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501 Holiday homes in Arezzo Province

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501 Results  |  
21 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £385 /night

£2693 - £3847 / week

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Key info:

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

17 Photos

Villa | 4 Bedrooms | sleeps 8

6 Nights min stay

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from £334 /night

£2332 / 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

21 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

6 Nights min stay

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from £86 /night

£599 - £770 / 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

Featured properties

17 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £163 /night

£1137 - £1240 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • 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. The best location for day trips to visit many cities in Tuscany within one hour drive  …see more

19 Photos

House | 4 Bedrooms | sleeps 10

Excellent 5/5 

1 night min stay

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from £202 /night

£1412 - £2259 / week

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Key info:

  • Nearest beach 180 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Tuscany property in a old village with swimming pool and garden close to Cortona , Montepulciano and the Wine valley. one hour from Florence and two hours from Rome. 30 minutes from the highway and 10 from the train station.  …see more

20 Photos

Villa | 13 Bedrooms | sleeps 30

Excellent 5/5 

3 Nights min stay

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from £86 /night

£599 - £9652 / 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
Medieval stone farmhouse renovated and divided to 9 charming luxurious suites that can accommodate one double bedroom and 2 double bedrooms suites, in full comfort in authentic Tuscan farmhouse furnished and kept with the old world style. Ideal for day trips. Hometuscany Tours & accommodation has an objective to provide the highest quality of accommodation  …see more

17 Photos

Farmhouse | 2 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £171 /night

£1197 - £1454 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Chosen by hundreds of guests on Tripadvisor as number one Medieval Farmhouses in Cortona, we were awarded since 2010 every year with certificate of excellency. The area also provides various facilities for outdoor activities, quad,bikes,horses,golf,tennis and more  …see more

20 Photos

Hotel apartment | 1 Bedroom | sleeps 2

6 Nights min stay

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from £104 /night

£727 / 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

11 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £196 /night

£1368 - £1411 / 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

Cottage | 2 Bedrooms | sleeps 5

Excellent 5/5 

Short stays welcome

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from £110 /night

£770 - £1029 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
A former outbuilding of an old Tuscan villa, Poggiobello is a masterpiece of traditional rural architecture with high quality accommodation, extremely welcoming, tastefully furnished in the typically Tuscan style.  …see more

19 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £25 /night

£171 - £898 / 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
Swimming Pool Car advised Great for children of all ages Log fire Some pets allowed - please contact owners Electricity, water, gas, independent heating Private parking Barbecue, Laundry Cradle and baby's chair  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £73 /night

£509 / week

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Welcome to Casa Cappellino - a beautiful vacation home of your very own in Tuscany. Nestled in the Tuscan hills on 6 acres with ponds and vineyard, we're certain you will love your beautifully restored private Tuscan house (not apartment). Contact us for more reviews. Cappellino is located in the genuine, Italian countryside so that authentic Italian life can be experienced.  …see more

22 Photos

Villa | 4 Bedrooms | sleeps 8

6 Nights min stay

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from £81 /night

£565 - £753 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
The villa "Meridiana" is very easy to reach, is settled in the quiet Brolio Tuscany village Villa with private garden and private swimming pool Tennis table in garden. Fenced private garden. Ground floor 2-3 days a week stays the owner in order to take care to the garden and swimming pool.  …see more

22 Photos

Villa | 8 Bedrooms | sleeps 19

3 Nights min stay

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from £355 /night

£2480 - £2650 / week

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Key info:

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

20 Photos

Cottage | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £56 /night

£390 - £778 / week

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Key info:

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

24 Photos

House | 6 Bedrooms | sleeps 10

Excellent 5/5 

2 Nights min stay

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from £135 /night

£941 - £1283 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Nestled in the foothills of Cortona, overlooking the Val di Chiana and Mount Amiata. The perfect base for exploring the beautiful regions of Tuscany and Umbria or simply relaxing, surrounded by nature.  …see more

19 Photos

Farmhouse | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £74 /night

£513 - £855 / week

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Key info:

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

23 Photos

Villa | 8 Bedrooms | sleeps 17

2 Nights min stay

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from £403 /night

£2821 - £5343 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Welcome our guests, offer Kindness, Attention and constant but discreet Presence: we wish your stay is an oasis where you “feel” as back Home.  …see more

18 Photos

Cottage | 3 Bedrooms | sleeps 10

3 Nights min stay

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from £104 /night

£727 - £1197 / week

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Key info:

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

7 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

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from £49 /night

£342 / 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

11 Photos

B&B | 6 Bedrooms | sleeps 8

2 Nights min stay

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from £80 /night

£556 / week

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Key info:

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

4 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £74 /night

£513 / week

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Key info:

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

13 Photos

Cottage | 1 Bedroom | sleeps 3

Excellent 5/5 

7 Nights min stay

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from £43 /night

£299 - £484 / week

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Key info:

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

21 Photos

Farmhouse | 3 Bedrooms | sleeps 7

Excellent 5/5 

7 Nights min stay

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from £139 /night

£968 - £1613 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Charming country house with private pool to rent at 1 mile from Cortona – sleeps 6+1 From 1200€ to 1800€ a week  …see more

17 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £438 /night

£3065 - £3871 / week

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Key info:

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

12 Photos

Villa | 4 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £136 /night

£950 - £1090 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This unpretentious, large house has the authentic flavour of times past and glorious views up to Cortona. The pool was built in 2008 with safety in mind: it's 3 ft 9 ins deep and completely fenced for total peace of mind.  …see more

12 Photos

Villa | 3 Bedrooms | sleeps 5

Very Good 4.5/5 

7 Nights min stay

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from £85 /night

£590 - £790 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
700 years ago, San Silvestro was a little church - now it's a charming rental villa and excellent value too!  …see more

10 Photos

Cottage | 1 Bedroom | sleeps 2

Excellent 5/5 

7 Nights min stay

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from £57 /night

£396 - £557 / week

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Key info:

  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
A splendid cottage for two happily located between Florence, Siena & Arezzo and just 10 minutes walk to the village of Moncioni.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 9

7 Nights min stay

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from £117 /night

£813 - £941 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Caterina is a nice villa with large garden and private swimming pool. Villa Caterina enjoys a spectacular view over the city of Arezzo.  …see more

24 Photos

Farmhouse | 3 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £70 /night

£488 - £701 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 180 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
The apartment is very suitable for families or groups of friends (4-6 people) who have a car and want to do a tour of Tuscany. We take care of our guests needs and help them to make their holidays unforgettable ! We wait for Your at Cappannelle Holiday House! The apartment is very suitable for families (4-6 people) who have a car and want to do a tour of Tuscany..  …see more

16 Photos

Apartment | 1 Bedroom | sleeps 2

Very Good 4.5/5 

5 Nights min stay

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from £50 /night

£350 / week

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Key info:

  • Nearest beach 7 km
  • Not suitable for children
  • Car essential
  • No pets allowed
  • Private garden
Fifteen minutes walk to Cortona on a private path with exceptional views, the stone-house is secluded, and restored and furnished with taste. Surrounded by garden terraces on various levels, and well provided with garden furniture for outdoor meals and relaxation. SEPTEMBER OFFER: £250 for 5 or 7 nights. Gourmet-meals under request.  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 7

7 Nights min stay

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from £137 /night

£959 - £1896 / week

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Key info:

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

22 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £363 /night

£2541 - £3630 / week

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Key info:

  • Nearest beach 135 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Villa Ulivi was completely restored in the last years and whilst the exterior is very in keeping with the local architecture, the interiors are modern and comfortable with every thing new, fresh and carefully considered to provide you with a perfect holiday experience  …see more

18 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £129 /night

£900 - £1765 / week

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Key info:

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

24 Photos

Villa | 6 Bedrooms | sleeps 12

Very Good 4/5 

7 Nights min stay

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from £185 /night

£1291 - £3025 / week

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Key info:

  • Nearest beach 130 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
A spacious traditional Tuscan farm house, bright and relaxed country living, Villa Sorbello is where you will find peace and tranquility.  …see more

24 Photos

Villa | 11 Bedrooms | sleeps 22

7 Nights min stay

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from £634 /night

£4436 - £6331 / week

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Key info:

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

21 Photos

Villa | 3 Bedrooms | sleeps 6

Good 3.5/5 

7 Nights min stay

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from £130 /night

£908 - £1557 / week

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Key info:

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

24 Photos

Villa | 4 Bedrooms | sleeps 8

Very Good 4/5 

4 Nights min stay

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from £392 /night

£2742 - £3630 / week

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Key info:

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

24 Photos

Villa | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £187 /night

£1307 - £2259 / week

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Key info:

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

23 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £196 /night

£1372 - £1847 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Le Contesse sleeps 6+2 people in three bedrooms with three bathrooms and another four people in two annexes (Serenella & Limonaia), each with it's own living room, kitchenette bathroom and bedroom.  …see more

24 Photos

Villa | 10 Bedrooms | sleeps 20

7 Nights min stay

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from £596 /night

£4166 - £6904 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Carpino is an exclusive elegant villa renovated from an old farmhouse and its two barns, now transformed into a luxury villa with two annexes where everything has been perfectly conceived to make your holidays just perfect.  …see more

23 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £270 /night

£1888 - £3307 / week

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Key info:

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

21 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £134 /night

£932 - £2388 / week

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Key info:

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

18 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £229 /night

£1597 - £2339 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Villa Gloria is perfect for relaxed extended family groups or two families on holidays together. It is very well located for all important tourist destinations.  …see more

11 Photos

Apartment | 4 Bedrooms | sleeps 5

2 Nights min stay

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from £80 /night

£556 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Welcome to “Casale il Granaio”, a magic place in the heart of Valdichiana, bordering on Umbria, a few km from Trasimeno lake and in the middle between the cities of Arezzo and Perugia. From here is easy also to reach Montepulciano, Siena, Pienza, Rapolano and Spoleto.  …see more

14 Photos

Villa | 3 Bedrooms | sleeps 7

2 Nights min stay

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from £182 /night

£1272 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Traditional Tuscan Country Retreat 3 bedrooms sleeps 7  …see more

11 Photos

Farmhouse | 4 Bedrooms | sleeps 4

1 night min stay

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from £52 /night

£364 - £479 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
The farmhouse is located on the oriental Chianti's hills, in the middle of triangle Siena-Arezzo-Firenze.The apartment has a double bedroom, a bathroom with showeran and an open kitchen/dining room with a double sofa bed. Direct access to a terrace equipped by the pool.  …see more

7 Photos

Farmhouse | 6 Bedrooms | sleeps 6

2 Nights min stay

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from £73 /night

£509 - £633 / week

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Key info:

  • Nearest beach 150 km
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
The farmhouse is located on the oriental Chianti's hills, in the middle of triangle Siena-Arezzo-Firenze.The apartment has 2 double bedroom, 2 bathrooms an open kitchen/dining room with a double sofa bed. Direct access to a terrace equipped by the pool.  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 6

4 Nights min stay

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from £48 /night

£334 / week

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Key info:

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

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Farmhouse | 2 Bedrooms | sleeps 6

1 night min stay

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from £77 /night

£539 - £843 / week

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Key info:

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