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275 Results  |  
24 Photos

Villa / 3 Bedrooms / sleeps 6

Excellent 5/5 

7 Nights min stay

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from £94 / night

£653 - £1812 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Charming villa with private pool near Cortona and lake Trasimeno  …see more

6 Photos

Guest house / 1 Bedroom / sleeps 4

Excellent 5/5 

2 Nights min stay

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from £47 / night

£327 - £472 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
Delizioso appartamento in centro storico a Cortona.  …see more

20 Photos

House / 4 Bedrooms / sleeps 10

Excellent 5/5 

1 night min stay

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from £182 / night

£1269 - £2029 / week

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Key info:

  • Nearest beach 180 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Tuscany property in a old village with swimming pool and garden close to Cortona , Montepulciano and the Wine valley. one hour from Florence and two hours from Rome. 30 minutes from the highway and 10 from the train station.  …see more

Featured properties

24 Photos

House / 2 Bedrooms / sleeps 4

Excellent 5/5 

3 Nights min stay

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from £57 / night

£399 - £558 / week

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Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
"Il Villino di Cortona", is a cozy house nestled in the heart of val di chiana: in an area rich in history and cultural attractions. Tuscany holiday house. (exclusive use property, house, pool, garden). The veranda is ideal to enjoy a rich and tasty breakfast, or to immerse yourself in the reading a good book.  …see more

20 Photos

Villa / 6 Bedrooms / sleeps 12

Good 3/5 

4 Nights min stay

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from £119 / night

£830 - £1555 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Gloria is a quaint cottage that is set in a charming and panoramic position, with completely authentic surroundings. Immersed in the lush mountains of Cortona, near the border between Tuscany and Umbria  …see more

20 Photos

Villa / 8 Bedrooms / sleeps 17

4 Nights min stay

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from £415 / night

£2899 - £3624 / week

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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

14 Photos

Villa / 6 Bedrooms / sleeps 12

4 Nights min stay

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from £97 / night

£674 - £1812 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

16 Photos

Villa / 2 Bedrooms / sleeps 4

4 Nights min stay

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from £97 / night

£674 - £1193 / week

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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

18 Photos

Villa / 4 Bedrooms / sleeps 12

4 Nights min stay

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from £94 / night

£653 - £1450 / week

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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

16 Photos

Villa / 3 Bedrooms / sleeps 6

4 Nights min stay

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from £126 / night

£882 - £1450 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
The villa is situated within a large property and offers wonderful views on the surrounding countryside of Tuscany.  …see more

18 Photos

Villa / 6 Bedrooms / sleeps 14

4 Nights min stay

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from £137 / night

£953 - £1500 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

14 Photos

House / 1 Bedroom / sleeps 2

7 Nights min stay

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from £160 / night

£1120 - £1600 / week

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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

20 Photos

House / 3 Bedrooms / sleeps 7

7 Nights min stay

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from £61 / night

£421 - £834 / week

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Key info:

  • Swimming pool
  • Great 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

24 Photos

Villa / 3 Bedrooms / sleeps 6

Min stay varies

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from £212 / night

£1479 - £1793 / 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

24 Photos

Farmhouse / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £82 / night

£572 - £952 / week

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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

20 Photos

Farmhouse / 8 Bedrooms / sleeps 16

7 Nights min stay

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from £514 / night

£3595 - £6087 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Restored to high standard. Accommodation split in two private buildings. Ideal location between South Tuscany and Umbria. Private tennis court.  …see more

11 Photos

Villa / 3 Bedrooms / sleeps 6

Short stays welcome

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from £122 / night

£848 - £1196 / week

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Key info:

  • Nearest beach 25 km
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Coppa di Sopra is an elegant and enchanting villa overlooking one of Tuscany's favorite valleys - “Coppa di Sopra is a magical place.  …see more

18 Photos

Villa / 5 Bedrooms / sleeps 10

4 Nights min stay

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from £145 / night

£1015 - £2138 / week

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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

20 Photos

Villa / 4 Bedrooms / sleeps 8

4 Nights min stay

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from £239 / night

£1667 - £3004 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

16 Photos

Villa / 2 Bedrooms / sleeps 6

4 Nights min stay

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from £90 / night

£624 - £1269 / week

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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

13 Photos

Villa / 2 Bedrooms / sleeps 6

4 Nights min stay

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from £104 / night

£725 - £1432 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
La Farnetina is a charming independent Villa, part of a big property dating back to the first years of the 20th century, located in a beautiful position in the countryside around Cortona, at only 14 Km from the historical centre.  …see more

20 Photos

Villa / 5 Bedrooms / sleeps 10

4 Nights min stay

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from £252 / night

£1761 - £3004 / week

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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

16 Photos

Villa / 5 Bedrooms / sleeps 12

4 Nights min stay

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from £300 / night

£2100 - £3954 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Villa Torre degli Elci is set in the greens of the Tuscan countryside, midst olives and cypress trees and just 4 km from Cortona. The name of the Villa derives from the old sighting tower which has testimonials from 13th and 14th century and which became a monastery  …see more

20 Photos

Villa / 4 Bedrooms / sleeps 9

4 Nights min stay

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from £164 / night

£1142 - £2591 / week

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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 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

23 Photos

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £68 / night

£471 - £1014 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This pretty house, with 3 bedrooms and 3 bathrooms can host 6 people, so it is ideal for a large group of friends. Located in Tuscany Italy, this pretty house offers a swimming pool.  …see more

18 Photos

Villa / 4 Bedrooms / sleeps 8

4 Nights min stay

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from £329 / night

£2300 - £4145 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Lovingly restored in 2004 Villa Orlando sleeps 8 people comfortably with four bedrooms, all with en-suite bathrooms with showers. This villa is perfect for families or groups that like to spend time enjoying the outdoors.  …see more

22 Photos

Villa / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £95 / night

£660 - £943 / week

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Key info:

  • Nearest beach 155 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Villino Laura is an old mill immersed in the picturesque green Tuscan countryside only few kilometres from Cortona and has been completely restored maintaining its original charm. It is 100 square meters and can accommodate 4 persons in two bedrooms and two bathrooms.  …see more

23 Photos

Villa / 4 Bedrooms / sleeps 6

7 Nights min stay

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from £187 / night

£1305 - £1667 / week

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Key info:

  • Nearest beach 125 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Barbara is situated on the top of a hill kissed by the sun and caressed by the stars. Skilfully restored to keep its ancient charm untouched, it attracts with its solemn dignity and with marked environmental, landscaping.  …see more

16 Photos

Villa / 4 Bedrooms / sleeps 10

4 Nights min stay

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from £120 / night

£834 - £1863 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

24 Photos

House / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £59 / night

£407 - £827 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This pretty, rustic, air-conditioned holiday cottage is located in a small hamlet consisting of 4 stone-built houses on a hill overlooking the valley. This property is one of 3 holiday rentals and the fourth house belongs to the owner. With traditional furnishings an...  …see more

36 Photos

Apartment / 1 Bedroom / sleeps 4

5 Nights min stay

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from £80 / night

£558 - £761 / week

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Key info:

  • Nearest beach 180 km
  • Great for children of all ages
  • No pets allowed
These two apartments can accommodate a total of 12 guests if rented together but can also be rented individually for groups of 2-4 and up to 8 respectively. Casa Medicea is conveniently located right in the heart of Cortona near to all amenities.  …see more

36 Photos

Apartment / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £203 / night

£1421 - £1624 / week

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Key info:

  • Nearest beach 180 km
  • Great for children of all ages
  • No pets allowed
These two apartments can accommodate a total of 12 guests if rented together but can also be rented individually for groups of 2-4 and up to 8 respectively. Casa Medicea is conveniently located right in the heart of Cortona near to all amenities.  …see more

24 Photos

Farmhouse / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £79 / night

£550 - £958 / week

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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

24 Photos

Farmhouse / 4 Bedrooms / sleeps 10

7 Nights min stay

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from £126 / night

£879 - £1977 / week

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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

23 Photos

Apartment / 3 Bedrooms / sleeps 6

Min stay varies

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from £108 / night

£751 - £1142 / week

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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

19 Photos

Apartment / 4 Bedrooms / sleeps 7

Min stay varies

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from £155 / night

£1084 - £1414 / 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

18 Photos

Apartment / 4 Bedrooms / sleeps 4

Min stay varies

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from £95 / night

£660 - £943 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Mirasolandnbsp;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; Apartment Mirasol is anandnbsp;independent cottageandnbsp;which has aandnbsp;covered porch, a  …see more

12 Photos

Cottage / 3 Bedrooms / sleeps 4

5 Nights min stay

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from £192 / night

£1343 - £2239 / week

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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

20 Photos

House / 2 Bedrooms / sleeps 6

6 Nights min stay

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from £46 / night

£316 - £653 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Livio C is a welcoming apartment surrounded by meadows and by green hills. It sleeps six people. It is appoximately 80 square meters (860 square feet). It features a shared swimming pool, a shared garden, a reserved outdoor area and winter heating  …see more

24 Photos

Farmhouse / 5 Bedrooms / sleeps 14

7 Nights min stay

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from £142 / night

£989 - £1648 / week

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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 5 bedrooms sleeps 14  …see more

24 Photos

Farmhouse / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £111 / night

£775 - £1357 / week

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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

24 Photos

Farmhouse / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £198 / night

£1384 - £1677 / week

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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

9 Photos

Apartment / 1 Bedroom / sleeps 4

4 Nights min stay

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from £55 / night

£385 - £605 / week

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Key info:

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

18 Photos

Farmhouse / 1 Bedroom / sleeps 2

7 Nights min stay

Add to shortlist

from £41 / night

£286 - £443 / week

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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

10 Photos

Apartment / 2 Bedrooms / sleeps 4

Min stay varies

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from £83 / night

£579 - £797 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment 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

8 Photos

Apartment / 1 Bedroom / sleeps 2

Min stay varies

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from £79 / night

£548 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Cortona Nest 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

18 Photos

Apartment / 3 Bedrooms / sleeps 6

Min stay varies

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from £155 / night

£1084 - £1366 / 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

20 Photos

House / 3 Bedrooms / sleeps 9

5 Nights min stay

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from £118 / night

£820 - £1230 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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 / 5 Bedrooms / sleeps 9

3 Nights min stay

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from £111 / night

£775 - £1472 / week

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Key info:

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

9 Photos

Apartment / 1 Bedroom / sleeps 2

3 Nights min stay

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from £55 / night

£381 - £496 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Apartment / Condo in Cortona with 1 bedrooms sleeps 2  …see more

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