Villas and apartments suitable for kids under 5 San Casciano in Val di Pesa | Holiday Lettings

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138 Holiday homes

Filters applied: Under 5s (138)

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

24

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

San Casciano in Val di Pesa / Montefiridolfi

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • 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

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from £179 / night

£1253 - £1540 / week

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from £179 / night

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(2) Excellent 

39

Lavish 8BR Villa w pool only 10 Miles to Florence! - San Casciano in Val di Pesa villa sleeps 16

Province of Florence / San Casciano in Val di Pesa

8 16 1 night min

  • 8 bedrooms
  • Sleeps 16
  • 1 night min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
This wonderful 8 BR – 8 BA villa is located in the beautiful village of San Casciano val di pesa, just about 8 miles away from the beginning of the historic district of the city of Florence. The villa traces back its origins to the early XVI century and is considere  …see more

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from £1174 / night

£8674 - £9740 / week

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from £1174 / night

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(4) Very Good 

14

San Casciano in Val di Pesa / Montefiridolfi

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Private garden

 …see more

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from £61 / night

£366 / week

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from £61 / night

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“Wonderful holiday”

Reviewed 2 Sep 2016

Excellent position and surroundings . Well fitted apartment in good quality . All served by super host Claudio . We will come again ..… More

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(2) Excellent 

23

Villa Casale San Casciano - San Casciano in Val di Pesa villa sleeps 12

Province of Florence / San Casciano in Val di Pesa

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa "Casale San Casciano" is a 200 sqm independent villa, which can comfortably accommodate up to 12 people. The Villa overlooks a little lake beside the property and it is located in the typical context of the Chianti area, surrounded by vineyards, olive-trees and s  …see more

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from £227 / night

£1435 - £2479 / week

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from £227 / night

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(1) Very Good 

19

LINDA Apartment with POOL - Campoli in Chianti apartment sleeps 6

San Casciano in Val di Pesa / Campoli in Chianti

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
LINDA is an apartment (WITH PRIVATE SWIMMING POOL USED ONLY by WHOM RENTING LINDA!!!) that sleep up to 5 or 6 people, placed in the village of Campoli, in the heart of Chianti, only 12 km far from the famous town of Greve in Chianti and 13,5 km far from Panzano in Chian  …see more

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from £148 / night

£957 - £1857 / week

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from £148 / night

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(14) Excellent 

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
  • 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

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from £261 / night

£957 - £1914 / week

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from £261 / night

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“Perfect tuscanian atmosphere”

Reviewed 19 Jun 2014

Our time in Villa Sole was absolutely great! The house, garden and pool were all so thoroughly designed and taken care of, they were the perfect tuscanian surroundings to enjoy one's vacation. The vie… More

“Perfect place to stay”

Reviewed 23 Sep 2015

Everything was perfect - location, house, view and pool. House is exactly same like on pictures. Very nice garden with lot of places to take sunbed. Cozy terrace for dinner. Perfect pool for children … More

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(1) Excellent 

23

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

Province of Florence / San Casciano in Val di Pesa

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
The apartment that we rent is part of a villa. The apartment is about 100 square meters, can accommodate 4 people. It can be available, in addition to the 4 sleeps in the two bedrooms air Conditioning Room, a double sofa bed in the living room. The apartment is on two f  …see more

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from £66 / night

£457 - £640 / week

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from £66 / night

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26

Castello di Pergolato - San Casciano in Val di Pesa villa sleeps 26

Province of Florence / San Casciano in Val di Pesa

11 26 Min stay varies

  • 11 bedrooms
  • Sleeps 26
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Originally a Medieval feudal castle, the property was converted to a villa between 1450 and 1500. As you would expect, it is steeped in history and is a fascinating place to spend a holiday in this wonderful part of Tuscany. The property is divided into two main sectio  …see more

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from £1044 / night

£6522 - £8174 / week

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from £1044 / night

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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

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from £162 / night

£1131 - £1914 / week

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from £162 / night

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(1) Very Good 

21

San Casciano in Val di Pesa / Chiesanuova

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

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from £61 / night

£348 / week

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from £61 / night

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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

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from £435 / night

£2000 / week

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from £435 / night

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27

Castello Buondelmonti - San Casciano in Val di Pesa villa sleeps 15

Province of Florence / San Casciano in Val di Pesa

11 15 Min stay varies

  • 11 bedrooms
  • Sleeps 15
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
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. This extraordinary example of Tuscan medieval castle was built, on the foundations of a Roman Settlement, in the  …see more

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from £1131 / night

£6522 - £8174 / week

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from £1131 / night

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(6) Excellent 

30

Province of Florence / San Casciano in Val di Pesa

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 65 km
  • Child friendly
  • Ask about pets

 …see more

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from £87 / night

£479 - £874 / week

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from £87 / night

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(1) Very Good 

10

Province of Florence / San Casciano in Val di Pesa

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

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from £78 / night

£540 / week

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from £78 / night

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(1) Very Good 

16

Delicious country house in Chianti 2 - San Casciano in Val di Pesa apartment sleeps 2

Province of Florence / San Casciano in Val di Pesa

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Nearest beach 100 km
  • Child friendly
  • 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

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from £48 / night

£314 / week

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from £48 / night

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24

Villa Corti - San Casciano in Val di Pesa villa sleeps 12

Province of Florence / San Casciano in Val di Pesa

4 12 7 nights min

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 115 km
  • Swimming pool
  • Child friendly
This is an independent villa, covering 200 square metres, and extending over two storeys, plus the traditional Tuscan dovecot on its rooftop, now converted into a luxurious bathroom. Although recently fully renovated, the interiors nonetheless retain many typical charac  …see more

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from £131 / night

£914 - £2261 / week

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from £131 / night

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100

I marchesi - House 6 Pax - San Casciano in Val di Pesa apartment sleeps 6

Province of Florence / San Casciano in Val di Pesa

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
These vacation homes for 6 people brims over with the style of Chianti. To enjoy sipping a glass of wine outdoors, the apartments have a large porch and its garden area. These apartments affords a living room with a fireplace. Its fully fitted kitchen features its dinin  …see more

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from £270 / night

£1618 - £2435 / week

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from £270 / night

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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
  • 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

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from £140 / night

£644 - £792 / week

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from £140 / night

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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

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from £105 / night

£731 - £914 / week

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from £105 / night

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(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

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from £218 / night

£1131 - £3427 / week

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from £218 / night

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“maerchenhaft, ein Traum wird wahr, Natur pur, selbst gemachtes Olivenoel uvm..”

Reviewed 11 Aug 2014

Wir sind Montrogoli-Fans! Das 1. Mal waren wir im Oktober 2013 zur Olivenernte als Gaeste auf dem Gut Montrogoli. Es war schon lange unser Traum einmal selbst Oliven zu ernten und dann auch das frisch… More

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(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

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from £109 / night

£653 / week

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from £109 / night

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9

34477-Apartment Chianti - Montefiridolfi apartment sleeps 6

San Casciano in Val di Pesa / Montefiridolfi

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 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

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from £87 / night

£607 / week

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from £87 / night

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100

I marchesi - Trilo Deluxe - 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
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Furnishings of Chianti air and ancient walls dating back to the Middle Ages are enchanting features of these vacation homes for 4 people. Guests can relish a sunset while tasting some regional wine in the garden or porch which the apartment affords. These apartments hav  …see more

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from £235 / night

£1409 - £2192 / week

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from £235 / night

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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

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from £53 / night

£366 / week

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from £53 / night

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100

Il Principe - 4+2 pax - San Casciano in Val di Pesa apartment sleeps 6

Province of Florence / San Casciano in Val di Pesa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 95 km
  • Swimming pool
  • Child friendly
These four large apartments are between 79 and 119sqm big, and they sleep up to 6 people each. They all boast antique furniture and beautiful carpets, fully equipped kitchens and bathrooms with Jacuzzi.One of them is located on a first floor, so it features a lovel  …see more

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from £192 / night

£914 - £1174 / week

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from £192 / night

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(1) Very Good 

23

Province of Florence / San Casciano in Val di Pesa

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Ask about pets

 …see more

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from £57 / night

£357 / week

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from £57 / night

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(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

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from £122 / night

£670 - £740 / week

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from £122 / night

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37

Province of Florence / San Casciano in Val di Pesa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 60 km
  • Child friendly
  • Pet friendly

 …see more

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from £31 / night

£214 / week

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from £31 / night

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(2) Excellent 

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

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • 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

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from £419 / night

£2927 - £4566 / week

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from £419 / night

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“A beautiful haven”

Reviewed 24 Aug 2014

Villa il Portico, a.k.a. Montepaldi a.k.a.Fume - whichever is the proper name - was a slice of paradise and a welcome haven during some unexpected vacation crises. I traveled to Tuscany with extended … More

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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

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from £392 / night

£1653 / week

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from £392 / night

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47

Province of Florence / San Casciano in Val di Pesa

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 60 km
  • Child friendly
  • Pet friendly

 …see more

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from £31 / night

£214 / week

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from £31 / night

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(1) Excellent 

57

Il Nespolo - Campoli in Chianti cottage sleeps 6

San Casciano in Val di Pesa / Campoli in Chianti

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 120 km
  • Child friendly
  • Ask about pets
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

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from £114 / night

£757 / week

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from £114 / night

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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

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from £70 / night

£487 / week

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from £70 / night

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(4) Excellent 

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

  • 1 bedroom
  • Sleeps 3
  • 4 nights min
  • Child friendly
  • Air conditioning
  • Private garden
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

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from £53 / night

£348 / week

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from £53 / night

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“Relaxing, Welcoming, Wonderful place to stay.”

Reviewed 14 Aug 2013

We stayed in the apartment in June this year and would definitely return again. Upon arrival we were greeted warmly with a welcome pack of delicious cake, wine, fruit etc. The apartment was a good siz… More

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(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

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from £74 / night

£518 - £670 / week

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from £74 / night

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(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

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from £87 / night

£522 / week

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from £87 / night

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13

Province of Florence / San Casciano in Val di Pesa

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

 …see more

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from £44 / night

£305 - £427 / week

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from £44 / night

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(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

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from £66 / night

£479 / week

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from £66 / night

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(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

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from £196 / night

£1322 - £1741 / week

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from £196 / night

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“Ahhhh Tuscany...Better than we ever imagined...”

Reviewed 29 Jan 2016

This villa was paradise. We were here with a large group, and as with any large group it is hard to please everyone but undoubtedly all in our party were in full agreement that this spot was incompar… More

Thank you Therese! I don't know if we deserve so many appreciations but we take them anyway and for sure they are the best reward we could ever expect!

“Bravissimo”

Reviewed 6 Feb 2016

My daughters and I went on the trip of a lifetime with dear friends to Tuscany. We had the great fortune to stay at the breathtaking Il Frantoio di Villa Caserotta. The villa was nothing short of spec… More

Thank you Diane for your kind words and warm appreciations. Hope you will get the chance to return. All the best for you and your nice family!

“The Perfect Tuscan Retreat! Your Home-away-from-home has it all!”

Reviewed 31 Jan 2016

This villa is the ideal Tuscan retreat, with something for everyone, and a vast variety of activities for all seasons and all types of travelers-- whether you want to relax on the property's beautiful… More

Thank you Bert & Susan for your kind words and the beautiful picture you gave of our villa and the surroundings. It has been such a pleasure to host you and I still remeber the nice day spent with you in Florence. Hope to see again!

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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

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from £79 / night

£435 / week

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from £79 / night

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Top Destination reviews

Farmhouse in a traditional Tuscan country Villa
Bravissimo

My daughters and I went on the trip of a lifetime with dear friends to Tuscany. We had the great fortune to stay at the breathtaking Il Frantoio di Villa Caserotta. The villa was nothing short of spectacular. The property was beautifully landscaped, … see more
Rosemary: typical house in Chianti
Wonderful holiday

Excellent position and surroundings . Well fitted apartment in good quality . All served by super host Claudio . We will come again .. … see more
Honeymoon apartment in country villa
Holiday rental that ticked all the right boxes!

We chose Borgo Rosa for our long term stay in Italy, as it fitted all the criteria that were important to us., We planned to stay in Tuscany for 2 to 3months, so we were looking for accomodation that was reasonably priced, self contained and comforta … see more

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