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132 Results  |  
11 Photos

Farmhouse | 13 Bedrooms | sleeps 26

3 Nights min stay

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from £98 /night

£684 - £833 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
I manage this villa 's family and I will be very happy to help you during your stay! Welcome in a lovely place where you hearing birds! Ciao Breakfast on request Wine tasting , Tours on request Special Tuscany dinner on request  …see more

11 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £273 /night

£1908 - £4982 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Fonte Vecchia is Situated Deep in the Heart of Piero della Francesca Country in the Niccone Valley and is rated one of the top 15 villas to stay in Italy  …see more

14 Photos

Farmhouse | 10 Bedrooms | sleeps 10

2 Nights min stay

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from £48 /night

£333 - £1577 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
Prestigious country house immersed in the green countryside offers joyful days of rest  …see more

Featured properties

20 Photos

Villa | 7 Bedrooms | sleeps 15

Short stays welcome

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from £272 /night

£1900 - £2900 / week

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Key info:

  • Nearest beach 15 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Beautiful farmhouse at the foot of Cortona,surrounded by 7000sqm of land cultivated with olive and fruit trees. Located in the village of Pergo, famous for its prestigious villas and farmhouses of which is scattered and of which it is part.  …see more

21 Photos

House | 4 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £107 /night

£744 - £1405 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Tuscany property in a village with swimming pool and garden close to Cortona , Montepulciano and the Wine valley. one hour from Florence and two hours from Rome.  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 15

7 Nights min stay

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from £284 /night

£1984 - £2893 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Luxurious detached villa with private pool in southern Tuscany near Cortona. Panoramic and quiet location. 5 bedrooms, 11 bed places + 2 double sofa beds. Air conditioning and Wi-fi internet connection.  …see more

20 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £89 /night

£620 - £1034 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Independent stone house at the foot of Cortona with swimming pool, garden  …see more

15 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £101 /night

£703 - £1612 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Independent stone house close to Cortona, a former middle age tower with terracotta floors and gothic windows. 8 sleeps, swimming pool  …see more

8 Photos

House | 2 Bedrooms | sleeps 5

Min stay varies

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from £60 /night

£414 - £579 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
3-room semi-detached house 100 m2 on 1st floor, spacious, comfortable furnishings: living room with 1 sofa bed, open fireplace and satellite-TV. Exit to the loggia.  …see more

21 Photos

Farmhouse | 5 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £201 /night

£1405 - £2852 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
This charming Tuscan Farmhouse with a new salt water pool is ideal for family holidays as it is tucked away in a large garden in lovely, unspoilt Southern Tuscany near the Etruscan hill town of Cortona, amongst olive groves and sunflower fields.  …see more

16 Photos

Cottage | 2 Bedrooms | sleeps 5

Short stays welcome

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from £48 /night

£331 - £496 / week

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Key info:

  • Nearest beach 10 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Cortona,Panoramic view, close to town, garden, barbecue.  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £94 /night

£653 - £976 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
In the surroundings of Cortona, one of the most wonderful cities of art in Tuscany, lies the Agriturismo Isolina, deep in the green hills of the valley Valdichiana.  …see more

17 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £57 /night

£397 - £703 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Dive in the pool of our rental house in Tuscany. A villa for your luxury vacation. Beautiful medieval stone hamlet situated in quiet and panoramic position between olive trees and woods of ancient chestnut trees, typical of Tuscany.  …see more

21 Photos

Apartment | 3 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £95 /night

£662 - £1447 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
A tranquil haven in which to recharge your batteries. Poolside relaxation with cultural visits. Great hill walking at the summit of Tuscany's toughest cycling hill climb. All this from our family friendly cottage-style apartment set high above the Tiber valley. Good sightseeing and great restaurants at nearby Cortona. An hour's drive from Perugia, Arezzo and Assisi.  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £38 /night

£263 - £526 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Holiday apartment 2 km from Cortona in the country, equipped with every comfort ,silent An excellent base for excursions nearby (Lake Trasimeno, Montepulciano, Pienza, Siena, Gubbio, etc..), from the house you can also put your shoes on and go for a walk in the woods  …see more

21 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £91 /night

£631 - £813 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Charming cottage near Cortona, set in large gardens and olive grove with views of the surrounding hills. A/C and Wi-Fi throughout. The perfect base to explore Tuscany and Umbria. Very comfortable, fully equipped. Stunning countryside. Rental rates are all-inclusive Free GPS, Italian cell phone,laptop. Swimming pools/thermal spas. Great restaurants. Short walk to village.  …see more

24 Photos

House | 6 Bedrooms | sleeps 10

Excellent 5/5 

3 Nights min stay

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from £163 /night

£1139 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Nestled in the foothills of Cortona, overlooking the Val di Chiana and Mount Amiata. The perfect base for exploring the beautiful regions of Tuscany and Umbria or simply relaxing, surrounded by nature.  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £105 /night

£733 - £820 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Casa Astrale is a lovely apartment providing a perfect base to explore southern Tuscany and Umbria. With its exclusive pool, very large gardens and , the ability to walk or cycle along the lake Trasimeno -  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £69 /night

£480 - £662 / week

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Key info:

  • Nearest beach 15 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Apartment Roland is a fun and stylish and inexpensive home set in the foothills of Cortona are two individual and lovely properties with spacious gardens, magnificent private pool, tennis court and many wonderful features.  …see more

13 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £98 /night

£686 - £825 / week

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Key info:

  • Nearest beach 15 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Villa August' provides a good value family holiday in Tuscany, Cortona. With its huge swimming pool, tennis court, barbecues and lots of space both inside and out, this is a perfect for young/teenage families to enjoy the area.  …see more

11 Photos

Villa | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £163 /night

£1141 - £1364 / week

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Key info:

  • Nearest beach 25 km
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • 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

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £142 /night

£992 - £1695 / week

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Key info:

  • Nearest beach 15 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
exceptional, Good value. Villa Sonia ioffers a fabulous Tuscan home for two to 14 guests! Fantastic views, Private Pool, Tranquility, Relaxation and much more.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

7 Nights min stay

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from £171 /night

£1195 - £2335 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
For those who enjoy privacy, this beautifully restored traditional Tuscan farm house offers the opportunity experience real Tuscan living.  …see more

22 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £136 /night

£951 - £1348 / week

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Key info:

  • Nearest beach 28 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
If you have a larger gathering, The estate offers two villas, this and another autonomous villa for 10 guests offers two lovely and independent stone villas. Each with its own private pool, gardens and access road.  …see more

16 Photos

Villa | 2 Bedrooms | sleeps 4

Excellent 5/5 

4 Nights min stay

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from £62 /night

£430 - £1050 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
"Perfect for half terms holidays - without any increase in the general rate" . Casa Serena is a really charming little house/villa is set in the middle of olive grove and surrounded Tuscan woodland, and provides privacy and serenity for a truly relaxing vacation.  …see more

21 Photos

Villa | 4 Bedrooms | sleeps 7

Excellent 5/5 

7 Nights min stay

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from £225 /night

£1572 - £2210 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This is a place to enjoy an authentic Tuscan experience. Close to the historic town of Cortona and set in acres of olives and pastures - this beautiful 17th century newly renovated Mill House with private pool has been painstakingly restored.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £294 /night

£2058 - £2439 / week

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Key info:

  • Nearest beach 26 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
The Villa is set along a sun soaked hill where the garden extends into pretty olive groves and vineyards.  …see more

10 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

Min stay varies

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from £188 /night

£1315 - £2629 / 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 il Pino is an old farmhouse carefully restored while maintaining the aesthetic standards of the old Tuscan farmhouses using the original materials, such as roofing tiles, the handmade terracotta tiles for the floors, doors and windows all handcrafted in solid che  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £71 /night

£495 - £1050 / week

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Key info:

  • Nearest beach 12 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
On the Tuscany / Umbria border, the old farm of Azienda Pilari is only a short drive to Cortona and Lake Trasimeno. A walk across the field takes you to an old market town with a few shops, bars and restaurants Wine and olive oil produced on the farm are available for purchase.  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 2

Min stay varies

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from £50 /night

£350 - £635 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Apartment with private terrace and splendid pool with jacuzzi set in gardens with shady arbours. Lovely views across the fields to the hills. Short walk to shops, bars and restaurants. Near Cortona and Lake Trasimeno. Ideal for Assisi and Perugia as well as Tuscany.  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £71 /night

£495 - £950 / week

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Key info:

  • Nearest beach 12 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
On the Tuscany/Umbria border, near Cortona and Lake Trasimeno, Castagnolo is one of 3 beautifully restored apartments. In the garden is a luxurious pool with jacuzzi attached . Walk across the field to the old market town of Mercatale. Private terrace. Wonderful views  …see more

24 Photos

House | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £110 /night

£764 - £1580 / week

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Key info:

  • Nearest beach 22 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Charming stone farmhouse with original features. Perfect for family holidays. Private pool, table tennis and Wifi Internet. Beautiful countryside views. Only 2 kilometres from a village with shops and restaurant. Sought after location on the Tuscany-Umbria border.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £107 /night

£744 - £2067 / week

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Key info:

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

16 Photos

Villa | 8 Bedrooms | sleeps 14

Min stay varies

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
The villa is composed of 2 buildings. Main building: ground floor: with dining room, kitchen, bathroom and 3 bedrooms. I° floor: with dining room, kitchen, bathroom and 3 bedrooms. II° building: small house with 2 bedrooms, bathrooms, dining room, living room  …see more

17 Photos

Villa | 4 Bedrooms | sleeps 8

6 Nights min stay

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from £212 /night

£1484 - £3392 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Villa San Martino offers not just another holiday in Tuscany or Umbria; this is a really special place. The villa is beautifully presented and has an exquisite pool with spectacular views across the famous Niccone Valley towards Mercatale di Cortona. Only 15 minutes from the villa you can easily access the Etruscan town of Cortona.  …see more

16 Photos

Villa | 2 Bedrooms | sleeps 4

3 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
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 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

11 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £47 /night

£325 - £539 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Apartment for 2 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

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

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

20 Photos

House | 2 Bedrooms | sleeps 6

1 night min stay

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from £52 /night

£360 - £744 / week

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Key info:

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

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

11 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £52 /night

£359 - £608 / 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

19 Photos

Villa | 1 Bedroom | sleeps 4

7 Nights min stay

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from £93 /night

£649 - £1089 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Holiday house for 4 persons, with swimming pool , 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

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 | 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

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

22 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £159 /night

£1113 - £1704 / 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 4 persons, with swimming pool , in Cortona  …see more