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467 Holiday homes in Cortona

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467 Results  |  
16 Photos

Villa | 2 Bedrooms | sleeps 4

Excellent 5/5 

4 Nights min stay

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from £79 /night

£552 - £1016 / 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 £229 /night

£1602 - £2139 / 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

22 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £132 /night

£920 - £1304 / 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

Featured properties

15 Photos

Apartment | 4 Bedrooms | sleeps 5

Excellent 5/5 

7 Nights min stay

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from £125 /night

£872 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
This lovely apartment is available for a minimum of 4 nights. A perfect location in the heart of Cortona and, a great base to explore many of Tuscany's and Umbria's famous towns, vineyards and stunning countryside.  …see more

15 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £98 /night

£680 - £1480 / 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

24 Photos

Lodge | 1 Bedroom | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £55 /night

£382 - £586 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Fattoria Borgonuovo - Il Geranio Charming indipendent apartment, 60 square meters, ground floor with an outside area and an outdoor swimmingpool (6x12m). The owners speak and understand fluent English.  …see more

24 Photos

Lodge | 1 Bedroom | sleeps 4

3 Nights min stay

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from £55 /night

£382 - £586 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Fattoria Borgonuovo - La Rosa Charming indipendent apartment, 60 square meters, ground floor with an outside area and an outdoor swimmingpool (6x12m). The owners speak and understand fluent English.  …see more

20 Photos

Farmhouse | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £152 /night

£1060 - £1272 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Family- friendly 3 bedroom restored Farmhouse with private pool, just below Cortona  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £100 /night

£699 - £1999 / week

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Key info:

  • Nearest beach 23 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Beautiful 800 year-old hilltop villa with stunning views , 4 bedrooms (sleeps 10) and private 12m x 6m pool. On border of Tuscany and Umbria, perfect for exploring local area. Fully restored, the house exudes character. ideal for large groups and families.  …see more

21 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £98 /night

£680 - £1400 / 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
  • Private garden
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

24 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

4 Nights min stay

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from £119 /night

£827 - £1516 / 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

21 Photos

Farmhouse | 5 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £195 /night

£1360 - £2760 / 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

10 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

2 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
  • 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

24 Photos

House | 6 Bedrooms | sleeps 10

Excellent 5/5 

2 Nights min stay

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from £134 /night

£933 - £1272 / 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

Villa | 5 Bedrooms | sleeps 15

7 Nights min stay

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from £286 /night

£2000 - £2800 / 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

24 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £63 /night

£440 - £624 / week

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Key info:

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

20 Photos

Hotel apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £85 /night

£594 - £721 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
We are located in the best point for day trips, you can visit many cities around within an hour drive, our apartment hotel is an medieval farm build 300 years ago and turned to luxurious apartments with all the comforts, still kept its original old world style.  …see more

21 Photos

Farmhouse | 1 Bedroom | sleeps 3

3 Nights min stay

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from £110 /night

£768 - £874 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
La Mucchia Casa Vacanza & Art Gallery is located in the Tuscany region in the best location for day trips and short excursions for short drives. The villa in Cortona is situated at the foot of the hills around the Cortonese Valey, called Valdichiana. “La Mucchia casa vacanza & art gallery”, being one of the most luxurious vacation villas in Tuscany  …see more

11 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £187 /night

£1306 - £1400 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Ground floor 157 sqm suite with private terrace view to Cortona hill town, excellent point for day tours, near many cities in Tuscany and Umbria, such as Montepulciano, Arezzo, Assisi,Siena, Florence. great events during summer time, and many activities for the family. Stay in Tuscany with Activities at the Apartment Hotel La Mucchia  …see more

17 Photos

Farmhouse | 2 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £170 /night

£1188 - £1442 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Chosen by hundreds of guests on Tripadvisor as number one Medieval Farmhouses in Cortona, we were awarded since 2010 every year with certificate of excellency. The area also provides various facilities for outdoor activities, quad,bikes,horses,golf,tennis and more  …see more

17 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £162 /night

£1128 - £1230 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
La Mucchia Casa Vacanza & Art Gallery is located in the Tuscany region in the best location for day trips and short excursions for short drives. The villa in Cortona is situated at the foot of the hills around the Cortonese Valey, called Valdichiana. The best location for day trips to visit many cities in Tuscany within one hour drive  …see more

19 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £37 /night

£255 - £679 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
The apartment Sant'Angelo is located just below the Etruscan City of Cortona in a beautiful residential complex which has been tastefully restored, maintaining the traditional characteristics of the antique oil mill that it once was. Video footage of apartment on Youtube is available on:http://youtu.be/wR2cgZSvDOM  …see more

6 Photos

Guest house | 6 Bedrooms | sleeps 25

1 night min stay

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from £78 /night

£543 - £848 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • May take pets – please enquire
  • Private garden
La Fiorita is a farmhouse nestled in the beautiful Tuscan countryside, on the border between the provinces of Arezzo and Siena.  …see more

11 Photos

Farmhouse | 13 Bedrooms | sleeps 26

Short stays welcome

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from £110 /night

£764 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • 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

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

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

17 Photos

Villa | 2 Bedrooms | sleeps 6

Very Good 4/5 

1 night min stay

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from £73 /night

£509 - £806 / week

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Key info:

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

13 Photos

Villa | 4 Bedrooms | sleeps 8

1 night min stay

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from £159 /night

£1113 - £1272 / week

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Key info:

  • Suitable for over 5s only
  • Car advised
  • May take pets – please enquire
  • Private garden
Peaceful villa in Tuscany, between olives and cypress . Close to many famous destinations in Tuscany and Umbria but you need a car. Relax, private garden, ideal if you like to live close to nature Villa in Tuscany, between olives and cypress , ideal if you like to be close to nature. Peaceful and relax  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £296 /night

£2068 - £3180 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
A typical Tuscan house in bricks, with a garden, fruit trees, flowering trees, cypresses and rosemary bushes, a beautiful swimming pool is in the centre of the garden  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £103 /night

£720 - £2000 / 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

10 Photos

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

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from £52 /night

£360 - £633 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Beautifulapartment with swimming pool situated in the vicinity of Cortona, Tuscany.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £134 /night

£936 - £2912 / 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

20 Photos

Villa | 13 Bedrooms | sleeps 30

Excellent 5/5 

3 Nights min stay

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from £85 /night

£594 - £9574 / 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
Medieval stone farmhouse renovated and divided to 9 charming luxurious suites that can accommodate one double bedroom and 2 double bedrooms suites, in full comfort in authentic Tuscan farmhouse furnished and kept with the old world style. Ideal for day trips. Hometuscany Tours & accommodation has an objective to provide the highest quality of accommodation  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 3

1 night min stay

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from £46 /night

£320 / week

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Key info:

  • Suitable for children of all ages
  • Pets welcome
Apartment / Condo in Cortona with 1 bedrooms sleeps 3  …see more

12 Photos

Farmhouse | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £246 /night

£1716 - £3088 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Cortona with 4 bedrooms sleeps 8  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 3

3 Nights min stay

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from £93 /night

£648 / week

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Key info:

  • Not suitable for children
  • May take pets – please enquire
Apartment / Condo in Cortona with 2 bedrooms sleeps 3  …see more

22 Photos

Villa | 7 Bedrooms | sleeps 13

7 Nights min stay

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from £194 /night

£1352 - £3224 / week

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Key info:

  • Nearest beach 20 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Stunning villa in an extremely panoramic position in the vicinity of Cortona.  …see more

16 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £104 /night

£728 - £1300 / week

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Key info:

  • Nearest beach 35 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Splendid Tuscany cottage in a picturesque and peaceful spot in the mountains above Cortona.  …see more

17 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £372 /night

£2600 - £3800 / 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 | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £208 /night

£1450 - £2150 / 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

12 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £286 /night

£2000 - £3000 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • 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

16 Photos

Villa | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £99 /night

£688 - £1260 / 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

14 Photos

Villa | 6 Bedrooms | sleeps 12

4 Nights min stay

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from £107 /night

£744 - £2000 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Il Biancospino is a gracious property ideal for families and small groups, immersed in the greens of the cortonese mountains between oak and chestnut trees.  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £59 /night

£412 - £620 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Cortona with 2 bedrooms sleeps 6  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

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from £58 /night

£406 - £603 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 3 persons, with swimming pool , in Cortona  …see more

9 Photos

Farmhouse | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £96 /night

£670 - £1108 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Montalla with 3 bedrooms sleeps 5  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £75 /night

£523 - £744 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
Apartment / Condo in Cortona with 2 bedrooms sleeps 4  …see more

6 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £58 /night

£400 - £720 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in Camucia with 2 bedrooms sleeps 6  …see more

7 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £48 /night

£334 - £476 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Apartment / Condo in Cortona with 1 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 5 Bedrooms | sleeps 9

4 Nights min stay

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from £180 /night

£1260 - £2860 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Cortona with 5 bedrooms sleeps 9  …see more