent 

23

Farmhouse rental in Anghiari with swimming pool

Province of Arezzo / Anghiari

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 133 km
  • Swimming pool
  • Child friendly
Stunning farmhouse close to Anghiari, a spectacular medieval Tuscan town. Private pool, stunning views. For larger groups, there is the option of renting the properties guest house which sleeps a further 6 people.  …see more

from £251 / night

£1755 / week

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from £251 / night

(1) Very Good 

30

Arezzo / Capolona

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £62 / night

£343 - £395 / week

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from £62 / night

28

Holiday apartment rental

Province of Arezzo / Lucignano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets
Centro storico, attactions/cafes/restaurants right on your doorstep!2 bedroom apartment created from restored medieval olive oil millown garden for alfresco dining/relaxLucignano charming village, great access to all major Tuscan attractionTuscany village holiday<br  …see more

from £73 / night

£465 - £657 / week

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from £73 / night

21

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This lovely stone villa is located on the hills between Arezzo (18km) and Cortona (12km), only few minutes from Castiglion Fiorentino (3km), a lovely medieval village dominating the green valleys of the Val di Chio and the Val di Chiana. This strategic position offers  …see more

from £264 / night

£1316 - £2632 / week

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from £264 / night

(1) Excellent 

13

Monte San Savino / Montagnano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £62 / night

£571 - £965 / week

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from £62 / 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 £74 / night

£486 / week

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from £74 / night

Top Destination reviews

Sansepolcro Garden apartment
Revisiting the magic of Sansepolcro

Though this was our first stay at Louise and Franco's wonderful house, it was our third visit to Sansepolcro. The garden apartment was spacious,comfortable and quintessentially Italian and though the March weather didn't lend itself to our using the … see more
Tuscany cottage with Private Pool, BBQ, &amp; Parking
The Trip of a Lifetime!!

This was a beautiful experience! The house was out in the country but not too far away from all of the activities and conveniences. It was beautiful at night! A million stars and so very quiet! It was up on a hill so the view was lovely; vineyar … see more
B&amp;B Casa al Moro, romantic flat in a quaint hamlet
Beautiful tuscan countryside and fantastic family

Cannot rate our stay with Norma and her family highly enough, they looked after us so well, even giving us bread they had baked. The flat is perfect, modern (but keeping with tuscan tradition) and very clean and comfortable with a cooker and a fridge … see more
Grace Hayloft-Il Fienile di Grazia
Utterly Idyllic. We will return

I stayed at the Grace Hayloft - Il Fienile di Grazia with my partner in June and it was indescribably wonderful. The hayloft is basically the most adorable rustic cottage imaginable which was perfect for the 2 of us. There is room to sleep 3 more a … see more
Villa Nava
Fabulous house and pool and very friendly owner

A very large and comfortable house in a lovely location. A huge pool and pretty garden. The owner was very helpful and accommodating and made a stay very relaxing. All rooms have fans, anti mosquitio devices, anti insect curtains A couple of thing … see more
Villa Seccarille
My family and I don't generally go back to places, but this was our second stay at Villa Seccarille and yes, it's a wow.

My family and my parents stayed at Villa Secarille ten years ago and we all finally managed to get back there in August '16. It was even more beautiful than we remembered. We spent 70% of our time at the property as it was a joy, eating together on … see more