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134 Results  |  
12 Photos

Apartment / 1 Bedroom / sleeps 4

2 Nights min stay

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from £42 / night

£290 / week

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Key info:

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

27 Photos

Farmhouse / 1 Bedroom / sleeps 3

3 Nights min stay

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from £94 / night

£656 - £747 / week

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Key info:

  • Swimming pool
  • Great 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

24 Photos

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £249 / night

£1740 - £2261 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Independent villa, with a swimming pool, in the Cortona countryside, within the valley with a panorama of the Valdichiana hills, a short distance from the city of Cortona. An ideal place to spend a holiday and to visit charming places in Tuscany and Umbria.  …see more

Featured properties

20 Photos

Hotel apartment / 1 Bedroom / sleeps 2

3 Nights min stay

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from £73 / night

£511 - £621 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great 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

19 Photos

Apartment / 1 Bedroom / sleeps 2

3 Nights min stay

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from £68 / night

£470 - £610 / 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

14 Photos

Apartment / 1 Bedroom / sleeps 2

3 Nights min stay

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from £58 / night

£400 - £540 / 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

19 Photos

Apartment / 1 Bedroom / sleeps 2

3 Nights min stay

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from £58 / night

£400 - £540 / 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 also arrange special days or tours such as; Wine Tasting Cooking Cycling Painting Walk Weddings  …see more

13 Photos

Cottage / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £57 / night

£399 - £616 / 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

7 Photos

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £97 / night

£673 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Perfect base to discover all of Tuscany Free Wi-Fi and Netflix Soft, warm brand new furnishings and high quality beds In historical centre and only steps from all cafes and sites Free parking off site Italy is everything you have seen, heard, and dreamed of. Stay at Casa di Amici for an unforgettable stay.  …see more

20 Photos

Villa / 5 Bedrooms / sleeps 15

5 Nights min stay

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from £261 / night

£1825 - £2555 / 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

13 Photos

Finca / 11 Bedrooms / sleeps 24

4 Nights min stay

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from £311 / night

£2174 - £2899 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
Casale toscano con piscina. Ampi appartamenti di lusso con aria condizionata . Viene affittato in esclusiva . Vicino all'autostrada ma immerso nella pace e silenzio della campagna toscana .  …see more

16 Photos

Apartment / 1 Bedroom / sleeps 2

3 Nights min stay

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from £119 / night

£827 / week

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
Siena vacation rental, siena holiday apartment, siena suite, siena luxury apartment, My family own the Palazzo since 1790,  …see more

21 Photos

Villa / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £290 / night

£2029 - £2790 / week

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Key info:

  • Nearest beach 25 km
  • Swimming pool
  • Ask owner if suitable for children
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Villa et jardins contemporains dans la campagne toscane.  …see more

18 Photos

Villa / 4 Bedrooms / sleeps 8

1 night min stay

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from £249 / night

£1740 - £2261 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Bella is a stunning, luxury villa nestled in the Valdichiana valley just a few kilometres from Cortona. An ideal destination for exploring the beautiful regions of Tuscany and Umbria.  …see more

24 Photos

Villa / 4 Bedrooms / sleeps 8

3 Nights min stay

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from £135 / night

£943 - £1377 / 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

19 Photos

Apartment / 2 Bedrooms / sleeps 6

Min stay varies

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from £89 / night

£619 - £1134 / week

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Key info:

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

7 Photos

Apartment / 1 Bedroom / sleeps 4

Min stay varies

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Pricing unknown

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
'Vecchio Frantoio' is only a five minute drive from the medieval hilltop town of Cortona. The main A1 motorway is a fifteen minute drive from the apartment and the mainline train station is only a five minute drive away.  …see more

24 Photos

Villa / 6 Bedrooms / sleeps 14

3 Nights min stay

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from £233 / night

£1631 - £2609 / 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

24 Photos

House / 3 Bedrooms / sleeps 8

1 night min stay

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from £73 / night

£508 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Struttura ideale per una vacanza nella terra degli etruschi e per chi ama la campagna e contemporaneamente le città d'arte.  …see more

19 Photos

House / 1 Bedroom / sleeps 3

3 Nights min stay

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from £51 / night

£356 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Appartamento in agriturismo: casa unica appena ristrutturata con comodi servizi, immersa nel parco e adiacente alla piscina. ortaggi, olio extra vergine e vinsanto di produzione della casa  …see more

6 Photos

Guest house / 6 Bedrooms / sleeps 25

1 night min stay

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from £67 / night

£464 - £725 / 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
  • 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

23 Photos

Villa / 4 Bedrooms / sleeps 8

3 Nights min stay

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from £472 / night

£3298 - £4457 / week

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Key info:

  • Nearest beach 25 km
  • Swimming pool
  • Ask owner if suitable for children
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Propriété et vaste jardin stylés et idéalement situés.  …see more

9 Photos

House / 1 Bedroom / sleeps 4

1 night min stay

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from £42 / night

£290 / week

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Key info:

  • Nearest beach 15 km
  • Suitable for children over 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
5 min drive to Cortona. Perfect base to see the rest of Tuscany and Perugia. Personal chef for 1 day or more for cooking classes and/or privet dinners right next door.  …see more

22 Photos

Villa / 4 Bedrooms / sleeps 8

1 night min stay

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from £249 / night

£1740 - £2247 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
The villa is divided into two floors. On the ground floor a bright living room with comfortable sofas and a large fireplace, dining area and fully equipped kitchen with all appliances, four double bedrooms and three bathrooms.  …see more

6 Photos

House / 2 Bedrooms / sleeps 6

2 Nights min stay

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from £52 / night

£363 - £508 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
La casa vacanza è perfetta per trascorrere vacanze ideali in una delle cittadine più belle e frizzanti della toscana. Unisce la comodità di vivere nel centro storico al piacere di avere 2 spazi esterni privati in cui rilassarsi. Tutta la Toscana e Umbria è max 2 ore  …see more

24 Photos

Apartment / 2 Bedrooms / sleeps 3

2 Nights min stay

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from £46 / night

£319 - £472 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
La sua posizione strategica permette agli ospiti di assaporare appieno la tranquillità della vita di campagna e di raggiungere facilmente centri storici ed artistici dell'Italia centrale.  …see more

4 Photos

Farmhouse / 20 Bedrooms / sleeps 32

Min stay varies

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Pricing unknown

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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
casa vacanze Cortona,casa vacanze Montepulciano,casa vacanze Trasimeno,casa vacanze Castiglione del lago,casa vacanze Siena,casa vacanze Arezzo,casa vacanze Toscana,casa vacanze Umbria,case vacanza Cortona,case vacanza Montepulciano,case vacanza Castiglione del lago  …see more

23 Photos

Villa / 3 Bedrooms / sleeps 8

3 Nights min stay

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from £135 / night

£943 - £1812 / 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

12 Photos

Hotel apartment / 2 Bedrooms / sleeps 6

1 night min stay

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from £156 / night

£1087 / 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
Appartamento in Leopoldina nel cuore della Valdichiana - Cortona AR con giardino privato, piscina privata campi da tennis e calcetto  …see more

24 Photos

House / 1 Bedroom / sleeps 2

3 Nights min stay

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from £164 / night

£1142 / week

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Key info:

  • Nearest beach 25 km
  • Swimming pool
  • Ask owner if suitable for children
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Villa et jardin de style contemporain idéalement situés.  …see more

10 Photos

Apartment / 2 Bedrooms / sleeps 5

7 Nights min stay

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from £182 / night

£1269 / week

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Key info:

  • Ask owner if suitable for children
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
Per trascorrere la tua vacanza con stile, nelle meravigliose colline toscane, questa proprietà offre 2 camere da letto e ogni servizio che può rendere unico il soggiorno. I principali servizi a pagamento sono: personal chef service, chauffeur service.  …see more

11 Photos

Villa / 2 Bedrooms / sleeps 5

7 Nights min stay

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from £88 / night

£616 - £1160 / 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
This lovely small villa is located at 400 m from the charming town of Cortona It is situated in a wonderful panoramic position, surrounded by the typical Tuscan countryside and olive groves, in a perfect location for a lovely and relaxing holiday, yet with the advanta  …see more

24 Photos

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £342 / night

£2392 - £3769 / 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

22 Photos

Villa / 2 Bedrooms / sleeps 4

4 Nights min stay

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from £88 / night

£616 - £906 / 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

18 Photos

Villa / 6 Bedrooms / sleeps 16

Excellent 5/5 

4 Nights min stay

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from £97 / night

£679 - £1201 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Casale GinezzO is beautiful independent Villa, located 15 km from Cortona, in the heart of the cortonese mountains, immersed into the green woods of oak and chestnut trees. From the big garden you can enjoy the charming and unspoilt natural environment  …see more

20 Photos

House / 2 Bedrooms / sleeps 4

Excellent 5/5 

3 Nights min stay

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from £128 / night

£892 - £1631 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
Your very own piece of medieval Cortona! Gracious living in this superbly equipped, spacious "home from home" at the pedestianised heart of town. Enjoy a welcome retreat from the rigours of your day's sightseeing, before an evening of fine dining and quality shopping. Cortona continues to host immunerable weddings in its medieval town hall, with the famous photogenic steps!  …see more

20 Photos

Villa / 4 Bedrooms / sleeps 10

Excellent 5/5 

7 Nights min stay

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from £100 / night

£699 - £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

14 Photos

Villa / 7 Bedrooms / sleeps 24

Excellent 5/5 

3 Nights min stay

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from £48 / night

£334 - £2895 / 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

24 Photos

House / 2 Bedrooms / sleeps 4

Excellent 5/5 

3 Nights min stay

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from £58 / night

£402 - £563 / week

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Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • 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

24 Photos

Villa / 5 Bedrooms / sleeps 10

Very Good 4.5/5 

7 Nights min stay

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from £123 / night

£855 - £2657 / week

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Key info:

  • Swimming pool
  • Great 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

24 Photos

Villa / 3 Bedrooms / sleeps 6

Excellent 5/5 

7 Nights min stay

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from £94 / night

£657 - £1825 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Charming villa with private pool near Cortona and lake Trasimeno  …see more

20 Photos

Villa / 8 Bedrooms / sleeps 17

4 Nights min stay

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from £418 / night

£2920 - £3650 / 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
The property Villa il Trebbio is an antique palace close to Cortona which dates back to the 16th century. The farmhouse in stone has been personally furnished by the owner with antique family pieces and reflects a simple and at the same time elegant atmosphere  …see more

17 Photos

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £420 / night

£2940 / 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
This charming old villa inserted in the enchanting setting of the typical chiana valley Tuscan landscape, Villa Salcotto lies at the foot of the hill of Cortona, a delightful town whose Etruscan origins left it with a still very conspicuous archaeological heritage  …see more

19 Photos

Villa / 9 Bedrooms / sleeps 18

4 Nights min stay

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from £306 / night

£2138 - £3109 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
A holiday farm for a different holiday experience in untouched nature and relaxation. The Palazzo is an enchanting late 19th century country building recently fully renovated and restored, returning to its ancient splendour through accurate work, divided in 6 apartments  …see more

10 Photos

Apartment / 1 Bedroom / sleeps 3

7 Nights min stay

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from £47 / night

£329 - £578 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Great 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

14 Photos

House / 1 Bedroom / sleeps 2

7 Nights min stay

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from £160 / night

£1120 - £1600 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Pets welcome
  • Private garden

Tucked away in the blissful rolling countryside on the edge of Cortona, this stone cottage with its private pool is a delightful hideaway for a coupleseeking to experience the best of Tuscany and Umbria.

 …see more

20 Photos

Villa / 5 Bedrooms / sleeps 10

4 Nights min stay

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from £254 / night

£1774 - £3026 / 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
Villa Liliana is perfectly situated to enjoy the spectacular views of our beautiful valley. Villa Liliana sleeps up to 10 people.  …see more

13 Photos

Villa / 2 Bedrooms / sleeps 6

4 Nights min stay

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from £105 / night

£730 - £1442 / 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
La Farnetina is a charming independent Villa, part of a big property dating back to the first years of the 20th century, located in a beautiful position in the countryside around Cortona, at only 14 Km from the historical centre.  …see more

20 Photos

Villa / 4 Bedrooms / sleeps 8

4 Nights min stay

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from £240 / night

£1679 - £3026 / 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
Above the wood oven is engraved 1781. Villa Nello was restored in 2001. It develops on three floors, sleeping 8 people, plus a small independent single bedroom with bathroom.  …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

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