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

Close

View larger map

Also consider

Coastal Cottages
222 properties
Apartments Sardinia
478 properties
Apartments Tuscany
3181 properties
Apartments Lake Garda Area
103 properties
Apartments Lake Como Area
494 properties
Apartments Sicily
634 properties
Mercatale di Val di Pesa
26 properties
Campoli in Chianti
9 properties
Montefiridolfi
9 properties
Chiesanuova
5 properties
Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

221 Holiday homes

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

46

Tuscan Villa on top of hill Panoramic Gorgeous Vie - San Casciano in Val di Pesa farmhouse sleeps 6

Province of Florence / San Casciano in Val di Pesa

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • 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 £388 / night

£1638 / week

Book View

from £388 / night

(3) Excellent 

19

Farmhouse in a traditional Tuscan country Villa - San Casciano in Val di Pesa farmhouse sleeps 4

Province of Florence / San Casciano in Val di Pesa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The apartment is part of a barn located in an a small hamlet situated near the medieval village of San Casciano V.P. in the well renowned are of Florentine Chianti , no more than 20 km far from the center of Florence and only a 40 minutes driving from Siena. Lucca,  …see more

from £194 / night

£1311 - £1726 / week

Book View

from £194 / night

25

Province of Florence / San Casciano in Val di Pesa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £104 / night

£725 - £906 / week

Book View

from £104 / night

(1) Excellent 

24

Province of Florence / San Casciano in Val di Pesa

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £120 / night

£837 / week

Book View

from £120 / night

(3) Excellent 

15

Province of Florence / San Casciano in Val di Pesa

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £74 / night

£513 / week

Book View

from £74 / night

24

Province of Florence / San Casciano in Val di Pesa

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly

 …see more

from £61 / night

£345 / week

Book View

from £61 / night

(2) Excellent 

23

Province of Florence / San Casciano in Val di Pesa

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £87 / night

£518 / week

Book View

from £87 / night

9

San Casciano in Val di Pesa / Campoli in Chianti

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

from £52 / night

£363 / week

Book View

from £52 / night

15

Candida's Chianti House B&B - Martina 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

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • 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

£513 / week

Book View

from £74 / night

18

Province of Florence / San Casciano in Val di Pesa

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Pet friendly

 …see more

from £104 / night

£569 - £575 / week

Book View

from £104 / night

17

San Casciano in Val di Pesa / Campoli in Chianti

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £78 / night

£432 / week

Book View

from £78 / night

(2) Excellent 

15

Chiantihouse "Il Poderino" - San Casciano in Val di Pesa apartment sleeps 4

Province of Florence / San Casciano in Val di Pesa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Private garden
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 £50 / night

£344 - £429 / week

Book View

from £50 / night

(1) Excellent 

21

Province of Florence / San Casciano in Val di Pesa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden

 …see more

from £121 / night

£664 - £733 / week

Book View

from £121 / night

11

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

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £190 / night

£1294 / week

Book View

from £190 / night

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

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
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 £69 / night

£483 / week

Book View

from £69 / night

13

Province of Florence / San Casciano in Val di Pesa

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden

 …see more

from £77 / night

£449 / week

Book View

from £77 / night

(2) Excellent 

24

San Casciano in Val di Pesa / Chiesanuova

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £65 / night

£475 / week

Book View

from £65 / night

(2) Excellent 

32

Province of Florence / San Casciano in Val di Pesa

6 12 4 nights min

  • 6 bedrooms
  • Sleeps 12
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £216 / night

£1121 - £3397 / week

Book View

from £216 / night

(1) Excellent 

10

Province of Florence / San Casciano in Val di Pesa

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Suitable for children age 5+
  • Private garden

 …see more

from £65 / night

£363 / week

Book View

from £65 / night

0

Province of Florence / San Casciano in Val di Pesa

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Pet friendly

 …see more

from £311 / night

£2173 - £3953 / week

Enquire View

from £311 / night

21

Province of Florence / San Casciano in Val di Pesa

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

 …see more

from £290 / night

£2029 / week

Book View

from £290 / night

(1) Excellent 

21

San Casciano in Val di Pesa / Campoli in Chianti

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £108 / night

£647 / week

Book View

from £108 / night

96

San Casciano in Val di Pesa / Chiesanuova

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly

 …see more

from £161 / night

£1121 - £1897 / week

Book View

from £161 / night

(1) Excellent 

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

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
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 £1232 / night

£8621 / week

Book View

from £1232 / night

(2) Excellent 

7

Province of Florence / San Casciano in Val di Pesa

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly

 …see more

from £51 / night

£345 / week

Book View

from £51 / night

(1) Very Good 

20

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

Province of Florence / San Casciano in Val di Pesa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
2BR apartment in a prestigious villa located close to village centre. Car is not required. Florence easy to reach by bus. WiFi included. TV Sat. Private parking. Spacious garden, BBQ. Owners on site. Minimum stay 4 nights, change over day Saturday or Sunday. The apartm  …see more

from £74 / night

£513 - £664 / week

Book View

from £74 / night

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
  • 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

Book View

from £75 / night

11

Province of Florence / San Casciano in Val di Pesa

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Private garden

 …see more

from £68 / night

£475 / week

Book View

from £68 / night

4

Province of Florence / San Casciano in Val di Pesa

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 110 km
  • Child friendly

 …see more

from £82 / night

£561 / week

Book View

from £82 / night

16

Province of Florence / San Casciano in Val di Pesa

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool

 …see more

from £57 / night

£337 / week

Book View

from £57 / night

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 9 4 nights min

  • 5 bedrooms
  • Sleeps 9
  • 4 nights min
  • Child friendly
  • Private garden
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 £432 / night

£1983 / week

Book View

from £432 / night

4

34476-Apartment Chianti - Montefiridolfi apartment sleeps 4

San Casciano in Val di Pesa / Montefiridolfi

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
The Fattoria Montignana is made up of well furnished apartments and a relaxing informal garden. In total, Fattoria Montignana offers 11 apartments which have been carefully restored and furnished following the typical Tuscan style. It is located where the vines of the  …see more

from £68 / night

£476 / week

Enquire View

from £68 / night

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
  • 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

£518 / week

Book View

from £61 / night

7

Chianti Views, WIFI, Perfect for exploring - Mercatale di Val di Pesa apartment 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
  • Suitable for children age 5+
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

Pricing unknown

Book View

Pricing unknown

24

Province of Florence / San Casciano in Val di Pesa

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

Pricing unknown

Book View

Pricing unknown

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
  • 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

Pricing unknown

Enquire View

Pricing unknown

(46) Excellent 

46

Province of Florence / San Casciano in Val di Pesa

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £188 / night

£1310 - £2771 / week

Enquire View

from £188 / night

(1) Excellent 

21

San Casciano in Val di Pesa / Campoli in Chianti

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Private garden

 …see more

Pricing unknown

Book View

Pricing unknown

(2) Very Good 

10

San Casciano in Val di Pesa / Chiesanuova

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £61 / night

£345 / week

Book View

from £61 / night

100

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

Province of Florence / San Casciano in Val di Pesa

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 95 km
  • Swimming pool
  • Child friendly
These four medieval apartments for 2 boast a very traditional atmosphere. They all afford a dining area and kitchen, a living room, private bathroom and a double bedroom. Views of the Chianti hills and the Pesa Valley can be admired from any of their windows; and t  …see more

from £104 / night

£500 - £613 / week

Enquire View

from £104 / night

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page