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62 Holiday homes in San Casciano Val di Pesa

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62 Results  |  
20 Photos

B&B | 1 Bedroom | sleeps 2

Very Good 4.5/5 

2 Nights min stay

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from £65 /night

£449 - £479 / week

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Key info:

  • Suitable for children over
  • 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

18 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £63 /night

£441 - £629 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
Beautiful apartment with private pergola in the open country We offer on request tour and tasting at our farm, cooking lessons, dinner and lunch...  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £68 /night

£472 - £528 / week

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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

Featured properties

16 Photos

Apartment | 1 Bedroom | sleeps 2

Very Good 4/5 

3 Nights min stay

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from £40 /night

£274 / week

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Lovely furnished and equipped holiday home with separate entrance. One room, with matrimonial bed in the loft, bathroom with shower,, kitchnette.Panoramic terrace with table, chairs, umbrellas and chairs. 2 sleeping accomodations The apartment is in the country, in the middle of the Chianti region.12 km from the Duomo of Florence  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Excellent 5/5 

4 Nights min stay

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from £68 /night

£471 - £807 / week

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Key info:

  • Nearest beach 83 km
  • Suitable for children over
  • Car not necessary
  • Air conditioning
  • No pets allowed
Traditional Tuscan stone country house. Finely furnished. Few steps from restaurants and shops. Easy access to Florence centre, car not required. Dominant position with wonderful views over Chianti landscape. Owners live next door. English spoken. Broadband Internet. Located in a rural village with shops, restaurants, banks and a big supermarket. 9 miles to Florence centre.  …see more

15 Photos

B&B | 1 Bedroom | sleeps 2

2 Nights min stay

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from £65 /night

£449 - £479 / week

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Key info:

  • Suitable for children over
  • 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

22 Photos

Finca | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £89 /night

£621 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
Toscana, Chianti, Fattoria, Cantine, Degustazione Vini, Sport L'appartamento si trova a 20 km da Firenze e 40 da Siena, a pochi kilometri invece è possibile visitare le p  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £58 /night

£400 - £621 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
typical apartment in the heart of Chianti with pool and garden. the house is situated in an ancient village nestled in the hills of Chianti, a few miles away are the ancient villages, such as Panzano and Greve and wine trails. services, such as pharmacy, supermarket, pubs, restaurants and banks are within 1 mile from the apartment.  …see more

10 Photos

B&B | 1 Bedroom | sleeps 2

2 Nights min stay

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from £51 /night

£355 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
La sistemazione si trova nel comune di San Casciano in V.P nella frazione di Chiesanuova V.P. I servizi pubblici per arrivare a Firenze sono svolti dalla SITA. sistemazione ideale per chi dopo avere visitato la città di Firenze,ama la campagna immersa nel verde.  …see more

21 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £77 /night

£533 / week

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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

17 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £51 /night

£355 / week

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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

Villa | 6 Bedrooms | sleeps 12

Excellent 5/5 

4 Nights min stay

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from £125 /night

£870 - £2378 / week

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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

16 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £85 /night

£595 - £684 / week

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Key info:

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

10 Photos

Farmhouse | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £231 /night

£1611 - £2085 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
This is the perfect starting point to visit tuscany. Our property is situated in the heart of florentine Chianti area , far only 25 km from the center of Florence, less than one hour driving from Siena, San Gimignano and the other major Tuscan landmarks as well.  …see more

21 Photos

Farmhouse | 5 Bedrooms | sleeps 11

5 Nights min stay

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from £165 /night

£1154 - £1775 / week

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Key info:

  • Nearest beach 90 km
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Charming villa in the Chianti Florentine Hills  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

Short stays welcome

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from £57 /night

£394 - £565 / week

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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

20 Photos

Apartment | 1 Bedroom | sleeps 4

Short stays welcome

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from £52 /night

£360 - £513 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Pets welcome
Beautiful country house surrounded by vineyards and olive groves. We offer on request welcome dinner, cooking lessons, lunch and diinner,  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £57 /night

£394 - £565 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
In the Chianti area, immersed in the nature. Part of a working farm which produces wine, extra-virgin olive oil and pecorino cheese We offer on request cooking lessons, wine and cheese tours, dinner and lunch.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 6

4 Nights min stay

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from £107 /night

£746 - £994 / week

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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

22 Photos

Villa | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £169 /night

£1178 - £2460 / week

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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

20 Photos

Villa | 5 Bedrooms | sleeps 9

7 Nights min stay

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from £231 /night

£1613 - £2662 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Stunning villa in the Chianti, walking distance from San Casciano village  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £70 /night

£489 - £692 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Mercatale with 2 bedrooms sleeps 5  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £71 /night

£492 - £820 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in San Casciano In Val Di Pesa with 2 bedrooms sleeps 6  …see more

11 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

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from £43 /night

£300 - £450 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Mercatale with 1 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £67 /night

£465 - £673 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in San Casciano In Val Di Pesa with 2 bedrooms sleeps 4  …see more

24 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

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from £57 /night

£393 - £656 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in San Casciano In Val Di Pesa with 1 bedrooms sleeps 4  …see more

396 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £184 /night

£1285 - £1421 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
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. Alongsi...  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £797 /night

£5575 - £7145 / week

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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

24 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £64 /night

£443 - £738 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in San Casciano In Val Di Pesa with 2 bedrooms sleeps 4  …see more

24 Photos

Farmhouse | 4 Bedrooms | sleeps 10

3 Nights min stay

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from £113 /night

£787 - £1311 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in San Casciano In Val Di Pesa with 4 bedrooms sleeps 10  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £70 /night

£489 - £692 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Mercatale with 2 bedrooms sleeps 5  …see more

24 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

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from £57 /night

£393 - £656 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in San Casciano In Val Di Pesa with 1 bedrooms sleeps 2  …see more

20 Photos

Cottage | 1 Bedroom | sleeps 2

1 night min stay

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from £52 /night

£363 - £484 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Appartamento Edmondo B is a romantic and welcoming cottage surrounded by the vegetation. It sleeps two people. From Appartamento Edmondo B you will enjoy an enchanting view of the Chianti hills and of the surrounding countryside  …see more

352 Photos

Villa | 4 Bedrooms | sleeps 12

7 Nights min stay

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from £182 /night

£1269 - £2273 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Independent villa set in the typical context of Chianti, surrounded by vineyards, olive-groves and small woods. The villa rises in a dominant position upon a little lake. The property, now completely restored, dates back to the beginning of the XIX century...  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £138 /night

£963 - £1214 / week

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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 2 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £62 /night

£429 - £612 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in San Casciano In Val Di Pesa with 2 bedrooms sleeps 4  …see more

11 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

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from £53 /night

£367 - £533 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Mercatale with 1 bedrooms sleeps 4  …see more

16 Photos

Villa | 6 Bedrooms | sleeps 12

2 Nights min stay

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from £219 /night

£1532 - £2276 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
The historic Casa Corza, belonged to the legendary Cavalcanti and Niccolini families, Florentine nobility and together with the other farm houses on the property, have been restored with great care to their original form.  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 5

4 Nights min stay

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from £159 /night

£1110 - £1379 / week

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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 2 bedrooms sleeps 5  …see more

24 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

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from £57 /night

£393 - £656 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in San Casciano In Val Di Pesa with 1 bedrooms sleeps 4  …see more

22 Photos

Villa | 3 Bedrooms | sleeps 7

Excellent 5/5 

2 Nights min stay

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from £139 /night

£968 - £1613 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over
  • 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

24 Photos

Townhouse | 1 Bedroom | sleeps 3

Excellent 5/5 

2 Nights min stay

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from £43 /night

£300 - £385 / week

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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

24 Photos

Villa | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £133 /night

£928 - £1291 / week

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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

16 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

Short stays welcome

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from £340 /night

£2380 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Beautiful rutic and cozy tuscan villa  …see more

23 Photos

Villa | 4 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

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from £175 /night

£1221 - £2299 / week

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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

7 Photos

B&B | 1 Bedroom | sleeps 2

Excellent 5/5 

1 night min stay

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from £51 /night

£355 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • No pets allowed
In collina a 5 min dal centro storico Medievale di San Casciano Val di pesa , 20 minuti da Firenze e 40 minuti da Siena  …see more

22 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

Min stay varies

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Pricing unknown

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Key info:

  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Lovely furnished and equipped holiday home with separate entrance. Two rooms, matrimonial bedroom with walking- in -closet, big bathroom, dinner room with sofabed, kitchnette.Panoramic terrace with table, chairs, umbrellas and chairs. 2+1 sleeping accomodations The apartment is in the country, in the middle of the Chianti region.12 km from the Duomo of Florence  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 3

3 Nights min stay

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from £54 /night

£373 / week

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Key info:

  • Suitable for children over
  • No pets allowed
  • Private garden
“Bed and Kitchen Borgo 8” è un appartamento nel centro storico di San Casciano in Val di Pesa, recentemente restaurato, dotato di riscaldamento autonomo e di posto auto coperto privato nel vicino parcheggio pubblico. Nel cuore del Chianti, al centro della Toscana. E' composto da una camera matrimoniale, una camera singola, ampio bagno con doccia, una cucina e un living.  …see more

19 Photos

House | 3 Bedrooms | sleeps 7

Min stay varies

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from £73 /night

£506 - £777 / week

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Key info:

  • Nearest beach 65 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
La proprietà è recintata con parcheggio interno per due/tre auto, il giardino molto ampio è adatto per ospitare anche animali domestici, la casa è di 200 mq con zona giorno molto ampia e comode camere con due bagni. Ci sono due zone esterne pavimentate ed arredate.  …see more

24 Photos

B&B | 1 Bedroom | sleeps 4

Min stay varies

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from £110 /night

£770 - £1368 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
16th century villa, heathed pool outside, restaurant, buffet breakfast, amazing view over the Tuscan Hills. Close to Florence and all the major touristic places of the region. The apartment that we are selling through Holiday Lettings is a detached house, our dependance.  …see more