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8,842 Results  |  
18 Photos

Villa | 5 Bedrooms | sleeps 10

4 Nights min stay

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from £150 /night

£1045 - £2202 / 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 property is situated on the hills which surround Cortona. It's a characteristic villa in rustic style which develops on two independent levels, each equipped with kitchen and comforts.  …see more

13 Photos

Farmhouse | 6 Bedrooms | sleeps 12

4 Nights min stay

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from £171 /night

£1195 - £2015 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
The holiday farmhouse ?Il Cipresso? sits on the foothills of Cortona, a world-famous ancient Etruscan town, in the small hamlet of Fossa del Lupo. The farmhouse was converted form two old stone annexes that were renovated in typical local rustic style  …see more

16 Photos

Villa | 5 Bedrooms | sleeps 12

4 Nights min stay

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from £300 /night

£2100 - £3954 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Villa Torre degli Elci is set in the greens of the Tuscan countryside, midst olives and cypress trees and just 4 km from Cortona. The name of the Villa derives from the old sighting tower which has testimonials from 13th and 14th century and which became a monastery  …see more

Featured properties

20 Photos

Villa | 5 Bedrooms | sleeps 10

4 Nights min stay

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from £260 /night

£1814 - £3094 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Liliana is perfectly situated to enjoy the spectacular views of our beautiful valley. Villa Liliana sleeps up to 10 people.  …see more

24 Photos

Farmhouse | 3 Bedrooms | sleeps 7

1 night min stay

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from £43 /night

£299 - £971 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
New self-catering apartment in Tuscan farmhouse with pool on the rolling hills and vineyards of the Chianti region. New self-catering apartment in Tuscan farmhouse with pool on the rolling hills and vineyards of the Chianti  …see more

14 Photos

Villa | 6 Bedrooms | sleeps 12

4 Nights min stay

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from £100 /night

£695 - £1866 / 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
Il Biancospino is a gracious property ideal for families and small groups, immersed in the greens of the cortonese mountains between oak and chestnut trees.  …see more

22 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £87 /night

£606 - £878 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
Castello di Pastine, lies upon a hill which dominates the relaxing Chianti 's countryside. Located in Tuscany, between Florence and Siena, it offers a charming holiday apartment in a 14ha private park with panoramic terrace, large swimming pool, BBQ, tennis court yard. Located inside a private park: romantic paths and stunning views. The pool has private areas for each unit.  …see more

16 Photos

Villa | 4 Bedrooms | sleeps 10

4 Nights min stay

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from £123 /night

£859 - £1918 / 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
Villa Maria Laura rises in panoramic position, dipped in the green and tranquility of the cortonesian hills, ideal for all of those who wish to enjoy the beauty and tranquility which this place can offer.  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 8

4 Nights min stay

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from £329 /night

£2300 - £4145 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Lovingly restored in 2004 Villa Orlando sleeps 8 people comfortably with four bedrooms, all with en-suite bathrooms with showers. This villa is perfect for families or groups that like to spend time enjoying the outdoors.  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 12

4 Nights min stay

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from £96 /night

£672 - £1493 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Villa Neri is situated in San Lorenzo in close driving proximity to Cortona. Cortona is an antique Etruscan town which lies in the heart of the Chiana valley. You can even see the town perched on the hill in front of you  …see more

17 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £420 /night

£2940 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
This charming old villa inserted in the enchanting setting of the typical chiana valley Tuscan landscape, Villa Salcotto lies at the foot of the hill of Cortona, a delightful town whose Etruscan origins left it with a still very conspicuous archaeological heritage  …see more

24 Photos

Villa | 9 Bedrooms | sleeps 18

2 Nights min stay

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from £352 /night

£2461 - £3773 / week

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Key info:

  • Nearest beach 7 km
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Villa della Toscana is a true Tuscan gem. Its beauty and tranquility, from the top of the hill overlooking the vineyards on the estate, to Maremma Natural Park on one side and the sea on the other, really has to be seen to be believed.  …see more

8 Photos

Apartment | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £224 /night

£1568 / week

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Key info:

  • Nearest beach 0 km
  • Great for children of all ages
  • Car essential
  • No pets allowed
Two floors apartment which looks onto the covered Loggia of the fifteenth century. On the first floor a wide living room with ancient fireplace, dining room, bathroom and kitchen which looks onto the garden equipped with table and chairs for lunch and dinner outdoors.  …see more

10 Photos

House | 5 Bedrooms | sleeps 9

7 Nights min stay

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from £318 /night

£2225 - £6095 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden

Nestled amid the verdant hills of the Argentario Peninsula, overlooking the bay of Porto Ercole and the Tyrrhenian Sea, this beautiful family villa is surrounded by large private parkland with a football pitch. Lovely sandy beaches and protected natural areas are just within a few minutes' drive.

 …see more

13 Photos

House | 2 Bedrooms | sleeps 6

4 Nights min stay

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from £57 /night

£395 - £615 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Spacious 2 bedroom apartment overlooking garden and pool, with large private covered terrace for dining and relaxing!  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 6

4 Nights min stay

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from £58 /night

£403 - £642 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Character Apartment, With Shared Pool In Lovely Location, With Glorious Views Great Location, Less Than 30 Mins From Lucca, Yet Situated In The Midst Of The Stunning Countryside Sleeps 6 (2 Bedrooms).  …see more

364 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £149 /night

£1042 - £1698 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
In the middle of the green Tuscan hills, just a short distance from the Etruscan necropolis of Chiusi and Chianciano Terme, is the holiday home Podere San Gaetano situated. It has an overlooking position from which you can admire a wonderful panorama on the su...  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

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from £48 /night

£336 - £591 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Beautifulapartment with swimming pool situated in the vicinity of Cortona, Tuscany.  …see more

11 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £363 /night

£2539 - £3527 / 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 exquisite villa with shared pool is situated in the Valdarno region, between Florence and Arezzo.  …see more

19 Photos

Villa | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £270 /night

£1887 - £2051 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
The enchanting Villa Terrazzeria is a adorable villa set in the stunning Tuscany countryside.  …see more

20 Photos

Villa | 7 Bedrooms | sleeps 14

2 Nights min stay

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from £370 /night

£2584 - £3875 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Rent Villa Salica in captivating Tuscany and you'll find yourself immersed in rolling hills, vivid flower meadows and vineyards.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 5

4 Nights min stay

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from £57 /night

£395 - £625 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Spacious 2 bed, 2 bath apartment (one of 4) with large private roof terrace and further ground floor dining area. Shared pool. Walking distance of most facilities including good restaurant! This is real Italy!  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 9

4 Nights min stay

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from £168 /night

£1176 - £2668 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa le Corchie is a charming villa located in a quiet and panoramic position in one of the most scenic areas of the hills surrounding Cortona.  …see more

23 Photos

Farmhouse | 5 Bedrooms | sleeps 12

2 Nights min stay

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from £202 /night

£1411 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
Farmhouse Casa Orcia - holiday accommodation in Tuscany with swimming pool is for discerning travelers wishing to spend their holidays in Tuscany. This rental farmhouse is wonderful for a family holiday and located between Pienza and S.Quirico.  …see more

17 Photos

Villa | 6 Bedrooms | sleeps 12

2 Nights min stay

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from £206 /night

£1436 - £2133 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
The historic Casa Erta, acquired from the Machiavelli family, together with the other farm houses on the property, have been restored with great care to their original form.  …see more

17 Photos

Villa | 4 Bedrooms | sleeps 8

2 Nights min stay

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from £177 /night

£1239 - £2813 / week

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
The wonderful Villa Porto was built in 1925. The villa is set in a quiet position, offering a tranquil and relaxing stay. It is surrounded by an ample garden entirely fenced with original Tuscan terracotta pitchers, ancient trees, cast iron benches and lamp-posts.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £48 /night

£336 - £486 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
Residential apartment with private terrace in the Heart of the Chianti near Florence  …see more

352 Photos

Villa | 4 Bedrooms | sleeps 12

7 Nights min stay

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from £210 /night

£1468 - £2103 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Independent villa set in the typical context of Chianti, surrounded by vineyards, olive-groves and small woods. The villa rises in a dominant position upon a little lake. The property, now completely restored, dates back to the beginning of the XIX century...  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 8

1 night min stay

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from £42 /night

£292 - £486 / week

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Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Spacious 2 bedroom, 2 bathroom apartment with extensive covered eating area and large pool with wonderful vista! This is a real Italian rural retreat!  …see more

11 Photos

Villa | 4 Bedrooms | sleeps 8

1 night min stay

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from £112 /night

£784 - £1150 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Newly restored country house, with private pool retaining most of the original features including stone faced walls, beamed ceilings and original fireplace in lounge.  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 11

7 Nights min stay

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from £254 /night

£1773 - £3265 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
For rent: Set in a rural setting you will appreciate this beautiful modern villa with pool, large garden and olive grove. The villa is very spacious and decorated with luxury design furniture with utmost taste. Ideally located for visiting Florence!  …see more

24 Photos

Villa | 9 Bedrooms | sleeps 21

3 Nights min stay

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from £288 /night

£2015 - £3325 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Villa San Niccoloandnbsp;: Private villa rentals between Florence andamp; Arezzo with swimming pool in Tuscany, Italy. The villa has wonderfully located on a Tuscan country side giving the guests an opportunity to discover and appreciate the hidden parts of Tuscany.  …see more

16 Photos

Villa | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £91 /night

£631 - £1436 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Apartment Loggia is a spacious apartment spread over an area of 100 sq. ft. and can sleep upto 6 people. So it's perfect for a family or a group of people to stay in.andnbsp; The apartment is set on two levels, the ground floor has a large room which also has a spacious  …see more

16 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £519 /night

£3627 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Gelsomino is located close to the lovely and famous town of Cortona. Villa Gelsomino is a great retreat if your family and friends love the great outdoors and enjoy basking "Under the Tuscan Sun`. With a history that dates back to the 16th C, Villa Gelsomino  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £167 /night

£1165 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Splendidly furnished apartment with antiques, original doors from the 1800`s, wooden parquet floors in a lovely Palazzo dating back to the 1800`s with the original entry and elevator. This apartment is in the very heart of the old city center and the palazzo is  …see more

22 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £107 /night

£745 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Country Suite Cipressoandnbsp;is one ofandnbsp;twelve apartmentsandnbsp;located in the beautiful estate , a 15th century place situated on the stunning green hills between Fiesole and Florence.andnbsp; Country Suite Cipresso is aandnbsp;cosy ground floor apartment,  …see more

21 Photos

Apartment | 2 Bedrooms | sleeps 3

7 Nights min stay

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from £129 /night

£903 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Elmaandnbsp;is a very elegant and romantic apartment for rent in Tuscany that dwells on the ground floor of a 13th century country house, restored to incorporate modern comforts without sacrificing the original beauty of the traditional Tuscan  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £1915 /night

£13400 - £15515 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
This luxury, recently restored villa featuresandnbsp;4 bedroomsandnbsp;each with private ensuite bathroom and shower. There is also a guest bathroom.andnbsp; Aandnbsp;large modern kitchenandnbsp;measuring approximatelyandnbsp;60 sq metresandnbsp;that has been fully  …see more

9 Photos

Apartment | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £188 /night

£1310 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Capella Apartmentandnbsp;is a rent apartment in Florence with an outdoor swimming pool and wine tasting facilities nearby and can accommodateandnbsp;6 persons. The apartment is built onandnbsp;two levelsandnbsp;and has rooms and facilities to accommodateandnbsp;6  …see more

20 Photos

Farmhouse | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £324 /night

£2268 - £3139 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
La Locandaandnbsp;is suitable for those contemplating a short journey to popular cities such as Florence, Siena and Perugia.andnbsp; La Locanda is separated from theandnbsp;main buildingandnbsp;and it contains a general area where there is theandnbsp;kitchen, a  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £52 /night

£359 - £732 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Rosemaryandnbsp;is located in heart of Tuscany, on top of the hill in an outstanding location, just a short distance fromandnbsp;Chianti Classico and Chianti Fiorentino,andnbsp;where life goes on in utter harmony with nature, culture and tradition.andnbsp;  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £135 /night

£941 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa rental in Florence, Italy located at the border of a charming hamlet perched on the top of a hill just few miles west of Florence.andnbsp; The structure was converted into aandnbsp;living quartersandnbsp;in the 16th century, subsequently a chapel was  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £512 /night

£3583 - £5911 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Luxury cottage in Tuscany,andnbsp;near Lucca, Italy surrounded by beautiful terraced olive groves. Villa Vigna andnbsp;is an ideal base from which to discover the many delights of Tuscany. The medieval walled town of Lucca is a 10 minute drive away - the small city is  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £346 /night

£2418 - £5441 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Villa Mariangelaandnbsp;is a beautifully restored 18th century Tuscan villa that makes the perfect venue for families and groups ofandnbsp;8 to 10 people. Villa Mariangela is a self catering accommodation venue that receives its guests inandnbsp;3 double bedrooms, 1  …see more

19 Photos

Apartment | 1 Bedroom | sleeps 2

5 Nights min stay

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from £267 /night

£1866 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
andlt;bandgt;Apartment Cherylandlt;/bandgt; is situated in the andnbsp;ancient villa of the medieval period, a short distance from Montepulciano and a few kilometers from the famous and beautiful southern Siena cities like Pienza, Cortona, Montefollonico and obviously  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 8

5 Nights min stay

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from £555 /night

£3881 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Celiaandnbsp;is an extraordinary , fully restored Tuscan Villa rental located in Castelmuzio, Siena.andnbsp;It is a beautiful villa ofandnbsp;400 square metersandnbsp;and can easily accommodateandnbsp;8 people. Villa Celia is comprised ofandnbsp;three  …see more

7 Photos

Cottage | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £134 /night

£932 - £1242 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Cottage Quirinaandnbsp;is a luxury Tuscan cottage rental set at a beautiful locale in Gambassi Terme, Florence.andnbsp;This 90 square meter place is aandnbsp;single floor private cottageandnbsp;with a beautiful garden, private parking space, a large swimming pool and  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 5

5 Nights min stay

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from £159 /night

£1109 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
The name does not sound Italian but the vacation rental is as Italian as can be. Orange Apartment is located in the heart of Siena, just a little distance from the Cathedral. andnbsp;One of the biggest attractions to the Tuscan vacation rental is the amazing view it  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £358 /night

£2503 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Podere Guardiaandnbsp;is an incredibly beautiful Tuscan villa for rent, fully renovated in 2012. The villa dwells in the district ofandnbsp;Casale Marittimoandnbsp;and can accommodate up toandnbsp;8 peopleandnbsp;in its quarters.andnbsp; Podere Guardia receives its  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

5 Nights min stay

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from £315 /night

£2200 - £5100 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Aandnbsp;300 square meterandnbsp;Tuscan villa from the 1800s, Villa Antica can receive up toandnbsp;12 guests, inandnbsp;5 spaciousandnbsp;and well furnishedandnbsp;bedrooms with en suite bathrooms.andnbsp; Villa Antica is strategically positioned only an hour's  …see more

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