Holiday rentals in San Casciano in Val di Pesa: Villas, Cottages and Apartments

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  • Italy
  • Tuscany
  • Province of Florence
  • San Casciano in Val di Pesa

Location

  • All locations
  • Campoli in Chianti (9)
  • Chiesanuova (5)
  • Mercatale di Val di Pesa (25)
  • Montefiridolfi (18)
  • Ponte di Gabbiano (2)
  • Talente (1)

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208 Holiday homes

Travellers going to San Casciano in Val di Pesa are booking September dates now. Secure your holiday home today and have the perfect trip.

(2) Excellent 

1 / 23

Villa Casale San Casciano - San Casciano in Val di Pesa villa sleeps 12

Province of Florence / San Casciano in Val di Pesa

4 bedroomsSleeps 12Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
Villa "Casale San Casciano" is a 200 sqm independent villa, which can comfortably accommodate up to 12 people. The Villa overlooks a little lake beside the property and it is located in the typical context of the Chianti area, surrounded by vineyards, olive-trees and s  …see more

from £219 / night

£1387 - £2395 / week

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from £219 / night

(13) Excellent 

1 / 25

Villa Sole in Chianti :D - San Casciano in Val di Pesa villa sleeps 6

Province of Florence / San Casciano in Val di Pesa

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 84 km; Swimming pool;
A few minutes drive from Ponte Vecchio, among olivetrees and vineyards of the famous Chianti Wine, the villa is part of an ancient stone farmhouse, (13th century) carefully renovated.The Villa has a wonderful panoramic location, facing the incomparable Tuscany sunset.Th  …see more

from £253 / night

£925 - £1849 / week

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from £253 / night

(1) Excellent 

1 / 14

San Casciano in Val di Pesa / Montefiridolfi

2 bedroomsSleeps 53 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Great for children of all ages ; No pets allowed; Private garden;
 …see more

from £59 / night

£353 / week

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from £59 / night

1 / 100

Il Principe - 2+2 pax - San Casciano in Val di Pesa apartment sleeps 4

Province of Florence / San Casciano in Val di Pesa

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 95 km; Swimming pool; Great for children of all ages ;
These two family apartments are equipped with antique furniture and beautiful carpets, and they boast a very traditional atmosphere. One of them is located on the ground floor, and the other one is on the first floor, and they both afford a kitchen area, a living room w  …see more

from £135 / night

£622 - £765 / week

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from £135 / night

1 / 20

Province of Florence / San Casciano in Val di Pesa

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; Pets welcome;
 …see more

from £303 / night

£2118 - £3853 / week

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from £303 / night

(4) Excellent 

1 / 30

Province of Florence / San Casciano in Val di Pesa

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 65 km; Great for children of all ages ; Car advised;
 …see more

from £85 / night

£463 - £988 / week

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from £85 / night

1 / 24

I5.3324 - Holiday apartmen... - Montefiridolfi apartment sleeps 4

San Casciano in Val di Pesa / Montefiridolfi

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Nearest beach 90 km; Swimming pool; Great for children of all ages ;
In the heart of Chianti, halfway between Florence and Siena<br>The farmhouse I Greppi Di Silli located 300 mt above sea level. rises and looks out over a green valley, surrounded on all sides by cultivated hills covered in olive groves and vineyards.<br><  …see more

from £173 / night

£1211 - £1489 / week

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from £173 / night

1 / 9

34477-Apartment Chianti - Montefiridolfi apartment sleeps 6

San Casciano in Val di Pesa / Montefiridolfi

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car not necessary;
The Fattoria, well furnished apartments and a relaxing informal garden is located where the vines of the vineyards grow closer together. The guests are free to use the beautiful swimming pool on the hill that separeted the counties of S.Casciano and Greve, while the vil  …see more

from £96 / night

£668 - £989 / week

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from £96 / night

(46) Excellent 

1 / 46

Province of Florence / San Casciano in Val di Pesa

3 bedroomsSleeps 77 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Some pets are welcome - please contact the owner;
 …see more

from £186 / night

£1300 - £2750 / week

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from £186 / night

1 / 100

Il Principe - 4+2 pax - San Casciano in Val di Pesa apartment sleeps 6

Province of Florence / San Casciano in Val di Pesa

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 95 km; Swimming pool; Great for children of all ages ;
These four large apartments are between 79 and 119sqm big, and they sleep up to 6 people each. They all boast antique furniture and beautiful carpets, fully equipped kitchens and bathrooms with Jacuzzi.One of them is located on a first floor, so it features a lovel  …see more

from £185 / night

£883 - £1135 / week

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from £185 / night

(1) Excellent 

1 / 39

Lavish 8BR Villa w pool only 10 Miles to Florence!

Province of Florence / San Casciano in Val di Pesa

8 bedroomsSleeps 161 night min stay

  • 8 bedrooms
  • Sleeps 16
  • 1 night min stay
Key info: Nearest beach 90 km; Swimming pool; Great for children of all ages ;
This wonderful 8 BR – 8 BA villa is located in the beautiful village of San Casciano val di pesa, just about 8 miles away from the beginning of the historic district of the city of Florence. The villa traces back its origins to the early XVI century and is considere  …see more

from £1093 / night

£0 / week

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from £1093 / night

1 / 20

Province of Florence / San Casciano in Val di Pesa

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Great for children of all ages ; Car advised; Pets welcome;
 …see more

from £76 / night

£488 / week

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from £76 / night

1 / 57

Province of Florence / San Casciano in Val di Pesa

11 bedroomsSleeps 227 nights min stay

  • 11 bedrooms
  • Sleeps 22
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £975 / night

£6824 - £8164 / week

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from £975 / night

(33) Excellent 

1 / 29

Province of Florence / San Casciano in Val di Pesa

3 bedroomsSleeps 77 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Some pets are welcome - please contact the owner;
 …see more

from £196 / night

£1372 - £2470 / week

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from £196 / night

1 / 42

Province of Florence / San Casciano in Val di Pesa

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; No pets allowed;
 …see more

from £375 / night

£2624 - £4412 / week

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from £375 / night

1 / 26

Castello di Pergolato - San Casciano in Val di Pesa villa sleeps 26

Province of Florence / San Casciano in Val di Pesa

11 bedroomsSleeps 26Min stay varies

  • 11 bedrooms
  • Sleeps 26
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
Originally a Medieval feudal castle, the property was converted to a villa between 1450 and 1500. As you would expect, it is steeped in history and is a fascinating place to spend a holiday in this wonderful part of Tuscany.<br><br>The property is divided in  …see more

from £1093 / night

£6303 - £7479 / week

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from £1093 / night

1 / 8

Province of Florence / San Casciano in Val di Pesa

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Swimming pool; Not suitable for children; No pets allowed;
 …see more

from £85 / night

£421 - £664 / week

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from £85 / night

1 / 30

Province of Florence / San Casciano in Val di Pesa

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; No pets allowed;
 …see more

from £127 / night

£883 - £1136 / week

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from £127 / night

1 / 24

Villa Corti - San Casciano in Val di Pesa villa sleeps 12

Province of Florence / San Casciano in Val di Pesa

4 bedroomsSleeps 127 nights min stay

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Nearest beach 115 km; Swimming pool; Great for children of all ages ;
This is an independent villa, covering 200 square metres, and extending over two storeys, plus the traditional Tuscan dovecot on its rooftop, now converted into a luxurious bathroom. Although recently fully renovated, the interiors nonetheless retain many typical charac  …see more

from £127 / night

£883 - £2185 / week

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from £127 / night

(1) Very Good 

1 / 18

San Casciano in Val di Pesa / Montefiridolfi

2 bedroomsSleeps 44 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Pets welcome;
 …see more

from £289 / night

£1732 - £2694 / week

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from £289 / night

(15) Excellent 

1 / 20

Candida's Chianti House B&B - Neri Room - San Casciano in Val di Pesa b&b sleeps 2

Province of Florence / San Casciano in Val di Pesa

1 bedroomSleeps 22 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Suitable for children age 5+; Some pets are welcome - please contact the owner; Private garden;
This listing is for the first of the three double bedrooms at " Candida's Chianti House", the NERI ROOM. If you wish to book 2 or 3 rooms at the same time, please contact me for a quote on any of the rooms (Neri, Mattia or Martina) and in the notes ask for a full quote.  …see more

from £72 / night

£471 - £530 / week

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from £72 / night

1 / 19

LINDA Apartment with POOL - Campoli in Chianti apartment sleeps 6

San Casciano in Val di Pesa / Campoli in Chianti

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 110 km; Swimming pool; Great for children of all ages ;
LINDA is an apartment (WITH PRIVATE SWIMMING POOL USED ONLY by WHOM RENTING LINDA!!!) that sleep up to 5 or 6 people, placed in the village of Campoli, in the heart of Chianti, only 12 km far from the famous town of Greve in Chianti and 13,5 km far from Panzano in Chian  …see more

from £143 / night

£925 - £1463 / week

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from £143 / night

1 / 10

San Casciano in Val di Pesa / Montefiridolfi

2 bedroomsSleeps 54 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Pets welcome;
 …see more

from £165 / night

£1155 - £2181 / week

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from £165 / night

1 / 10

San Casciano in Val di Pesa / Campoli in Chianti

1 bedroomSleeps 32 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 2 nights min stay
Key info: Not suitable for children; No pets allowed;
 …see more

from £43 / night

£253 / week

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from £43 / night

1 / 100

I marchesi - Trilo Deluxe - San Casciano in Val di Pesa apartment sleeps 4

Province of Florence / San Casciano in Val di Pesa

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Great for children of all ages ;
Furnishings of Chianti air and ancient walls dating back to the Middle Ages are enchanting features of these vacation homes for 4 people. Guests can relish a sunset while tasting some regional wine in the garden or porch which the apartment affords. These apartments hav  …see more

from £227 / night

£1362 - £2118 / week

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from £227 / night

1 / 30

Province of Florence / San Casciano in Val di Pesa

8 bedroomsSleeps 147 nights min stay

  • 8 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £709 / night

£4962 - £7065 / week

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from £709 / night

1 / 45

Province of Florence / San Casciano in Val di Pesa

5 bedroomsSleeps 127 nights min stay

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Some pets are welcome - please contact the owner;
 …see more

from £346 / night

£2418 - £4119 / week

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from £346 / night

1 / 22

San Casciano in Val di Pesa / Mercatale di Val di Pesa

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Great for children of all ages ; Car essential; Some pets are welcome - please contact the owner;
 …see more

from £101 / night

£589 / week

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from £101 / night

(4) Excellent 

1 / 63

San Casciano in Val di Pesa / Mercatale di Val di Pesa

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Some pets are welcome - please contact the owner;
 …see more

from £1054 / night

£7375 - £11436 / week

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from £1054 / night

1 / 100

I marchesi - House 6 Pax - San Casciano in Val di Pesa apartment sleeps 6

Province of Florence / San Casciano in Val di Pesa

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Great for children of all ages ;
These vacation homes for 6 people brims over with the style of Chianti. To enjoy sipping a glass of wine outdoors, the apartments have a large porch and its garden area. These apartments affords a living room with a fireplace. Its fully fitted kitchen features its dinin  …see more

from £261 / night

£1564 - £2353 / week

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from £261 / night

1 / 43

Province of Florence / San Casciano in Val di Pesa

6 bedroomsSleeps 177 nights min stay

  • 6 bedrooms
  • Sleeps 17
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £834 / night

£5837 - £9064 / week

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from £834 / night

1 / 11

San Casciano in Val di Pesa / Montefiridolfi

3 bedroomsSleeps 64 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Pets welcome;
 …see more

from £230 / night

£1604 - £3073 / week

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from £230 / night

(1) Excellent 

1 / 23

Appartamento villa I Chisci - San Casciano in Val di Pesa apartment sleeps 4

Province of Florence / San Casciano in Val di Pesa

2 bedroomsSleeps 44 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min stay
Key info: Great for children of all ages ; Car not necessary; Air conditioning;
The apartment that we rent is part of a villa. The apartment is about 100 square meters, can accommodate 4 people. It can be available, in addition to the 4 sleeps in the two bedrooms air Conditioning Room, a double sofa bed in the living room. The apartment is on two f  …see more

from £64 / night

£442 - £618 / week

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from £64 / night

1 / 21

Province of Florence / San Casciano in Val di Pesa

1 bedroomSleeps 27 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £131 / night

£916 - £1043 / week

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from £131 / night

1 / 29

Province of Florence / San Casciano in Val di Pesa

7 bedroomsSleeps 147 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Ask owner if suitable for children; Air conditioning; Some pets are welcome - please contact the owner;
 …see more

from £3883 / night

£27177 - £45942 / week

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from £3883 / night

(7) Excellent 

1 / 21

Province of Florence / San Casciano in Val di Pesa

1 bedroomSleeps 43 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay
Key info: Great for children of all ages ; Pets welcome;
 …see more

from £54 / night

£307 / week

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from £54 / night

1 / 11

San Casciano in Val di Pesa / Montefiridolfi

3 bedroomsSleeps 54 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 4 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Pets welcome;
 …see more

from £165 / night

£1155 - £2181 / week

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from £165 / night

(4) Excellent 

1 / 14

Candida's Chianti House B&B - Mattia Room

Province of Florence / San Casciano in Val di Pesa

1 bedroomSleeps 22 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Suitable for children age 5+; Car not necessary; Some pets are welcome - please contact the owner;
This is the second of the three double bedrooms at " Candida's Chianti House", the MATTIA ROOM. If you wish to book 2 or 3 rooms at the same time, please contact me for a quote on any of the rooms (Neri, Mattia or Martina) and in the notes ask for a full quote. I will b  …see more

from £72 / night

£0 / week

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from £72 / night

(1) Excellent 

1 / 21

San Casciano in Val di Pesa / Campoli in Chianti

2 bedroomsSleeps 63 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
 …see more

from £106 / night

£631 - £799 / week

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from £106 / night

1 / 12

San Casciano in Val di Pesa / Montefiridolfi

2 bedroomsSleeps 44 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Pets welcome;
 …see more

from £165 / night

£1155 - £2181 / week

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from £165 / night

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