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1,582 Results  |  
21 Photos

Villa | 9 Bedrooms | sleeps 21

7 Nights min stay

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from £400 /night

£2800 - £3920 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Detached villa with private pool 35 km eastern of Siena. It is an expansive property providing a high standard of accommodation. Tasteful furnished. Hilly and quiet location. The whole property is for private use of the tenant. 9 bedrooms, 17+4 sleeps. Billiard room.  …see more

22 Photos

Villa | 5 Bedrooms | sleeps 14

3 Nights min stay

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from £72 /night

£500 - £3000 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
  • Private garden
Italy, Tuscany, Siena , beautiful villa with swimming pool. Incredible views, perfect holiday location.  …see more

18 Photos

Farmhouse | 8 Bedrooms | sleeps 22

3 Nights min stay

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from £254 /night

£1775 - £2425 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Perfect location self - catering accommodation for a group holiday in the historical and cultural heart of Tuscany. Conveniently situated in a small village with restaurants, mini market and cafe/bar all at our door step. Beautiful setting for a memorable occasion.  …see more

Featured properties

16 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £54 /night

£375 - £550 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Self catering Farmhouse and 4 luxury apartments in rural Tuscany with swimming pool spectacular views ,nearby golf, walking, trekking, fishing, biking. San Gimignano, and Certaldo, 20 minutes drive, Florence one hour .  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

5 Nights min stay

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from £83 /night

£575 - £850 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Holiday apartment with shared pool and gardens. Its rural position offers complete relaxation and a wonderful panoramic view. Near Volterra and San Gimignano, it's a perfect starting point for visiting Florence, Pisa and Siena. Perfect for families or couples. Excellent restaurants, sport facilities, city tours, and excursions in beautiful Tuscan countryside.  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £58 /night

£400 - £544 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
Il Baroncino stands alone among the rolling hills, in 8 hectares of private land, with many age-old chestnut and oak trees.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £92 /night

£640 - £688 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
Casale Oliveta is located in a little hamlet with a few houses up in the hills.  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £88 /night

£616 - £1000 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
Il Baroncino stands alone among the rolling hills, in 8 hectares of private land, with many age-old chestnut and oak trees  …see more

21 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £72 /night

£504 - £640 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
This property impresses at first sight with its superb location and its wonderful garden.  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £74 /night

£512 - £568 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
Casale Oliveta is located in a little hamlet with a few houses up in the hills.  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £92 /night

£640 - £688 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Casale Oliveta is located in a little hamlet with a few houses up in the hills  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £74 /night

£512 - £1778 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Casale Oliveta is located in a little hamlet with a few houses up in the hills.  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £74 /night

£512 - £568 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
Casale Oliveta is located in a little hamlet with a few houses up in the hills.  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £85 /night

£592 - £928 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
Il Baroncino stands alone among the rolling hills, in 8 hectares of private land, with many age-old chestnut and oak trees.  …see more

15 Photos

Cottage | 1 Bedroom | sleeps 4

2 Nights min stay

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from £61 /night

£424 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
An intimate and fully equipped flat in the heart of the old town of Sinalunga. Ideal for relaxing.  …see more

24 Photos

Farmhouse | 1 Bedroom | sleeps 4

2 Nights min stay

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from £60 /night

£420 - £700 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
On the sweet hills of the Chianti shire between vineyardand and olive groves, stands the "Podere il Pino". It offers a spectacular view on the beautiful medieval village of San Gimignano and it is very close to art cities as Florence, Siena, Pisa, Volterra and the sea. Fantastic swimming pool with amazing view of San Gimignano and Tuscany country side. It is very Relax Place!  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £77 /night

£535 - £653 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
In the middle of the Siena hills facing the Cecina valley, Ulivo is situated within the villa of Il Bel Canto at a short distance from Volterra, San Gimignano, Siena & the sea coast. Ideal for relacing and enjoying the beautiful 360 degrees view.  …see more

7 Photos

House | 2 Bedrooms | sleeps 5

1 night min stay

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from £49 /night

£340 - £509 / week

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Key info:

  • Nearest beach 60 km
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Un' abitazione in pieno relax..  …see more

18 Photos

Cottage | 2 Bedrooms | sleeps 4

1 night min stay

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from £89 /night

£620 / week

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Key info:

  • Nearest beach 50 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Beautiful cottage with garden on the grounds of the Castle of Grotti, 12km south of Siena. Amazing views over the Crete and the Val d'Orcia. Ideal base. Perfect for a relaxing and romantic holiday in Tuscany.  …see more

10 Photos

House | 1 Bedroom | sleeps 3

Short stays welcome

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from £64 /night

£446 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Tuscany, self catering, holiday let, Italy, romantic holiday, honey moon, casale  …see more

20 Photos

Farmhouse | 5 Bedrooms | sleeps 10

Very Good 4.5/5 

4 Nights min stay

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from £286 /night

£2000 - £2750 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Beautiful Tuscan home, lovingly restored for maximum seclusion and relaxation. With masses of character, this is a truly wonderful old large farmhouse, with large grounds and plenty of outside easting, snoozing and relaxing areas The large pool house overlooks the swimming pool and is perfect for long lazy lunches out of the direct sun  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £37 /night

£255 - £416 / week

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Key info:

  • Nearest beach 60 km
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
  • Private garden
Romantic self catering house in Country house, to taste the charming Tuscany countryside with small budget! 2 apartments and 1 cottage ( tot. 12 bed places ) with private terraces and garden. During summer time we set a children swimmingpool (H. 80 cm , L. 9 m2 ) very appreciated also by adults!  …see more

20 Photos

Farmhouse | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £49 /night

£340 - £594 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Summer holiday rental, self-catering, romantic view, villa in Tuscany, city of art, Siena, Florence, Pisa, San Gimignano, Volterra, Monteriggioni, Certaldo,Radicondoli, Belforte,San Galgano, Massa Marittima, Populonia, Montepulciano, Montalcino, Pienza, Cortona.  …see more

20 Photos

Farmhouse | 3 Bedrooms | sleeps 8

Short stays welcome

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from £79 /night

£552 - £721 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Summer holiday rental, self-catering, romantic view, villa in Tuscany, city of art, Siena, Florence, San Gimignano, Volterra, Monteriggioni, Certaldo,Radicondoli, Belforte,San Galgano, Massa Marittima, Populonia.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 8

3 Nights min stay

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from £87 /night

£606 - £665 / week

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Key info:

  • Nearest beach 90 km
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Large, elegant, comfortable apartment in incomparable surroundings. Peaceful and relaxing with spectacular scenery. 3 km from Castellina in Chianti with its medieval town centre, shops, bars, restaurants. 22 km from Siena., 37km from Florence. No neighbours or noise. Perfect to come home to after the day's excursions. A glass of wine in the garden, dinner under the stars.  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £64 /night

£448 - £560 / week

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Key info:

  • Nearest beach 72 km
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
This apartment is situated on one of the most ancient routes of the pilgrims, just a few kilometres from San Gimignano. All the windows offer a beautiful view of the neighbouring villages and hills. Podere Magione is a farm house we produce Chianti wine, White wine and olive oil, our guests can test them.  …see more

18 Photos

Farmhouse | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £83 /night

£575 - £725 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Self catering Farmhouse and 4 luxury apartments in rural Tuscany with swimming pool spectacular views ,nearby golf, walking, trekking, fishing, biking. San Gimignano, and Certaldo, 20 minutes drive, Florence one hour .  …see more

5 Photos

Apartment | 1 Bedroom | sleeps 2

4 Nights min stay

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from £85 /night

£595 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
A short walk from the Campo and the Duomo. Tastefully furnished, ideal for those who want to enjoy the town on foot, and its beautiful surroundings by bus. Panoramic views over Siena can be admired from the windows. Shops and restaurants within easy walking distance.  …see more

12 Photos

Villa | 5 Bedrooms | sleeps 12

7 Nights min stay

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from £472 /night

£3300 - £3895 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Villa with attractive courtyard and pleasant loggias. Set among olive groves in the heart of Chianti Classico with a terraced flower garden and several shaded areas furnished with table and chairs. For those in search of the real atmosphere of the old country house.  …see more

24 Photos

Farmhouse | 11 Bedrooms | sleeps 24

Short stays welcome

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from £786 /night

£5500 - £8970 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
1700's farmhouse with breathtaking views over the Siena hills with a pool overlooking miles of countryside  …see more

10 Photos

Villa | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £67 /night

£467 - £933 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
The Chianti As You Always Dreamed It. A charming Medieval borgo in the heart of Chianti Classico, 15 km far from Siena. Relax and discovery hour incredible landes. The charme of an ancient Medieval borgo in the heart of Chianti Classico  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £200 /night

£1400 - £2320 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Unique villa with swimming pool.  …see more

18 Photos

Villa | 1 Bedroom | sleeps 7

7 Nights min stay

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from £200 /night

£1400 - £2000 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Beautifully restored villa with swimming pool on the edge of a small hamlet. sjfa;sdl fjks;f as;fkl jfk;lj asfklj fklafj klfj ;fklj dfk;lj afklja sfkalsjd faklfj kldfj as;fkl ja;fkl jas  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 3

Very Good 4.5/5 

7 Nights min stay

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from £46 /night

£320 - £400 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Five apartments in a pretty, rural location in Chianti. Within very easy access of routes to Florence and Siena, Podere Oliveta is a good choice for exploring the area , a relaxing holiday with a beautiful swimming pool and stunning views. While staying in this peaceful property you may enjoy wine tasting from the producers or cooking lessons.  …see more

20 Photos

Manor House | 9 Bedrooms | sleeps 18

7 Nights min stay

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from £1000 /night

£7000 - £13760 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Beautiful stone manor house with heated swimming pool and outdoor heated jacuzzi.  …see more

17 Photos

Farmhouse | 5 Bedrooms | sleeps 12

Excellent 5/5 

7 Nights min stay

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from £218 /night

£1520 - £2560 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Beautiful farmhouse with swimming pool and children's playground  …see more

19 Photos

Cottage | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £269 /night

£1880 - £2600 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Pretty, restored cottage with swimming pool and bowling alley.  …see more

20 Photos

Villa | 1 Bedroom | sleeps 10

7 Nights min stay

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from £252 /night

£1760 - £2880 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
  • Private garden
Beautiful stone built villa with swimming pool. sjfa;sdl fjks;f as;fkl jfk;lj asfklj fklafj klfj ;fklj dfk;lj afklja sfkalsjd faklfj kldfj as;fkl ja;fkl jas  …see more

20 Photos

Villa | 1 Bedroom | sleeps 21

7 Nights min stay

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from £400 /night

£2800 - £4400 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Farmhouse divided into apartments set in 10 hectares of private forest and with a large swimming pool. sjfa;sdl fjks;f as;fkl jfk;lj asfklj fklafj klfj ;fklj dfk;lj afklja sfkalsjd faklfj kldfj as;fkl ja;fkl jas  …see more

15 Photos

Farmhouse | 8 Bedrooms | sleeps 20

7 Nights min stay

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from £286 /night

£2000 - £2840 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
The stone farmhouse, probably an old fortified farm, has been completely restored in recent months, using original architectural features and materials. The swimming pool has a waterfall feature and is in a panoramic position.  …see more

20 Photos

Manor House | 8 Bedrooms | sleeps 19

7 Nights min stay

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from £298 /night

£2080 - £3120 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Large country house, located in the hills between Lake Chiusi and Lake Trasimeno is an ideal property for a large family or a group of friends that which to spend their holidays together in the beautiful Tuscan countryside. Suitable for people with restricted mobility.  …see more

23 Photos

Apartment | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £112 /night

£781 - £1425 / week

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Key info:

  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
Terrace - pool - Wine - Brunello - spa - restaurants - shops - great standard - wine tours - cycling - walking - big jacuzzi on roof terrace - wifi - AC - Sky TV - SMEG Jacuzzi on the roof terrace with beautiful views over Montalcino - home of the famous Brunello wine. Truly a luxorius flat with stunning views from the roof terrace  …see more

19 Photos

Farmhouse | 3 Bedrooms | sleeps 8

Good 3/5 

2 Nights min stay

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from £114 /night

£792 / week

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Key info:

  • Nearest beach 40 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
Typical Apartment (6-8 pax) in charming old mill residence in in the heart of Tuscany with private patio pool garden panorama parking between siena and san gimignano.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Short stays welcome

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from £181 /night

£1264 - £1434 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
The Piaggione of Serravalle is like a gateway entrance that protects an uncontaminated hill that seems lost in time and where nature apparently undisturbed articulates its own natural rhythms. Located on one of the highest summits of Chianti, in between Siena and Floren  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £75 /night

£520 - £680 / week

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Key info:

  • Nearest beach 40 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
In Tuscany in an Old Mill fine restructured typical apartments with private patio, pool garden and wonderful panorama, near Siena and San Gimignano.  …see more

10 Photos

Guest house | 4 Bedrooms | sleeps 11

Very Good 4/5 

1 night min stay

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from £98 /night

£680 - £1000 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
Confortable double-bedrooms in a renaissance building in the main street of the historic city center, 10 minutes walking to Piazza del Campo. Panoramic living room and big and good-equipped kitchen. Each bedroom has a window with panoramic view, private bathroom, satellite TV, internet wifi and hair-dryer  …see more

20 Photos

Farmhouse | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £182 /night

£1272 - £2067 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Chianti - well situated farmhouse with beautiful views  …see more

24 Photos

Villa | 1 Bedroom | sleeps 2

Excellent 5/5 

7 Nights min stay

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from £53 /night

£368 - £500 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Within easy reach of Florence, Siena and San Gimignano this lovely one bedroomed villa makes for a romantic getaway with its two private terraces with spectacular views over the Tuscan countryside.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

Excellent 5/5 

7 Nights min stay

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from £397 /night

£2776 - £3616 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Private Villa with pool in Gaiole in Chianti in Tuscany sleeping up to 12 people with 5 beds 5 baths in main house and a barn conversion with a separate one bedroomed apartment in the grounds. A great property for large families or groups travelling together.  …see more

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Villa | 2 Bedrooms | sleeps 5

Excellent 5/5 

7 Nights min stay

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from £60 /night

£420 - £720 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
Sitting on a ridge overlooking the fabulous Tuscan countryside with its olive groves and vineyards, is the undiscovered Hamlet of Montebuoni. This cluster of privately owned villas and apartments sit amongst olive groves, beautiful planted gardens and courtyards.  …see more