Horse riding holiday villas and apartments San Casciano in Val di Pesa | Holiday Lettings

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

Location

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  • Campoli in Chianti (3)
  • Chiesanuova (1)
  • Mercatale di Val di Pesa (3)
  • Montefiridolfi (1)
  • Talente (1)

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48 Holiday homes

Filters applied: Horse riding (48)

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 £217 / night

£1375 - £2375 / week

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from £217 / 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 £250 / night

£917 - £1834 / week

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from £250 / 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

(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 £84 / night

£459 - £980 / week

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from £84 / 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 £1084 / night

£6250 - £7417 / week

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from £1084 / 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 £100 / night

£584 / week

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from £100 / 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 £125 / night

£875 - £2167 / week

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from £125 / night

1 / 20

Stunning Villa in the Chianti - San Casciano in Val di Pesa villa sleeps 9

Province of Florence / San Casciano in Val di Pesa

5 bedroomsSleeps 9Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Great for children of all ages ; Car advised; No pets allowed;
This stunning holiday villa in Chianti is located near the village of San Casciano Val di Pesa (2 km), a tiny medieval hamlet at 15 km from Florence, renowned for its Chianti Classico red wine and olive oil. The villa is an historical listed mansion built during the sec  …see more

from £417 / night

£1917 - £2709 / week

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from £417 / 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 £142 / night

£917 - £1450 / week

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from £142 / night

(27) Excellent 

1 / 25

Il Visciolo - San Casciano in Val di Pesa farmhouse 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 83 km; Suitable for children age 5+; Car not necessary;
The holiday house is located 300 metres from San Casciano in Val di Pesa centre. Facing the open country from a dominant position, it offers the comforts of a town life and the beauty of the Chianti landscape opening on hills with vineyards and olive trees. There are no  …see more

from £70 / night

£459 - £787 / week

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from £70 / night

(2) Excellent 

1 / 20

Villa Il Portico - San Casciano in Val di Pesa villa sleeps 10

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: Nearest beach 80 km; Swimming pool; Great for children of all ages ;
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. This large holiday rental property was originally a farmhouse owned by the Medici family and dates ba  …see more

from £401 / night

£2805 - £4375 / week

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from £401 / night

1 / 24

Castello Buondelmonti - San Casciano in Val di Pesa villa sleeps 15

Province of Florence / San Casciano in Val di Pesa

11 bedroomsSleeps 15Min stay varies

  • 11 bedrooms
  • Sleeps 15
  • Min stay varies
Key info: Nearest beach 120 km; Swimming pool; Great for children of all ages ;
In the heart of the Chianti region, 15 minutes drive from Florence, stands Castello Buondelmonti set on a hillside overlooking the valley of the river Pesa. This extraordinary example of Tuscan medieval castle was built, on the foundations of a Roman Settlement, in the  …see more

from £1084 / night

£6250 - £7417 / week

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from £1084 / night

(4) Excellent 

1 / 22

Delicious country house - San Casciano in Val di Pesa apartment sleeps 3

Province of Florence / San Casciano in Val di Pesa

1 bedroomSleeps 34 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 4 nights min stay
Key info: Great for children of all ages ; Car essential; Air conditioning;
Living Chianti. Staying in an environment of the most beautiful that nature can offer. The beautiful Tuscan countryside, with its gentle hills dotted by the regular geometry of vineyards and olive groves . With the noble patrician villas and rustic cottages nestled in s  …see more

from £50 / night

£334 / week

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from £50 / night

(1) Very Good 

1 / 10

Province of Florence / San Casciano in Val di Pesa

2 bedroomsSleeps 41 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Great for children of all ages ; Air conditioning; Some pets are welcome - please contact the owner;
 …see more

from £75 / night

£517 / week

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from £75 / night

(1) Excellent 

1 / 32

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; Great for children of all ages ; Car advised;
 …see more

from £209 / night

£1084 - £4167 / week

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from £209 / night

1 / 15

Chianti luxury villa, 5 bedrooms, pool, view

Province of Florence / San Casciano in Val di Pesa

5 bedroomsSleeps 117 nights min stay

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
Luxury home near Florence, San Giminiano, Siena; sleeps 11 + 2 children The house belonged to the florentine families of Strozzi and Cavalcanti in 16th century. It was restored preserving the structure from the Renaissance, with its high ceilings and stone capitals. Co  …see more

from £421 / night

£2942 / week

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from £421 / night

(1) Excellent 

1 / 57

Il Nespolo - Campoli in Chianti cottage sleeps 6

San Casciano in Val di Pesa / Campoli in Chianti

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Nearest beach 120 km; Great for children of all ages ; Car essential;
The house is split over two levels.On the ground floor there is a large dining-room with a working large open fire place and spacious modern kitchen.The upper level is the living area consisting of 2 double bedrooms and 1 bedroom with 2 single beds, a large lounge with  …see more

from £109 / night

£725 / week

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from £109 / night

1 / 13

Province of Florence / San Casciano in Val di Pesa

1 bedroomSleeps 41 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Nearest beach 90 km; Swimming pool; Great for children of all ages ;
 …see more

from £42 / night

£292 - £409 / week

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from £42 / night

1 / 25

Province of Florence / San Casciano in Val di Pesa

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
 …see more

from £100 / night

£700 - £875 / week

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from £100 / night

1 / 18

Province of Florence / San Casciano in Val di Pesa

2 bedroomsSleeps 57 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Nearest beach 100 km; Great for children of all ages ; Car advised;
 …see more

from £54 / night

£375 / week

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from £54 / night

(3) Excellent 

1 / 15

Province of Florence / San Casciano in Val di Pesa

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
 …see more

from £71 / night

£496 - £829 / week

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from £71 / night

1 / 8

Sperone - San Casciano in Val di Pesa apartment sleeps 4

Province of Florence / San Casciano in Val di Pesa

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
Two floors apartment in the heart of Chianti Classico with private and equipped garden and free access to the main swimming pool of Villa Le Corti. The apartment is 100 metres far from Osteria and Wineshop Le Corti where guests are welcome for a lunch, guided tour of t  …see more

from £68 / night

£0 / week

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from £68 / night

(2) Excellent 

1 / 15

Chiantihouse "Il Poderino" - 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: Not suitable for children; Car advised; No pets allowed;
Our lovely , nearly 1000 years old farmhouse is situated in the hills "CHIANTISHIRE" : olivetrees and vineyards , ca. 15 km south of Florence in direction Siena.The house has been completely restored. We offer the Apartment "Bougainville": ideal for  …see more

from £48 / night

£333 - £415 / week

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from £48 / night

1 / 100

San Casciano in Val di Pesa / Chiesanuova

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 110 km; Swimming pool; Great for children of all ages ;
 …see more

from £186 / night

£1299 - £1639 / week

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from £186 / night

(1) Excellent 

1 / 24

Province of Florence / San Casciano in Val di Pesa

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
 …see more

from £116 / night

£809 / week

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from £116 / night

1 / 17

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: Not suitable for children; Air conditioning; Pets welcome;
 …see more

from £38 / night

£278 / week

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from £38 / night

1 / 13

Province of Florence / San Casciano in Val di Pesa

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Great for children of all ages ; Some pets are welcome - please contact the owner; Private garden;
 …see more

from £75 / night

£434 / week

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from £75 / night

1 / 11

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

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car not necessary;
 …see more

from £184 / night

£1250 - £1834 / week

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from £184 / night

1 / 24

Province of Florence / San Casciano in Val di Pesa

9 bedroomsSleeps 18Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
 …see more

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(1) Very Good 

1 / 16

Delicious country house in Chianti 2 - San Casciano in Val di Pesa apartment sleeps 2

Province of Florence / San Casciano in Val di Pesa

1 bedroomSleeps 24 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 4 nights min stay
Key info: Nearest beach 100 km; Great for children of all ages ; Car essential;
Living Chianti. Staying in an environment of the most beautiful that nature can offer. The beautiful Tuscan countryside, with its gentle hills dotted by the regular geometry of vineyards and olive groves . With the noble patrician villas and rustic cottages nestled in s  …see more

from £46 / night

£300 / week

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from £46 / night

1 / 24

Province of Florence / San Casciano in Val di Pesa

1 bedroomSleeps 42 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Great for children of all ages ; Car advised; No pets allowed;
 …see more

from £42 / night

£250 / week

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from £42 / night

1 / 7

Chianti Views, WIFI, Perfect for exploring

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

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Suitable for children age 5+; No pets allowed;
This loving decorated home set up in the Chianti hills will have you feeling welcome and serene. It has views that extend right up to the mountains with flowing vines and olive groves. It is an ideal place to stay for tranquility or exploration.....The SpaceThis is a to  …see more

from £80 / night

£555 / week

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from £80 / night

1 / 21

Province of Florence / San Casciano in Val di Pesa

4 bedroomsSleeps 84 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min stay
Key info: Nearest beach 80 km; Swimming pool; Great for children of all ages ;
 …see more

from £280 / night

£1961 / week

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from £280 / night

1 / 4

Province of Florence / San Casciano in Val di Pesa

4 bedroomsSleeps 12Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Nearest beach 110 km; Great for children of all ages ; Car advised;
 …see more

from £80 / night

£542 / week

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from £80 / night

1 / 23

Castello San Giovanni - San Casciano in Val di Pesa castle sleeps 20

Province of Florence / San Casciano in Val di Pesa

11 bedroomsSleeps 20Min stay varies

  • 11 bedrooms
  • Sleeps 20
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Great for children of all ages ;
Set on a hillside overlooking the valley of the river Pesa, the Castle was built over a roman settlement in the10th Centutry and later transformed into a renaissance villa between 1450-1500. Ideally located In the heart of Chianti classico wine region,15 minutes from F  …see more

from £80 / night

£6250 - £7334 / week

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from £80 / night

1 / 15

Candida's Chianti House B&B - Martina 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 THIRD of the three double bedrooms at " Candida's Chianti House", the MARTINA 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 £71 / night

£0 / week

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from £71 / night

1 / 46

Tuscan Villa on top of hill Panoramic Gorgeous Vie

Province of Florence / San Casciano in Val di Pesa

2 bedroomsSleeps 61 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
700 yr-old FarmHouse renovated to Western standards.Sits on top of a gorgeous pano hillside, saltpool,a/c.Directly off Chianti Classico wine road.5 min walk to Le Corti Winery.17 mins drive to Florence, Piazza Michelangelo. PerfectLocation! Stunning! It is considered a  …see more

from £379 / night

£1597 / week

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from £379 / night

1 / 16

Province of Florence / San Casciano in Val di Pesa

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Not suitable for children;
 …see more

from £55 / night

£325 - £350 / week

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from £55 / night

(1) Excellent 

1 / 35

San Casciano in Val di Pesa / Montefiridolfi

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Great for children of all ages ;
 …see more

from £100 / night

£584 / week

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from £100 / night

(1) Excellent 

1 / 23

Orciaia country villa - San Casciano in Val di Pesa farmhouse 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 90 km; Swimming pool; Ask owner if suitable for children;
The apartment is part of a country house in an a small hamlet situated near the medieval village of San Casciano V.P. in the well renowed are of Florentine Chianti , no more than 25 km far from the center of Florence. These estate is part of a vast property pivoting  …see more

from £259 / night

£1450 - £1959 / week

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from £259 / night

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