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486 Results  |  
22 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £37 /night

£257 / week

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Key info:

  • Nearest beach 120 km
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Apartment in owner's house. Sleeps 2+2 (1 bedroom+1 double sofàbed), Bathroom with shower, Living/ dining room with modern open kitchen. French windows onto patio with views of quaint hilltop village.  …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

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

Featured properties

30 Photos

Cottage | 2 Bedrooms | sleeps 5

Excellent 5/5 

Short stays welcome

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from £110 /night

£770 - £1029 / week

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Key info:

  • Swimming pool
  • Great 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

24 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £77 /night

£539 - £898 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Marvelous new restored apartment with private garden. The farmhouse is in a breathtaking position and also near to the most important Tuscan and Umbrian art cities. Perfect for relaxing in the panoramic swimming pool and nearby to sports activities A quiet and comfortable place for an unforgettable holiday.  …see more

21 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £385 /night

£2693 - £3206 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Other activities available nearby: Horseback Riding, Hot Air Balloon Flights, Thermal Spas, Wine Tours, Bike Rental, Nature Hikes  …see more

22 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £43 /night

£300 - £795 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Marvelous new restored luxury apartment with private garden. The farmhouse is in a breathtaking position and also near to the most important Tuscan and Umbrian art cities. Perfect for relaxing in the panoramic swimming pool and nearby to sports activities A quiet and comfortable place for an unforgettable holiday.  …see more

22 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £74 /night

£513 - £932 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Marvelous new restored luxury apartment. The farmhouse is in a breathtaking position and also near to the most important Tuscan and Umbrian art cities. Perfect for relaxing in the panoramic swimming pool and nearby to sports activities A quiet and comfortable place for an unforgettable holiday.  …see more

21 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £86 /night

£599 - £1283 / 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

24 Photos

House | 6 Bedrooms | sleeps 10

Excellent 5/5 

2 Nights min stay

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from £135 /night

£941 - £1283 / week

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Key info:

  • Swimming pool
  • Great 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

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

4 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £74 /night

£513 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
Stefano recently restored his home maintaining its historical charm and showcasing its 14 foot ceilings and spacious art filled rooms. Lose yourself in the charm of this historical treasure.  …see more

21 Photos

Farmhouse | 3 Bedrooms | sleeps 7

Excellent 5/5 

7 Nights min stay

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from £139 /night

£968 - £1573 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Charming country house with private pool to rent at 1 mile from Cortona – sleeps 6+1 From 1200€ to 1950€ a week  …see more

13 Photos

Cottage | 1 Bedroom | sleeps 3

Excellent 5/5 

7 Nights min stay

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from £43 /night

£299 - £363 / week

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Key info:

  • Suitable for children over
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
If you are looking for a place to rest surrounded by nature and quite of Tuscany, this is the place for you. Sun, olive plants and a nice BBQ to prepare your special meals! In addition, a number of charming villages not far away to visit  …see more

11 Photos

B&B | 6 Bedrooms | sleeps 8

2 Nights min stay

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from £80 /night

£556 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
A sensitively converted mansion with bright rooms, the Antiche Mura is in a quite street and has medieval walls. It's just a short walk away from the main sights in Arezzo (DK Family Guide Italy)  …see more

18 Photos

Cottage | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £62 /night

£428 - £513 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
House elegantly furnished in classic Tuscan style, situated 600 meters above sea level within the game reserve The Barbolana. A few miles from the historic town of Anghiari in an area rich in cultural sites on Michelangelo, Piero della Francesca, etc.. in a natural unsp  …see more

22 Photos

Villa | 8 Bedrooms | sleeps 19

3 Nights min stay

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from £355 /night

£2480 - £2650 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
Residenza Poggio Pellicciaia is a 16 acres property,immersed in the green of Tuscany. Here you can find everything to enjoy a perfect and relaxing holiday also with your dogs. Close to the best cities of Tuscany like Firenze and Siena.  …see more

20 Photos

Cottage | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £56 /night

£390 - £778 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Peaceful setting in Tuscan hills. Easy access to shops, museums art and culture.  …see more

21 Photos

House | 4 Bedrooms | sleeps 11

6 Nights min stay

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from £106 /night

£736 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Strategic location to visit TUSCANY. Full packages available with tours (wine, food, historical, religious and many others).  …see more

23 Photos

Villa | 8 Bedrooms | sleeps 17

Excellent 5/5 

2 Nights min stay

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from £403 /night

£2821 - £4600 / 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
Welcome our guests, offer Kindness, Attention and constant but discreet Presence: we wish your stay is an oasis where you “feel” as back Home.  …see more

17 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £438 /night

£3065 - £3871 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury air-conditioned villa with private pool to rent close to Arezzo – sleeps 10  …see more

18 Photos

Cottage | 3 Bedrooms | sleeps 10

3 Nights min stay

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from £129 /night

£898 - £1197 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Si tratta di un immobile tipico rurale toscano con grande spazio all'aperto in posizione strategica per visita città d'arte e attività all'area aperta.  …see more

19 Photos

Farmhouse | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £74 /night

£513 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
Huge space, big garden, quiet place, tuscany center, wonderful landscape, Beautiful, spacious house, wonderful large garden.  …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

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

11 Photos

Apartment | 2 Bedrooms | sleeps 5

4 Nights min stay

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from £49 /night

£342 / week

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Key info:

  • Nearest beach 170 km
  • Great for children of all ages
  • Car essential
  • No pets allowed
We'd like you to spend your next holiday here with us in our "il Cuniglio" residence located in the slopes of the Casentino region, Tuscany. Discover the fabulous art, the rich history and culture of this area regenerating mind and spirit in our luscious countryside.  …see more

4 Photos

Apartment | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £193 /night

£1347 - £1455 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
In the ravishing atmosphere of Montelucci Country Resort, the apartment Gelso is the perfect location for relaxing holidays in the area of Chianti, close to all the most important artistic place (Siena, Florence, Arezzo, Cortona). Montelucci is developped in 120 acres of woods, fields and lawns, surrounded by the peaceful atmosphere.  …see more

21 Photos

Farmhouse | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £119 /night

£830 - £962 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Perfect location for combining art and relax in a friendly atmosphere. Newly restored .The owners live in the main building and are available for any needs. Free vegetables from the vegetable  …see more

7 Photos

House | 2 Bedrooms | sleeps 7

4 Nights min stay

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from £43 /night

£300 - £513 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Excellently located house at the foot of the Chianti hills and close to the most popular Tuscan sites!  …see more

21 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £98 /night

£686 - £1412 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • 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

12 Photos

Farmhouse | 2 Bedrooms | sleeps 6

1 night min stay

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from £77 /night

£539 - £843 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
La Fiorita is a farmhouse nestled in the beautiful Tuscan countryside. From every corner of the estate you have magnificent views of bucolic flavor with wide open spaces overlooking the hills of Montepulciano and Cortona  …see more

13 Photos

Villa | 3 Bedrooms | sleeps 7

Excellent 5/5 

3 Nights min stay

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from £122 /night

£848 - £1166 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Beautiful three bedroom countryside house in Casentinese national park in Tuscany, secluded yet very close to Arezzo and Poppi. Incredible scenery, gardens and pool. Close to florence, siena, pisa. Perfect for relaxing.  …see more

13 Photos

House | 1 Bedroom | sleeps 2

3 Nights min stay

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from £93 /night

£647 / week

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Key info:

  • Swimming pool
  • Suitable for children over
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Maria Luisa is a beautiful apartment furnished in a Tuscan style, decorated with quality furnishing and mere steps away from a marvelous swimming pool. Nestled in a park surrounded by cypress trees it offers a charming and relaxing holiday. On request, guests can have meals cooked for them by a private chef beside the pool.  …see more

24 Photos

Farmhouse | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £132 /night

£924 - £1667 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
cortona farmhouse agriturismo  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £139 /night

£970 - £1066 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
In the very heart of Tuscany, surrounded by green hills, olive trees and vinyards, the charming apartment Ginestre is located in the superb Montelucci Country Resort. Perfect for relaxing holiday is is also very close to the well-known art cities and towns. Montelucci is developped in 120 acres of woods, fields and lawns, surrounded by the peaceful atmosphere.  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £131 /night

£916 - £1018 / week

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Key info:

  • Swimming pool
  • Suitable for children over
  • Car essential
  • Pets welcome
In the very heart of Tuscany, surrounded by green hills, olive trees and vineyards, the charming apartment Ulivo is located in the superb Montelucci Country Resort. Perfect for relaxing holiday is is also very close to the well-known art cities. Pergine Valdarno is just few miles from Arezzo, a wonderful old town with unique buildings and churches  …see more

15 Photos

House | 3 Bedrooms | sleeps 6

1 night min stay

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from £43 /night

£300 - £385 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Staying at the pink house will allow you to feel immersed into the nature; the house also has a balcony where you can admire the sight of the surrounding nature.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £187 /night

£1307 - £2259 / week

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Key info:

  • Nearest beach 135 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
The setting of this villa is nothing short of spectacular, commanding unspoilt, panoramic views over the Chiana Valley and the hilltop town of Civitella from its privileged, elevated vantage-point on a wooded hillside.  …see more

18 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £129 /night

£900 - £1765 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
High in the Vallombrosa Mountain range and overlooking the entire Val d'Arno that runs from Florence to Arezzo, Villa Treggiano has been the much loved holiday home of an Italian family living in Florence.  …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 | 11 Bedrooms | sleeps 22

7 Nights min stay

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from £634 /night

£4436 - £6331 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Originally a country estate dating back to 1795, this superb Leopoldine villa blends outstanding elegance and comfort with traditional rustic features which reflect its long history.  …see more

23 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £270 /night

£1888 - £3307 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
This stunning 17 th century villa is the result of skilful architectural renovation work and has been exquisitely furnished in period style, with eye-catching touches of luxury in its Venetian glass chandeliers, gold-framed mirrors and brocade soft-furnishings.  …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

23 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £61 /night

£426 - £608 / week

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Key info:

  • Nearest beach 165 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
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

24 Photos

Villa | 9 Bedrooms | sleeps 18

7 Nights min stay

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from £404 /night

£2823 - £5646 / week

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Key info:

  • Nearest beach 125 km
  • Swimming pool
  • Great 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

22 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £363 /night

£2541 - £3630 / 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
Villa Ulivi was completely restored in the last years and whilst the exterior is very in keeping with the local architecture, the interiors are modern and comfortable with every thing new, fresh and carefully considered to provide you with a perfect holiday experience  …see more

25 Photos

Villa | 4 Bedrooms | sleeps 8

Very Good 4/5 

4 Nights min stay

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from £392 /night

£2742 - £3630 / week

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Key info:

  • Nearest beach 130 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
This imposing Leopoldine villa, with its pale cream external walls and typical rooftop dovecot, commands an exceptional position on an elevated, walled-in terrace, surrounded by mature trees and enjoying magnificent countryside views.  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 7

7 Nights min stay

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from £137 /night

£959 - £1896 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Villa San Martino is set in a delightful position among extensive grounds overlooking the countryside. The swimming pool is surrounded by olive trees and lush gardens.  …see more

21 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £134 /night

£932 - £2388 / week

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Key info:

  • Nearest beach 160 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Poggio del Gallo is a large modern villa which also integrates traditional Tuscan design features providing the maximum comfort. Its position is just extraordinary overlooking the valley where vineyards and olive groves spread out into infinity.  …see more

21 Photos

Villa | 3 Bedrooms | sleeps 6

Good 3.5/5 

7 Nights min stay

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from £130 /night

£908 - £1557 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Villa Montedoglio has been classified,by Tuscany Region, as "Residenza d'Epoca" which is equivalent to "National Trust" or "Heritage Grading".  …see more