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40 Results   |  

Excellent 5/5 

18 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 10

Excellent 5/5 

1 night min stay

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from £183 / night

£1277 - £1915 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Magnificent villa with swimming pool between Arezzo and Cortona  …see more

21 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

3 Nights min stay

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from £163 / night

£1135 - £2057 / 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 with swimming pool near Cortona, with stunning view over the olive groves and the town of Castiglion Fiorentino  …see more

19 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £198 / night

£1386 - £2557 / 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 Villa has two stair. The large living room with sat TV and fireplace is on the ground floor, as is the fully equipped kitchen which gives onto the ample portico where one can dine overlooking the swimming pool and entire valley. There is also a double bedroom  …see more

Featured properties

24 Photos

Castiglion Fiorentino / Santa Maria Alla Rassinata

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £152 / night

£1064 - £1532 / 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
In the Cortona countryside, 2 km from Castiglion Fiorentino. private garden wiht large pool.  …see more

20 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £71 / night

£497 - £951 / 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
It is the ideal place if you are looking to relax, private pool and beautiful view  …see more

Excellent 5/5 

24 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 10

Excellent 5/5 

3 Nights min stay

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from £158 / night

£1103 - £2235 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Magical Villa with private pool on top of Tuscany Hills. One hour drive to Florence, Siena, Perugia. Near to Cortona, Montepulciano and Arezzo.  …see more

24 Photos

Castiglion Fiorentino / Orzale

Villa / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £86 / night

£596 - £1057 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
ENCHAINTING VILLA with private POOL on top of TUSCAN HILLS. 10 minutes drive to the town of Castiglion Fiorentino. 25 to CORTONA. One hour to FIRENZE, PERUGIA and SIENA. 30 minutes to the TRASIMENO LAKE.  …see more

18 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 12

3 Nights min stay

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from £92 / night

£639 - £1362 / 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
La casa è dotata di tutti i confort per una piacevole vacanza in tranquillità e relax. Piscina grande per rinfrescarsi nelle giornate estive e grande vasca idromassaggio riscaldata situata all'esterno con vista sulle colline di Castigion Fiorentino. Nel Giardino, dotat  …see more

Excellent 5/5 

22 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

Excellent 5/5 

3 Nights min stay

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from £147 / night

£1029 - £2256 / 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
Inside the Villa Various paintings of flowers and colours of Tuscany hang on the walls bringing nature indoors. The living room is plain and simple, starting with the stone walls where the fireplace stands. Here you can take a relaxing break while watching satellite T  …see more

Excellent 5/5 

18 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 3 Bedrooms / sleeps 8

Excellent 5/5 

3 Nights min stay

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from £82 / night

£568 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
Italia, Toscana, casa vacanza, Cortona, Castiglion Fiorentino, Arezzo, etruschi, natura e libertà. A due passi dal lago Trasimeno  …see more

14 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £122 / night

£851 - £1752 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Holiday property located in Tuscany in Castiglion Fiorentino. Close location to many touristic attractions like Cortona, Arezzo, Siena, Montepulciano, Montalcino, Chianti, Florence and many more makes it a fantastic place for family holidays.  …see more

8 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £136 / night

£946 - £2648 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Situated on the border between Tuscany and Umbria, this lovely country villa has been recently built in perfect harmony with the surrounding territory.  …see more

Very Good 4.5/5 

24 Photos

Castiglion Fiorentino / Brolio

Villa / 1 Bedroom / sleeps 2

Very Good 4.5/5 

7 Nights min stay

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from £58 / night

£401 - £596 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
San Regolo in Brolio is a lovely brand new hamlet with a small collection of villas located on the edge of the village of San Regolo, and is within easy walking distance of the centre of the village.  …see more

24 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 9 Bedrooms / sleeps 18

7 Nights min stay

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from £355 / night

£2483 - £4965 / 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

24 Photos

Castiglion Fiorentino / Montecchio Vesponi

Villa / 9 Bedrooms / sleeps 18

7 Nights min stay

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from £355 / night

£2483 - £4965 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury villa with swimming pool, indoor pool and sauna near Cortona – sleeps 18+6 SPECIAL 10% SPRING DISCOUNT on full occupancy valid in April and May Possibility to add 6 extra beds  …see more

Excellent 5/5 

20 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 9

Excellent 5/5 

4 Nights min stay

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from £117 / night

£813 - £2334 / 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
The villa, of recent reconstruction, is positioned on the hills next to the characteristic town of Castiglion Fiorentino, in the middle of the Chiana valley and Chio valley amidst nature and art.  …see more

Excellent 5/5 

23 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 10

Excellent 5/5 

7 Nights min stay

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from £193 / night

£1348 - £2518 / 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
Good value Tuscan Home for families or friends, Private pool, beautiful views, lots of space both inside and out. Additional facilities can be provided - A chef to prepare a lovely lunch or dinner for that special occasion, a concierge serve with local insight,  …see more

Very Good 4.5/5 

23 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

Very Good 4.5/5 

7 Nights min stay

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from £122 / night

£852 - £1348 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
Castello Margarita is the ideal spot for those seeking relaxation and the convenience to explore Tuscany. Ideal for 4 - 16 guests It provides a compelling combination of a great location and charming farmhouse style.  …see more

Very Good 4.5/5 

13 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 10

Very Good 4.5/5 

7 Nights min stay

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from £145 / night

£1013 - £1717 / week

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Key info:

  • Nearest beach 27 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Just a short distance from the medieval town of Castiglion Fiorentino is "Casa Usignoli". This very old manor house dates back to 1759. It has been fully renovated to provide a stylish family home with 5 large bedrooms and two bathrooms.  …see more

Excellent 5/5 

24 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

Excellent 5/5 

7 Nights min stay

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from £98 / night

£685 - £725 / 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
Villa Grazia has all the warm characteristic of an ancient Tuscan farmhouse. The renovation, has been completed retaining all original features. High-ceilings with chestnut beams, and terra-cotta floors set the seen of this cosy family vacation home.  …see more

24 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 6 Bedrooms / sleeps 12

Short stays welcome

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from £232 / night

£1618 - £2518 / week

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Key info:

  • Nearest beach 23 km
  • Swimming pool
  • Suitable for children over 5
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury Tuscan Villa . Villa for family reunions in Tuscany and for those looking for a stylish retreat.  …see more

16 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £203 / night

£1419 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Family friendly villa  …see more

11 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 9 Bedrooms / sleeps 18

7 Nights min stay

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from £710 / night

£4965 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Family friendly villa Luxury villas Villas in Tuscany for groups  …see more

12 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £348 / night

£2435 / week

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Key info:

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

18 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 9 Bedrooms / sleeps 18

Min stay varies

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from £355 / night

£2483 - £6454 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Welcome to the Tuscany wedding villa Michele in Arezzo, Italy that has the capacity ofandnbsp;18 peopleandnbsp;with babysitter and andnbsp;indoor pool facilities. andnbsp;The Tuscan Villa Michele is an old country residence specially remodeled into an exclusive  …see more

9 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

3 Nights min stay

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from £178 / night

£1245 - £2298 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Casale Fiorentinaandnbsp;is a beautiful stone farmhouse located inandnbsp;Castiglion Florentinoandnbsp;amidst the Tuscan country side with its olive groves and rich vineyards.andnbsp; Theandnbsp;kitchenandnbsp;opens onto the outside dining area, a covered porch  …see more

20 Photos

Castiglion Fiorentino / Santa Maria Alla Rassinata

Villa / 7 Bedrooms / sleeps 14

5 Nights min stay

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from £197 / night

£1379 - £2298 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Villa Romanaandnbsp;is sited in the middle of an uninhabited medieval village enjoying the privacy and serenity of nature and old time places.andnbsp; Welcoming up toandnbsp;14 people,andnbsp;the villa is comfortably furnished with period furniture and medieval  …see more

Excellent 5/5 

24 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 11

Excellent 5/5 

3 Nights min stay

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from £152 / night

£1064 - £2554 / week

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Key info:

  • Nearest beach 128 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Opened in 2010 .Beautiful villa in panoramic position with private pool in the countryside 8/11persons.Peaceful e charming location, ideal for families or groups. 4 bedroom / 6 bathroom. Only 10km from Cortona , 10 min from the village of Castiglion Fiorentino.  …see more

22 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £68 / night

£476 - £1029 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This lovely accommodation set in Tuscany, Italy, has 3 bedrooms and 4 bathrooms, and it is perfect for those who are looking for peace and quiet. This pet-friendly property comes with a swimming pool and an Internet connection.  …see more

25 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 11

7 Nights min stay

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from £116 / night

£812 - £2333 / week

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Key info:

  • Nearest beach 180 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This spacious villa boasts a very traditional Tuscan style, which mingles with many modern amenities, 4 bedrooms, full kitchen and a lovely private garden with swimming pool and splendid views of the surroundings.  …see more

25 Photos

Castiglion Fiorentino / Brolio

Villa / 9 Bedrooms / sleeps 18

7 Nights min stay

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from £446 / night

£3121 - £4965 / week

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Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Villa Celeste is a grand villa accommodating up to 18 and ideal for a large group or family holiday combining culture and relaxation. It boasts lovely décor, privacy and excellent facilities including both an outdoor and indoor pool.  …see more

30 Photos

Castiglion Fiorentino / Brolio

Villa / 9 Bedrooms / sleeps 18

Short stays welcome

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from £407 / night

£2849 - £5036 / week

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Key info:

  • Nearest beach 201 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
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. Large external pool with roman staircase and the bonus of the heated internal pool with hydromassage and it also allows to swim against the tide. The Finnish Sauna is also available at the property. All original features have been maintained, terracotta floors, stone windows and doorways, wooden beams and brick ceiling have been restored using the original materials of the villa. Period furnishing and rich fabrics, attention to details and antiques enhance the elegant and exclusive atmosphere. Accommodation: Villa Magnifica can accommodate 12 or 18 persons for a different price. In case it is rented for 12 persons three bedrooms will remain closed. The ground floor of the property is dedicated to the living areas which are large and imposing including an outside cover veranda with large windows to allow you to eat outside and enjoy the view even in the wintertime. The kitchen is professional with many fridge and refrigerators, oven, stove and dishwasher. A half bathroom is available close to the kitchen. At ground floor is also available one double bedroom with bathroom. Upstairs there are 7 bedrooms with ensuite bathroom. All of them are different in size and decoration. The period furnishing perfectly matches with the original materials and the rich fabrics create a uniquely romantic and elegant atmosphere. The 9th double bedroom with bathroom is located in the mansard and it is a bit smaller than the others. The upper floor is also reachable by a lift to make it easily accessible even with wheel chairs. Villa Magnifica offer all the best comfort: all rooms are equipped with air-conditioning, satellite T.V., safe, mini-bar, internet connection. Some of the bedrooms have fireplace and jacuzzi bath/shower. Indoor heated pool, with built-in whirpool and sauna available upon request with an extra price. Additional bathroom and separate shower is available by the internal pool. Garden & Swimming Pool: The garden is perfectly manicured with an incredible velvet lawn leading to the outdoor pool with breathtaking views on the surrounding countryside all over the Chiana Valley extending to the Trasimeno lake on clear days. The pool (12 x 6 meters and 1.20 - 2.00 meters deep) can be accessed by some steps or via a slip road to make it comfortably reachable to wheel chairs.  …see more

13 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 6 Bedrooms / sleeps 15

7 Nights min stay

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from £252 / night

£1763 - £3238 / week

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Key info:

  • Not suitable for children
  • Pets welcome
 …see more

Very Good 4/5 

47 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 9 Bedrooms / sleeps 18

Very Good 4/5 

7 Nights min stay

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from £565 / night

£3950 - £6284 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
What made you realize how much you'd love a holiday in Tuscany? Was it the thought of the beautiful countryside scenery, the delicious cuisine, or all the charming hilltop towns you could explore? It may have been all of the above and if so, you'll absolutely find each of these while at this Italian villa. Just outside Cortona, this self-catering accommodation is private, nicely furnished, and features both an indoor and outdoor swimming pools! This villa is situated in a secluded position and features breathtaking views of the surrounding countryside. The landscaped garden is full of colorful flowers as well as green trees and plants that surround the private outdoor swimming pool (6m x 12m) with sun loungers. Located on the ground floor of the villa is a private indoor swimming pool (3m x 5m) with a sauna and bathroom with a shower, available at an additional cost. Parking is available within the property grounds. (700m2) Ground Floor: There is a living room with couches, a fireplace, and access to the terrace. The dining area has a table with chairs and the kitchen is equipped with a cook-top, oven, microwave, toaster, and dishwasher. There is one bedroom with a 160 cm queen-sized bed and an ensuite bathroom with a sink, toilet, and shower. This floor also has a guest bathroom with a sink and toilet, a laundry room with a washing machine, and access to the indoor swimming pool. First Floor: A staircase and an elevator lead up to this floor. The first and second bedrooms are suites, each with a living room with a fireplace, a bedroom with a 160 cm queen-sized bed, and a bathroom with a sink, toilet, and hydro-massage tub. The third bedroom is a suite with a living room with a fireplace, a bedroom with a 160 cm queen-sized bed, and a bathroom with a sink, toilet, and shower. The fourth, fifth, sixth, and seventh bedrooms each have a 160 cm queen-sized bed and an ensuite bathroom with a sink, toilet, and shower. Second Floor (attic): There is one bedroom with a 160 cm queen-sized bed and one bathroom with a sink, toilet, and shower. Extra Services: The following are listed as an aid for trip planning; the services and prices are approximate and cannot be guaranteed by Rentvillas. All extra services are payable locally in cash. * Cooking Class Available: Upon request * Chef Available: Upon request * Firewood Available: Upon request * Indoor Swimming Pool and Sauna: 500 Euro per week * Housekeeping Available: 20 Euro per hour * Extra Beds Available: Upon request Additional amenities include: iron and board, fireplace - indoor, housekeeping available - extra cost, air conditioning - whole house, portable baby crib/play pen - upon request, cd, outside area - private, independent villa, firewood available - extra cost, free parking on premises, swimming pool - indoor, outside dining, cook service available - extra cost.  …see more

Excellent 5/5 

20 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

Excellent 5/5 

1 night min stay

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from £169 / night

£1179 - £2272 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
 …see more

Very Good 4.5/5 

33 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

4 Nights min stay

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from £131 / night

£915 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Pets welcome
 …see more

Excellent 5/5 

26 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 2 Bedrooms / sleeps 4

Excellent 5/5 

4 Nights min stay

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from £113 / night

£785 - £1300 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
 …see more

Excellent 5/5 

32 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 11

Excellent 5/5 

7 Nights min stay

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from £142 / night

£988 / week

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Key info:

  • Not suitable for children
  • Pets welcome
Just a short distance from the medieval town of Castiglion Fiorentino is "Casa Usignoli". This very old manor house dates back to 1759. It has been fully renovated to provide a stylish family home with 5 large bedrooms and two bathrooms. The villa sits in one of the most sought after locations in Tuscany. The villa is reached by a private road and is completely enclosed offering privacy and tranquility as soon as you arrive. Villa Usignoli offers lots of space - 300 m2 along with spacious gardens and a lovely pool. The villa is well cared for and is furnished with complimenting rustic and antique furniture. The recent renovation has been completed with care and attention to detail respecting original architecture, such as the huge chestnut wooden beams. The large living/dining room incorporating an ancient fireplace is a lovely family room, warm and cosy. There are four double bedrooms and a fifth which has three single beds. All with lots of space and light. A large family kitchen with all modern amenities including dishwasher helps make a complete vacation. Outside are many terraces and summer pergolas offering lovely views of the valley and beyond. Here you will find your perfect place to relax and enjoy the tranquil surrounds of the Val di Chio. Besides the terrace furniture and sun chairs, there is a stone barbecue, - perfect for preparing some simple Tuscan cuisine and enjoy al fresco dining on warm summer nights. The large (5 x 11 meter) pool sits along the hills side. Adjacent to the pool there is a stone pergola with a wood burning stone-oven There is also a n additional bathroom with shower . Casa Usignoli is surrounded by a landscape of vineyards, olive groves, cypress trees and enjoys panoramic views of the countryside. There is also a laundry room available to guests. Locally, there is a shop, bar and restaurant within 1 km. The main supermarkets are about 4 km as is the town of Castiglion Fiorentino .  …see more

15 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 9

1 night min stay

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from £134 / night

£937 - £1770 / 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
 …see more

50 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £175 / night

£1220 - £2341 / week

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Key info:

  • Not suitable for children
  • Some pets are welcome - please contact the owner
 …see more

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