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1,821 Results  |  
7 Photos

Villa | 9 Bedrooms | sleeps 18

7 Nights min stay

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from £742 /night

£5194 - £6233 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Private Villa in Cortona Area, Near Montepulciano, Tuscany, Italy. Private Swimming Pool, sleeps 18. Beautiful gardens, green grass all year. Multiple family accommodation. Broadband, TV, DVD, iPod docks, table-tennis, bikes.  …see more

12 Photos

Villa | 3 Bedrooms | sleeps 5

Very Good 4/5 

7 Nights min stay

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from £85 /night

£590 - £990 / week

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Key info:

  • Swimming pool
  • Suitable 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

12 Photos

B&B | 2 Bedrooms | sleeps 4

1 night min stay

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from £68 /night

£475 - £552 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
You' l find at Villa La Ginestra all the quiet and relax you need, and a warm welcome!!! It is possible to stay at Villa La Ginestra just one night or for longer periods in a bed and breakfast accommodation. It' s composed by 2 double room with a sheared bathroom. Perfect for 2 couple friends or a family of 4  …see more

Featured properties

24 Photos

Villa | 5 Bedrooms | sleeps 12

Excellent 5/5 

2 Nights min stay

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from £546 /night

£3816 - £4664 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Villa Il Molino offre un veloce servizio internet ad alta velocitá,una piscina esterna di 17 mt con idromassaggio,2 camere suite con bagni grandi e funzionali,il tutto circondato da un grande giardino.Il cliente verrá accolto da una cena offerta dal proprietario. Il pacchetto di soggiorno comprende un ingresso omaggio a persona alle vicine Terme di Rapolano.  …see more

11 Photos

Farmhouse | 3 Bedrooms | sleeps 5

6 Nights min stay

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from £39 /night

£268 - £446 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
Refurbished farmhouse in olive trees with swimming-pool. Perfect position for trips to city art, relax and countryside. 30 minutes distance from Florence, Siena and Arezzo. Suitable for families. Panoramic view. Two apartments joinable can accomodate up to 8 guests  …see more

7 Photos

Farmhouse | 6 Bedrooms | sleeps 6

2 Nights min stay

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from £73 /night

£505 - £844 / week

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Key info:

  • Nearest beach 150 km
  • Suitable for children of all ages
  • May take pets – please enquire
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

10 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £364 /night

£2544 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Villa il Pino is an old farmhouse carefully restored while maintaining the aesthetic standards of the old Tuscan farmhouses using the original materials, such as roofing tiles, the handmade terracotta tiles for the floors, doors and windows all handcrafted in solid che  …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

20 Photos

Villa | 3 Bedrooms | sleeps 9

7 Nights min stay

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from £116 /night

£806 - £1188 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
  • 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

16 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £75 /night

£520 - £768 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
2 bedroom family apartment in Tuscany, with pool. Easy access to towns and the closest shop/bar and restaurant are within an easy stroll. A perfect family holiday with lots to do here and in our surrounding hill towns. Wine tours, Cooking classes and much more.  …see more

21 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £25 /night

£170 - £382 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Swimming Pool Great for children of all ages Car advised 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

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £83 /night

£580 - £636 / week

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Key info:

  • Nearest beach 27 km
  • Swimming pool
  • Suitable for over 5s only
  • Car essential
  • May take pets – please enquire
  • Private garden
There is also a separate studio with additional bed and bathroom if you need more space . Great value family holiday homes in Tuscany, Large pool and amazing views. Perfectly to tour Tuscany and Umbria including the towns of Cortona, Pienza, Arezzo, Assisi, Siena etc  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 12

Excellent 5/5 

7 Nights min stay

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from £114 /night

£796 - £1720 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Charming Tuscan villa with a large private pool and breathtaking view.Typical detached farmhouse, 300 years old, remodelled and updated with a wide fenced private garden of 12 acres. It is 15 miles from Arezzo, 20 from Florence. A lot of alternatives to spend the time. Ideal base for daily excursions to Florence, Arezzo, Siena and Chianti area. Ideal for Golfers  …see more

20 Photos

Manor House | 9 Bedrooms | sleeps 20

7 Nights min stay

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from £229 /night

£1600 - £2480 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
It's a place characterized by its structure, made of stone, terracotta and wood, in the tranquility of cypress trees, olive trees and its natural authenticity.  …see more

13 Photos

Farmhouse | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £103 /night

£720 - £760 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
  • Private garden
Near Arezzo in the Casentino Valley, the farmhouse "Le Palaie" is place on a gentle and scenic hillside overlooking the entire Casentino valley, where the famous Park of Casentino Forests creates a green and natural ecological reserve.  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £91 /night

£632 - £944 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
In the surroundings of Cortona, one of the most wonderful cities of art in Tuscany, lies the Agriturismo Isolina, deep in the green hills of the valley Valdichiana.  …see more

15 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £98 /night

£680 - £1480 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Independent stone house close to Cortona, a former middle age tower with terracotta floors and gothic windows. 8 sleeps, swimming pool  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £55 /night

£384 - £880 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
The il Borgo Agritourism Complex is near the historic Etruscan city of Cortona. It is in a beautiful country setting amongst olive trees, cypresses and sunflowers in the Chiana Valley.  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £85 /night

£592 - £912 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Agriturismo Antico Fio is an old country house from the XVIII century located in a medow overlooking the hillside of Poppi with the fabouluos Conti Guidi's castle.  …see more

16 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £258 /night

£1800 - £2880 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Toppole is a 450 sqm. wonderful luxury Tuscan villa perched on the side of a hill that gently rolls towards unique landscapes of the Tuscan countryside.  …see more

21 Photos

Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £58 /night

£400 - £680 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
The Madonnina Agriturismo is very quiet, in a very sunny location with wonderful view over the Valdichiana valley.  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £69 /night

£480 - £880 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
Campitello is located in beautiful and peaceful surroundings outside Bucine. One enjoys a panoramic view of the vineyards and olive groves.  …see more

15 Photos

Farmhouse | 4 Bedrooms | sleeps 8

Short stays welcome

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from £92 /night

£640 - £1280 / week

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Key info:

  • Nearest beach 15 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Old 13th century farmhouse furnished in style and surrounded by the Tuscan hills at just Km from Cortona and Lake Trasimeno. The property is divided in 4 bedrooms, 2 bathrooms, 2 living rooms, kitchen, and pantry.There is a swimming pool with panoramic terrace.  …see more

12 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £92 /night

£640 - £1200 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Casa Patrizia is a typical holiday house. The villa has a completely independent apartment on the ground floor with two entrances, with private garden, veranda with table and chairs, elegantly furnished and decorated in typical Tuscan style.  …see more

17 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £55 /night

£384 - £680 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Dive in the pool of our rental house in Tuscany. A villa for your luxury vacation. Beautiful medieval stone hamlet situated in quiet and panoramic position between olive trees and woods of ancient chestnut trees, typical of Tuscany.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £285 /night

£1992 - £2360 / week

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Key info:

  • Nearest beach 26 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
The Villa is set along a sun soaked hill where the garden extends into pretty olive groves and vineyards.  …see more

11 Photos

Villa | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £171 /night

£1192 - £1320 / week

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Key info:

  • Nearest beach 25 km
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Coppa di Sopra is an elegant and enchanting villa overlooking one of Tuscany's favorite valleys - “Coppa di Sopra is a magical place.  …see more

21 Photos

Villa | 1 Bedroom | sleeps 2

Excellent 5/5 

7 Nights min stay

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from £115 /night

£799 - £1051 / week

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Key info:

  • Nearest beach 14 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Why have so many people fallen in love with the charm of Cortona? Although the central area of this lovely and ancient city is well known to many, there remains the secret and ever-so-charming quarter where this hidden gem will inspire and charm you.  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

Short stays welcome

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from £75 /night

£520 - £768 / week

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Key info:

  • Nearest beach 25 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Quiet location in old Tuscan villa. Large pool, spacious apartment with a lovely walk to shop and bar, Quiet peaceful location. Clean and bright family holiday rental. Lots of help if you need it with travel plans including visits to vineyards, cooking classes and more The old stone pizza oven is available for pizza and other barbecue specialties.  …see more

15 Photos

Apartment | 4 Bedrooms | sleeps 5

Excellent 5/5 

7 Nights min stay

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from £125 /night

£872 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
This lovely apartment is available for a minimum of 4 nights. A perfect location in the heart of Cortona and, a great base to explore many of Tuscany's and Umbria's famous towns, vineyards and stunning countryside.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

7 Nights min stay

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from £166 /night

£1156 - £2260 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
For those who enjoy privacy, this beautifully restored traditional Tuscan farm house offers the opportunity experience real Tuscan living.  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £67 /night

£464 - £560 / week

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Key info:

  • Nearest beach 15 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Apartment Roland is a fun and stylish and inexpensive home set in the foothills of Cortona are two individual and lovely properties with spacious gardens, magnificent private pool, tennis court and many wonderful features.  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £96 /night

£672 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Casa Astrale is a lovely apartment providing a perfect base to explore southern Tuscany and Umbria. With its exclusive pool, very large gardens and , the ability to walk or cycle along the lake Trasimeno -  …see more

16 Photos

Villa | 2 Bedrooms | sleeps 4

Excellent 5/5 

4 Nights min stay

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from £79 /night

£552 - £1016 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
"Perfect for half terms holidays - without any increase in the general rate" . Casa Serena is a really charming little house/villa is set in the middle of olive grove and surrounded Tuscan woodland, and provides privacy and serenity for a truly relaxing vacation.  …see more

18 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £68 /night

£476 - £596 / week

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Key info:

  • Nearest beach 23 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
The freshness of this charming garden apartment offering space and easy access to many of Tuscany's hill towns, vineyards and festivals., makes it a good choice for families (or friends) looking for something special and a lovely home in Tuscany  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 9

Very Good 4/5 

7 Nights min stay

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from £114 /night

£796 - £1596 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
A villa sleeps up tp 9 guests, 5 bedroom , three bathrooms (one with a hydro-massage bath). Outside, Private Pool, Hydro tub, badminton. gym, sauna, table tennis and more. Good location for touring Tuscany, the Chianti and many hill towns. A great family hoiday home.  …see more

22 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £132 /night

£920 - £1304 / week

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Key info:

  • Nearest beach 28 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
If you have a larger gathering, The estate offers two villas, this and another autonomous villa for 10 guests offers two lovely and independent stone villas. Each with its own private pool, gardens and access road.  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £228 /night

£1592 - £2840 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • 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

24 Photos

Cottage | 3 Bedrooms | sleeps 5

Very Good 4/5 

Short stays welcome

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from £83 /night

£580 - £788 / week

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Key info:

  • Nearest beach 26 km
  • Swimming pool
  • Suitable for over 5s only
  • Car essential
  • May take pets – please enquire
  • Private garden
Good value Family Holiday in Tuscany, Perfect for half term holidays as well as extended summer vacations in Tuscany. One of three, lovely detached cottages lovingly restored with large pool and gardens. Large pizza oven, private terraces and pergolas.  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £80 /night

£556 - £628 / week

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Key info:

  • Nearest beach 25 km
  • Swimming pool
  • Suitable for over 5s only
  • Car essential
  • May take pets – please enquire
  • Private garden
Extra guests? There is also a separate studio available which has additional bed and bathroom should you require additional space. The proeprty is great for half term school holidays as well as the longer summer family holidays in Tuscany.  …see more

13 Photos

Villa | 5 Bedrooms | sleeps 10

Very Good 4.5/5 

7 Nights min stay

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from £156 /night

£1088 - £1844 / week

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Key info:

  • Nearest beach 27 km
  • Swimming pool
  • Suitable 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

16 Photos

Cottage | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £107 /night

£748 - £952 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
A quiet and charming setting for you to enjoy country living. Cottage Grande is part of a working organic farm or agriturismo. It offers a real taste of the Tuscan traditions along with all the modern comforts you will appreciate for your family vacation.  …see more

23 Photos

Villa | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

7 Nights min stay

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from £200 /night

£1400 - £2200 / week

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Key info:

  • Swimming pool
  • Suitable 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

23 Photos

Condo | 1 Bedroom | sleeps 2

Excellent 5/5 

7 Nights min stay

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from £70 /night

£484 - £595 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
This romantic garden cottage, sits in the sleepy hamlet of Orzale and provides the perfect place to unwind and enjoy Tuscany. Simple, but charming accommodation - and a private pool. Capuchi cottage is immersed in the beautiful Tuscan country side. Private and cosy, perfect for a quiet romantic time in Tuscany  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £138 /night

£960 - £1640 / week

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Key info:

  • Nearest beach 15 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
exceptional, Good value. Villa Sonia ioffers a fabulous Tuscan home for two to 14 guests! Fantastic views, Private Pool, Tranquility, Relaxation and much more.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £212 /night

£1480 - £2600 / week

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Key info:

  • Nearest beach 23 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
  • Private garden
In the shadows of Castiglion Fiorentino, This impeccable and charming villa is perfect for touring Cortona, Pienza, Montepulciano and many of the Tuscan hill towns. It is perfect for family reunions, a vacation for friends - but always, something special to enjoy  …see more

15 Photos

Villa | 6 Bedrooms | sleeps 12

Excellent 5/5 

7 Nights min stay

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from £175 /night

£1219 - £2520 / week

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Key info:

  • Nearest beach 25 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
This beautifully restored six bed-roomed and 5 bathroom villa sleeps up to 12 guests with amazing - "wow" views offering peace and tranquility. Villa Castalani offers a compelling combination of Tuscan tradition and fresh 'farmhouse' style.  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 4

4 Nights min stay

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from £54 /night

£376 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
An lovely independent apartment - once the old bakery of the town. Nestled in the historic center of Castiglion Fiorentino with lovely views of the ancient buildings, the famous valleys "Val di Chio and Val di Chiana" and some of the surrounding hill towns.  …see more

21 Photos

Villa | 4 Bedrooms | sleeps 7

Excellent 5/5 

7 Nights min stay

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from £229 /night

£1602 - £2139 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This is a place to enjoy an authentic Tuscan experience. Close to the historic town of Cortona and set in acres of olives and pastures - this beautiful 17th century newly renovated Mill House with private pool has been painstakingly restored.  …see more

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Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £90 /night

£624 - £664 / week

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Key info:

  • Nearest beach 15 km
  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa August' provides a good value family holiday in Tuscany, Cortona. With its huge swimming pool, tennis court, barbecues and lots of space both inside and out, this is a perfect for young/teenage families to enjoy the area.  …see more