Holiday rentals - Holiday homes to rent - Book direct

View larger map

Price per night

£485 Average

Price per night

to

Bedrooms

Bathrooms

Location

  • Italy
  • Tuscany
  • Province of Arezzo
  • Cortona

Location

  • All locations

More

Less

Property type

More

Less

Also consider

Coastal Cottages
222 properties
Apartments Sardinia
478 properties
Apartments Tuscany
3181 properties
Apartments Lake Garda Area
103 properties
Apartments Lake Como Area
494 properties
Apartments Sicily
634 properties
Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

50 Holiday homes

Filters applied: Private garden (5)

1 / 43

Holiday villa with swimming pool in Brolio

Castiglion Fiorentino / Brolio

9 18 7 nights min stay

Villa / 9 bedrooms / sleeps 18 / 7 nights min stay

Add to shortlist

from £554 / night

£3876 - £5737 / week

Book

from £554 / night

1 / 20

Holiday farmhouse with swimming pool in Brolio

Castiglion Fiorentino / Brolio

9 22 7 nights min stay

Farmhouse / 9 bedrooms / sleeps 22 / 7 nights min stay

Add to shortlist

from £280 / night

£1958 - £3899 / week

Enquire

from £280 / night

1 / 20

Brolio holiday farmhouse rental

Castiglion Fiorentino / Brolio

6 13 7 nights min stay

Farmhouse / 6 bedrooms / sleeps 13 / 7 nights min stay

Add to shortlist

from £151 / night

£1057 - £1850 / week

Enquire

from £151 / night

1 / 25

Brolio holiday villa rental

Castiglion Fiorentino / Brolio

9 18 7 nights min stay

Villa / 9 bedrooms / sleeps 18 / 7 nights min stay

Add to shortlist

from £720 / night

£5039 - £6900 / week

Enquire

from £720 / night

1 / 25

Holiday villa with indoor pool in Brolio

Castiglion Fiorentino / Brolio

9 18 7 nights min stay

Villa / 9 bedrooms / sleeps 18 / 7 nights min stay

Add to shortlist

from £720 / night

£5039 - £6900 / week

Enquire

from £720 / night

More results near

Distance approx 0.1 miles from Brolio Show on Map

(19) Excellent 

1 / 58

Holiday home in Cortona

Province of Arezzo / Cortona

2 4 7 nights min stay

House / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £78 / night

£543 - £714 / week

Book

from £78 / night

Distance approx 0.49 miles from Brolio Show on Map

1 / 100

Cortona holiday home rental

Province of Arezzo / Cortona

6 11 Min stay varies

House / 6 bedrooms / sleeps 11 / Min stay varies

Add to shortlist

from £114 / night

£794 - £1256 / week

Book

from £114 / night

Distance approx 0.76 miles from Brolio Show on Map

1 / 100

Castiglion Fiorentino holiday apartment rental

Province of Arezzo / Castiglion Fiorentino

3 10 4 nights min stay

Apartment / 3 bedrooms / sleeps 10 / 4 nights min stay

Add to shortlist

from £149 / night

£1036 - £1347 / week

Book

from £149 / night

Distance approx 0.88 miles from Brolio Show on Map

(3) Excellent 

1 / 32

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

5 9 7 nights min stay

Villa / 5 bedrooms / sleeps 9 / 7 nights min stay

Add to shortlist

from £156 / night

£1086 - £2016 / week

Enquire

from £156 / night

Distance approx 1.01 miles from Brolio Show on Map

1 / 18

Holiday b&b with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

3 2 1 night min stay

B&B / 3 bedrooms / sleeps 2 / 1 night min stay

Add to shortlist

from £63 / night

£407 / week

Book

from £63 / night

Distance approx 1.16 miles from Brolio Show on Map

1 / 8

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

6 12 7 nights min stay

Villa / 6 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £148 / night

£1034 - £2894 / week

Book

from £148 / night

Distance approx 1.45 miles from Brolio Show on Map

(6) Excellent 

1 / 12

Holiday home with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

6 13 7 nights min stay

House / 6 bedrooms / sleeps 13 / 7 nights min stay

Add to shortlist

from £388 / night

£2714 / week

Book

from £388 / night

Distance approx 1.83 miles from Brolio Show on Map

1 / 20

Foiano Della Chiana holiday villa rental

Province of Arezzo / Foiano Della Chiana

5 11 Min stay varies

Villa / 5 bedrooms / sleeps 11 / Min stay varies

Add to shortlist

from £134 / night

£931 - £1861 / week

Enquire

from £134 / night

Distance approx 1.96 miles from Brolio Show on Map

1 / 33

Holiday farmhouse rental

Province of Arezzo / Foiano Della Chiana

4 7 7 nights min stay

Farmhouse / 4 bedrooms / sleeps 7 / 7 nights min stay

Add to shortlist

from £80 / night

£559 - £1125 / week

Book

from £80 / night

Distance approx 2.23 miles from Brolio Show on Map

1 / 23

Holiday villa with swimming pool in Marciano della Chiana

Province of Arezzo / Marciano della Chiana

9 22 Min stay varies

Villa / 9 bedrooms / sleeps 22 / Min stay varies

Add to shortlist

from £311 / night

£1938 - £3861 / week

Book

from £311 / night

Distance approx 2.27 miles from Brolio Show on Map

1 / 33

Holiday farmhouse letting

Province of Arezzo / Castiglion Fiorentino

2 4 7 nights min stay

Farmhouse / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £110 / night

£768 - £1466 / week

Book

from £110 / night

Distance approx 2.47 miles from Brolio Show on Map

1 / 21

Holiday farmhouse with swimming pool in Marciano della Chiana

Province of Arezzo / Marciano della Chiana

6 12 7 nights min stay

Farmhouse / 6 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £144 / night

£1008 - £1938 / week

Book

from £144 / night

Distance approx 2.47 miles from Brolio Show on Map

1 / 25

Holiday villa with swimming pool, golf nearby in Cortona

Province of Arezzo / Cortona

3 8 7 nights min stay

Villa / 3 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £182 / night

£1270 - £1870 / week

Book

from £182 / night

Distance approx 2.61 miles from Brolio Show on Map

1 / 15

Holiday barn rental

Province of Arezzo / Castiglion Fiorentino

3 6 1 night min stay

Barn / 3 bedrooms / sleeps 6 / 1 night min stay

Add to shortlist

from £140 / night

£969 / week

Book

from £140 / night

Distance approx 2.82 miles from Brolio Show on Map

1 / 20

Holiday manor house rental

Province of Arezzo / Foiano Della Chiana

12 26 7 nights min stay

Manor House / 12 bedrooms / sleeps 26 / 7 nights min stay

Add to shortlist

from £466 / night

£3256 - £4179 / week

Enquire

from £466 / night

Distance approx 2.87 miles from Brolio Show on Map

1 / 25

Holiday villa rental

Province of Arezzo / Marciano della Chiana

9 22 Min stay varies

Villa / 9 bedrooms / sleeps 22 / Min stay varies

Add to shortlist

from £280 / night

£1938 - £3861 / week

Book

from £280 / night

Distance approx 2.88 miles from Brolio Show on Map

(2) Very Good 

1 / 19

Holiday villa with swimming pool in Marciano della Chiana

Province of Arezzo / Marciano della Chiana

9 22 Min stay varies

Villa / 9 bedrooms / sleeps 22 / Min stay varies

Add to shortlist

from £287 / night

£1938 - £3838 / week

Book

from £287 / night

Distance approx 2.92 miles from Brolio Show on Map

1 / 24

Foiano Della Chiana holiday villa rental

Province of Arezzo / Foiano Della Chiana

9 22 7 nights min stay

Villa / 9 bedrooms / sleeps 22 / 7 nights min stay

Add to shortlist

from £272 / night

£1900 - £3760 / week

Book

from £272 / night

Distance approx 2.94 miles from Brolio Show on Map

1 / 11

Farmhouse rental in Lucignano with shared pool

Province of Arezzo / Lucignano

1 3 Min stay varies

Farmhouse / 1 bedroom / sleeps 3 / Min stay varies

Add to shortlist

from £68 / night

£352 - £619 / week

Enquire

from £68 / night

Distance approx 2.94 miles from Brolio Show on Map

1 / 10

Farmhouse rental in Lucignano with shared pool

Province of Arezzo / Lucignano

1 3 Min stay varies

Farmhouse / 1 bedroom / sleeps 3 / Min stay varies

Add to shortlist

from £68 / night

£352 - £619 / week

Enquire

from £68 / night

Distance approx 2.94 miles from Brolio Show on Map

1 / 9

Farmhouse rental in Lucignano with shared pool

Province of Arezzo / Lucignano

1 2 Min stay varies

Farmhouse / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £68 / night

£300 - £521 / week

Enquire

from £68 / night

Distance approx 2.94 miles from Brolio Show on Map

1 / 10

Holiday farmhouse rental

Province of Arezzo / Lucignano

2 5 Min stay varies

Farmhouse / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £68 / night

£552 - £1075 / week

Enquire

from £68 / night

Distance approx 2.94 miles from Brolio Show on Map

1 / 12

Holiday farmhouse with shared pool in Lucignano

Province of Arezzo / Lucignano

2 4 Min stay varies

Farmhouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £68 / night

£394 - £744 / week

Enquire

from £68 / night

Distance approx 2.94 miles from Brolio Show on Map

1 / 12

Holiday farmhouse with shared pool in Lucignano

Province of Arezzo / Lucignano

2 4 Min stay varies

Farmhouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £68 / night

£432 - £811 / week

Enquire

from £68 / night

Distance approx 3 miles from Brolio Show on Map

1 / 20

Holiday farmhouse with swimming pool in Vitiano

Province of Arezzo / Vitiano

5 12 Min stay varies

Farmhouse / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £137 / night

£799 - £1332 / week

Enquire

from £137 / night

Distance approx 3.02 miles from Brolio Show on Map

1 / 20

Foiano Della Chiana holiday farmhouse rental

Province of Arezzo / Foiano Della Chiana

4 12 4 nights min stay

Farmhouse / 4 bedrooms / sleeps 12 / 4 nights min stay

Add to shortlist

from £360 / night

£2114 - £3837 / week

Enquire

from £360 / night

Distance approx 3.1 miles from Brolio Show on Map

(1) Excellent 

1 / 58

Holiday villa with swimming pool in Foiano Della Chiana

Province of Arezzo / Foiano Della Chiana

4 12 Min stay varies

Villa / 4 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £272 / night

£1570 - £2849 / week

Book

from £272 / night

Distance approx 3.17 miles from Brolio Show on Map

(13) Excellent 

1 / 91

Holiday villa in Bettolle

Sinalunga / Bettolle

12 34 Min stay varies

Villa / 12 bedrooms / sleeps 34 / Min stay varies

Add to shortlist

from £388 / night

£1938 - £5504 / week

Book

from £388 / night

Distance approx 3.26 miles from Brolio Show on Map

1 / 22

Villa accommodation in Cortona with swimming pool

Province of Arezzo / Cortona

4 6 7 nights min stay

Villa / 4 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £200 / night

£1396 - £1783 / week

Enquire

from £200 / night

Distance approx 3.3 miles from Brolio Show on Map

(1) Excellent 

1 / 10

Holiday villa in Fratticciola

Cortona / Fratticciola

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £167 / night

£1163 - £2326 / week

Book

from £167 / night

Distance approx 3.32 miles from Brolio Show on Map

1 / 100

Holiday apartment in Cortona

Province of Arezzo / Cortona

1 4 Min stay varies

Apartment / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £32 / night

£218 - £619 / week

Book

from £32 / night

Distance approx 3.32 miles from Brolio Show on Map

1 / 100

Holiday apartment with shared pool in Cortona

Province of Arezzo / Cortona

2 6 3 nights min stay

Apartment / 2 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £38 / night

£266 - £669 / week

Book

from £38 / night

Distance approx 3.32 miles from Brolio Show on Map

1 / 100

Apartment rental in Cortona with shared pool

Province of Arezzo / Cortona

2 6 Min stay varies

Apartment / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £36 / night

£248 - £692 / week

Book

from £36 / night

Distance approx 3.39 miles from Brolio Show on Map

1 / 24

Holiday villa rental

Province of Arezzo / Marciano della Chiana

3 5 7 nights min stay

Villa / 3 bedrooms / sleeps 5 / 7 nights min stay

Add to shortlist

from £96 / night

£667 - £1280 / week

Book

from £96 / night

Distance approx 3.43 miles from Brolio Show on Map

1 / 6

Holiday apartment in Val di Chiana

Province of Arezzo / Val di Chiana

2 4 7 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £90 / night

£630 - £949 / week

Enquire

from £90 / night

Distance approx 3.46 miles from Brolio Show on Map

1 / 18

Villa rental in Alberoro with shared pool

Province of Arezzo / Alberoro

2 5 Min stay varies

Villa / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £78 / night

£485 - £679 / week

Enquire

from £78 / night

Distance approx 3.49 miles from Brolio Show on Map

1 / 17

Holiday home with shared pool in Foiano Della Chiana

Province of Arezzo / Foiano Della Chiana

2 5 7 nights min stay

House / 2 bedrooms / sleeps 5 / 7 nights min stay

Add to shortlist

from £78 / night

£546 - £1063 / week

Enquire

from £78 / night

Distance approx 3.49 miles from Brolio Show on Map

1 / 17

Apartment rental in Foiano Della Chiana with shared pool

Province of Arezzo / Foiano Della Chiana

2 4 7 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £62 / night

£428 - £803 / week

Enquire

from £62 / night

Distance approx 3.62 miles from Brolio Show on Map

(1) Excellent 

1 / 24

Holiday b&b in Cortona

Province of Arezzo / Cortona

4 8 1 night min stay

B&B / 4 bedrooms / sleeps 8 / 1 night min stay

Add to shortlist

from £101 / night

£698 - £729 / week

Book

from £101 / night

Distance approx 3.68 miles from Brolio Show on Map

(1) Excellent 

1 / 22

Foiano Della Chiana holiday villa rental

Province of Arezzo / Foiano Della Chiana

4 9 5 nights min stay

Villa / 4 bedrooms / sleeps 9 / 5 nights min stay

Add to shortlist

from £110 / night

£766 - £858 / week

Book

from £110 / night

Distance approx 3.68 miles from Brolio Show on Map

1 / 24

Holiday caravan/mobile home with swimming pool in Ranco

Arezzo / Ranco

1 4 5 nights min stay

Caravan/Mobile Home / 1 bedroom / sleeps 4 / 5 nights min stay

Add to shortlist

from £55 / night

£349 / week

Book

from £55 / night

Distance approx 3.73 miles from Brolio Show on Map

(2) Excellent 

1 / 19

B&b rental in Montecchio Vesponi with shared pool

Castiglion Fiorentino / Montecchio Vesponi

6 12 1 night min stay

B&B / 6 bedrooms / sleeps 12 / 1 night min stay

Add to shortlist

from £78 / night

£543 / week

Book

from £78 / night

Distance approx 3.78 miles from Brolio Show on Map

1 / 26

Holiday farmhouse with golf nearby in Fratticciola

Cortona / Fratticciola

13 29 Min stay varies

Farmhouse / 13 bedrooms / sleeps 29 / Min stay varies

Add to shortlist

from £427 / night

£3024 - £5156 / week

Book

from £427 / night

Distance approx 3.8 miles from Brolio Show on Map

1 / 24

Villa rental in Lucignano with swimming pool

Lucignano / Pozzo della Chiana

5 12 7 nights min stay

Villa / 5 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £208 / night

£1454 - £2287 / week

Enquire

from £208 / night

Distance approx 3.8 miles from Brolio Show on Map

1 / 24

Holiday villa with swimming pool in Lucignano

Lucignano / Pozzo della Chiana

5 12 7 nights min stay

Villa / 5 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £208 / night

£1454 - £2287 / week

Enquire

from £208 / night

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page