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Make a holiday rental house or villa in Chianti Senese, Tuscany, Italy your home away from home

The famous Italian region of Chianti, Tuscany, is a rural region lying between Firenze and Siena. Chianti, world renowned for its wine, is divided into two sections, Chianti Fiorentino and Chianti Senese, the heart of Tuscany. Chianti Senese is a beautiful region around Siena, with landscapes ranging from lush rolling hills and wide plains to the soaring hills of Radda and Gaiole, making Chianti Senese ideal for cycling holidays.

Things to do on holiday to Chianti Senese, Italy

Walking, horse riding and cycling holidays keep the holiday houses and rental villas of Chianti Senese busy all year round. The stunning, varied and unspoilt landscape of Chianti Senese lends itself perfectly for relaxing strolls and slightly more strenuous rides. However, when you return from a hard day touring the region, there is nothing better than relaxing in a luxury villa in Chianti Senese with a glass or two of Chianti wine, straight from the surrounding vineyards. This is predominantly a rural region, and agrotourism has taken off in a large way. Farm holidays to Chianti Senese are very popular, and there is some magnificent local produce to cook with in a self catering holiday house. As a result, there are now a range of expert cooking courses available when you stay in holiday accommodation in Chianti Senese.

The rivers of Ombrone, Ambra, Bozzone, Gena and Pese cross Chianti Senese giving walkers and hikers a ready made set of routes, and fabulous places to use a fishing rod. A holiday rental in Chianti Senese allows not only the exploration of some of Tuscany’s best loved cities like Siena and Florence, but they are also within an hour of the famous Tuscan beaches to the west.

Wine testing and vineyard tours are of course hugely popular and hugely interesting options from a holiday rental in Chianti, and there are plenty on offer, often offering tasting lessons.

Chianti Senese has a history lasting back to before 2,000BC, which is evident in the numerous Etruscan and medieval sites, castles, villages, churches and rural villas. The Castle of Brolio is possible the most picturesque example in the area, set in a sublime rural setting, well worth visiting from any of the self catering villas in Chianti Senese.

Weather in Chianti Senese, Italy

Summers in Chianti Senese are blissfully hot, with daily averages in July and August soaring above 30°C on most days. Winters are cold though, but this does not stop a holiday villa in Chianti Senese being a great rural base for family holidays exploring the cities of Siena and Florence.

Travel to Chianti Senese, Italy

Florence Airport is the closest to the holiday rental villas of Chianti Senese, being within 45 minutes. There are many excellent options for cheap flights to Chianti Senese from across the UK.

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Chianti Senese Holiday Apartments & Villas (937)

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                                                                                  Recent Reviews

                                                                                  Beautiful and relaxing--a great place to unwind

                                                                                  5 of 5
                                                                                  Our stay at Le Logge was wonderful and our hosts could not have been more gracious, wish we could have stayed longer. The villa is in a great secluded location that allows you to get away from everything. The accommodations were five star. Four of stayed at the villa for eight days and it could have comfortably accommodated six adults. The property is ideally located for a day trip to Florence, shopping or dinner in Siena, or visits to the many wineries in the area. Highly recommend the taste of Tuscany dinner prepared by our host Enzo and served by his exceptional sons. The property is an old farm property that was exceptionally renovated with as much attention payed to the surrounding grounds and gardens that offer beautiful views of vineyards and olive groves. We would go back again in a heartbeat and recommend it to all. Thanks for letting us rent your property Enzo and Liliana--you have a great property and family!!!
                                                                                  • Review Submitted: 21-Jul-2016
                                                                                  • Date of Stay: Jun 2016

                                                                                  Il Prato - even better than a home from home!

                                                                                  5 of 5
                                                                                  This is our second time at Montecchio and again it was a total treat. We had our three small children in tow and they were accommodated for and loved the pool and large garden to run around in. The location is stunning and James and Penny deliver an amazingly high standard of service. The welcome hamper on arrival is more like a fully stocked fridge and store cupboard! The free wine every day is a treat and the finishes in the villa are all to a ridiculously high standard - Emma Bridgewater crockery! The housekeeper is on hand daily and there was nothing we wanted for. We love Montecchio and the surrounding area. The local towns are lovely and I could not recommend a week here more highly! Already recommended to friends and I have no doubt we will be back again.
                                                                                  • Review Submitted: 20-Jul-2016
                                                                                  • Date of Stay: Jul 2016

                                                                                  4 weeks at L'Oliveto

                                                                                  5 of 5
                                                                                  We selected L'Oliveto at Club Montecchio because we wanted 3 bedrooms and baths and proximity to Siena and we were impressed with the positive reviews. We have stayed at other villas in Italy and Europe but never for four weeks. It is a beautiful sitting; the villa is beautiful and spotless; it has a massive pool which is cleaned frequently; the villa kitchen is equipped with everything you need; the town of Castelnuovo Berardenga is five minutes away with a lovely old town, restaurants, gym, grocery store, butcher, wineries, and lovely welcoming people. Even closer there are two small beautiful old villages (Villa a Sesta and San Gusme) with a number of wonderful restaurants and all the charm of Tuscany. What sets Club Montecchio apart, however, more than the endless wine, olive oil etc, is the concierge service and particularly the host James. There are so many day trips to towns, sites, wineries one could take how does one decide: email James and Rita. James will tell you which chef to hire, which winery to see, which restaurant to go to and Rita will make the reservations. We went to Florence, Pisa, Lucca, San Gimignano, Montepulciano, Cortona, Montelupo, Gubbio, Colle di Valle d'Elsa, Siena and so many other great towns all from our lovely home base with advise an email away. Rita and James even arranged for a fantastic Palio experience in Sienna. The concierge service saved us time, money and the stress of stumbling for the answers ourselves...invaluable! If you have the opportunity to visit Club Mintecchio do it!
                                                                                  • Review Submitted: 15-Jul-2016
                                                                                  • Date of Stay: Jun 2016