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374 Results  |  
21 Photos

Cottage / 2 Bedrooms / sleeps 5

Excellent 5/5 

4 Nights min stay

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from £223 / night

£1560 - £1880 / 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

19 Photos

Villa / 2 Bedrooms / sleeps 5

Excellent 5/5 

4 Nights min stay

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from £223 / night

£1560 - £1880 / 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

Apartment / 1 Bedroom / sleeps 4

Excellent 5/5 

4 Nights min stay

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from £44 / night

£305 - £450 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Stunning breath taking view of the Val di Chiana Valley from the living room and kitchen windows!! It'll be printed in your memory for ever! Walking distance from the main square and all the fabulous restaurants and shops.  …see more

Featured properties

21 Photos

House / 2 Bedrooms / sleeps 4

Excellent 5/5 

7 Nights min stay

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from £78 / night

£544 - £703 / week

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Key info:

  • Great 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

21 Photos

House / 2 Bedrooms / sleeps 5

Excellent 5/5 

4 Nights min stay

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from £223 / night

£1560 - £1880 / 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

31 Photos

Villa / 7 Bedrooms / sleeps 14

7 Nights min stay

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from £296 / night

£2066 - £3261 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden
The guests of the Villa are kindly invited to have a tour of the vineyards, the cellar and to experience a unique wine tasting held by the owner of the villa. The Villa is indeed part of a famous wine estate that produces one of the best rated syrah of the Cortona area.  …see more

7 Photos

Farmhouse / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £243 / night

£1700 / week

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Key info:

  • Great 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

24 Photos

Hotel apartment / 2 Bedrooms / sleeps 4

2 Nights min stay

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from £83 / night

£580 - £908 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Residence in Cortona with 2 bedrooms sleeps 4  …see more

24 Photos

House / 3 Bedrooms / sleeps 8

4 Nights min stay

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from £179 / night

£1250 - £1500 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Suitability: children welcome non smoking only pets not allowed suitable for elderly or infirm  …see more

11 Photos

Farmhouse / 13 Bedrooms / sleeps 29

1 night min stay

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from £62 / night

£428 - £3986 / 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

22 Photos

Farmhouse / 12 Bedrooms / sleeps 22

2 Nights min stay

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from £332 / night

£2319 - £3696 / week

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Key info:

  • Nearest beach 12 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • 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

7 Photos

Villa / 9 Bedrooms / sleeps 18

7 Nights min stay

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from £700 / night

£4900 - £5880 / week

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Key info:

  • Swimming pool
  • Great 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

27 Photos

Villa / 6 Bedrooms / sleeps 15

7 Nights min stay

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from £408 / night

£2851 - £3972 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
This incredible structure offers to its guests two different accommodations completely independent : the Villa and the cottage.  …see more

16 Photos

Villa / 3 Bedrooms / sleeps 6

2 Nights min stay

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from £134 / night

£935 - £1558 / 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

17 Photos

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £315 / night

£2200 - £3200 / week

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Key info:

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

26 Photos

Farmhouse / 6 Bedrooms / sleeps 12

2 Nights min stay

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from £176 / night

£1229 - £2026 / 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
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

Villa / 4 Bedrooms / sleeps 8

1 night min stay

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from £136 / night

£950 - £1200 / week

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Key info:

  • Suitable for children over 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • 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

House / 2 Bedrooms / sleeps 5

3 Nights min stay

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from £56 / night

£392 - £551 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Cortona is famous as the inspiration and setting for the book Under the Tuscan Sun, (that later became a movie) written by USA writer-novelist Francis Mayes. It also homes a branch of the Georgia University - USA, for artistic matters, since 1970.  …see more

17 Photos

Apartment / 2 Bedrooms / sleeps 4

1 night min stay

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from £47 / night

£327 - £435 / week

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Key info:

  • Great 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

22 Photos

Cottage / 2 Bedrooms / sleeps 6

7 Nights min stay

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from £102 / night

£711 - £1218 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
This beautiful holiday home near Cortona, is located at a 15 min drive (15km) from this famed Etruscan and medieval town, main cultural and artistic centre of the Val di Chiana after Arezzo. The cottage is the outbuilding of an old farmhouse,  …see more

14 Photos

Villa / 6 Bedrooms / sleeps 13

7 Nights min stay

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from £250 / night

£1745 - £3156 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden
Main House: One enters from the garden and finds an entrance hall with small reading niche which separates the kitchen from the dining area and sitting room with fireplace. Up a few stairs is the terrace, a small double guest room with bathroom.  …see more

24 Photos

Villa / 4 Bedrooms / sleeps 8

1 night min stay

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from £176 / night

£1232 - £2102 / 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
Villa ai Cedri Agriturismo, set 4km from the historical centre of Cortona, Tuscany, is the perfect place to spend relaxing holidays immersed in nature. The villa, with its panoramic swimming pool, is set in the hillside amongst olive groves and woodland, with the most s  …see more

7 Photos

Apartment / 2 Bedrooms / sleeps 6

3 Nights min stay

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from £83 / night

£577 - £904 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Free Wi fi, Netflix Luxury in Historical Centre of Cortona. Famous Tuscan hilltop town from Under the Tuscan Sun Perfect home base to explore all of Tuscany Brand new designer apartments. Fully stocked kitchen. Waiting for you, as if standing still in time...sites Casa di Amici (a friendly house) in Historic Cortona.  …see more

22 Photos

Farmhouse / 3 Bedrooms / sleeps 5

Short stays welcome

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from £73 / night

£508 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
trekking strategic point, silent, beautiful country house, stone view walls, Unfortunately is not possible to use BBQ by law during summer season because woods are too near the house...  …see more

18 Photos

Hotel apartment / 2 Bedrooms / sleeps 4

2 Nights min stay

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from £83 / night

£580 - £908 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Residence in Cortona with 2 bedrooms sleeps 4  …see more

24 Photos

Hotel apartment / 2 Bedrooms / sleeps 4

2 Nights min stay

Add to shortlist

from £83 / night

£580 - £908 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Residence in Cortona with 2 bedrooms sleeps 4  …see more

24 Photos

Hotel apartment / 2 Bedrooms / sleeps 4

2 Nights min stay

Add to shortlist

from £83 / night

£580 - £908 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Residence in Cortona with 2 bedrooms sleeps 4  …see more

18 Photos

Hotel apartment / 2 Bedrooms / sleeps 4

2 Nights min stay

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from £83 / night

£580 - £908 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Residence in Cortona with 2 bedrooms sleeps 4  …see more

23 Photos

Villa / 10 Bedrooms / sleeps 20

1 night min stay

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from £497 / night

£3479 - £4658 / week

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Key info:

  • Nearest beach 15 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

22 Photos

Farmhouse / 2 Bedrooms / sleeps 6

3 Nights min stay

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from £160 / night

£1116 - £1196 / week

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Key info:

  • Swimming pool
  • Great 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

24 Photos

Villa / 7 Bedrooms / sleeps 14

1 night min stay

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from £249 / night

£1740 - £2283 / week

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Key info:

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

15 Photos

Apartment / 1 Bedroom / sleeps 2

3 Nights min stay

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from £60 / night

£420 - £560 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Holiday apartments near Cortona in Tuscany. These self-contained apartments have a large pool, BBQ and Picnic area. There is ample parking space and the surrounding gardens are particularly beautiful, with colour and scent from the many rose bushes, jasmine & lavender. We can arrange special days or tours such as; Wine Tasting Cooking Cycling Painting Walking Weddings  …see more

20 Photos

Hotel apartment / 1 Bedroom / sleeps 3

2 Nights min stay

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from £76 / night

£530 - £799 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Residence in Cortona with 1 bedrooms sleeps 3  …see more

16 Photos

Apartment / 2 Bedrooms / sleeps 6

3 Nights min stay

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from £13 / night

£87 - £761 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
The Villa is very well situated: in the middle of the most beautiful countryside of Tuscany and Umbria (scenic road), overlooking some of the most famous wineries of the “Vino Nobile of Montepulciano” (Avignonesi) and just minutes away from the most important places.  …see more

11 Photos

Villa / 4 Bedrooms / sleeps 8

Short stays welcome

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from £328 / night

£2295 - £4195 / 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

10 Photos

Apartment / 1 Bedroom / sleeps 2

4 Nights min stay

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from £50 / night

£350 - £635 / week

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Key info:

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

24 Photos

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £227 / night

£1589 - £1925 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Pets welcome
  • Private garden
Villa in Cortona with 3 bedrooms sleeps 6  …see more

14 Photos

Villa / 5 Bedrooms / sleeps 10

4 Nights min stay

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from £94 / night

£653 - £1087 / 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

22 Photos

Cottage / 2 Bedrooms / sleeps 6

7 Nights min stay

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from £87 / night

£609 - £1433 / week

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Key info:

  • Nearest beach 20 km
  • Swimming pool
  • Suitable for children over 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Beautiful 2 bedroom cottage with the most stunning views Pool and Wifi. Close to villages. Niccone Valley, ideally situated for a relaxing family holiday and for seeing Umbria and Tuscany. Great value private house with private pool. Baby-sitters or cooks on request for an additional cost. We run wine tastings to which you will be invited.  …see more

20 Photos

Villa / 4 Bedrooms / sleeps 8

1 night min stay

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from £156 / night

£1087 - £2283 / week

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Key info:

  • Nearest beach 15 km
  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Teresa, Distinguished Panoramic Villa Overlooking a Breathtaking Landscape  …see more

20 Photos

Hotel apartment / 2 Bedrooms / sleeps 4

2 Nights min stay

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from £83 / night

£580 - £908 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Residence in Cortona with 2 bedrooms sleeps 4  …see more

24 Photos

Hotel apartment / 1 Bedroom / sleeps 2

2 Nights min stay

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from £75 / night

£522 - £757 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
  • Private garden
Residence in Cortona with 1 bedrooms sleeps 2  …see more

12 Photos

Cottage / 5 Bedrooms / sleeps 10

1 night min stay

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from £156 / night

£1087 - £1812 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Stone cottage in a wonderful hilly position, just a few minutes from the medieval town of Cortona. Gorgeous panoramic view from the private pool, and beautiful walks to explore including the ancient Roman road. Dip into the magical peace of the Tuscan countryside.  …see more

12 Photos

Farmhouse / 2 Bedrooms / sleeps 6

1 night min stay

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from £73 / night

£508 - £795 / 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

16 Photos

Chalet / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £47 / night

£327 - £653 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
All the independent property available. A nice shady garden of 2000 square meters, a gazebo, relaxing and a great barbecue for outdoor grilling watching the sunset. Ms. Paola will take care of the guests!  …see more

24 Photos

Lodge / 1 Bedroom / sleeps 4

2 Nights min stay

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from £47 / night

£327 - £500 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great 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

12 Photos

Apartment / 1 Bedroom / sleeps 2

1 night min stay

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from £52 / night

£363 - £435 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Ask owner if suitable for children
  • Car not necessary
  • No pets allowed
Central apartment in the heart of Cortona, Tuscany, ideal for two person elegant and quiet, near the best restaurant and grocery, shops and free parking. A perfect place to visiting Cortona and Tuscany tow like Arezzo, Siena, Firenze, Pienza, valdorcia, San Gimignano. Only 3 minute from main square and grocery, and just 4 minutes walk from public free and safe parking.  …see more

18 Photos

Villa / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £50 / night

£348 - £653 / 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

25 Photos

Villa / 4 Bedrooms / sleeps 8

4 Nights min stay

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from £301 / night

£2102 - £3080 / 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

19 Photos

Farmhouse / 2 Bedrooms / sleeps 4

1 night min stay

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from £52 / night

£363 - £616 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
This apartment is on two floors: at the first there are the sitting room with fireplace, one double bedroom with bathroom, the kitchen, other bathroom and a terrace and at the second level the other double bedroom. There is independed heating and in the kitchen there is  …see more

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