List your home
Apply filters
£ to

27 Holiday homes in San Casciano in Val di Pesa

Reset search

Show results on map

Filter your search

Price per night

£ to

Bedrooms

Location

  • Italy Clear
  • Tuscany Clear
  • Province of Florence Clear
  • San Casciano in Val di Pesa Clear
  • All locations
  • Campoli in Chianti (5)
  • Chiesanuova (3)

more +

less -

Also consider

Coastal Cottages
222 properties
Sardinia
478 properties
Tuscany
3,181 properties
Lake Garda Area
103 properties
Lake Como Area
494 properties
Sicily
634 properties
Rome
4,145 properties
Florence
1,435 properties
Milan
507 properties
Cefalu
399 properties
Catania
355 properties
Naples
309 properties
Ostuni
293 properties
Venice
245 properties
Montaione
243 properties
Noto
241 properties
Turin
218 properties
Bologna
184 properties
Praiano
182 properties
Sciacca
159 properties

Filters applied: High chair (27)

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
27 Results  |  
14 Photos

B&B | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £61 /night

£424 - £509 / week

View

Key info:

  • Suitable for children over 5
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Book the MATTIA room at Candida's Chianti House, in the hills of Chianti between Florence and Siena. Private garden, delicious breakfast included and comfortable beds all in the magnificent landscape of the vineyards of Chianti. Peace at only half an hour from Florence. Artists, foodies and sybarites will be in heaven!  …see more

20 Photos

B&B | 1 Bedroom | sleeps 2

Very Good 4.5/5 

2 Nights min stay

Add to shortlist

from £61 /night

£424 - £509 / week

View

Key info:

  • Suitable for children over 5
  • Some pets are welcome - please contact the owner
  • Private garden
Book the NERI room at Candida's Chianti House, a magical place in the hills of Chianti between Florence and Siena. Enjoy a relaxing vacation, where you can enjoy products from our own garden at breakfast. Cooking classes and dinners are offered to interested guests. Peace at only half an hour from Florence. Artists, foodies and sybarites will be in heaven!  …see more

23 Photos

Villa | 3 Bedrooms | sleeps 7

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £139 /night

£968 - £1613 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over 5
  • Air conditioning
  • Pets welcome
  • Private garden
Property Type: Villa Highlights: garden, olive oil field, parking,swimming pool Location: Chianti Hills Ideal for: base to relax and visit Florence, Pisa, Siena, Chianti playing sports: golf, horse riding, mountain biking, tennis ect. Sleeps: 6+1  …see more

Featured properties

23 Photos

Villa | 4 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £175 /night

£1221 - £2299 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Villa "Casale San Casciano" is a 200 sqm independent villa with private pool and garden (sleeps up to 12 people). The Villa is located in the typical context of the Chianti area, surrounded by vineyards, olive-trees and small woods.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £113 /night

£791 - £2162 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Charming Chianti Holiday Home. 5 bedrooms. Stunning landscapes. Private panoramic salt swimming pool. Perfect Location: 30 min from Florence, 50 min from Siena, 10 min from Greve in Chianti. We organise wine Tours & other activities. Extra Virgin Olive Oil producers. Check our new website: www.montrogoli.it  …see more

24 Photos

Townhouse | 1 Bedroom | sleeps 3

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £41 /night

£283 - £525 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
Appartamento con piscina a 15 minuti da Firenze e 45 minuti da Siena. Visite di tutte le città d'arte: Lucca, Pisa, Siena, San Gimignano, Volterra, Arezzo, Pistoia, Prato, Greve in Chianti.  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £78 /night

£541 - £621 / week

View

Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Romantic and finely decorated loft in the Chianti Classico area near Florence. Stunning landscapes, a lot of activities to do (wine tours, cooking lessons) , perfect location: 30 min from Florence, 50 min from Siena, 10 min from Greve in Chianti. Perfect for couples. For further information, please check our website: www.montrogoli.it  …see more

19 Photos

Apartment | 3 Bedrooms | sleeps 6

2 Nights min stay

Add to shortlist

from £98 /night

£686 - £1412 / week

View

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

6 Photos

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

Add to shortlist

from £1153 /night

£8065 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Ski
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
Prices: per week High (March 23rd-Apr 5th/June1st-Sept.29th/Dec 14th-Jan3rd 2014) €17.000 Mid (April 6th-May 31st/Sept 30th-Oct 25th) € 12.000 Low (Jan 5th-March 22nd/Oct 26th-Dec 13th) € 10.000 All prices p.w. must be considered less 10% in case of 2/3 weeks rent The pool of Villa Tavernaccia can be heated  …see more

15 Photos

B&B | 1 Bedroom | sleeps 2

2 Nights min stay

Add to shortlist

from £61 /night

£424 - £509 / week

View

Key info:

  • Suitable for children over 5
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Book the MARTINA room at Candida's Chianti House, a magical place in the hills of Chianti between Florence and Siena. Enjoy a relaxing vacation, where you can enjoy products from our own garden at breakfast. Cooking classes and dinners are offered to interested guests.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

4 Nights min stay

Add to shortlist

from £133 /night

£928 - £1291 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
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.  …see more

21 Photos

House | 2 Bedrooms | sleeps 5

Short stays welcome

Add to shortlist

from £73 /night

£509 - £726 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
A beautiful farmhouse built at the beginning of the 15th century, lying in the middle of the Chianti Hills; The house is surrounded by garden, lawn and woods, as well as a covered terrace overlooking vineyards, olive groves and villages topping the surrounding hills.  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

Short stays welcome

Add to shortlist

from £53 /night

£371 - £533 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Fattoria Corzano e Paterno is a working farm. We offer our guests the chance to live in a natural environment and to follow the working process of making wine, oil and cheese. The property is in the middle of the Chianti area and art cities are easy reach. We offer our guests a tour or our farm, with cellar and dairy and tasting of our products On request  …see more

22 Photos

Villa | 5 Bedrooms | sleeps 10

3 Nights min stay

Add to shortlist

from £169 /night

£1178 - £2460 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Gorgeous Villa with swimming pool in the Chianti, near San Casciano Val di Pesa, a medieval hamlet between Florence and Siena  …see more

24 Photos

B&B | 9 Bedrooms | sleeps 18

1 night min stay

Add to shortlist

from £67 /night

£464 - £8380 / week

View

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

23 Photos

Castle | 11 Bedrooms | sleeps 20

Short stays welcome

Add to shortlist

from £865 /night

£6049 - £7097 / week

View

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

17 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

Add to shortlist

from £47 /night

£323 / week

View

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

24 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £41 /night

£283 / week

View

Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
Appartamento nel Chianti, a pochi km da Firenze, in ottima posizione panoramica. Vicino a Siena, Greve in Chianti, Castellina. Strategica posizione per escursioni a piedi e a cavallo; itinerari eno-gastronomici, Nel centro storico del paese vicinissimo a ristoranti. Offriamo sevizi aggiuntivi: attrezzatura per i bambini, indicazioni e suggerimenti per il vostro soggiorno.  …see more

21 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £70 /night

£484 / week

View

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

21 Photos

Barn | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £67 /night

£468 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
  • Private garden
Chianti: fienile in pietra completamente indipendente, panoramico, Trilocale : Ampia cucina/soggiorno, 2 camere, 2 bagni. Ampio spazio esterno attrezzato con gazebo, barbecue, tavolo e sedie in legno, sdraio. Parcheggio privato.  …see more

11 Photos

Tower | 1 Bedroom | sleeps 3

7 Nights min stay

Add to shortlist

from £64 /night

£444 / week

View

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

7 Photos

B&B | 1 Bedroom | sleeps 3

1 night min stay

Add to shortlist

from £70 /night

£484 / week

View

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

20 Photos

Villa | 5 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £388 /night

£2714 - £4234 / week

View

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

17 Photos

Apartment | 3 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £115 /night

£803 - £1609 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Luxurious apartment.168 m2. On unique estate 10 ha. Swimmingpool. Chianti Classico, 30 minutes Florence Airconditioned. Large livingroom, very complete kitchen. 3 bedrooms , 2 marble bathrooms. Tuscan colors, terracotta floors,beam ceilings.Nice for children, Fine views Situated on one of the finest estates in Chianti, classical gardens.  …see more

21 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £364 /night

£2545 - £3331 / week

View

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

24 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

Add to shortlist

from £797 /night

£5575 - £7145 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden

Tuscan country farmhouse near Florence to rent – Casolare del Chianti is a traditional refurbished farmhouse sitting on a large rural estate, ideally located in the popular Chianti region, between Florence and San Gimignano.

 …see more

25 Photos

Villa | 11 Bedrooms | sleeps 20

3 Nights min stay

Add to shortlist

from £865 /night

£6049 - £8509 / week

View

Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
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.  …see more

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