50 Best Vacation Rentals in Province of Arezzo - Holiday Lettings - Cabins

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Province of Arezzo

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3,097 Vacation rentals

(23) Excellent 

33

Vacation villa with swimming pool in Poppi

Province of Arezzo / Poppi

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 160 mi
  • Swimming pool
  • Child friendly
Five bedrooms, 4 double bedrooms and one bedroom with two single beds, 3 full bathrooms each with a shower. Large living room with stereo, CD, SAT TV and a large fireplace Many outdoor eating areas - overlooking the castle, overlooking the pool and overlooking the surr  …see more

from $214 / night

$1282 - $2990 / week

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from $214 / night

(13) Excellent 

17

Vacation apartment rental

Province of Arezzo / Ambra

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Vepri is the perfect base for a tranquil holiday or home in the sun.It is for the discerning-a quiet and gated private luxury development comprising a small number of apartments and townhouses surrounding a communal piazza.The swimming pool is simply won  …see more

from $54 / night

$372 - $604 / week

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from $54 / night

24

Castel Focognano Vacation 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
Villa Montanina is situated in the beautiful valley of the Casentino. The Villa have been renovated with materiaI typical of Tuscany.The pool is open from June to 1 October.The Tuscany Holiday Villa lies on the edge of a historic hamlet, Borgo Montanina, still  …see more

from $321 / night

$1923 - $3898 / week

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from $321 / night

28

Vacation 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
A fully self-contained apartment located in a medieval building opening onto its own garden, right in the centre of the charming central Tuscan town of Lucicnano.Appartamento Giardino is located in a a converted frantoio, olive oil mill is the centre of the medieval tow  …see more

from $89 / night

$566 - $799 / week

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from $89 / night

(8) Excellent 

41

Anghiari Vacation villa rental

Province of Arezzo / Anghiari

7 12 7 nights min

  • 7 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Exceptional views. Sleeps 12. Pool, gardens, tennis court and basketballOriginally a 16th century farmhouse, Villa Seccarille is situated in 57 hectares of fields and woodlands, on the lower slopes of the Appennine Mountains. The villa offers breathtaking views  …see more

from $451 / night

$3150 - $5670 / week

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from $451 / night

55

Province of Arezzo / Cavriglia

4 8 7 nights min

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

 …see more

from $226 / night

$1581 - $2403 / week

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from $226 / night

35

Cortona / Bagnolo

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from $230 / night

$1228 - $2723 / week

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from $230 / night

22

Castiglion Fibocchi Vacation apartment rental

Province of Arezzo / Castiglion Fibocchi

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
A breathtaking view, an age-old sense of peace and unspoiled nature together with the high level of comfort of the three apartments make this house the ideal destination for those who wish to spend a relaxing holiday in Tuscany. The beauty of natural surroundings, the h  …see more

from $91 / night

$630 - $1090 / week

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from $91 / night

(3) Excellent 

24

Chiusi della Verna Vacation farmhouse rental

Province of Arezzo / Chiusi della Verna

4 5 Min stay varies

  • 4 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
The idyllic hamlet of „Doccione di Sotto” which consists of three former farm houses, is located in a quite remote are at 850 m s.l., at the end of the Vallesanta valley. The property is situated on the border of the Casentino National Park in the midst of woods and  …see more

from $107 / night

$695 - $1378 / week

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from $107 / night

(1) Excellent 

27

Vacation 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
Set in 40 acres of olive groves, oak woods and fields full of wild flowers, Villa Monterosi is a jewel of peace with it's own private swimming pool, rolling gardens and terraces. A place to dream of, this stone built house has been renovated to the highest ecolog  …see more

from $214 / night

$1068 - $1923 / week

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from $214 / 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 $62 / night

$641 / week

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from $62 / night

24

Pergine Valdarno / Pieve A Presciano

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from $663 / night

$4640 / week

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from $663 / night

(4) Excellent 

9

Vacation 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 mi
  • Swimming pool
  • Child friendly
Borgo Caiano is a Residence and B&B with eleven independent apartments. The Borgo offers its guests the opportunity to enjoy the beauty of this charming area of Tuscany: the Casentino.The complex reflects tradition in its style and use of local materials such as  …see more

Pricing unknown

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Pricing unknown

16

Vacation 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. Obtained from the restoration of an old medieval building, this bright flat i  …see more

from $75 / night

$342 - $556 / week

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from $75 / 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 $267 / night

$1869 - $4261 / week

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from $267 / 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 $75 / night

$449 - $855 / week

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from $75 / 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 mi
  • 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 $85 / night

$590 - $1106 / week

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from $85 / night

59

Province of Arezzo / Monte San Savino

6 12 3 nights min

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from $182 / night

$1709 / week

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from $182 / night

9

Province of Arezzo / Monte San Savino

2 4 1 night min

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

 …see more

from $43 / night

$182 / week

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from $43 / night

(4) Excellent 

13

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets

 …see more

from $81 / night

$524 - $598 / week

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from $81 / night

(1) Excellent 

15

Vacation apartment with swimming pool in Monte San Savino

Province of Arezzo / Monte San Savino

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Swimming pool
  • Air conditioning
  • Private garden
Country farm-house completely restored in the village of Monte San Savino, immersed in the Touscany country near Arezzo, Siena e Cortona, only 4 km of walk far from the castle of Gargonza. Inside simple but comfortable bedrooms with a sight beams, television and  …see more

from $75 / night

$962 - $1068 / week

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from $75 / night

(2) Excellent 

26

Province of Arezzo / Sansepolcro

9 23 Min stay varies

  • 9 bedrooms
  • Sleeps 23
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $908 / night

$2670 - $5724 / week

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from $908 / night

(1) Excellent 

24

Pieve Santo Stefano Vacation villa rental

Province of Arezzo / Pieve Santo Stefano

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
We bought the house back in 2004 as a ruin and spent the next 3 years creating a house that we ourselves would love to stay in and we are very proud of it The house is the last one up the valley with no near neighbours and has wonderful views which you can never tire of  …see more

from $189 / night

$1260 - $1865 / week

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from $189 / night

(1) Very Good 

18

Poppi Vacation apartment rental

Province of Arezzo / Poppi

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • 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 , then I moved to work . Th  …see more

from $49 / night

$321 - $428 / week

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from $49 / night

(1) Excellent 

28

Province of Arezzo / Foiano Della Chiana

2 5 Min stay varies

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

 …see more

from $53 / night

$443 - $667 / week

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from $53 / night

17

Province of Arezzo / Sansepolcro

10 26 Min stay varies

  • 10 bedrooms
  • Sleeps 26
  • Min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly

 …see more

from $748 / night

$4021 / week

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from $748 / night

18

Apartment rental in Civitella in Val di Chiana

Province of Arezzo / Civitella in Val di Chiana

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Private garden
Casa del Tramonto (House of the Sunset) is situated in an idyllic position on a hillside promontory with breathtaking views over the rolling hills of Chianti. The building itself is reported to be a monastery dating from the 14th century, and has been restored using the  …see more

from $139 / night

$971 / week

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from $139 / night

(6) Excellent 

15

Tower rental in Sansepolcro with shared pool

Province of Arezzo / Sansepolcro

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Nearest beach 110 mi
  • Swimming pool
Torre the Brancialino nestles beautifully in the Tuscan Hills some 10 kilometres from the Renaissance town of Sansepolcro.Being part of a remarkably restored medieval castle (where the owner lives) the tower offers the perfect romantic hideaway with comfortable accommod  …see more

from $63 / night

$441 / week

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from $63 / night

(2) Excellent 

11

Province of Arezzo / Arezzo

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min

 …see more

from $61 / night

$342 / week

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from $61 / night

(12) Excellent 

30

Bibbiena Vacation villa rental

Province of Arezzo / Bibbiena

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
The Villa, constructed at the end of the 18th century, offers a relaxing and comfortable stay to whoever wishes to spend their holidays in Tuscany. The Villa has been furnished in a very comfortable way with quality furniture, in part antique and in part in stile, creat  …see more

from $299 / night

$1602 - $4165 / week

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from $299 / night

(3) Very Good 

17

Stia Vacation 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 $62 / night

$428 - $534 / week

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from $62 / night

(1) Excellent 

27

Province of Arezzo / Cortona

3 6 Min stay varies

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

 …see more

from $106 / night

$695 - $1015 / week

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from $106 / night

(33) Excellent 

25

Vacation villa rental

Cortona / Montanare

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Nearest beach 180 mi
  • 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 $251 / night

$1762 - $3150 / week

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from $251 / night

(2) Excellent 

21

Vacation 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 mi
  • Swimming pool
Surrounded by olive groves and a 3000sqm private garden, the fenced-in holiday villa offers absolute peace and quiet at only 1,5 kilometres from the Etruscan Cortona, which can be easily reached on foot. The Trasimeno lake with its nice beaches and islands is at 8km and  …see more

from $184 / night

$1282 - $2083 / week

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from $184 / night

(1) Excellent 

5

Province of Arezzo / Monte San Savino

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly

 …see more

from $86 / night

$481 / week

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from $86 / night

(5) Excellent 

21

Vacation cottage in Sansepolcro

Province of Arezzo / Sansepolcro

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 90 mi
  • Suitable for children age 5+
The house is part of a historic built farmhouse, set on a mountainside (840m) in an area full of natural parks, forest and walking trails ("sentieri"). Although it is in a wonderfully quiet position, the house is in fact only 5 minutes' drive from the E45 motorway, 500  …see more

from $63 / night

$372 / week

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from $63 / night

33

Province of Arezzo / Loro Ciuffenna

2 3 7 nights min

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

 …see more

from $45 / night

$310 - $534 / week

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from $45 / night

10

Province of Arezzo / Sansepolcro

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Pet friendly

 …see more

from $65 / night

$374 / week

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from $65 / night

(6) Very Good 

44

Vacation apartment rental

Cortona / Centoia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 118 mi
  • Swimming pool
La Lombarda, our beautifully restored traditional 18th century Tuscan farmhouse is ideally placed within easy reach of Tuscany and Umbria's wealth of art and cultural centres. Cortona, nestling in its hillside just 20 minutes away, with its medieval cobbled lanes i  …see more

from $75 / night

$481 - $844 / week

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from $75 / night

(36) Excellent 

35

Province of Arezzo / Poppi

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from $54 / night

$374 / week

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from $54 / night