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399 Holiday homes in Cortona

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399 Results  |  
8 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £86 /night

£599 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
“Le Gelosie apartments” are the natural and inviting alternative to our hospitality and combine good taste and attention for details.  …see more

11 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £513 /night

£3591 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
Villas in Cortona - Ville: PICCOLA BRAMASOLE  …see more

23 Photos

House | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £499 /night

£3488 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
Walking distance to the town Luxury villas Villas in Tuscany for groups  …see more

Featured properties

11 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £160 /night

£1119 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Villas in Cortona - Ville: Villa Boscaiola  …see more

11 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £513 /night

£3591 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Villas in Cortona - Ville: La Certosa  …see more

11 Photos

Villa | 4 Bedrooms | sleeps 7

7 Nights min stay

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from £270 /night

£1890 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
Family Friendly Villa  …see more

12 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £193 /night

£1347 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Family friendly villa Budget Villas in Tuscany  …see more

13 Photos

Villa | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £245 /night

£1710 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Family friendly villa Villas in Tuscany for groups  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £306 /night

£2138 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Family friendly villa Luxury villas  …see more

20 Photos

House | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £428 /night

£2992 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
Family friendly villa Villas in Tuscany for groups  …see more

17 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £633 /night

£4429 / 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
Walking distance to the town Family friendly villa Luxury villas Villas in Tuscany for groups  …see more

13 Photos

Villa | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £170 /night

£1184 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Family friendly villa Budget Villas in Tuscany  …see more

10 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £465 /night

£3249 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Villa Pomeroy is a Beautiful Authentic Hillside Farmhouse With Unique Private Pool Set In 60 Acre Woodland  …see more

6 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £98 /night

£684 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Apartments in historical center - Ville: I Terrazzini  …see more

11 Photos

Farmhouse | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £428 /night

£2992 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Family friendly villa Budget Villas in Tuscany  …see more

19 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £611 /night

£4275 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Wedding villas in Tuscany Walking distance to the town Family friendly villa Luxury villas Villas in Tuscany for groups  …see more

22 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £385 /night

£2689 / 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
Villas in Cortona - Ville: Villa Felice  …see more

15 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £330 /night

£2309 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Villas in Cortona - Ville: Borgo Valecchie  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £240 /night

£1676 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Apartments in historical center - Ville: YPR LOFT 21  …see more

19 Photos

Apartment | 2 Bedrooms | sleeps 2

1 night min stay

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from £55 /night

£382 - £497 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 160 km
  • Not suitable for children
  • Car not necessary
  • Some pets are welcome - please contact the owner
Central apartment in the heart of Cortona, Tuscany, ideal for two and half person cosy and quiet, near the best restaurant and grocery store and free parking. A perfect place to visiting all around Tuscany and like Arezzo, Siena, Firenze, Assisi, San Gimignano, Perugia. Only 3 minute from main square and grocery. The public free and safe parking is just a 4 minutes walk.  …see more

21 Photos

Condo | 1 Bedroom | sleeps 4

Excellent 5/5 

1 night min stay

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from £24 /night

£162 - £254 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
* air conditioning and heating included in price * washer located in bathroom * fully equipped kitchen * wireless internet * outdoor dining on private terrace * private parking space in front of condo * within walking distance to train station and bus stop provided: * towels & linens * bath, dish & laundry soap * paper towels & toilet tissue * hair dryer  …see more

21 Photos

House | 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

14 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 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

16 Photos

Chalet | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £52 /night

£364 - £533 / 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

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

19 Photos

Apartment | 1 Bedroom | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £79 /night

£550 - £737 / 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

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

16 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £55 /night

£385 - £530 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
Accogliente, caratteristica abitazione in pietra, situata nel centro storico della città etrusca di Cortona, celebre per il suo passato che ancora vive tra i suoi vicoli. Base ideale per visitare Arezzo, Montepulciano, Pienza e le suggestive campagne toscane e umbre.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 7

Excellent 5/5 

5 Nights min stay

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from £115 /night

£799 / week

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Key info:

  • Nearest beach 129 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
Breathtaking view from a unique Apartment between Cortona and Montepulciano. Luxury furnished, very well situated and ideal to relax and also to start daily drives into the best places of Tuscany and Umbria.  …see more

20 Photos

Cottage | 2 Bedrooms | sleeps 5

Excellent 5/5 

4 Nights min stay

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from £103 /night

£717 - £1463 / week

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Key info:

  • Nearest beach 5 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Romantic cottage in park like environment. Close to Cortona (5 minutes by car) Walking distance to village with shops and restaurants. Wifi Large pool Air-conditioning in bedrooms Great base for touring Tuscany and Umbria  …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

21 Photos

Cottage | 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

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £54 /night

£377 - £556 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
L'edificio è circondato da un parco attrezzato con panchine, sdraio, dondolo, amaca ed illuminazione esterna. Tra abeti, cipressi ed altri alberi d'alto fusto nidificano varie specie d'uccelli che col loro cinguettio animano la quiete circostante.  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £51 /night

£355 - £577 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
From the town of Cortona and 'possible in the day, to reach the most beautiful art cities of central Italy from Florence to Rome and 18 km Lake Trasimeno.Included you will find a set that includes: basic necessities (coffee, tea, seasoning, salt, sugar, detergents...... Ideally located, very quiet. Discount depending on length of stay.completely renovated, nice furnishings.  …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

24 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £69 /night

£480 - £639 / week

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Key info:

  • Not suitable for children
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
La Mansarda del Sodo, a top floor apartment in a typical two storey old stone house one kilometer from the ancient Etruscan village of Cortona. We'll be happy to provide any information needed. FREE SPACIOUS PARKING LOT AVAILABLE 200 MT. FROM THE HOUSE  …see more

11 Photos

Apartment | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

2 Nights min stay

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from £92 /night

£642 - £941 / week

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Key info:

  • Nearest beach 12 km
  • Swimming pool
  • Suitable for children over
  • Some pets are welcome - please contact the owner
  • Private garden
Fantastic apartament with 3 bedrooms and 2 bathroom in a villa with swimming pool and baby playground area. La Loggia has also a tipical tuscany stone fireplace fantastic to there during the winter.  …see more

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

19 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £37 /night

£257 / week

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Key info:

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

21 Photos

Apartment | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £109 /night

£763 - £1242 / week

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Key info:

  • Nearest beach 200 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Private independent accommodation with private garden area, private parking and independent entrance. The shared swimming pool area is very large and used from no more than 3 family at the time.  …see more

23 Photos

Farmhouse | 10 Bedrooms | sleeps 10

2 Nights min stay

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from £49 /night

£338 - £1597 / 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
Prestigious country house immersed in the green countryside offers joyful days of rest. It is located in the immediate vicinity of the town of Cortona Other places are within easy reach Perugia / Assisi (50 km) Florence (110 km) Rome (170 km) Siena (60 km) Pienza (27 km),Montalcino (34km) Ralaxation room, games and reading area,secure Park Swimming pool BBQ Area  …see more

5 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £64 /night

£444 / 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
agriturismo cortona teccognano beppe toscana cucina tipica Wi fi piscina  …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

10 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

1 night min stay

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from £39 /night

£267 - £355 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
L'Etrusca e' un alloggio perfetto per chi vuole trascorrere le sue vacanze nel cuore della citta' e vivere direttamente la nostra tradizione Near of the most important Tuscany and umbria Town like: Firenze, Arezzo, Montepulciano, Pienza, Montalcino,  …see more

12 Photos

Farmhouse | 4 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £69 /night

£479 - £582 / 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
2 bedrooms, full kitchen, living room with sofa bed, bathroom with shower.  …see more

10 Photos

Farmhouse | 1 Bedroom | sleeps 4

Very Good 4/5 

2 Nights min stay

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from £52 /night

£360 - £402 / 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
The apartments is independent, and has beautiful piece of ancient furniture own heating system, some of them have a fire-place.  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £55 /night

£382 - £497 / week

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Key info:

  • Nearest beach 160 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment for 2 person, compose by one bedroom + kitchen (fully equipped)+ 1 bathroom, internet wifi. Central position, near public free parking and restaurants. Only 3 minute from main square and grocery. The public free and safe parking is just a 4 minutes walk. Cortona is close to Arezzo, Siena, Firenze, Assisi, San Gimignano, Perugia and trasimeno lake  …see more

16 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £74 /night

£517 - £671 / 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

22 Photos

Farmhouse | 12 Bedrooms | sleeps 22

2 Nights min stay

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from £391 /night

£2736 - £4360 / 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

17 Photos

Farmhouse | 3 Bedrooms | sleeps 4

2 Nights min stay

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from £83 /night

£578 - £770 / week

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Key info:

  • Nearest beach 20 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Casa Luca country house with fireplace, two balcony, fully equipeed kitchen, TV SAT, Wi-Fi, CD Stereo, 2 bedrooms and 1 bathroom, perfect for a family with 2 or 3 children and also for 2 couples of adults. Casa Luca has two fantastic balcony with breathtaking views over the valley..  …see more