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134 Holiday homes in Cortona

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Filters applied: Walking holidays (134)

134 Results  |  
20 Photos

Villa | 6 Bedrooms | sleeps 12

4 Nights min stay

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from £136 /night

£947 - £1773 / week

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Key info:

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

18 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

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from £307 /night

£2145 - £3860 / 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
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

16 Photos

Villa | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £119 /night

£827 - £1653 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
The villa is situated within a large property and offers wonderful views on the surrounding countryside of Tuscany.  …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

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

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

18 Photos

Villa | 4 Bedrooms | sleeps 12

4 Nights min stay

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from £107 /night

£744 - £1653 / week

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Key info:

  • Swimming pool
  • Suitable 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

20 Photos

Villa | 8 Bedrooms | sleeps 17

7 Nights min stay

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from £473 /night

£3306 - £4133 / 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
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

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

16 Photos

Villa | 4 Bedrooms | sleeps 10

4 Nights min stay

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from £136 /night

£951 - £2124 / week

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Key info:

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

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

13 Photos

Villa | 2 Bedrooms | sleeps 6

4 Nights min stay

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from £110 /night

£769 - £1633 / 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
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

18 Photos

Farmhouse | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £284 /night

£1984 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
The Sole is a beautiful farmhouse in Tuscan bricks situated in the flat Cortona countryside, within there is a property of around 5000sq. mt. with an entirely enclosed garden with its own automatic gate electric controlled.. Cortona is a small charming town in the Valdichiana, or Chiana Valley, in the province of Arezzo in southern  …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

18 Photos

Villa | 5 Bedrooms | sleeps 10

1 night min stay

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from £136 /night

£947 - £2246 / week

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Key info:

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

18 Photos

Villa | 6 Bedrooms | sleeps 14

1 night min stay

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from £169 /night

£1182 - £2067 / week

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Key info:

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

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

20 Photos

Villa | 4 Bedrooms | sleeps 9

4 Nights min stay

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from £186 /night

£1302 - £2955 / 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 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

17 Photos

Villa | 6 Bedrooms | sleeps 12

Min stay varies

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from £287 /night

£2003 - £2940 / 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
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

24 Photos

Villa | 5 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £139 /night

£967 - £3009 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Characteristic farmhouse near Cortona in Tuscany immersed in large private gardens, situated at the foot of the ancient town of Cortona.  …see more

10 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £108 /night

£753 - £1505 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Delightful rustic cottage with beamed ceilings, situated in an idyllic spot in the mountains above Cortona, just 14 minutes from the town.  …see more

22 Photos

Apartment | 3 Bedrooms | sleeps 5

2 Nights min stay

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from £51 /night

£351 - £439 / week

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Key info:

  • Suitable for over 5s only
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
La Mansarda del Sodo, a top floor apartment in a typical two storey old stone house one kilometer from the ancient Etruscan village of Cortona. We will be happy to provide assistence, a guided tour of this beautiful area or any information needed.  …see more

18 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

1 night min stay

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from £46 /night

£316 - £526 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Appartamento rustico con travi e cotto nel centro città etrusca di Cortona con complementi d'arredo e rifiniture in ceramica dipinta a mano. A due passi dalla struttura si ammira il panorama sulla Valdichiana e il lago Trasimeno raggiungibile in 15 minuti. Presente nell'appartamento la tv, il wifi, la lavatrice, lettino bebè a richiesta, ampia doccia  …see more

12 Photos

Farmhouse | 6 Bedrooms | sleeps 16

2 Nights min stay

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from £57 /night

£395 - £1928 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Novole is a group of houses nestled in the green hills on the border between Umbria and Tuscany Novole offers easy access to the nearby towns of Arezzo, Siena, Florence, Montepulciano, San Gimignano and Perugia, and it is only 15 km away from Lake Trasimeno.  …see more

13 Photos

Villa | 5 Bedrooms | sleeps 12

3 Nights min stay

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from £144 /night

£1004 - £2379 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Vivete un'esperienza a contatto con la natura ma con tutti i confort della vita moderna.  …see more

15 Photos

Farmhouse | 5 Bedrooms | sleeps 10

4 Nights min stay

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from £188 /night

£1315 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool
  • Suitable for over 5s only
  • Car advised
  • Pets welcome
  • Private garden
Una dimora immersa nel verde e nel silenzio delle colline toscane, dotata di tutti i comfort, vicinissima alle principali mete turistiche dell'Italia centrale, a due passi dalle fresche acque del lago Trasimeno.  …see more

13 Photos

B&B | 3 Bedrooms | sleeps 7

Min stay varies

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from £151 /night

£1052 / week

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Key info:

  • Nearest beach 15 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Per chi vuole soggiornare in mezzo al verde, ma vivere anche Cortona ( raggiungibile in tre minuti d'auto), per chi vuol sentirsi avvolti dal passato ma coi confort di oggi, per chi sceglie il rispetto per l'ambiente e l'ecosostenibilità...per chi vuol farsi coccolare. La posizione strategica del B&B vi permette di visitare Arezzo, Siena, Pienza Montepulciano, Assisi, Spello  …see more

24 Photos

Villa | 10 Bedrooms | sleeps 20

7 Nights min stay

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from £805 /night

£5632 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden
Villa Raggiungibile a piedi da Cortona. Villa per affitto settimanale a Cortona in Toscana con campo da tennis privato e piscina privata Speciale Villa a Cortona per matrimoni. Villa in Toscana per riunioni di Famiglia. Villa walking distance da cortona Piscina privata Campo da tennis privato Distanza a piedi da Cortona  …see more

18 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £50 /night

£350 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
L'arredo della casa è semplice, per non alterare l'atmosfera delle antiche case di campagna, ma molto curato. Gode di due giardini privati, uno sul davanti, di circa 400 metri quadri con una pergola e un antico forno a legna, l'altro sul retro di circa 1000 metriquadri. Parcheggio privato. La struttura è adatta a famiglie con bambini ai quali possono essere forniti lettini.  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £66 /night

£456 - £1039 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car essential
  • No pets allowed
During the day besides going for a swim in the pool, basking in the sun and reading a good book in the shade of a nearby grove, you will be able to take a tour of a our farm consisting of woods, tilled land, lawns, ponds, olive groves, vineyards, vegetable gardens, orchards, a chicken farm and a small flock of sheep.  …see more

24 Photos

B&B | 2 Bedrooms | sleeps 7

Excellent 5/5 

1 night min stay

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from £54 /night

£377 - £1008 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
Casa in campagna; Vacanze; Toscana; Cortona; Relax; Piscina; Agriturismo; Firenze; Siena; Umbria; Lago Trasimeno; Montepulciano; Pienza; Assisi; Valdichiana; Valdorcia; bed and breakfast; La struttura è situata a poche centinaia di metri dall'uscita della superstrada e 8 km da Cortona.  …see more

15 Photos

B&B | 11 Bedrooms | sleeps 20

1 night min stay

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from £53 /night

£368 - £6133 / week

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Key info:

  • Swimming pool
  • Suitable for over 5s only
  • Car not necessary
  • Air conditioning
  • May take pets – please enquire
  • Private garden
bed and breakfast in toscana ,cortona ,casa vacanze ,piscina ,swimming pool ,restaurant ,ristorante ,mezza pensione ,giardino ,campagna toscana ,Montepulciano ,siena ,firenze ,arezzo ,perugia ,strada del vino ,wineries , medieval town , Il Sole del Sodo nel suo insieme, e nella semplice eleganza dei suoi dettagli, è la casa ideale per chi sceg  …see more

12 Photos

House | 6 Bedrooms | sleeps 12

Very Good 4/5 

3 Nights min stay

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from £126 /night

£877 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • May take pets – please enquire
  • Private garden
-  …see more