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

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226 Holiday homes

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1 / 100

Incantesimo - Giotto - San Casciano in Val di Pesa apartment sleeps 3

Province of Florence / San Casciano in Val di Pesa

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 127 km; Swimming pool; Child friendly ;
Giotto This apartment is roomy and luminous with an elegance that is unmatched. It is located on the second floor and is easily reachable by an elevator. You'll find a large and cozy living-cum-dining room with its own fireplace.The apartment's fully equi  …see more

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1 / 7

Relais "I Ragli" - Chiesanuova b&b sleeps 3

San Casciano in Val di Pesa / Chiesanuova

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Child friendly ; Pet friendly;
Close to Florence ( only 10 minutes drive), along the ancient and panoramic road that since the Roman age leads to Volterra, Relais i Ragli is the ideal place to spend your holiday in.The small town of Cerbaia (2 minutes drive) and San Casciano (5 minutes), well known f  …see more

from £61 / night

£522 / week

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from £61 / night

1 / 16

Province of Florence / San Casciano in Val di Pesa

1 2 Min stay varies

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

from £57 / night

£340 - £366 / week

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from £57 / night

1 / 7

Chianti Views, WIFI, Perfect for exploring

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

2 5 Min 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 £83 / night

£579 / week

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from £83 / night

1 / 24

Old House in Chianti Near Florence - San Casciano in Val di Pesa farmhouse sleeps 4

Province of Florence / San Casciano in Val di Pesa

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
The Torriano is located at the highest point of the scenic road that leads to the Castle of Bibbione Montefiridolfi. The characteristic landscape of Chianti and sunsets that you enjoy are unforgettable. The house is surrounded by a beautiful lawn with fruit trees and ol  …see more

from £114 / night

£522 / week

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from £114 / night

1 / 9

San Casciano in Val di Pesa / Campoli in Chianti

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; Air conditioning; Ask about pets;
 …see more

from £53 / night

£366 / week

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from £53 / night

(2) Excellent 

1 / 24

San Casciano in Val di Pesa / Chiesanuova

1 3 3 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £66 / night

£479 / week

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from £66 / night

(4) Excellent 

1 / 14

Candida's Chianti House B&B - Mattia Room

Province of Florence / San Casciano in Val di Pesa

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Suitable for children age 5+; Car not necessary; Ask about pets;
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 £74 / night

£518 / week

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from £74 / night

1 / 9

holiday house in country Chianti - Mercatale di Val di Pesa barn sleeps 5

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

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Child friendly ; Pet friendly; Private garden;
This is a typical Tuscan barn completely renovated.Composed of two layers (80sqm): on the first floor, large living room, kitchen, bathroom with shower; the second two bedrooms and the ability to add a single bed in one of the two rooms.The House is immersed in the coun  …see more

from £75 / night

£400 / week

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from £75 / night

(2) Excellent 

1 / 19

Atelier 1 - Mercatale di Val di Pesa apartment sleeps 6

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

2 6 7 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
Atelier 1 is the largest of our Atelier apartments. in the Chianti Classico With 2 tastefully colored double bedrooms and 2 marble bathrooms. The large Atelier of the famous Dutch painter Karel Appel (member of COBRA group) who owned the estate Villa Licia and worked  …see more

from £1243 / night

£8696 / week

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from £1243 / night

1 / 13

Province of Florence / San Casciano in Val di Pesa

1 4 1 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Nearest beach 90 km; Swimming pool; Child friendly ;
 …see more

from £44 / night

£305 - £427 / week

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from £44 / night

1 / 9

34477-Apartment Chianti - Montefiridolfi apartment sleeps 6

San Casciano in Val di Pesa / Montefiridolfi

2 6 7 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; 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 - £767 / week

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from £96 / night

1 / 24

Province of Florence / San Casciano in Val di Pesa

1 4 2 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Child friendly ; Car advised; No pets allowed;
 …see more

from £61 / night

£348 / week

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from £61 / night

(1) Very Good 

1 / 14

San Casciano in Val di Pesa / Montefiridolfi

2 5 3 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Child friendly ; No pets allowed; Private garden;
 …see more

from £61 / night

£366 / week

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from £61 / night

1 / 17

Province of Florence / San Casciano in Val di Pesa

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Not suitable for children; Air conditioning; Pet friendly;
 …see more

from £40 / night

£287 / week

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from £40 / night

(1) Excellent 

1 / 35

San Casciano in Val di Pesa / Montefiridolfi

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
 …see more

from £105 / night

£609 / week

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from £105 / night

1 / 24

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

San Casciano in Val di Pesa / Montefiridolfi

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Nearest beach 90 km; Swimming pool; Child friendly ;
In the heart of Chianti, halfway between Florence and Siena 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. Alongside the bor  …see more

from £179 / night

£1253 - £1540 / week

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from £179 / night

(1) Excellent 

1 / 10

Province of Florence / San Casciano in Val di Pesa

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
Key info: Suitable for children age 5+; No pets allowed; Private garden;
 …see more

from £66 / night

£366 / week

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from £66 / night

1 / 15

Candida's Chianti House B&B - Martina Room

Province of Florence / San Casciano in Val di Pesa

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Suitable for children age 5+; Car not necessary; Ask about pets;
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 £74 / night

£518 / week

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from £74 / night

(1) Very Good 

1 / 10

Province of Florence / San Casciano in Val di Pesa

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Child friendly ; Air conditioning; Ask about pets;
 …see more

from £78 / night

£540 / week

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from £78 / night

1 / 22

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

3 6 3 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Child friendly ; Car essential; Ask about pets;
 …see more

from £105 / night

£609 / week

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from £105 / 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 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Suitable for children age 5+; Ask about pets; 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 £74 / night

£487 - £548 / week

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from £74 / 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 3 4 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 4 nights min stay
Key info: Child friendly ; 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 £53 / night

£348 / week

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from £53 / night

1 / 15

Chianti luxury villa, 5 bedrooms, pool, view

Province of Florence / San Casciano in Val di Pesa

5 11 7 nights min stay

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; 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 £435 / night

£3044 / week

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from £435 / night

1 / 8

Sperone - San Casciano in Val di Pesa apartment sleeps 4

Province of Florence / San Casciano in Val di Pesa

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; 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 £70 / night

£487 / week

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from £70 / 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 20 Min stay varies

  • 11 bedrooms
  • Sleeps 20
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Child friendly ;
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 £84 / night

£6522 / week

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from £84 / 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 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 80 km; Swimming pool; Child friendly ;
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 £419 / night

£2927 - £4566 / week

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from £419 / night

1 / 11

Province of Florence / San Casciano in Val di Pesa

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Not suitable for children; No pets allowed; Private garden;
 …see more

from £69 / night

£479 / week

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from £69 / night

(1) Very Good 

1 / 21

San Casciano in Val di Pesa / Chiesanuova

1 3 2 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
 …see more

from £61 / night

£348 / week

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from £61 / night

1 / 100

San Casciano in Val di Pesa / Chiesanuova

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 110 km; Swimming pool; Child friendly ;
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from £192 / night

£1344 - £1696 / week

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from £192 / night

(1) Excellent 

1 / 16

Atelier 2 - Mercatale di Val di Pesa apartment sleeps 4

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

1 4 7 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
Atelier 2 is the smaller of our Atelier Apartments. 80 m in the Chianti Classico. The apartment has a tastefully decorated double bedroom and a very large marble bathroom. The large Atelier of the famous Dutch painter Karel Apple (member of COBRA group) who owned the e  …see more

from £1243 / night

£8696 / week

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from £1243 / night

(1) Excellent 

1 / 24

Province of Florence / San Casciano in Val di Pesa

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
 …see more

from £121 / night

£844 / week

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from £121 / 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 6 Min 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 £261 / night

£957 - £1914 / week

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from £261 / 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 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 95 km; Swimming pool; Child friendly ;
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 £140 / night

£644 - £792 / week

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from £140 / night

1 / 101

Incantesimo - Leonardo - San Casciano in Val di Pesa apartment sleeps 5

Province of Florence / San Casciano in Val di Pesa

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 127 km; Swimming pool; Child friendly ;
Leonardo is a roomy and luminous apartment in the heart of Chianti. It is located on the second floor and is easily accessible by an elevator. You'll find a large and cozy living-cum-dining room with its own fireplace, a double bed and a bathroom with a shower.&nbs  …see more

Pricing unknown

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Pricing unknown

1 / 18

Province of Florence / San Casciano in Val di Pesa

2 5 7 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Nearest beach 100 km; Child friendly ; Car advised;
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from £56 / night

£392 / week

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from £56 / night

(1) Excellent 

1 / 57

Il Nespolo - Campoli in Chianti cottage sleeps 6

San Casciano in Val di Pesa / Campoli in Chianti

3 6 3 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Nearest beach 120 km; Child friendly ; 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 £114 / night

£757 / week

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from £114 / night

1 / 8

Province of Florence / San Casciano in Val di Pesa

2 5 Min stay varies

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

from £87 / night

£435 - £653 / week

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from £87 / night

(3) Excellent 

1 / 15

Province of Florence / San Casciano in Val di Pesa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
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from £74 / night

£518 - £865 / week

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from £74 / night

(2) Excellent 

1 / 7

Province of Florence / San Casciano in Val di Pesa

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; Car essential; No pets allowed;
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from £52 / night

£348 / week

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from £52 / night

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