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295 Results   |  
18 Photos

from £139 / night

£967 - £1523 / week

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Cortona holiday villa rental

Province of Arezzo / Cortona

Villa / 6 Bedrooms / sleeps 14

4 Nights min stay

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from £139 / night

£967 - £1523 / 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

20 Photos

Province of Arezzo / Cortona

Villa / 8 Bedrooms / sleeps 17

4 Nights min stay

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from £421 / night

£2942 - £3677 / 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

19 Photos

Cortona / Fratticciola

Villa / 9 Bedrooms / sleeps 18

4 Nights min stay

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from £310 / night

£2170 - £3155 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
A holiday farm for a different holiday experience in untouched nature and relaxation. The Palazzo is an enchanting late 19th century country building recently fully renovated and restored, returning to its ancient splendour through accurate work, divided in 6 apartments  …see more

Featured properties

16 Photos

Province of Arezzo / Cortona

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

16 Photos

from £121 / night

£846 - £1890 / week

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Cortona holiday villa rental

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 10

7 Nights min stay

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from £121 / night

£846 - £1890 / 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

16 Photos

Cortona / Bagnolo

Villa / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £98 / night

£684 - £1210 / 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

22 Photos

from £253 / night

£1765 - £2721 / week

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Holiday villa in Cegliolo

Cortona / Cegliolo

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £253 / night

£1765 - £2721 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
This stunning villa is located 2,5 km from Cortona. Recently renovated and nicely furnished, it is an 18th century Tuscan stone house. Surrounded by olive trees and facing south with lovely views across the valley below, Villa San Pietro is very private and quiet  …see more

16 Photos

Cortona / Bagnolo

Villa / 2 Bedrooms / sleeps 6

4 Nights min stay

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from £91 / night

£633 - £1287 / 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

Province of Arezzo / Cortona

Villa / 2 Bedrooms / sleeps 6

4 Nights min stay

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from £106 / night

£736 - £1453 / 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

16 Photos

from £106 / night

£736 - £1471 / week

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Cortona holiday villa rental

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £106 / night

£736 - £1471 / 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

17 Photos

Province of Arezzo / Cortona

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £420 / night

£2940 / 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
This charming old villa inserted in the enchanting setting of the typical chiana valley Tuscan landscape, Villa Salcotto lies at the foot of the hill of Cortona, a delightful town whose Etruscan origins left it with a still very conspicuous archaeological heritage  …see more

18 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 12

4 Nights min stay

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from £95 / night

£662 - £1471 / 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

11 Photos

from £142 / night

£993 - £1214 / week

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Holiday villa in Cortona

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 6

Short stays welcome

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from £142 / night

£993 - £1214 / 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

from £148 / night

£1030 - £2170 / week

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Cortona holiday villa rental

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £148 / night

£1030 - £2170 / 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

24 Photos

Province of Arezzo / Cortona

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £249 / night

£1743 - £3000 / week

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Key info:

  • Nearest beach 135 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
With a history dating back to the 17th century, this recently renovated villa distinguishes itself not only by its traditional architectural features and elegant antique furnishings, but above all by its unequalled setting.  …see more

10 Photos

Province of Arezzo / Cortona

Farmhouse / 1 Bedroom / sleeps 2

7 Nights min stay

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from £68 / night

£475 - £706 / week

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Key info:

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

12 Photos

Cortona / Montalla

Farmhouse / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £128 / night

£892 - £1560 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa in Il Castagno with 4 bedrooms sleeps 8  …see more

20 Photos

Province of Arezzo / Cortona

Farmhouse / 8 Bedrooms / sleeps 16

7 Nights min stay

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from £522 / night

£3648 - £6177 / 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

20 Photos

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £256 / night

£1787 - £3048 / 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

24 Photos

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £333 / night

£2331 - £3081 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Villa Panorama is a 17th century farmhouse immersed in an oasis of peace and silence, yet near important and lively cultural centres such as Cortona, Arezzo, Siena and Perugia. The main villa can host up to 6 guests, while two annexes increase the c  …see more

14 Photos

from £160 / night

£1120 - £1600 / week

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Home rental in Cortona

Province of Arezzo / Cortona

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

13 Photos

from £169 / night

£1177 - £1986 / week

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Cortona holiday farmhouse rental

Province of Arezzo / Cortona

Farmhouse / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £169 / night

£1177 - £1986 / 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 holiday farmhouse ?Il Cipresso? sits on the foothills of Cortona, a world-famous ancient Etruscan town, in the small hamlet of Fossa del Lupo. The farmhouse was converted form two old stone annexes that were renovated in typical local rustic style  …see more

20 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £242 / night

£1692 - £3048 / 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

18 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £242 / night

£1692 - £3048 / 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

from £96 / night

£670 - £956 / week

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Holiday villa rental

Cortona / Montecchio

Villa / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £96 / night

£670 - £956 / 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

20 Photos

Cortona / Bagnolo

Villa / 5 Bedrooms / sleeps 11

3 Nights min stay

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from £127 / night

£883 - £1765 / week

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Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Farmhouse near Cortona, in the Chiana Valley with wonderful panoramic view. Ideal solution for relaxing holidays in the Tuscan countryside. Swimming pool, barbecue, Internet connection, table-tennis table, mountain bikes. Tennis club and riding stable nearby.  …see more

24 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 10

7 Nights min stay

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from £242 / night

£1692 - £3048 / week

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Key info:

  • Nearest beach 160 km
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
This cozy villa in Cortona can accommodate up to 6 people. It has a swimming pool, a living room, 5 bedrooms and 5 bathrooms.  …see more

24 Photos

Province of Arezzo / Cortona

Villa / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £158 / night

£1103 - £1839 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
This villa in Cortona's countryside sleeps up to 4 people. It is fully equipped and it even boasts its own garden and swimming pool. It is close to the famous art cities in the region so it works as an ideal starting point for a holiday in Tuscany.  …see more

23 Photos

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £69 / night

£478 - £1029 / 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

16 Photos

from £261 / night

£1827 - £3292 / week

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Holiday villa rental

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 8

5 Nights min stay

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from £261 / night

£1827 - £3292 / 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

18 Photos

Province of Arezzo / Cortona

Farmhouse / 1 Bedroom / sleeps 2

7 Nights min stay

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from £42 / night

£289 - £448 / 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

71 Photos

Province of Arezzo / Cortona

Apartment / 2 Bedrooms / sleeps 6

2 Nights min stay

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from £52 / night

£364 - £699 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Reggia Etruria is a wonderful complex of 4 apartments in Tuscany, all fitted with modern amenities and extremely comfortable, surrounded by a splendid panoramic garden with swimming, pool, and located nearby Arezzo, Pienza, Siena, and Cortona.  …see more

24 Photos

from £173 / night

£1211 - £2154 / week

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Holiday farmhouse in Cortona

Province of Arezzo / Cortona

Farmhouse / 4 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £173 / night

£1211 - £2154 / week

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Key info:

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

24 Photos

Province of Arezzo / Cortona

Farmhouse / 3 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £113 / night

£786 - £1376 / week

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Key info:

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

24 Photos

Province of Arezzo / Cortona

Farmhouse / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £53 / night

£367 - £780 / 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 2 bedrooms sleeps 4  …see more

24 Photos

Province of Arezzo / Cortona

Farmhouse / 5 Bedrooms / sleeps 14

7 Nights min stay

Add to shortlist

from £144 / night

£1003 - £1671 / 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

Province of Arezzo / Cortona

Farmhouse / 4 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £128 / night

£892 - £2006 / 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

22 Photos

from £179 / night

£1251 - £2839 / week

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Villa rental in Cortona

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 9

5 Nights min stay

Add to shortlist

from £179 / night

£1251 - £2839 / 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

12 Photos

from £195 / night

£1362 - £2272 / week

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Cottage rental in Cortona

Province of Arezzo / Cortona

Cottage / 3 Bedrooms / sleeps 4

5 Nights min stay

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from £195 / night

£1362 - £2272 / 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

18 Photos

Cortona / Fratticciola

Farmhouse / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £48 / night

£334 - £483 / week

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Key info:

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

24 Photos

Province of Arezzo / Cortona

Farmhouse / 3 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £83 / night

£579 - £966 / 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

16 Photos

Cortona / Fratticciola

Farmhouse / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £69 / night

£483 - £832 / week

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Key info:

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

23 Photos

Cortona / Fratticciola

Farmhouse / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £69 / night

£483 - £832 / week

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Key info:

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

10 Photos

Province of Arezzo / Cortona

Farmhouse / 2 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £48 / night

£334 - £585 / 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 2 bedrooms sleeps 6  …see more

24 Photos

Province of Arezzo / Cortona

Farmhouse / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £80 / night

£557 - £972 / 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

22 Photos

from £103 / night

£715 - £1589 / week

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Villa letting in Cortona

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 12

5 Nights min stay

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from £103 / night

£715 - £1589 / 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

70 Photos

Province of Arezzo / Cortona

Apartment / 2 Bedrooms / sleeps 6

2 Nights min stay

Add to shortlist

from £46 / night

£320 - £662 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Reggia Etruria is a wonderful complex of 4 apartments in Tuscany, all fitted with modern amenities and extremely comfortable, surrounded by a splendid panoramic garden with swimming, pool, and located nearby Arezzo, Pienza, Siena, and Cortona.  …see more

21 Photos

Cortona / Fratticciola

Farmhouse / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £48 / night

£334 - £483 / week

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Key info:

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

12 Photos

Cortona / Montalla

Farmhouse / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £54 / night

£372 - £520 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa in Cortona with 2 bedrooms sleeps 4  …see more

22 Photos

Province of Arezzo / Cortona

Farmhouse / 1 Bedroom / sleeps 2

7 Nights min stay

Add to shortlist

from £68 / night

£475 - £706 / week

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Key info:

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

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