List your home
Apply filters
£ to

287 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 locations
  • Bagnolo (5)
  • Capezzine (2)
  • Cegliolo (4)
  • Centoia (5)
  • Cignano (30)
  • Farinaio (2)
  • Fratta Sant'Agata (1)
  • Fratta Santa Caterina (8)
  • Fratticciola (5)
  • Localita Mucchia (4)
  • Mercatale di Cortona (18)
  • Montalla (5)
  • Montanare (4)
  • Montecchio, San Lorenzo (4)
  • Poggioni (3)
  • Ruffignano (2)
  • San Pietro a Cegliolo (29)

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
2,350 properties
Florence
975 properties
Venice, Veneto
504 properties
Trapani
471 properties
Amalfi Coast
431 properties
Lucca
429 properties
Palermo
402 properties
Cortona
386 properties
Sorrento, Campania
342 properties
Cefalu
314 properties
San Gimignano
262 properties
Taormina
262 properties
Greve in Chianti
236 properties
Massa Lubrense
229 properties

Filters applied: BBQ (287)

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
287 Results  |  
24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £248 /night

£1732 - £2142 / week

View

Key info:

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

24 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £336 /night

£2351 - £3463 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Stunning Luxury villa in walking distance from Cortona, the famous and well know medieval village thanks to the "under the Tuscan sun" book and movie.  …see more

24 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £84 /night

£587 - £889 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Pets welcome
  • Private garden
Villa in Cortona with 1 bedrooms sleeps 2  …see more

Featured properties

11 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

Add to shortlist

from £98 /night

£684 - £1266 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
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

16 Photos

Villa | 2 Bedrooms | sleeps 4

4 Nights min stay

Add to shortlist

from £100 /night

£694 - £928 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
This charming independent villa is situated in panoramic position in the Cortonese Mountains above the Etruscan hill town of Cortona. It's ideal location make it easy visit the most renowned historical and art cities of Tuscany and Umbria.  …see more

24 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £37 /night

£255 - £363 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Cortona with 1 bedrooms sleeps 2  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £181 /night

£1265 - £2530 / week

View

Key info:

  • Nearest beach 190 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Attractive holiday house for 10 persons, with swimming pool , in Arezzo  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £60 /night

£416 - £625 / week

View

Key info:

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

16 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

Add to shortlist

from £280 /night

£1960 - £2613 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
The structure of this beautiful villa dates back to 1800s. The house was fully and lovingly restored in 1998 and measures approximately 142 square metres. The Villa Melograno is located on a family estate, where there are 2 other villas, both also used for vacation  …see more

22 Photos

Villa | 4 Bedrooms | sleeps 9

5 Nights min stay

Add to shortlist

from £196 /night

£1372 - £2492 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
This Tuscan villa for rental can comfortably sleep up toandnbsp;9 members.andnbsp;Theandnbsp;first floorandnbsp;has all at its reach as aandnbsp;large living room, a dining room, a kitchen, a single bedroom, a bathroom with shower functions, wash basin, bidet, and WC  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £248 /night

£1730 - £2884 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Liliana is perfectly situated to enjoy the spectacular views of our beautiful valley. Villa Liliana sleeps up to 10 people.  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

Add to shortlist

from £58 /night

£406 - £603 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 3 persons, with swimming pool , in Cortona  …see more

12 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £49 /night

£337 - £566 / week

View

Key info:

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

8 Photos

Farmhouse | 1 Bedroom | sleeps 4

7 Nights min stay

Add to shortlist

from £57 /night

£394 - £585 / week

View

Key info:

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

18 Photos

Villa | 4 Bedrooms | sleeps 12

4 Nights min stay

Add to shortlist

from £108 /night

£750 - £1049 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • 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 £49 /night

£337 - £566 / week

View

Key info:

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

12 Photos

Farmhouse | 4 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £65 /night

£455 - £874 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Cortona with 4 bedrooms sleeps 8  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 5

7 Nights min stay

Add to shortlist

from £76 /night

£527 - £919 / week

View

Key info:

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

12 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £87 /night

£605 - £1055 / week

View

Key info:

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

11 Photos

Villa | 2 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £56 /night

£388 - £684 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Holiday house for 6 persons in Cortona  …see more

19 Photos

Villa | 1 Bedroom | sleeps 4

7 Nights min stay

Add to shortlist

from £93 /night

£649 - £1089 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Holiday house for 4 persons, with swimming pool , in Cortona  …see more

22 Photos

Villa | 7 Bedrooms | sleeps 16

5 Nights min stay

Add to shortlist

from £294 /night

£2056 - £2740 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Leopoldine gets its name from its architectural style in which it is built. History has it that in the 16th century, the Grand Duke of Tuscany Pietro Leopoldo worked towards the providing the farmers of the Val di Chiana better living conditions and financed the  …see more

18 Photos

Villa | 5 Bedrooms | sleeps 10

4 Nights min stay

Add to shortlist

from £132 /night

£924 - £1730 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
The property is situated on the hills which surround Cortona. It's a characteristic villa in rustic style which develops on two independent levels, each equipped with kitchen and comforts.  …see more

12 Photos

Apartment | 4 Bedrooms | sleeps 8

4 Nights min stay

Add to shortlist

from £206 /night

£1437 - £1875 / week

View

Key info:

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

12 Photos

Farmhouse | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £218 /night

£1525 - £1848 / week

View

Key info:

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

10 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £69 /night

£479 - £769 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Cortona with 3 bedrooms sleeps 6  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

Add to shortlist

from £61 /night

£423 - £626 / week

View

Key info:

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

16 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

Add to shortlist

from £350 /night

£2450 - £3920 / 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

10 Photos

Farmhouse | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £74 /night

£516 - £767 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Cortona with 1 bedrooms sleeps 2  …see more

11 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £49 /night

£337 - £566 / week

View

Key info:

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

8 Photos

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

Add to shortlist

from £58 /night

£406 - £603 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 3 persons, with swimming pool , in Cortona  …see more

9 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £72 /night

£500 - £726 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Cortona with 1 bedrooms sleeps 2  …see more

18 Photos

Villa | 6 Bedrooms | sleeps 14

5 Nights min stay

Add to shortlist

from £178 /night

£1246 - £1494 / 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

18 Photos

Farmhouse | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £45 /night

£315 - £487 / week

View

Key info:

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

12 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £43 /night

£300 - £503 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Cortona with 1 bedrooms sleeps 2  …see more

11 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £49 /night

£337 - £566 / week

View

Key info:

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

17 Photos

Apartment | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £74 /night

£516 - £823 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Apartment for 6 persons, with swimming pool , in Cortona  …see more

11 Photos

Farmhouse | 1 Bedroom | sleeps 3

7 Nights min stay

Add to shortlist

from £54 /night

£377 - £564 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Cortona with 1 bedrooms sleeps 3  …see more

12 Photos

Farmhouse | 4 Bedrooms | sleeps 10

3 Nights min stay

Add to shortlist

from £85 /night

£590 - £1071 / week

View

Key info:

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

24 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £61 /night

£426 - £608 / week

View

Key info:

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

20 Photos

Villa | 3 Bedrooms | sleeps 7

5 Nights min stay

Add to shortlist

from £327 /night

£2287 - £2722 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Sardegnaandnbsp;lies in Capo Boi, a rocky promontory on the sea, situated on the way from Cagliari to Villasimius, the vacation destination often referred to as theandnbsp;Polynesia of the Mediterranean.andnbsp;andnbsp; Villa Sardegna expands onandnbsp;200  …see more

11 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £58 /night

£404 - £688 / week

View

Key info:

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

16 Photos

Villa | 2 Bedrooms | sleeps 6

4 Nights min stay

Add to shortlist

from £100 /night

£694 - £928 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

12 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £60 /night

£416 - £625 / week

View

Key info:

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

12 Photos

Farmhouse | 2 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £65 /night

£455 - £723 / week

View

Key info:

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

12 Photos

Farmhouse | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £203 /night

£1416 - £2371 / week

View

Key info:

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

20 Photos

Villa | 8 Bedrooms | sleeps 17

7 Nights min stay

Add to shortlist

from £461 /night

£3226 - £3630 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
The property Villa il Trebbio is an antique palace close to Cortona which dates back to the 16th century. The farmhouse in stone has been personally furnished by the owner with antique family pieces and reflects a simple and at the same time elegant atmosphere  …see more

7 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £78 /night

£545 - £729 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
Holiday house for 2 persons, with swimming pool , in Cortona  …see more

14 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £160 /night

£1120 - £1600 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Pets welcome
  • Private garden

Tucked away in the blissful rolling countryside on the edge of Cortona, this stone cottage with its private pool is a delightful hideaway for a coupleseeking to experience the best of Tuscany and Umbria.

 …see more

24 Photos

Apartment | 4 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £91 /night

£632 - £1147 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Apartment for 10 persons, with swimming pool , in Cortona  …see more