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117 Holiday homes in Cortona

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117 Results  |  
19 Photos

Villa | 2 Bedrooms | sleeps 5

Excellent 5/5 

4 Nights min stay

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from £237 /night

£1654 - £1993 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Nestled into a Tuscan hillside, a few minutes drive or leisurely walk into the historic and vibrant City of Cortona, Villa Rosa is a 2 bedroom, 2 bathroom, fully furnished private house with essential pool and wi-fi. Couples love it, families love it. It is heaven.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 14

3 Nights min stay

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from £286 /night

£1996 - £3194 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
Ideal for families with children of all ages - Extreme silence and peace - Maximum privacy - Healthy enviromnment - Beautiful and spacious landscape - Maximum hygiene - Comfortable furnishings - Air Conditioning - COmplete with all the amenities - Heated pool and secure  …see more

25 Photos

Villa | 4 Bedrooms | sleeps 8

4 Nights min stay

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from £338 /night

£2362 - £3634 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
The Villa is placed in the beautiful and striking Tuscan countryside, surrounded by olive trees and vineyard:the perfect setting to indulge in the colours and scents of our valley for a complete relaxation and comfort with breathtaking views, only 400mt far from Cortona  …see more

Featured properties

24 Photos

Villa | 6 Bedrooms | sleeps 14

Excellent 5/5 

7 Nights min stay

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from £184 /night

£1283 - £2565 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Le Celle del Farinaio is a villa for about 12/14 people. The property, completely fenced, is' situated on a hill (350 meters),  …see more

23 Photos

Villa | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £159 /night

£1112 - £2138 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
The house is ideal for a relaxing, comfortable and romantic. An old farmhouse dating back to 1200 recently renovated very close to monuments, delicious restarants, all the comfort s for your relax  …see more

17 Photos

Villa | 4 Bedrooms | sleeps 8

6 Nights min stay

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from £346 /night

£2420 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • 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 | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £164 /night

£1145 - £1908 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
3 bedrooms Tuscan country villa in panoramic location with private swimming pool , private garden and parking . Five minutes away from the beautiful medieval city of Cortona and the famous cooking school I Gustasapori  …see more

18 Photos

Villa | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £59 /night

£411 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
relax, old tuscany charming, comfort, beautiful overview. perfect for your vacation the cities of Siena, Florence and Perugia are easily reached in less than 1 hour driving  …see more

23 Photos

Villa | 1 Bedroom | sleeps 4

Excellent 5/5 

1 night min stay

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from £49 /night

£342 - £727 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
Swimming pool, beach or lakeside relaxation, air conditioning, car necessary, may take pets - please enquire, Cortona,  …see more

11 Photos

Villa | 4 Bedrooms | sleeps 8

Short stays welcome

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from £361 /night

£2525 - £4615 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • 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

22 Photos

Villa | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £93 /night

£651 - £1069 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
The Orangery, charming villa with private swimming pool is placed in the magnificent Tuscan countryside, surrounded by olive trees and vineyard: the perfect setting in an atmosphere of complete relaxation and comfort but also only 400 mt far from the stunning Cortona  …see more

22 Photos

Villa | 4 Bedrooms | sleeps 6

6 Nights min stay

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from £81 /night

£565 - £941 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great 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

22 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £165 /night

£1154 - £1686 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Villa indipendente in mezzo ad una secolare oliveta, ad 1 chilometro circa dalla città di Cortona, set del famoso film Under Tuscan Sun girato a circa 300 metri dalla nostra casa. 8 posti letto, ampio giardino attrezzato, piscina esclusiva, parcheggio all'interno. Possibilità di aria condizionata a richiesta  …see more

20 Photos

Villa | 7 Bedrooms | sleeps 15

Short stays welcome

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from £378 /night

£2640 - £3190 / week

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Key info:

  • Nearest beach 15 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • 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

22 Photos

Villa | 5 Bedrooms | sleeps 12

3 Nights min stay

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from £140 /night

£979 - £1834 / week

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Key info:

  • Swimming pool
  • Great 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

24 Photos

Villa | 6 Bedrooms | sleeps 14

Excellent 5/5 

1 night min stay

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from £38 /night

£265 - £1796 / week

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Key info:

  • Nearest beach 150 km
  • Great 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

14 Photos

Villa | 7 Bedrooms | sleeps 24

Excellent 5/5 

3 Nights min stay

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from £53 /night

£371 - £2335 / week

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Key info:

  • Nearest beach 250 km
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Nobile is a stunning 19th Century classical villa recently restored farmhouse authentically and with artistic charm, with a private pool 13 m x 6 m. Sitting in 4 acres of natural Tuscan rural land & a private avenue of young cypresses bringing you to our doorstep. Private, Tranquil, Perfect for large get togethers or for small families. Perfect for Children of all ages  …see more

14 Photos

Villa | 5 Bedrooms | sleeps 10

4 Nights min stay

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from £147 /night

£1026 - £1496 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
IL CASALE DI CARMINA is the place for those who love nature and tranquility of the Tuscan hills.  …see more

12 Photos

Villa | 4 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £93 /night

£650 - £1590 / week

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Key info:

  • Swimming pool
  • Great 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

12 Photos

Villa | 3 Bedrooms | sleeps 5

Very Good 4.5/5 

7 Nights min stay

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from £85 /night

£590 - £990 / week

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Key info:

  • Swimming pool
  • Great 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

24 Photos

Villa | 5 Bedrooms | sleeps 12

7 Nights min stay

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from £217 /night

£1513 - £2380 / week

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Key info:

  • Nearest beach 135 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Situated on a hillside and surrounded by the vineyards of a famous local wine producing farm, Villa Al Pozzo is the ideal place to spend a holiday in complete relaxation and tranquility. Independent villa of about 400 square meters that can accommodate up to 12 people.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £133 /night

£925 - £1970 / week

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Key info:

  • Nearest beach 125 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • 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

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £358 /night

£2500 - £3291 / week

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Key info:

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

23 Photos

Villa | 4 Bedrooms | sleeps 6

7 Nights min stay

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from £208 /night

£1452 - £1855 / week

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Key info:

  • Nearest beach 125 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Barbara is situated on the top of a hill kissed by the sun and caressed by the stars. Skilfully restored to keep its ancient charm untouched, it attracts with its solemn dignity and with marked environmental, landscaping.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £335 /night

£2339 - £4194 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great 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

23 Photos

Villa | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

7 Nights min stay

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from £196 /night

£1372 - £1847 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • 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

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £381 /night

£2662 - £4194 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
An unforgettable vacation in Cortona, in a splendid luxury villa with all comforts and facilieties. Luxury villa with swimming pool and air conditioned in Corton  …see more

21 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £89 /night

£621 - £1331 / week

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Key info:

  • Nearest beach 20 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
La Fenice is part of a beautiful restored farmhouse, contained in private walled and hedged, landscaped gardens. Romantic, family and site seeing, all are catered for, plus use of the magnificent 20mX 8m swimming pool. makes an ideal holiday location for everyone. Part of the privately owned I Casali di Montecchio, there are wonderful views of Cortona from the garden.  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 15

5 Nights min stay

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from £289 /night

£2017 - £2823 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • 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

Villa | 4 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £93 /night

£649 - £2199 / week

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Key info:

  • Nearest beach 23 km
  • Swimming pool
  • Great 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

16 Photos

Villa | 2 Bedrooms | sleeps 4

Excellent 5/5 

4 Nights min stay

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from £80 /night

£557 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • 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

13 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £80 /night

£557 - £670 / week

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Key info:

  • Nearest beach 15 km
  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • 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 £139 /night

£968 - £1737 / week

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Key info:

  • Nearest beach 15 km
  • Swimming pool
  • Great 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

21 Photos

Villa | 1 Bedroom | sleeps 2

Excellent 5/5 

7 Nights min stay

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from £115 /night

£805 - £1059 / week

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Key info:

  • Nearest beach 14 km
  • Great 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

22 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £133 /night

£928 - £1315 / week

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Key info:

  • Nearest beach 28 km
  • Swimming pool
  • Great 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

11 Photos

Villa | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £172 /night

£1202 / week

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Key info:

  • Nearest beach 25 km
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Coppa di Sopra is an elegant and enchanting villa overlooking one of Tuscany's favorite valleys - “Coppa di Sopra is a magical place.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £287 /night

£2009 - £2380 / week

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Key info:

  • Nearest beach 26 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
The Villa is set along a sun soaked hill where the garden extends into pretty olive groves and vineyards.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

7 Nights min stay

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from £167 /night

£1166 - £2279 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
For those who enjoy privacy, this beautifully restored traditional Tuscan farm house offers the opportunity experience real Tuscan living.  …see more

21 Photos

Villa | 4 Bedrooms | sleeps 7

Excellent 5/5 

7 Nights min stay

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from £220 /night

£1534 - £2156 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
  • Great 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

20 Photos

Villa | 6 Bedrooms | sleeps 16

Excellent 5/5 

4 Nights min stay

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from £300 /night

£2100 - £3700 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Ruffignano is a luxury property, recently reconstructed respecting the traditional characteristics combined with the necessities of modern life.  …see more

16 Photos

Villa | 5 Bedrooms | sleeps 12

4 Nights min stay

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from £300 /night

£2100 - £3954 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Villa Torre degli Elci is set in the greens of the Tuscan countryside, midst olives and cypress trees and just 4 km from Cortona. The name of the Villa derives from the old sighting tower which has testimonials from 13th and 14th century and which became a monastery  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 8

4 Nights min stay

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from £329 /night

£2300 - £4145 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Lovingly restored in 2004 Villa Orlando sleeps 8 people comfortably with four bedrooms, all with en-suite bathrooms with showers. This villa is perfect for families or groups that like to spend time enjoying the outdoors.  …see more

23 Photos

Villa | 2 Bedrooms | sleeps 6

Very Good 4/5 

1 night min stay

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from £74 /night

£513 - £855 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
Swimming pool, beach or lakeside relaxation, air conditioning, car essential, may take pets - please enquire, Cortona, panoramic  …see more

8 Photos

Villa | 3 Bedrooms | sleeps 5

1 night min stay

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from £155 /night

£1081 - £1705 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
5-room house, detached, for 5 people, 180 m2, simple and comfortable furnishings. Living/dining room with local TV, satellite-TV, open fireplace, dining-table and dinette. Smoking not allowed. Internet (DSL/LAN). Sleeping room with 2 single beds. Sleep  …see more

9 Photos

Villa | 3 Bedrooms | sleeps 6

1 night min stay

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from £136 /night

£948 - £1578 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
4-room house, detached, for 6 people, 145 m2 on 2 levels, simple and comfortable furnishings. Living/dining room with local TV, satellite-TV, DVD, open fireplace, dining-table and dinette. Smoking not allowed. 3 double beds. Sleeping room with 1 double  …see more

24 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

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from £84 /night

£587 - £889 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden
Villa in Cortona with 1 bedrooms sleeps 2  …see more

23 Photos

Villa | 10 Bedrooms | sleeps 20

1 night min stay

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from £553 /night

£3871 - £5184 / week

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Key info:

  • Nearest beach 2 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Villa Under the Tuscan Sun walk to Town of Cortona. Amaziong view, beautiful swimming pool and tennis Court for exclusive use.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £335 /night

£2339 - £3428 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Stunning Luxury villa in walking distance from Cortona, the famous and well know medieval village thanks to the "under the Tuscan sun" book and movie.  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 14

1 night min stay

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from £277 /night

£1936 - £2541 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Recently restored Tuscan Villa with traditional Terracotta tiled floors, plunged in the greenery of southern Tuscany.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 10

1 night min stay

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from £173 /night

£1210 - £2259 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Teresa, Distinguished Panoramic Villa Overlooking a Breathtaking Landscape  …see more