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206 Results   |  
23 Photos

Province of Florence / San Casciano in Val di Pesa

Apartment / 2 Bedrooms / sleeps 6

1 night min stay

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from £50 / night

£350 - £572 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Il Prugnolo è situato in Toscana nella zona del CHIANTI,tra san Casciano in val di pesa e mercatale v.p. area coltivata da sempre con vigneti e uliveti dal quale vengono ricavati vini e olii pregiati, campagna valorizzata anche da Borghi di case ,Pievi,Castelli di gran  …see more

16 Photos

Province of Florence / San Casciano in Val di Pesa

Apartment / 2 Bedrooms / sleeps 4

1 night min stay

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from £64 / night

£443 - £1145 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
Palazzo Tempi mette a disposizione degli ospiti un lussuoso appartamento composto da 2 camere, salotto-cucina, due bagni, finemente restaurato e arredato in stile moderno. Il check in verrà effettuato a Villa I Barronci, a soli due chilometri dall'appartamento.  …see more

4 Photos

Province of Florence / San Casciano in Val di Pesa

B&B / 4 Bedrooms / sleeps 12

2 Nights min stay

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from £52 / night

£358 - £465 / week

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Key info:

  • Nearest beach 110 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
Il tipo di costruzione, il territorio dove essa è posizionata ed il panorama stupendo delle vallate e delle colline circostanti fanno di Poggiolato una ambiente unico e magico.  …see more

Featured properties

7 Photos

San Casciano in Val di Pesa / Chiesanuova

B&B / 1 Bedroom / sleeps 3

1 night min stay

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from £62 / night

£429 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
Only 10 minutes drive from Florence you'll in the middle of nature, close to our private lake and overlooking the woods and the vineyards. Two separate apartments with one double bedroom, bathroom, dining room. Free wifi and outdoor heathed Jacuzzi.  …see more

14 Photos

Province of Florence / San Casciano in Val di Pesa

B&B / 8 Bedrooms / sleeps 16

1 night min stay

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from £10 / night

£65 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Pets welcome
Terracotta tiled floors; wood-beam ceilings, antiques and original upholstery distinguish all our rooms and the Junior Suites En suite private bathroom with shower or bath tube, hairdryer, TV sat with LCD screen, heating / air conditioning Free Wi-Fi, baby cot free rese  …see more

11 Photos

Province of Florence / San Casciano in Val di Pesa

Tower / 1 Bedroom / sleeps 3

7 Nights min stay

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from £57 / night

£393 / week

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Key info:

  • Not suitable for children
  • No pets allowed
  • Private garden
Bellissima Torre del '600 sulle colline del Chianti. Comodità di raggiungere Firenze e tutte le località turistiche: San Gimignano, Siena, Val d'Orcia, Volterra, Pisa, Lucca. Ad un ora e mezzo dal mare Della Maremma o della Versilia.  …see more

10 Photos

Province of Florence / San Casciano in Val di Pesa

Apartment / 2 Bedrooms / sleeps 3

3 Nights min stay

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from £43 / night

£300 / week

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Key info:

  • Suitable for children over 5
  • No pets allowed
  • Private garden
“Bed and Kitchen Borgo 8” è un appartamento nel centro storico di San Casciano in Val di Pesa, recentemente restaurato, dotato di riscaldamento autonomo e di posto auto coperto privato nel vicino parcheggio pubblico. Nel cuore del Chianti, al centro della Toscana.  …see more

21 Photos

Province of Florence / San Casciano in Val di Pesa

Farmhouse / 4 Bedrooms / sleeps 8

4 Nights min stay

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from £241 / night

£1681 - £2101 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Feel at home at this colorful, bright, spacious villa - perfect for relaxing getaways in beautiful Tuscany. This bright, colorful villa offers you the chance get away from busy life and spend some time surrounded by the beautiful Tuscan scenery.  …see more

24 Photos

Province of Florence / San Casciano in Val di Pesa

B&B / 1 Bedroom / sleeps 4

1 night min stay

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from £164 / night

£1143 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
16th century villa, heathed pool outside, restaurant, buffet breakfast, amazing view over the Tuscan Hills. Close to Florence and all the major touristic places of the region. The apartment that we are selling through Holiday Lettings is a detached house, our dependance  …see more

23 Photos

Province of Florence / San Casciano in Val di Pesa

Villa / 5 Bedrooms / sleeps 9

1 night min stay

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from £164 / night

£1143 - £2286 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children over 5
  • Car advised
  • No pets allowed
  • Private garden
Tuscan Historical Villa with stunning hill views, just 25 minutes south of Florence in the Chianti wine region. Private pool, garden, courthouse for pleasant breakfasts, dining. Ideal for seeking real Tuscan elegant taste. A registered 19th century villa. A registered  …see more

24 Photos

Province of Florence / San Casciano in Val di Pesa

Apartment / 2 Bedrooms / sleeps 4

1 night min stay

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from £133 / night

£929 - £1428 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
La piscina esterna è aperta ed utilizzabile solamente durante la bella stagione. Poggio Torselli è oggi anche un'azienda agricola di altissimo livello, specializzata nella produzione di vino e olio. Il giardino all'Italiana è uno tra i migliori 100 in Italia, è visi  …see more

21 Photos

Province of Florence / San Casciano in Val di Pesa

Apartment / 1 Bedroom / sleeps 4

4 Nights min stay

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from £50 / night

£350 - £500 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Perfect location in Chianti midway between Florence and Siena Swimming pool and deck-chairs,umbrellas, and wifi zone - Garden facilities and access to country walks - Barbecue facilities with covered gazebo ,table and chairs  …see more

29 Photos

Province of Florence / San Casciano in Val di Pesa

Apartment / 1 Bedroom / sleeps 4

1 night min stay

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from £36 / night

£250 - £286 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
Casina di Borgo è accogliente e luminosa, apprezzata per lo spettacolare panorama sul Chianti che si gode dalla finestra del soggiorno e della camera. Ottima partenza per Firenze e Siena, la Versilia e la costa della Maremma. Si può fare tennis, equitazione, golf. Ami  …see more

10 Photos

San Casciano in Val di Pesa / Campoli in Chianti

B&B / 1 Bedroom / sleeps 3

1 night min stay

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from £36 / night

£250 / week

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Key info:

  • Not suitable for children
  • No pets allowed
 …see more

27 Photos

Province of Florence / San Casciano in Val di Pesa

House / 1 Bedroom / sleeps 4

4 Nights min stay

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from £50 / night

£350 - £575 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Pets welcome
 …see more

18 Photos

Province of Florence / San Casciano in Val di Pesa

Farmhouse / 3 Bedrooms / sleeps 6

5 Nights min stay

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from £186 / night

£1297 - £1679 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Ask owner if suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
This is the perfect starting point to visit tuscany. Our property is situated in the heart of florentine Chianti area , far only 25 km from the center of Florence, less than one hour driving from Siena, San Gimignano and the other major Tuscan landmarks as well.  …see more

23 Photos

Province of Florence / San Casciano in Val di Pesa

Castle / 11 Bedrooms / sleeps 20

Short stays welcome

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from £766 / night

£5358 - £6286 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Tuscany Castle/Villa Chianti San Casciano Florence Italy The love for the past together with modern comfort make your stay unforgettable..  …see more

60 Photos

San Casciano in Val di Pesa / Chiesanuova

Barn / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £158 / night

£1104 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Not suitable for children
  • Car essential
  • No pets allowed
  • Private garden
Salve Regina is a pretty Florentine, country style villa a short distance from the Chianti town Tavernuzze. It's wonderful position not far from the main roads to Florence, Siena and into the Chianti, makes this a fantastic property for sight-seeing.  …see more

17 Photos

San Casciano in Val di Pesa / Campoli in Chianti

Apartment / 1 Bedroom / sleeps 3

3 Nights min stay

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from £41 / night

£286 - £358 / 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
Ideale per vacanze artistico-culturali, eno-gastronomiche, rilassanti, romantiche, nella natura.  …see more

19 Photos

San Casciano in Val di Pesa / Campoli in Chianti

Apartment / 3 Bedrooms / sleeps 6

2 Nights min stay

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from £72 / night

£500 - £1250 / 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
private swimming-pool, villa with private pool, chianti villa, tuscan villa with private swimming pool, chiant farm villa Welcome basket with local products for you on arrival - free!!!  …see more

24 Photos

Province of Florence / San Casciano in Val di Pesa

B&B / 9 Bedrooms / sleeps 18

Min stay varies

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from £59 / night

£411 - £7422 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Agriturismo a pochi chilometri da Firenze ed immerso nel dolce paesaggio del Chianti Classico, posizione ideale per unire tour enogastronomici a visite culturali in Toscana - grande piscina con vasca idromassaggio - Osteria interna - A/C negli alloggi, WI-FI, parcheggio  …see more

20 Photos

Province of Florence / San Casciano in Val di Pesa

Villa / 5 Bedrooms / sleeps 11

1 night min stay

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from £133 / night

£929 - £2072 / week

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Key info:

  • Not suitable for children
  • No pets allowed
 …see more

17 Photos

San Casciano in Val di Pesa / Talente

Apartment / 2 Bedrooms / sleeps 3

1 night min stay

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from £22 / night

£150 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
 …see more

23 Photos

Province of Florence / San Casciano in Val di Pesa

Finca / 1 Bedroom / sleeps 4

3 Nights min stay

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from £33 / night

£225 - £340 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Apparatmento 4 posti letto nel cuore delle colline del Chianti  …see more

9 Photos

Province of Florence / San Casciano in Val di Pesa

B&B / 9 Bedrooms / sleeps 2

1 night min stay

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from £91 / night

£637 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
We are specializes in Wine Therapy. Guests can take the opportunity to immerse themselves in old chestnut wine vats filled with extracts of wine to refresh and invigorate mind and body.  …see more

22 Photos

Province of Florence / San Casciano in Val di Pesa

Villa / 4 Bedrooms / sleeps 8

4 Nights min stay

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from £227 / night

£1588 - £1985 / week

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Key info:

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

9 Photos

San Casciano in Val di Pesa / Campoli in Chianti

B&B / 1 Bedroom / sleeps 2

1 night min stay

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from £43 / night

£300 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
Quitness, relax, warm hospitality, toscan flavours , Florence, siena and many wonderful villages to visit. What are you waiting for ?  …see more

13 Photos

Province of Florence / San Casciano in Val di Pesa

Barn / 2 Bedrooms / sleeps 5

1 night min stay

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from £54 / night

£372 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Tipico fienile toscano, nel cuore del Chianti a pochi km da Firenze(15) e Siena(45)  …see more

21 Photos

San Casciano in Val di Pesa / Campoli in Chianti

Apartment / 2 Bedrooms / sleeps 6

3 Nights min stay

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from £62 / night

£429 - £536 / 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
Ideale per vacanze artistico-culturali, eno-gastronomiche, rilassanti, romantiche, nella natura.  …see more

18 Photos

Province of Florence / San Casciano in Val di Pesa

Villa / 2 Bedrooms / sleeps 5

7 Nights min stay

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from £46 / night

£322 - £358 / 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
Vacanza tranquilla in campagna, passeggiate neile pinete, a 40 km da Siena, 20 da San Gimignano, Volterra, e altre città turistiche. Ottimi ristoranti, negozi e pizzerie anche a 3 km ( San Casciano). Visite a siti etruschi della zona a pochi chilometri. I proprie  …see more

11 Photos

Province of Florence / San Casciano in Val di Pesa

B&B / 1 Bedroom / sleeps 4

1 night min stay

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from £41 / night

£285 - £350 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
Relax, tranquillità, buona cucina e buon vino !!!  …see more

16 Photos

Province of Florence / San Casciano in Val di Pesa

Farmhouse / 2 Bedrooms / sleeps 4

5 Nights min stay

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from £176 / night

£1226 - £1430 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
If you search for a peaceful spot deep in the green of the gentle Chianti hills, far no more the half hour driving from Florence and other tuscun landmarks, then this is your perfect choice.  …see more

7 Photos

San Casciano in Val di Pesa / Talente

Apartment / 2 Bedrooms / sleeps 5

1 night min stay

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from £143 / night

£1000 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
2 flats with 4 and 5 places with astonishing view on the Hills.  …see more

Excellent 5/5 

20 Photos

Province of Florence / San Casciano in Val di Pesa

Villa / 5 Bedrooms / sleeps 10

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £344 / night

£2404 - £3750 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Originally a farmhouse owned by the Medici family, and dating back to the early fifteenth century. Villa Il Portico is perfectly positioned between Florence and Siena.  …see more

20 Photos

Province of Florence / San Casciano in Val di Pesa

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £322 / night

£2254 - £3279 / week

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Key info:

  • Nearest beach 121 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Villa Il Turco is an elegant, aristocratic, sixteenth-century country estate which once belonged to a noble family named Rosselli Del Turco. Enjoy noble splendour in this gracious antique villa which is both close to Florence and immersed in tranquillity. Complete with  …see more

42 Photos

Province of Florence / San Casciano in Val di Pesa

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £320 / night

£2240 - £3750 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Splendid and characteristic Chianti villa (400 m2) that dates back to the early 15th century. Once belonging to the Medici family, it is situated in a small valley amid the Chianti hills and has been skilfully restored and transformed into a cosy country house. The vill  …see more

22 Photos

Province of Florence / San Casciano in Val di Pesa

Apartment / 1 Bedroom / sleeps 2

7 Nights min stay

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from £60 / night

£415 - £505 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on  …see more

17 Photos

Province of Florence / San Casciano in Val di Pesa

Villa / 6 Bedrooms / sleeps 12

2 Nights min stay

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from £194 / night

£1358 - £2017 / 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

16 Photos

Province of Florence / San Casciano in Val di Pesa

Villa / 6 Bedrooms / sleeps 12

2 Nights min stay

Add to shortlist

from £197 / night

£1376 - £2044 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
The historic Casa Corza, belonged to the legendary Cavalcanti and Niccolini families, Florentine nobility and together with the other farm houses on the property, have been restored with great care to their original form.  …see more

21 Photos

Province of Florence / San Casciano in Val di Pesa

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £322 / night

£2254 - £2950 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Enjoy noble splendor in this gracious antique villa which is both close to Florence and immersed in tranquility.  …see more

Excellent 5/5 

53 Photos

San Casciano in Val di Pesa / Montefiridolfi

House / 3 Bedrooms / sleeps 6

Excellent 5/5 

7 Nights min stay

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from £110 / night

£765 - £1850 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • No pets allowed
This is the perfect starting point to explore Tuscany. Located in the heart of Chianti, Borgo in Rosa is just 20 minutes from Florence, 50 minutes from Siena, one hour from Lucca, and all of the beautiful hill towns of Chianti are within easy reach. The location couldn'  …see more

Excellent 5/5 

48 Photos

San Casciano in Val di Pesa / Montefiridolfi

House / 5 Bedrooms / sleeps 10

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £705 / night

£4929 - £7643 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • No pets allowed
Surrounded by vineyards and olive groves, Casale Classico is perfect for five couples or an extended family, and the location couldn't be better. Located in the heart of Tuscany's Chianti Classico region and set on an idyllic hillside just 15 minutes from Florence (18 k  …see more

Excellent 5/5 

24 Photos

Province of Florence / San Casciano in Val di Pesa

House / 8 Bedrooms / sleeps 12

Excellent 5/5 

7 Nights min stay

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from £455 / night

£3179 - £4000 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
The La Corte estate stretches out over a hillside covered with vineyards, olive trees and woodland. It is set in the very heart of Chianti near the main road from Florence to Siena, only 16 km south of Florence. This lovely estate on the western fringe of Chianti is own  …see more

12 Photos

Province of Florence / San Casciano in Val di Pesa

House / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £87 / night

£608 - £758 / week

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Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
This estate stretches out over a hillside covered with vineyards, olive trees and woodland. It is set in the very heart of Chianti near the main road from Florence to Siena, only 16 km south of Florence. The lovely estate on the western fringe of Chianti is owned by one  …see more

21 Photos

Province of Florence / San Casciano in Val di Pesa

Apartment / 1 Bedroom / sleeps 2

7 Nights min stay

Add to shortlist

from £112 / night

£779 - £886 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Borgo Casciano offers a terrific setting for a large gathering or for smaller groups.  The entire villa is complete with five apartments that accommodate 22 guests and can be rented as one exclusive dwelling for a large group. The apartments can also be rented separate  …see more

23 Photos

Province of Florence / San Casciano in Val di Pesa

Apartment / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £209 / night

£1461 - £1818 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Borgo Casciano offers a terrific setting for a large gathering or for smaller groups. The entire villa is complete with five apartments that accommodate 22 guests and can be rented as one exclusive dwelling for a large group. The apartments can also be rented separately  …see more

12 Photos

San Casciano in Val di Pesa / Montefiridolfi

House / 2 Bedrooms / sleeps 4

4 Nights min stay

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from £161 / night

£1122 - £1849 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Pets welcome
This location is for those who have always wanted to stay in the midst of a famous wine estate in the Chianti Classico. The farmhouse, on a hill overlooking the main complex, houses the 7 Rosso apartments with a shared pool. Down the hill there is a trattoria, reception  …see more

11 Photos

Province of Florence / San Casciano in Val di Pesa

Apartment / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £82 / night

£568 - £752 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
This estate stretches out over a hillside covered with vineyards, olive trees and woodland  …see more

11 Photos

Province of Florence / San Casciano in Val di Pesa

Apartment / 3 Bedrooms / sleeps 6

Min stay varies

Add to shortlist

from £212 / night

£1483 - £1837 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
This is the perfect starting point to explore Tuscany. Located in the heart of Chianti, Borgo in Rosa is just 20 minutes from Florence  …see more

24 Photos

Province of Florence / San Casciano in Val di Pesa

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £149 / night

£1042 - £1809 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
Unwind after climbing through hilltop villages with a dip in the private pool, enjoy the spoils of your wine tasting excursion in this villa’s lush private garden, or just snuggle up next to the fireplace with family or friends. Set in a tranquil location in Tuscany  …see more

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