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332 Holiday homes in Cortona

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332 Results  |  
20 Photos

Villa | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £237 /night

£1653 - £2364 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Amidst the olive trees that surround the walls of the ancient city of Cortona, lies Villa Olea, a delightful recently restored property, ideal for all who search privacy and tranquility.  …see more

20 Photos

House | 3 Bedrooms | sleeps 7

1 night min stay

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from £69 /night

£480 - £951 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Livio B is a spacious two-story apartment made of stone. It sleeps seven people. It is appoximately 90 square meters (970 square feet)  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £58 /night

£400 - £672 / week

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Key info:

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

Featured properties

16 Photos

Villa | 2 Bedrooms | sleeps 6

4 Nights min stay

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from £102 /night

£711 - £1302 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • 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

11 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £63 /night

£435 - £736 / week

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Key info:

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

22 Photos

Villa | 4 Bedrooms | sleeps 12

5 Nights min stay

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from £115 /night

£804 - £1786 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
The delightful Villa Norella housesandnbsp;two comfortablyandnbsp;furnished, yet completely separate apartments, with each apartment containing a huge living room with a sofa bed, a wellandnbsp;equipped kitchen, two bedrooms, and a bathroom with a shower.andnbsp;  …see more

16 Photos

Farmhouse | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £586 /night

£4100 - £6943 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
This beautiful property is located in a very panoramic position in the southern part of Tuscany, only 15 kms from Montepulciano and 15 kms away from the town of Cortona, nowadays known not only for its beauty, but also as the setting of the famous book “Under the Tuscan  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 2

5 Nights min stay

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from £82 /night

£572 - £848 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Apartment Limonaia,andnbsp;accommodatesandnbsp;two guests, and the apartment is aandnbsp;traditional Tuscan apartment, with the rich, warm colours of terracotta and chestnut beams lending a timeless elegance.andnbsp; Theandnbsp;roomsandnbsp;areandnbsp;spacious and  …see more

6 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £51 /night

£356 - £511 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Apartment for 4 persons in Cortona  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £63 /night

£435 - £736 / week

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Key info:

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

4 Photos

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

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from £73 /night

£511 - £689 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 3 persons in Cortona  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 14

7 Nights min stay

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from £165 /night

£1153 - £1922 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Holiday house for 14 persons, with swimming pool , in Cortona  …see more

14 Photos

Apartment | 3 Bedrooms | sleeps 5

5 Nights min stay

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from £179 /night

£1250 - £1562 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Pigeon House is located right in the heart of Cortona city. The building in which it is located is situated right opposite Piazza della Repubblica, next to the Palazzo Comunale, a lovely medieval structure which was used for performances by eminent artistes  …see more

21 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £74 /night

£516 - £941 / week

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Key info:

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

12 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £296 /night

£2067 - £3100 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
This beautiful 5 bedroom villa enjoys a privileged elevated location. The villa is surrounded by woodland with impressive views of Valdichiana and even Lake Trasimeno.  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £88 /night

£616 - £964 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Apartment Orchidea, 19th century apartment for holiday rentals just outside Cortona in eastern Tuscany, is surrounded by olive groves and chestnut woods, looking out over the massive Valdichiana and the foothills of the Apennine Alps.andnbsp; The area combines great  …see more

20 Photos

Villa | 8 Bedrooms | sleeps 17

4 Nights min stay

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from £278 /night

£1943 - £3885 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • 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

17 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £384 /night

£2686 - £3926 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Villa Noce is split on two levels, with the ground floor offering a large living and dining room. The interior is an authentically rustic affair, with the antique furniture in keeping with the traditional feel of the outside space.  …see more

15 Photos

Villa | 5 Bedrooms | sleeps 8

7 Nights min stay

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from £266 /night

£1860 - £2511 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
The structure of this beautiful villa dates back to 1781, which is the date you will find engraved above the wood oven. The house was fully and lovingly restored in 2001 and measures approximately 160 square metres.andnbsp; Theandnbsp;Villa Lavandaandnbsp;is located  …see more

17 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £85 /night

£591 - £924 / week

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Key info:

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

24 Photos

Apartment | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £91 /night

£632 - £1147 / week

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Key info:

  • Swimming pool
  • Suitable 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

8 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £62 /night

£429 - £649 / week

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Key info:

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

11 Photos

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

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from £58 /night

£406 - £603 / week

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Key info:

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

19 Photos

Apartment | 4 Bedrooms | sleeps 7

7 Nights min stay

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from £215 /night

£1505 - £1612 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Ginestrellaandnbsp;is an exceptional apartment for rent in Tuscany located in a 17th century farmhouse near the historic town of Cortona.andnbsp; Apartment Ginestrella resides at theandnbsp;first floorandnbsp;of the amazing villa encircled by a charming  …see more

16 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £359 /night

£2511 - £4520 / week

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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

House | 2 Bedrooms | sleeps 6

1 night min stay

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from £60 /night

£414 - £744 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • 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

15 Photos

Villa | 5 Bedrooms | sleeps 12

7 Nights min stay

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from £259 /night

£1808 - £3408 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Holiday house for 12 persons, with swimming pool , in Arezzo  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £506 /night

£3540 - £4685 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
CoCortona Tuscan Villa with pool- rural views and two independent annexes within walking distance of the medieval walled town of Cortona.  …see more

17 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £55 /night

£380 - £450 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Casa Severina is a characteristic apartment. It sleeps four people. From Casa Severina you will have a partial view of Piazza della Repubblica (Republic Square). Casa Severina is 65 square meters (700 square feet)  …see more

18 Photos

Apartment | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £208 /night

£1451 - £1558 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Gelsiminoandnbsp;is located in an antique palace near the town of Cortona build in 1600 and provides an ideal setting for a holiday in Tuscany countryside.andnbsp; The apartment can comfortable accommodateandnbsp;6 guests, it has two entries and own garden  …see more

8 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

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from £83 /night

£575 - £687 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
not only the magical beauty of being perched on top of a hill at an altitude of 600 m with a breathtaking view of the chiana valley, with the bright mirror-like reflection of lake trasimeno in the distance along with the sienese hills stretching as far as mount amiata, its ancient origins (which reach far back in time, so much so that according to legend its foundations have been attributed to noah or ulysses!), its strong etruscan character (the town walls give us an idea of how important it was in that period) and combined with its strong medieval imprint (the alleys that wind up to the top of the town) have created the fame of cortona, but most of all for its lively, kind and genuine personality and its cultural viability (numerous art, gastronomic and cultural events take place all year round, such as the famous tuscan sun festival with internationally famous artists) make it truly unique and one of the most fascinating and desirable places to spend a holiday in tuscany. casa gilda offers you the rare opportunity of living in a typical cortona-style house; this is where the owner's great-grandmother once lived, an eccentric nonconformist woman, descendant of a cultured family, who cultivated particular interests for their time, such as medicinal herbs, homoeopathy, astrology and photography. Situated at the beginning of the famous ruga piana, the town's "corso" (main street) and the its only flat street, the largest apartment has the typical vertical layout and as the fulcrum is a convenient stone stairway with cast iron handrail, from where the various areas develop out. Some windows overlook the central streets, the others overlook the valley with an incredible panorama. The owner has just finished renovating it, entirely preserving the original structure and adding value to its unique elements, furnishing it with a mixture of ancient traditional tuscan pieces and original elements, modern and comfortable, which create a very cosy and welcoming atmosphere. The smallest apartment is on the ground floor and is accessed from a doorway on the street from the entrance, which is shared between the 2 apartments (the building consists of only 2 independent apartments that can also be rented together for a large group of people), has windows with views of the alley towards the valley and is just as pleasant and comfortable. Casa gilda is situated at the beginning of the pedestrian street in cortona; the guests can unload their luggage 50 m from the house in the small square, where there is a car park and where also the escalator arrives, which goes up from the free car park below.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £169 /night

£1182 - £1962 / week

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Key info:

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

18 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £178 /night

£1240 - £2232 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • 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

11 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £131 /night

£916 - £1599 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Holiday house for 6 persons, with swimming pool , in Cortona  …see more

22 Photos

Villa | 4 Bedrooms | sleeps 9

5 Nights min stay

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from £201 /night

£1406 - £3191 / week

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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

16 Photos

Villa | 6 Bedrooms | sleeps 12

2 Nights min stay

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from £970 /night

£6789 - £10228 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
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

18 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £214 /night

£1498 - £2221 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
This typical Tuscan-styled agritourism farmhouse is charming and dates back to the 15th century. It is located in one of the most beautiful hamlets of Italy, Preggio, which is near Cortona.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £217 /night

£1518 - £2530 / week

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Key info:

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

18 Photos

Villa | 6 Bedrooms | sleeps 16

Excellent 5/5 

7 Nights min stay

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from £296 /night

£2067 - £3100 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • 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

12 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £64 /night

£446 - £666 / week

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Key info:

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

20 Photos

House | 2 Bedrooms | sleeps 6

1 night min stay

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from £60 /night

£414 - £744 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Grifone B is a graceful one-story apartment surrounded by meadows and by green hills. It sleeps six people. From Casa Grifone B you will have a fascinating view of the Tuscan countryside. Casa Grifone B is 90 square meters (970 square feet)  …see more

5 Photos

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

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from £64 /night

£448 - £580 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Apartment for 3 persons in Cortona  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £134 /night

£933 - £1681 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Holiday house for 9 persons, with swimming pool , in Cortona  …see more

24 Photos

Villa | 9 Bedrooms | sleeps 16

5 Nights min stay

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from £384 /night

£2686 - £4298 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Cortonaandnbsp;is a 16th century palace situated nearby the town of Cortona.andnbsp;This 380 square meters property consists ofandnbsp;three apartmentsandnbsp;and accommodate up toandnbsp;16 peopleandnbsp;if rented together. Theandnbsp;first  …see more

22 Photos

Villa | 7 Bedrooms | sleeps 16

5 Nights min stay

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from £301 /night

£2107 - £4214 / week

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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

20 Photos

House | 1 Bedroom | sleeps 4

1 night min stay

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from £56 /night

£390 - £580 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Fastia A is a graceful apartment. It sleeps four people. From Villa Fastia A you will enjoy a pleasant view of the Tuscan hills and of the greenery. Villa Fastia A is 60 square meters (645 square feet)  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £241 /night

£1687 - £2044 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Villa Sereniaandnbsp;is situated amidstandnbsp;chestnut woods and olive grovesandnbsp;near the lovely Lake Trasimeno.andnbsp;Villa Serenia can accommodate up toandnbsp;six guests.andnbsp;This Tuscan villa is traditional withandnbsp;terracotta flooring and chestnut  …see more

18 Photos

Villa | 5 Bedrooms | sleeps 9

7 Nights min stay

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from £130 /night

£910 - £1733 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Holiday house for 9 persons, with swimming pool , in Cortona  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £254 /night

£1773 - £3306 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • 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

20 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £254 /night

£1773 - £3191 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • 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