Holiday houses in San Casciano in Val di Pesa & holiday apartments in San Casciano in Val di Pesa

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Experience quintessential Italy with a holiday home in Chianti

From a romantic holiday apartment on the cobbled streets of a medieval village, to a rustic rural holiday home surrounded by green meadows and centuries-old farmhouses, there are holiday rentals to suit every taste in beautiful Chianti. This region of Tuscany, between Florence and Siena, is quintessentially Italian: lush rolling hills, dotted with vineyards, interrupted by picturesque stone villages that perch impossibly on hilltops. Above all, it is known for its traditional wineries, producing some of the world's best-loved red wines.

World-class wine and tasty tours

Wine tasting in Chianti is simple to organise and rewarding. Countless vineyards offering informative tastings are crammed into this comparatively small region, making it feasible to visit several in just one day from a holiday house based anywhere in Chianti. Rent a car and set out from your holiday apartment with absolute freedom to explore secluded farmhouses and out-of-the-way cellars throughout Barberino Val d'Elsa, unearthing exquisite wines and superb food, including Chianti's prized olives. Chianti's wine is hard to stop sipping, so those visitors that would prefer not to drive can take part in all-inclusive tours covering multiple wineries and leisurely lunches. Many of the region's vineyards are accessible by public transport from your holiday rental, including Castelo Vicchiomaggio, a winery surrounding an impressive medieval castle.

Holiday houses in hilltop towns: beautiful landscapes meet rich culture

Book a holiday rental in Chianti - in the heart of Italy - and feel history around every corner. Romantic old towns dot the landscape: Montefioralle, a few miles from Greve in Chianti, still has its fortified walls to keep out invading armies, while Giaole in Chianti is a rustic town with gorgeous old buildings and winding alleys - an idyllic visual counterpart to the rolling, sun-drenched hills that fade into the distance. For families with kids, the region also offers endless hiking and biking trails. Rent a holiday home in a romantic Tuscan town or a holiday house in the countryside, and Chianti's superb landscapes, wine and heritage will take care of the rest.

Reviews from our customers

4.8 out of 5 (21 Customer reviews)
1 The holiday homes and apartments in in San Casciano in Val di Pesa have been rated by 21 customers, scoring 4.8 out of 5 houses, on average.

Location reviews

Total rating of San Casciano in Val di Pesa

4.5 out of 5 (43 Customer reviews)
Rate this location

This is what holiday rental customers wrote about San Casciano in Val di Pesa 

  • 4.0 out of 5
    An atraveo-customer wrote
    on 28/06/2016

    “In San Cascian (10km) you get everything for daily needs, nice place with interesting people. Optimal supermarket with grocery store, hardware store, art market, etc. under one roof in Empoli (25km).”

    This review has been given for property no. 276667 The review of the location has been automatically translated from German. Back to the original language

  • 4.0 out of 5
    An atraveo-customer wrote
    on 26/02/2016

    “The place is nice.”

    This review has been given for property no. 276667 The review of the location has been automatically translated from German. Back to the original language

  • 5.0 out of 5
    An atraveo-customer wrote
    on 13/09/2015

    “San Casciano is an ideal starting point for all attractions in Tuscany and a bit more distant targets. The place has a nice pedestrian street with all kinds of shops, bars and restaurants and on weekends and in the evening meet in the small park, which also has a playground. On Monday, a weekly market takes place. In addition to really good places also offers the big supermarket, coop, all tasty Italian food.”

    This review has been given for property no. 853752 The review of the location has been automatically translated from German. Back to the original language

  • 5.0 out of 5
    An atraveo-customer wrote
    on 16/08/2015, travel period: August 2015

    “In San Casciano, about 7 km away good shopping in large supermarkets.”

    This review has been given for property no. 289914 The review of the location has been automatically translated from German. Back to the original language

  • 5.0 out of 5
    A guest wrote
    on 21/07/2015

    “San Casciano is a beautiful place with a lot of shopping u. Good gastronomy. In two minutes from a very good Trattoria u. A pizzeria.” The review of the location has been automatically translated from German. Back to the original language


View:
  • Property no. 843207
    from GBP 1,325
    for 1 week

    San Casciano in Val di Pesa, Tuscany (Chianti)

    Holiday apartment for max. 5 persons

    2 bedrooms, 2 bathrooms, pets not allowed, satellite TV, WLAN, washing machine, dishwasher,
    There is one further property type with one accommodation for this complex
  • Property no. 843206
    from GBP 635
    for 1 week

    San Casciano in Val di Pesa, Tuscany (Chianti)

    Holiday apartment for max. 6 persons

    3 bedrooms, 3 bathrooms, pets are allowed (max. 1), satellite TV, WLAN, washing machine, dishwasher,
    There is one further property type with one accommodation for this complex
  • Property no. 869876
    from GBP 430
    for 1 week

    San Casciano in Val di Pesa, Tuscany (Chianti)

    Holiday apartment for max. 4 persons

    2 bedrooms, 2 bathrooms, pets not allowed, washing machine, dishwasher,
    There is one further property type with one accommodation for this complex
  • Property no. 843211
    from GBP 609
    for 1 week

    San Casciano in Val di Pesa, Tuscany (Chianti)

    Holiday apartment for max. 4 persons

    2 bedrooms, 2 bathrooms, pets are allowed (max. 1), satellite TV, WLAN, washing machine,
    There are 5 further property types with 5 accommodations for this complex
    show more
  • Property no. 307614
    from GBP 674
    for 1 week

    San Casciano in Val di Pesa, Tuscany (Chianti)

    Holiday apartment for max. 4 persons

    Approx. 65 m², 2 bedrooms, 2 bathrooms, pets are allowed (max. 1), satellite TV, Internet,
    5.0 out of 5
    4 Customer reviews
    There is one further property type with one accommodation for this complex
  • Property no. 876744
    from GBP 2,124
    for 1 week

    San Casciano in Val di Pesa, Tuscany (Chianti)

    Holiday home for max. 12 persons

    5 bedrooms, 4 bathrooms, pets not allowed, satellite TV, WLAN, washing machine, dishwasher, , ,
  • Property no. 276667
    from GBP 1,006
    for 1 week

    San Casciano in Val di Pesa, Tuscany (Chianti)

    Holiday home for max. 12 persons

    Approx. 300 m², 5 bedrooms, 3 bathrooms, pets are allowed (max. 1), satellite TV, Internet, washing machine, dishwasher,
    5.0 out of 5
    2 Customer reviews
  • Property no. 1129224
    from GBP 524
    for 1 week

    San Casciano in Val di Pesa, Tuscany (Chianti)

    Holiday apartment for max. 5 persons

    Approx. 55 m², 2 bedrooms, 2 bathrooms, pets are allowed (max. 1), TV, Internet, WLAN,
    There are 2 further property types with 2 accommodations for this complex
  • Property no. 847690
    from GBP 1,180
    for 1 week

    San Casciano in Val di Pesa, Tuscany (Chianti)

    Holiday apartment for max. 4 persons

    2 bedrooms, 2 bathrooms, pets not allowed, satellite TV, WLAN,
    There are 2 further property types with 2 accommodations for this complex
  • Property no. 1028343
    from GBP 978
    for 1 week

    San Casciano in Val di Pesa, Tuscany (Chianti)

    Holiday apartment for max. 5 persons

    Approx. 40 m², 1 bedroom, 1 bathroom, pets are allowed (on request), satellite TV, Internet, WLAN, dishwasher, non-smoking property, sea approx. 100 km, ,
    There are 2 further property types with 2 accommodations for this complex
  • Property no. 1207061
    from GBP 1,255
    for 1 week

    San Casciano in Val di Pesa, Tuscany (Chianti)

    Holiday home for max. 12 persons

    4 bedrooms, 3 bathrooms, pets are allowed (max. 1), satellite TV, washing machine, dishwasher, ,
  • Property no. 1207067
    from GBP 1,309
    for 1 week

    San Casciano in Val di Pesa, Tuscany (Chianti)

    Holiday apartment for max. 5 persons

    2 bedrooms, 2 bathrooms, pets not allowed, satellite TV, washing machine, dishwasher,
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