List your home
Apply filters
£ to

347 Holiday homes in Cortona

Reset search

Show results on map

Filter your search

Price per day

£ to

Bedrooms

Location

  • Italy Clear
  • Tuscany Clear
  • Arezzo Province Clear
  • Cortona Clear
  • All suburbs
  • Bagnolo (5)
  • Cegliolo (4)
  • Centoia (5)
  • Cignano (20)
  • Farinaio (2)
  • Fratta Sant'Agata (1)
  • Fratta Santa Caterina (2)
  • Fratticciola (21)
  • Mercatale di Cortona (20)
  • Montalla (1)
  • Montanare (4)
  • Montecchio, San Lorenzo (4)
  • Poggioni (4)
  • Ruffignano (2)
  • San Pietro a Cegliolo (40)

more +

less -

Also consider

Coastal Cottages
222 properties
Sardinia
478 properties
Tuscany
3,181 properties
Lake Garda Area
103 properties
Lake Como Area
494 properties
Sicily
634 properties
Rome
2,530 properties
Florence
986 properties
Trapani
505 properties
Venice, Veneto
498 properties
Amalfi Coast
471 properties
Lucca
436 properties
Palermo
423 properties
Cortona
419 properties
Sorrento, Campania
350 properties
Cefalu
314 properties
San Gimignano
300 properties
Greve in Chianti
276 properties
Taormina
275 properties
Alghero
259 properties

Filters applied: Washing machine (347)

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
347 Results  |  
23 Photos

Apartment | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £119 /night

£829 - £1260 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment in Cortona, Arezzo located in the heart of the Val di Chiana, Tuscany. The estate is is located in the heart of the Val di Chiana in an interesting natural landscape framed by some places rich in history like the Etruscan town of Cortona, the castle of  …see more

12 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £48 /night

£333 - £516 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
Holiday house for 2 persons, with swimming pool , in Cortona  …see more

20 Photos

House | 3 Bedrooms | sleeps 7

1 night min stay

Add to shortlist

from £58 /night

£400 - £800 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Grifone C is a characteristic two-story apartment surrounded by the vegetation. It sleeps seven people. From Casa Grifone C you will have a splendid view of the surrounding countryside. Casa Grifone C is 130 square meters (1400 square feet)  …see more

Featured properties

10 Photos

Farmhouse | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £172 /night

£1200 - £2000 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Cortona with 2 bedrooms sleeps 4  …see more

16 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £132 /night

£920 - £2056 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Maria Laura rises in panoramic position, dipped in the green and tranquility of the cortonesian hills, ideal for all of those who wish to enjoy the beauty and tranquility which this place can offer.  …see more

20 Photos

Farmhouse | 1 Bedroom | sleeps 2

1 night min stay

Add to shortlist

from £72 /night

£504 - £856 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Cortona with 1 bedrooms sleeps 2  …see more

22 Photos

Apartment | 3 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £125 /night

£872 - £1452 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
Apartment for 8 persons, with swimming pool , in Cortona  …see more

20 Photos

House | 1 Bedroom | sleeps 3

1 night min stay

Add to shortlist

from £52 /night

£360 - £520 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Fastia B is a welcoming apartment. It sleeps three people. It is appoximately 50 square meters (540 square feet)  …see more

12 Photos

Farmhouse | 5 Bedrooms | sleeps 14

7 Nights min stay

Add to shortlist

from £155 /night

£1080 - £1800 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Cortona with 5 bedrooms sleeps 14  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £79 /night

£552 - £864 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Cortona with 2 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 7 Bedrooms | sleeps 16

7 Nights min stay

Add to shortlist

from £269 /night

£1880 - £3432 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Cortona with 7 bedrooms sleeps 16  …see more

12 Photos

Apartment | 4 Bedrooms | sleeps 8

4 Nights min stay

Add to shortlist

from £204 /night

£1425 - £1860 / week

View

Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Apartment / Condo in Cortona with 4 bedrooms sleeps 8  …see more

16 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

Add to shortlist

from £348 /night

£2431 - £4375 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Gelsomino is located close to the lovely and famous town of Cortona. Villa Gelsomino is a great retreat if your family and friends love the great outdoors and enjoy basking "Under the Tuscan Sun`. With a history that dates back to the 16th C, Villa Gelsomino  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £169 /night

£1182 - £1962 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • Pets welcome
Holiday house for 8 persons, with swimming pool , in Cortona  …see more

6 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £64 /night

£448 - £580 / week

View

Key info:

  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
Apartment for 2 persons in Cortona  …see more

18 Photos

Villa | 6 Bedrooms | sleeps 14

5 Nights min stay

Add to shortlist

from £177 /night

£1236 - £2160 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Ireniaandnbsp;is a splendid villa for rent in Tuscany situated amidst the beautiful landscapes of the Cortona countryside.andnbsp;The villa can accommodate up toandnbsp;14 personsandnbsp;inandnbsp;six elegantly furnished bedrooms.andnbsp;Villa Irenia consists  …see more

24 Photos

Farmhouse | 4 Bedrooms | sleeps 10

3 Nights min stay

Add to shortlist

from £117 /night

£816 - £1361 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Cortona with 4 bedrooms sleeps 10  …see more

12 Photos

Farmhouse | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £233 /night

£1626 - £3048 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Centoia with 6 bedrooms sleeps 12  …see more

23 Photos

Villa | 6 Bedrooms | sleeps 12

5 Nights min stay

Add to shortlist

from £306 /night

£2139 - £3253 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
A typical Tuscan countryside conjures up images of abundant greenery, tall cypress trees and olives. Villa Torre Belle is also located in one such beautiful location, just 4 km from the town of Cortona. The history of this villa dates back to the 13th and 14th  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £108 /night

£756 / week

View

Key info:

  • Not suitable for children
  • Some pets are welcome - please contact the owner
Apartment / Condo in Cortona with 2 bedrooms sleeps 4  …see more

10 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £50 /night

£344 - £520 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Fratticciola with 1 bedrooms sleeps 2  …see more

18 Photos

Villa | 6 Bedrooms | sleeps 16

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £286 /night

£2000 - £3000 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Casale GinezzO is beautiful independent Villa, located 15 km from Cortona, in the heart of the cortonese mountains, immersed into the green woods of oak and chestnut trees. From the big garden you can enjoy the charming and unspoilt natural environment  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 9

4 Nights min stay

Add to shortlist

from £180 /night

£1260 - £2860 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa le Corchie is a charming villa located in a quiet and panoramic position in one of the most scenic areas of the hills surrounding Cortona.  …see more

6 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £58 /night

£400 - £760 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
Villa / Farmhouse / Home in Camucia with 2 bedrooms sleeps 6  …see more

11 Photos

Farmhouse | 6 Bedrooms | sleeps 12

1 night min stay

Add to shortlist

from £86 /night

£600 - £2400 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Cortona with 6 bedrooms sleeps 12  …see more

8 Photos

Farmhouse | 1 Bedroom | sleeps 2

1 night min stay

Add to shortlist

from £88 /night

£611 - £723 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Cortona with 1 bedrooms sleeps 2  …see more

10 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £62 /night

£432 - £896 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Fratticciola with 2 bedrooms sleeps 4  …see more

8 Photos

Farmhouse | 1 Bedroom | sleeps 4

7 Nights min stay

Add to shortlist

from £56 /night

£391 - £580 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Cortona with 1 bedrooms sleeps 4  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £77 /night

£534 - £769 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
Apartment for 2 persons, with swimming pool , in Cortona  …see more

16 Photos

Villa | 2 Bedrooms | sleeps 6

4 Nights min stay

Add to shortlist

from £99 /night

£688 - £1260 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Nice property comprising several stone buildings situated in panoramic location on the hills around Cortona, at 750 m above-sea-level. This property is surrounded by beautiful woods and valleys and offers extensive views.  …see more

16 Photos

Villa | 6 Bedrooms | sleeps 12

2 Nights min stay

Add to shortlist

from £933 /night

£6528 - £9836 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
A stunning completely renovated Tuscan farmhouse. The central stone building of the property dates back to the beginning of 1600, while the following sections were developed towards the end of 1800. It enjoys spectacular views across the Tuscan countryside  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

Add to shortlist

from £82 /night

£568 - £985 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
Apartment for 5 persons, with swimming pool , in Cortona  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 12

4 Nights min stay

Add to shortlist

from £107 /night

£744 - £1600 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Villa Neri is situated in San Lorenzo in close driving proximity to Cortona. Cortona is an antique Etruscan town which lies in the heart of the Chiana valley. You can even see the town perched on the hill in front of you  …see more

11 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £48 /night

£334 - £561 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
Villa / Farmhouse / Home in Cortona with 1 bedrooms sleeps 4  …see more

22 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

Add to shortlist

from £60 /night

£417 - £614 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
Apartment for 4 persons, with swimming pool , in Cortona  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £138 /night

£960 - £1200 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Cortona with 3 bedrooms sleeps 6  …see more

16 Photos

Farmhouse | 2 Bedrooms | sleeps 4

1 night min stay

Add to shortlist

from £99 /night

£688 - £1072 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Cortona with 2 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £57 /night

£396 - £840 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Cortona with 2 bedrooms sleeps 4  …see more

18 Photos

Villa | 6 Bedrooms | sleeps 14

4 Nights min stay

Add to shortlist

from £164 /night

£1144 - £2000 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Casa Delia is an antique villa which lies at the bottom of a green hill of Cortona in a quiet and panoramic position. The villa is surrounded by a big park, partly shaded by trees, and with its beautiful swimming pool looks onto the Chiana valley and Cortona  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £64 /night

£446 - £666 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
Apartment for 6 persons, with swimming pool , in Cortona  …see more

7 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £48 /night

£334 - £476 / week

View

Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Apartment / Condo in Cortona with 1 bedrooms sleeps 4  …see more

7 Photos

Apartment | 1 Bedroom | sleeps 2

5 Nights min stay

Add to shortlist

from £79 /night

£553 - £821 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Apartment Serenella can sleepandnbsp;2 persons. It is aandnbsp;traditionalandnbsp;Tuscanandnbsp;dwellingandnbsp;withandnbsp;terra cotta tilesandnbsp;andandnbsp;chestnut beamsandnbsp;adding to its natural elegance.andnbsp; There isandnbsp;one double  …see more

10 Photos

Farmhouse | 2 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £52 /night

£360 - £631 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Cortona with 2 bedrooms sleeps 6  …see more

20 Photos

House | 1 Bedroom | sleeps 2

1 night min stay

Add to shortlist

from £32 /night

£220 - £310 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Fastia C is a graceful cottage. It sleeps two people. It is appoximately 40 square meters (430 square feet)  …see more

12 Photos

Farmhouse | 5 Bedrooms | sleeps 9

3 Nights min stay

Add to shortlist

from £121 /night

£847 - £1608 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Camucia with 5 bedrooms sleeps 9  …see more

20 Photos

House | 2 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £58 /night

£400 - £720 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Grifone A is a graceful two-story apartment in the characteristic style of the Tuscan countryside. It sleeps six people. From Casa Grifone A you will have a pleasant view of the Tuscan countryside and of the hills  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £86 /night

£600 - £1047 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Cortona with 3 bedrooms sleeps 6  …see more

12 Photos

Farmhouse | 9 Bedrooms | sleeps 18

7 Nights min stay

Add to shortlist

from £338 /night

£2360 - £2720 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Cortona with 9 bedrooms sleeps 18  …see more

21 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £74 /night

£516 - £941 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
Apartment for 4 persons, with swimming pool , in Cortona  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £75 /night

£523 - £744 / week

View

Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Apartment / Condo in Cortona with 2 bedrooms sleeps 4  …see more