List your home
Apply filters
£ to

Holiday homes 27

Reset search

Show results on map

Filter your search

Price per night

Price per night

£ to per night

Bedrooms

Location

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

Location

  • All locations
  • Campoli in Chianti (4)
  • Chiesanuova (1)
  • Montefiridolfi (1)
  • Talente (1)

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

Filters applied: Pets allowed (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   |  

from £54 / night

£375 - £450 / week

View

Excellent 5/5 

20 Photos

Province of Florence / San Casciano in Val di Pesa

B&B / 1 Bedroom / sleeps 2

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £54 / night

£375 - £450 / 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

from £82 / night

£572 - £643 / week

View

Excellent 5/5 

57 Photos

San Casciano in Val di Pesa / Campoli in Chianti

Cottage / 3 Bedrooms / sleeps 6

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £82 / night

£572 - £643 / week

View

Key info:

  • Nearest beach 120 km
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
In the heart of Chianti, half way between Florence and Siena. An old farmhouse which has recently been restored is situated in an hamlet dating back to the 1400's. Surrounded by vineyards and olive groves offering uniquely picturesque views. A place to feel at peace and tranquil making it ideal for a family looking to relax in contact with nature.  …see more

from £54 / night

£375 - £450 / week

View

Excellent 5/5 

14 Photos

Province of Florence / San Casciano in Val di Pesa

B&B / 1 Bedroom / sleeps 2

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £54 / night

£375 - £450 / 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

Featured properties

from £61 / night

£422 - £558 / week

View

26 Photos

Province of Florence / San Casciano in Val di Pesa

House / 3 Bedrooms / sleeps 7

4 Nights min stay

Add to shortlist

from £61 / night

£422 - £558 / week

View

Key info:

  • Nearest beach 65 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
The property is fenced with parking for two / three cars, the very large garden is suitable to accommodate pets, the house is 200 square meters with a very large living area and comfortable rooms with two bathrooms. There are two outdoor areas paved and furnished. Il prezzo include le spese di luce, acqua, gas, legna per camino. Il costo del riscaldamento è a consumo.  …see more

from £41 / night

£286 - £465 / week

View

Excellent 5/5 

24 Photos

San Casciano in Val di Pesa / Chiesanuova

Townhouse / 1 Bedroom / sleeps 3

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £41 / night

£286 - £465 / 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

from £123 / night

£858 - £1858 / week

View

Excellent 5/5 

24 Photos

Province of Florence / San Casciano in Val di Pesa

Villa / 6 Bedrooms / sleeps 12

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £123 / night

£858 - £1858 / 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

from £72 / night

£500 / week

View

Excellent 5/5 

16 Photos

Province of Florence / San Casciano in Val di Pesa

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £72 / night

£500 / week

View

Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Elegant and finely decorated apartm 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

from £61 / night

£425 / week

View

Excellent 5/5 

23 Photos

Province of Florence / San Casciano in Val di Pesa

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £61 / night

£425 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
2BR apartment in an old villa located close to village centre. Car is not required. Florence easy to reach by bus. WiFi included. Private parking. Spacious garden, BBQ. Owners on site. Minimum stay 7 nights, change over day Saturday or Sunday.  …see more

from £54 / night

£375 - £450 / week

View

15 Photos

Province of Florence / San Casciano in Val di Pesa

B&B / 1 Bedroom / sleeps 2

2 Nights min stay

Add to shortlist

from £54 / night

£375 - £450 / 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

from £64 / night

£443 - £1145 / week

View

19 Photos

Province of Florence / San Casciano in Val di Pesa

Apartment / 2 Bedrooms / sleeps 4

1 night min stay

Add to shortlist

from £64 / night

£443 - £1145 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
Palazzo Tempi mette a disposizione degli ospiti un lussuoso appartamento composto da 2 camere, salotto-cucina, due bagni, finemente restaurato e arredato in stile moderno.  …see more

from £143 / night

£1000 / week

View

7 Photos

San Casciano in Val di Pesa / Talente

Apartment / 2 Bedrooms / sleeps 5

1 night min stay

Add to shortlist

from £143 / night

£1000 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
2 flats with 4 and 5 places with astonishing view on the Hills.  …see more

from £46 / night

£322 - £500 / week

View

35 Photos

San Casciano in Val di Pesa / Montefiridolfi

Townhouse / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £46 / night

£322 - £500 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Una vacanza al Torriano rigenera, fa riscoprire la bellezza della natura, le meraviglie dell'arte e la tranquillità della campagna. Siamo orgogliosi di produrre un eccellente olio di oliva, e il nostro Chianti Classico è molto apprezzato. Il Torriano può essere preso come base per visitare tutta la Toscana.  …see more

from £41 / night

£286 - £358 / week

View

17 Photos

San Casciano in Val di Pesa / Campoli in Chianti

Apartment / 1 Bedroom / sleeps 3

3 Nights min stay

Add to shortlist

from £41 / night

£286 - £358 / 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

from £54 / night

£372 / week

View

13 Photos

Province of Florence / San Casciano in Val di Pesa

Barn / 2 Bedrooms / sleeps 5

1 night min stay

Add to shortlist

from £54 / night

£372 / week

View

Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Tipico fienile toscano, nel cuore del Chianti a pochi km da Firenze(15) e Siena(45)  …see more

from £41 / night

£285 - £350 / week

View

11 Photos

Province of Florence / San Casciano in Val di Pesa

B&B / 1 Bedroom / sleeps 4

1 night min stay

Add to shortlist

from £41 / night

£285 - £350 / week

View

Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
Relax, tranquillità, buona cucina e buon vino !!!  …see more

from £86 / night

£600 - £800 / week

View

22 Photos

Province of Florence / San Casciano in Val di Pesa

Apartment / 2 Bedrooms / sleeps 6

4 Nights min stay

Add to shortlist

from £86 / night

£600 - £800 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Perfect location in Chianti midway between Florence and Siena  …see more

from £62 / night

£429 - £536 / week

View

21 Photos

San Casciano in Val di Pesa / Campoli in Chianti

Apartment / 2 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £62 / night

£429 - £536 / 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

from £43 / night

£300 / week

View

9 Photos

San Casciano in Val di Pesa / Campoli in Chianti

B&B / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £43 / night

£300 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
Quitness, relax, warm hospitality, toscan flavours , Florence, siena and many wonderful villages to visit. What are you waiting for ?  …see more

from £91 / night

£637 / week

View

9 Photos

Province of Florence / San Casciano in Val di Pesa

B&B / 9 Bedrooms / sleeps 2

1 night min stay

Add to shortlist

from £91 / night

£637 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
We are specializes in Wine Therapy. Guests can take the opportunity to immerse themselves in old chestnut wine vats filled with extracts of wine to refresh and invigorate mind and body.  …see more

from £103 / night

£715 / week

View

27 Photos

Province of Florence / San Casciano in Val di Pesa

Barn / 2 Bedrooms / sleeps 8

1 night min stay

Add to shortlist

from £103 / night

£715 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Il Nuovo Fienile è una confortevole struttura immersa nella verde campagna del chianti. WiFi disponibile in tutta la struttura, a disposizione una piscina e jacuzzi per l'estate e le antiche stufe a creare una calda atmosfera per l'inverno.  …see more

from £50 / night

£350 - £572 / week

View

23 Photos

Province of Florence / San Casciano in Val di Pesa

Apartment / 2 Bedrooms / sleeps 6

1 night min stay

Add to shortlist

from £50 / night

£350 - £572 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Il Prugnolo è situato in Toscana nella zona del CHIANTI,tra san Casciano in val di pesa e mercatale v.p. area coltivata da sempre con vigneti e uliveti dal quale vengono ricavati vini e olii pregiati, campagna valorizzata anche da Borghi di case ,Pievi,Castelli di grand  …see more

from £72 / night

£500 / week

View

20 Photos

Province of Florence / San Casciano in Val di Pesa

Apartment / 1 Bedroom / sleeps 3

1 night min stay

Add to shortlist

from £72 / night

£500 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Loft in Pietra è un confortevole monolocale di circa 60 mq in una porzione di un vecchio fienile ristrutturato di recente. immerso nel verde della campagna del chinati, a disposizione piscina e jacuzzi in condizione con gli altri ospiti.  …see more

from £344 / night

£2404 - £3750 / week

View

Excellent 5/5 

20 Photos

Province of Florence / San Casciano in Val di Pesa

Villa / 5 Bedrooms / sleeps 10

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £344 / night

£2404 - £3750 / 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

from £68 / night

£476 - £790 / week

View

24 Photos

Province of Florence / San Casciano in Val di Pesa

Farmhouse / 3 Bedrooms / sleeps 5

2 Nights min stay

Add to shortlist

from £68 / night

£476 - £790 / week

View

Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in San Casciano In Val Di Pesa with 3 bedrooms sleeps 5  …see more

from £230 / night

£1605 - £2742 / week

View

24 Photos

Province of Florence / San Casciano in Val di Pesa

Farmhouse / 5 Bedrooms / sleeps 12

7 Nights min stay

Add to shortlist

from £230 / night

£1605 - £2742 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in San Casciano In Val Di Pesa with 5 bedrooms sleeps 12  …see more

from £78 / night

£541 - £866 / week

View

24 Photos

Province of Florence / San Casciano in Val di Pesa

Farmhouse / 5 Bedrooms / sleeps 10

3 Nights min stay

Add to shortlist

from £78 / night

£541 - £866 / week

View

Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in San Casciano In Val Di Pesa with 5 bedrooms sleeps 10  …see more

from £766 / night

£5358 - £7536 / week

View

25 Photos

Province of Florence / San Casciano in Val di Pesa

Villa / 11 Bedrooms / sleeps 20

3 Nights min stay

Add to shortlist

from £766 / night

£5358 - £7536 / 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