List your home
Apply filters
£ to

451 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 (6)
  • Capezzine (2)
  • Cegliolo (5)
  • Centoia (7)
  • Cignano (31)
  • Farinaio (2)
  • Fratta Sant'Agata (1)
  • Fratta Santa Caterina (9)
  • Fratticciola (22)
  • Localita Mucchia (4)
  • Mercatale di Cortona (21)
  • Montalla (5)
  • Montanare (5)
  • Montecchio, San Lorenzo (5)
  • Poggioni (4)
  • Ruffignano (2)
  • San Pietro a Cegliolo (45)

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
2,500 properties
Florence
982 properties
Venice, Veneto
487 properties
Trapani
475 properties
Amalfi Coast
453 properties
Lucca
437 properties
Palermo
414 properties
Cortona
411 properties
Sorrento, Campania
351 properties
Cefalu
313 properties
San Gimignano
288 properties
Taormina
275 properties
Greve in Chianti
262 properties
Massa Lubrense
245 properties
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
451 Results  |  
24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £619 /night

£4329 - £5192 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury holiday house for 12 persons, with swimming pool , in Cortona  …see more

12 Photos

Farmhouse | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £358 /night

£2500 - £2823 / 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 6 bedrooms sleeps 12  …see more

10 Photos

B&B | 1 Bedroom | sleeps 2

1 night min stay

Add to shortlist

from £186 /night

£1299 - £1638 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Bed & Breakfast in Cortona with 1 bedrooms sleeps 2  …see more

Featured properties

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 5
  • Car not necessary
  • No pets allowed
Apartment for 3 persons, with swimming pool , in Cortona  …see more

12 Photos

Cottage | 3 Bedrooms | sleeps 4

5 Nights min stay

Add to shortlist

from £267 /night

£1869 - £2492 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Theandnbsp;Casa Olivinaandnbsp;is a charming sight resting amidst the lush green hills of Cortona in the Val di Chiana.andnbsp;The Casa Olivina do has been recently renovated in true Tuscan style and comes complete with all modern comforts that allow you to thoroughly  …see more

15 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £231 /night

£1612 - £1761 / week

View

Key info:

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

12 Photos

Farmhouse | 4 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £248 /night

£1730 - £2771 / 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 8  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £76 /night

£527 - £750 / 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

9 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £60 /night

£419 - £546 / week

View

Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Apartment / Condo in Cortona with 1 bedrooms sleeps 2  …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 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Apartment for 10 persons, with swimming pool , in Cortona  …see more

12 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 5
  • Pets welcome
Villa / Farmhouse / Home in Cortona with 1 bedrooms sleeps 4  …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

12 Photos

Farmhouse | 5 Bedrooms | sleeps 9

3 Nights min stay

Add to shortlist

from £122 /night

£854 - £1621 / 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

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £248 /night

£1730 - £3113 / 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
Above the wood oven is engraved 1781. Villa Nello was restored in 2001. It develops on three floors, sleeping 8 people, plus a small independent single bedroom with bathroom.  …see more

10 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £61 /night

£424 - £904 / 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 4  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 12

2 Nights min stay

Add to shortlist

from £361 /night

£2525 - £3395 / week

View

Key info:

  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
Located only 500 metres (5 minutes on foot) from the very heart of Cortona, an ancient Etruscan town, Villa Casale is the ideal location for relaxing and stress-free holidays.  …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 5
  • 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 £235 /night

£1639 - £3073 / 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

20 Photos

House | 2 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £51 /night

£351 - £726 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Casa Livio A is a graceful apartment surrounded by the vegetation. It sleeps six people. It is appoximately 80 square meters (860 square feet). It features a shared swimming pool, a private terrace, a shared garden and winter heating. You will be roughly 3.5 km (2  …see more

12 Photos

Farmhouse | 5 Bedrooms | sleeps 9

4 Nights min stay

Add to shortlist

from £182 /night

£1271 - £2307 / 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 9  …see more

12 Photos

Farmhouse | 5 Bedrooms | sleeps 14

7 Nights min stay

Add to shortlist

from £156 /night

£1089 - £1815 / 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

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

20 Photos

Villa | 6 Bedrooms | sleeps 12

1 night min stay

Add to shortlist

from £133 /night

£928 - £2017 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Villa Berta is a spacious three-story villa surrounded by the vegetation. It sleeps 12 people. From Villa Berta you will have a pleasant view of the Tuscan countryside. Villa Berta is 170 square meters (1830 square feet)  …see more

16 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £133 /night

£928 - £2073 / 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

6 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

Add to shortlist

from £51 /night

£356 - £511 / week

View

Key info:

  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
Attractive apartment for 4 persons in Cortona  …see more

10 Photos

Farmhouse | 2 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £52 /night

£363 - £636 / 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 | 3 Bedrooms | sleeps 7

1 night min stay

Add to shortlist

from £58 /night

£404 - £807 / 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

15 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £46 /night

£320 - £478 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Originally a farm dating from the 16th century, Residence Il Casale lies near Cortona, on wooded hills above a valley. From here you have a wonderful view of the famous Etruscan city. The old main building as well as several outbuildings are situated along two sides ...  …see more

6 Photos

Apartment | 1 Bedroom | sleeps 2

5 Nights min stay

Add to shortlist

from £100 /night

£697 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Cortona Terrace is right in the center of the Cortona town, towering over the famous Piazza della Repubblica. Apartment Cortona Terrace has been totally done up in white, which gives the apartment a chic and at the same time, a tranquil ambience. The  …see more

20 Photos

Villa | 8 Bedrooms | sleeps 17

4 Nights min stay

Add to shortlist

from £271 /night

£1896 - £3460 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
La Colombaia is a leopoldine house, typical residence of the 16th century of the Val di Chiana, finely restored respecting the material and original architectonic characteristics.  …see more

22 Photos

Farmhouse | 2 Bedrooms | sleeps 4

1 night min stay

Add to shortlist

from £99 /night

£693 - £1080 / 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

24 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £217 /night

£1518 - £2024 / week

View

Key info:

  • Nearest beach 190 km
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
Attractive holiday house for 10 persons, with swimming pool , in Arezzo  …see more

10 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £50 /night

£347 - £525 / 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

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

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

Villa | 3 Bedrooms | sleeps 7

5 Nights min stay

Add to shortlist

from £327 /night

£2287 - £3702 / 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

20 Photos

House | 3 Bedrooms | sleeps 9

1 night min stay

Add to shortlist

from £118 /night

£820 - £1230 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Fastia Grande is a splendid apartment that covers the entire top floor of a villa. It sleeps nine people. From Villa Fastia Grande you will enjoy a pleasant view of the Tuscan hills and of the greenery  …see more

24 Photos

Farmhouse | 4 Bedrooms | sleeps 9

7 Nights min stay

Add to shortlist

from £125 /night

£871 - £1573 / 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 9  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £80 /night

£557 - £871 / 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

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 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Cortona with 1 bedrooms sleeps 2  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £173 /night

£1210 - £2178 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Beautiful, recently renovated villa Del Calcinaio with private pool and panoramic views from Cortona in Italy. Look at casasud.nl and book!  …see more

20 Photos

Farmhouse | 1 Bedroom | sleeps 2

1 night min stay

Add to shortlist

from £73 /night

£509 - £863 / 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

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £150 /night

£1050 - £1609 / 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

11 Photos

Cottage | 1 Bedroom | sleeps 2

5 Nights min stay

Add to shortlist

from £71 /night

£497 - £588 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Cottage in Cortona, Italy 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

11 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £87 /night

£605 - £904 / 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

14 Photos

Villa | 6 Bedrooms | sleeps 12

4 Nights min stay

Add to shortlist

from £108 /night

£750 - £1734 / 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
Il Biancospino is a gracious property ideal for families and small groups, immersed in the greens of the cortonese mountains between oak and chestnut trees.  …see more

20 Photos

House | 2 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £58 /night

£404 - £726 / 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

9 Photos

Farmhouse | 3 Bedrooms | sleeps 5

7 Nights min stay

Add to shortlist

from £97 /night

£675 - £886 / 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 Montalla with 3 bedrooms sleeps 5  …see more

12 Photos

Farmhouse | 4 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £133 /night

£928 - £1267 / 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

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 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Cortona with 1 bedrooms sleeps 2  …see more