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467 Holiday homes in Cortona

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467 Results  |  
23 Photos

Villa | 1 Bedroom | sleeps 4

Excellent 5/5 

1 night min stay

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from £49 /night

£340 - £721 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
Swimming pool, beach or lakeside relaxation, air conditioning, car necessary, may take pets - please enquire, Cortona,  …see more

22 Photos

Villa | 4 Bedrooms | sleeps 8

6 Nights min stay

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from £80 /night

£560 - £933 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
The villa "Meridiana" is very easy to reach, is settled in the quiet Brolio Tuscany village Villa with private garden and private swimming pool Tennis table in garden. Fenced private garden. Ground floor 2-3 days a week stays the owner in order to take care to the garden and swimming pool.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 14

Excellent 5/5 

1 night min stay

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from £38 /night

£263 - £2120 / week

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Key info:

  • Nearest beach 150 km
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Villa Giarradea is the perfect choice for all the people want to spend a beautiful vacancy completely immersed in the peace of the Tuscan nature, without give up to the comfort. The Villa is really near to beautiful trekking, but at just 10 minutes by car from Cortona  …see more

Featured properties

7 Photos

Farmhouse | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £258 /night

£1802 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
A family home with outstanding views of Cortona, set on the Tuscan/Umbrian border.  …see more

10 Photos

Farmhouse | 1 Bedroom | sleeps 4

Very Good 4/5 

2 Nights min stay

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from £51 /night

£357 - £509 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
The apartments is independent, and has beautiful piece of ancient furniture own heating system, some of them have a fire-place.  …see more

17 Photos

Apartment | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £49 /night

£340 - £509 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
Elegantly furnished apartment a few meters away from the main sites of the city At 50 meters from the apartment you will find the public parking where you can leave your car.  …see more

21 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

6 Nights min stay

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from £85 /night

£594 - £764 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Charming small villa near Cortona, 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. Free GPS, Italian cell phone,laptop. Swimming pools/thermal spas. Great restaurants. Short walk to village.  …see more

11 Photos

Cottage | 2 Bedrooms | sleeps 5

Excellent 5/5 

7 Nights min stay

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from £110 /night

£764 - £1311 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
A former outbuilding of an old Tuscan villa, Poggiobello is a masterpiece of traditional rural architecture with high quality accommodation, extremely welcoming, tastefully furnished in the typically Tuscan style.  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £55 /night

£384 - £880 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
The il Borgo Agritourism Complex is near the historic Etruscan city of Cortona. It is in a beautiful country setting amongst olive trees, cypresses and sunflowers in the Chiana Valley.  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £91 /night

£632 - £944 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • 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

12 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £92 /night

£640 - £1200 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Casa Patrizia is a typical holiday house. The villa has a completely independent apartment on the ground floor with two entrances, with private garden, veranda with table and chairs, elegantly furnished and decorated in typical Tuscan style.  …see more

17 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £55 /night

£384 - £680 / 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

15 Photos

Farmhouse | 4 Bedrooms | sleeps 8

Short stays welcome

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from £92 /night

£640 - £1280 / 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
Old 13th century farmhouse furnished in style and surrounded by the Tuscan hills at just Km from Cortona and Lake Trasimeno. The property is divided in 4 bedrooms, 2 bathrooms, 2 living rooms, kitchen, and pantry.There is a swimming pool with panoramic terrace.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

2 Nights min stay

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from £48 /night

£331 - £552 / 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
Seni detached apartment of an ancient tuscan country house, private garden in a small country village near by Corotna, the famous meieval town. Swimming pool and traditional tuscan food lessons available  …see more

24 Photos

Farmhouse | 6 Bedrooms | sleeps 12

2 Nights min stay

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from £206 /night

£1442 - £2404 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
The location is vry convenient to visit many of the most beautiful location of central Italy, Tuscany and Umbria, still stayng in a relaxing and peaceful country place.Cortona, the awesom art city, made famous also from teh movie "under the Tuscan Sun" is very close  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £49 /night

£340 - £509 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
From the town of Cortona and 'possible in the day, to reach the most beautiful art cities of central Italy from Florence to Rome and 18 km Lake Trasimeno.Included you will find a set that includes: basic necessities (coffee, tea, seasoning, salt, sugar, detergents...... Ideally located, very quiet. Discount depending on length of stay.completely renovated, nice furnishings.  …see more

21 Photos

Farmhouse | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £138 /night

£960 - £1440 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Charming country house with private pool to rent at 1 mile from Cortona – sleeps 6+1 From 1200€ to 1800€ a week  …see more

7 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

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from £49 /night

£340 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
the property is settled in an ancient courtyard, perfectly renewed and keeped, with flowers and wonderful grass area. perfect for children who can enjoy outside activities. Cortona is a very famous and tipycal Italian medieval town where enjoy italian quiet life.  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 3

1 night min stay

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from £37 /night

£255 - £340 / week

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Key info:

  • Suitable for children of all ages
  • Pets welcome
L'Etrusca e' un alloggio perfetto per chi vuole trascorrere le sue vacanze nel cuore della citta' e vivere direttamente la nostra tradizione Near of the most important Tuscany and umbria Town like: Firenze, Arezzo, Montepulciano, Pienza, Montalcino,  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £77 /night

£535 - £933 / week

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Key info:

  • Nearest beach 12 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Flat for 4 people with outdoor patio in a villa with swimming pool, large garden, bbq, garden furniture and baby playground area. The flat is perfect for 4 adults or for a family with 2 children. The kitchen is fully equipped and both bedrooms have en-suite bathroom.  …see more

17 Photos

Apartment | 1 Bedroom | sleeps 3

2 Nights min stay

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from £61 /night

£424 - £662 / week

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Key info:

  • Nearest beach 12 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Apartment for a couple or a family with one or two children in a villa with swimming pool, large garden, bbq, garden furniture and baby playground area. The kitchen is fully equipped and bedroom have en-suite bathroom. Large area to dine outdoor, wi-fi free available.  …see more

14 Photos

Apartment | 1 Bedroom | sleeps 3

2 Nights min stay

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from £61 /night

£424 - £662 / week

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Key info:

  • Nearest beach 12 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Apartment for a couple or a family with one or two children in a villa with swimming pool, large garden, bbq, garden furniture and baby playground area. The kitchen is fully equipped and big and lighting bedroom have en-suite bathroom.  …see more

22 Photos

Farmhouse | 12 Bedrooms | sleeps 24

2 Nights min stay

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from £340 /night

£2375 - £5088 / week

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Key info:

  • Nearest beach 12 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Villa Cuiano is a sprawling farmhouse with marvelous panoramic views of the Niccone Valley and the mountains of Umbria. The farmhouse has been divided in self-cointained apartments, that possible to rent separated too. Four fireplaces in flats and pizza oven outdoor. Villa with Pool, Terrace, Cook service, Playground, BBQ: sleeps 2 to 24 in 6 flat renting separated too.  …see more

17 Photos

Farmhouse | 3 Bedrooms | sleeps 4

2 Nights min stay

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from £102 /night

£713 - £933 / week

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Key info:

  • Nearest beach 20 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Casa Luca country house with fireplace, two balcony, fully equipeed kitchen, TV SAT, Wi-Fi, CD Stereo, 2 bedrooms and 1 bathroom, perfect for a family with 2 or 3 or 4 children. Casa Luca has also a mansard bedroom suitable for other 2 children.  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £77 /night

£535 - £933 / week

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Key info:

  • Nearest beach 12 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Flat for 4 people with outdoor patio in a villa with swimming pool, large garden, bbq, garden furniture and baby playground area. It is perfect for wheel-chairs users. The kitchen is fully equipped and there is a dishwasher and a fireplace. La Stalla has also a tipical tuscany stone fireplace fantastic to relax in front of there during the winter.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £355 /night

£2480 - £3184 / week

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Key info:

  • Swimming pool
  • Suitable 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

22 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £61 /night

£423 - £603 / week

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Key info:

  • Nearest beach 165 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
The apartment Angelo is part of a larger building once an ancient mill which has been carefully restored to the highest standards and transformed into a country residence with 30 apartments enjoying stunning views, immersed in a green setting only 3 km from Cortona.  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £131 /night

£917 - £1954 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
This imposing two-storey villa is set in stunning grounds, which have the quality of a park. Here you can feel sheltered and secluded in each separate area, including that of the pool.  …see more

23 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £332 /night

£2320 - £3680 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Fonte is located in an extraordinary panoramic position in the open countryside surrounded by olive trees and other typical Tuscan plants but within walking distance from the famous historical town of Cortona just 400 meters away.  …see more

24 Photos

Villa | 9 Bedrooms | sleeps 18

7 Nights min stay

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from £400 /night

£2800 - £5600 / week

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Key info:

  • Nearest beach 125 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Magnifica is an old country residence, skilfully restored and transformed into an exclusive private retreat. A 4 acres park, with Italian style garden and olive trees, surround the property.  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £126 /night

£880 - £1440 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Il Fattore is a two bedrooms apartment sleeping 4+3 and it is part of an elegant and charming complex which has both hotel rooms and apartments to suit all types of holiday makers. It is a place full of magic for a stylish and elegant stay.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £183 /night

£1280 - £2000 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Beautiful property carefully and completely renovated in the heart of the Chiana Valley just 9 km from the beautiful town of Cortona.  …see more

23 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £195 /night

£1361 - £1649 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Villa Le Contesse sleeps 6+2 people in three bedrooms with three bathrooms and another four people in two annexes (Serenella & Limonaia), each with it's own living room, kitchenette bathroom and bedroom.  …see more

11 Photos

Apartment | 4 Bedrooms | sleeps 5

2 Nights min stay

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from £79 /night

£552 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Welcome to “Casale il Granaio”, a magic place in the heart of Valdichiana, bordering on Umbria, a few km from Trasimeno lake and in the middle between the cities of Arezzo and Perugia. From here is easy also to reach Montepulciano, Siena, Pienza, Rapolano and Spoleto.  …see more

19 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £104 /night

£724 - £1327 / week

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Key info:

  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
The beautifully decorated Tuscan-villino is surrounded by cypresses, old pines and olive trees, the residences offer magnificent views of the enchanting Valdichiana, a rolling countryside of sunflowers and vineyards. Excellent Restaurant by the pool .  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 6

4 Nights min stay

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from £61 /night

£424 - £689 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
historic and cultural holiday for couples or individuals. minutes walk to Cortona centre, traditional restored property; great location for touring other parts of Tuscany, sleeps up to 6, organised tour  …see more

22 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £79 /night

£552 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • May take pets – please enquire
Casina via Iannelli offers you the opportunity to stay in the historic center of Cortona in a house of historical and artistic interest created and preserved until the beginning of 1300.  …see more

7 Photos

Villa | 9 Bedrooms | sleeps 18

7 Nights min stay

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from £742 /night

£5194 - £6233 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Private Villa in Cortona Area, Near Montepulciano, Tuscany, Italy. Private Swimming Pool, sleeps 18. Beautiful gardens, green grass all year. Multiple family accommodation. Broadband, TV, DVD, iPod docks, table-tennis, bikes.  …see more

12 Photos

Villa | 3 Bedrooms | sleeps 5

Very Good 4/5 

7 Nights min stay

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from £85 /night

£590 - £990 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
700 years ago, San Silvestro was a little church - now it's a charming rental villa and excellent value too!  …see more

12 Photos

Villa | 4 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £136 /night

£950 - £1590 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This unpretentious, large house has the authentic flavour of times past and glorious views up to Cortona. The pool was built in 2008 with safety in mind: it's 3 ft 9 ins deep and completely fenced for total peace of mind.  …see more

16 Photos

Apartment | 1 Bedroom | sleeps 2

Very Good 4.5/5 

5 Nights min stay

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from £50 /night

£350 / week

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Key info:

  • Nearest beach 7 km
  • Not suitable for children
  • Car essential
  • No pets allowed
  • Private garden
Fifteen minutes walk to Cortona on a private path with exceptional views, the stone-house is secluded, and restored and furnished with taste. Surrounded by garden terraces on various levels, and well provided with garden furniture for outdoor meals and relaxation. SEPTEMBER OFFER: £250 for 5 or 7 nights. Gourmet-meals under request.  …see more

10 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £364 /night

£2544 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • 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

24 Photos

Villa | 6 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £285 /night

£1992 - £2360 / 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

11 Photos

Villa | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £171 /night

£1192 - £1320 / 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

12 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £67 /night

£464 - £560 / 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

20 Photos

Villa | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

7 Nights min stay

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from £166 /night

£1156 - £2260 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • 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

13 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £90 /night

£624 - £664 / week

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Key info:

  • Nearest beach 15 km
  • Swimming pool
  • Suitable for children of all ages
  • 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

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £138 /night

£960 - £1640 / 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

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £96 /night

£672 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • 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

21 Photos

Villa | 1 Bedroom | sleeps 2

Excellent 5/5 

7 Nights min stay

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from £115 /night

£799 - £1051 / week

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Key info:

  • Nearest beach 14 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Why have so many people fallen in love with the charm of Cortona? Although the central area of this lovely and ancient city is well known to many, there remains the secret and ever-so-charming quarter where this hidden gem will inspire and charm you.  …see more