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Holidaymakers searching for holiday rentals in Chianti also enquired about villas in Cortona, villas in Macerata and apartments in San Gimignano

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

An area of rolling hills and vineyard laden valleys, Chianti is a world famous section of the beautiful Province of Tuscany, Italy, famous for its wines. Situated between Florence and Siena, taking a Chianti villa rental not only puts you amongst the stunning rural scenery, surrounded by a selection of the best wines produced anywhere in the world, but also gives you access to some of the richest artistic heritage too. Self catering villas in Chianti, Tuscany, are a dream for wine connoisseurs everywhere.

Things to do in Chianti, Tuscany

The Tuscan countryside is ideal for exploration, by foot, on bicycle or, for those with a little less time or less energy, by car. Walking and cycling holidays using a Chianti rental villa are ideal, not only due to the idyllic setting and freedom provided, but also for the fact that there is very little that compares to the experience of sitting outside a self catering villa in Chianti, watching the sun set over the hills with a glass of local Chianti wine.

One of the nicest places to walk, relax and absorb the natural environment from a Chianti apartment rental or self catering villa is the Monte San Michele National Park, which lets you walk the hills to spectacular view points over hilltop towns and small vineyards bordered by woodland, well off the usual tourist trails.

Places to go on holiday in Chianti, Tuscany

Wine connoisseurs taking a villa in Chianti, Tuscany, will love Greve in September. Greve is the setting for the largest wine festival in Chianti, providing you the chance to sample, purchase and enjoy the huge variety of Chianti wines produced in the region.

San Casciano in the Val di Pesa is just 15km from Florence. San Casciano was a Roman outpost, and many of the old Roman villas, medieval fortresses and monasteries have now been turned into dramatic, luxury Chianti villas, overlooking the beautiful Val di Greve on one side and Val di Pesa to the other.

Impruneta is a rich, stately town bounded by the Florentine Hills and the rivers of both the Greve and Ema, with beautiful views and some magnificent restaurants and craft shops.

Weather in Chianti, Tuscany

Summers in Chianti are gloriously warm, with average daily temperatures from June until August of over 30°C, an average of 10°C higher than temperatures in the UK. Even during the winter, temperatures are over 10°C.

Travel to Chianti, Tuscany

Being ideally situated between Siena (SAY) and Florence (FLR) Airports, finding cheap flights to Chianti is easy, and reaching your self catering Chianti holiday villa is painless.

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    • 2 BR
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        Wonderful! 4.8/5
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              Exceptional! 5.0/5
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                    2 Reviews
                      Excellent! 4.6/5
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                              Excellent! 4.5/5
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                                                              Exceptional! 5.0/5
                                                              (32 reviews)
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                                                                Exceptional! 5.0/5
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                                                                                  Exceptional! 5.0/5
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                                                                                            Wonderful! 4.9/5
                                                                                            (27 reviews)
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                                                                                                • 1 - 50 of 8,701
                                                                                                 

                                                                                                Recent Reviews

                                                                                                Stunning Location

                                                                                                5 of 5
                                                                                                The Pre-holiday info provided by the owner, Barclay Morrison, was the equal-best we've ever had; accurate and very informative. We were greeted in a pre-arranged spot by the extraordinarily cheerful and helpful Ester whose job was to meet/greet and show us around the property. But prior to meeting her she had been in touch asking if we wanted the larder/fridge stocked (which we were very appreciate of given that we'd driven from Jersey, some 15hrs) and so upon arrival we had bread, milk, cheese etc and some lovely Proseco and Italian beers on ice and hence could leave the shopping until the next day. Ester is the best welcoming host we've ever had and provided loads of hints and tips for the local area as well as ensuring we knew our way around the property and grounds before she left. The property is set alone, down a track, rather than a road, and its location is stunning overlooking distant Tuscan hills and all around olive groves and vines. It is in splendid isolation and the loudest noises I can remember were cicadas in the early evening - a lovely sound. Although the house/villa is lovely with plenty of space, a superb kitchen, spacious rooms (including large fans in the bedrooms, so don't bring your own) and extremely well-equipped, we spent almost all of the time outside. The gardens lead to the pool area which for me and the family was THE highlight. It's a large infinity pool with views across to distant wooded hills and plenty of space to lounge around. Our typical day was..... get up early at 6am when it's cool, go for a run, breakfast then go sight-seeing for the morning, then come back for an afternoon at the pool. I cannot say anything negative about this property but I would urge you to bring insect repellent as the mossies were keen from early evening onwards. For sightseeing my advice is to get cracking early in the morning in high season; car parks in Sienna, Florence and some of the well-known bigger villages/small towns are packed-out by late morning. In summary the owner was a pleasure to deal with, the property description was spot on, everything was wonderful and it's hard to decide if the highlight was the pool or the incredible, caring, welcome from Ester - after a 15hr drive she was like a Goddess.
                                                                                                • Review Submitted: 16-Sep-2016
                                                                                                • Date of Stay: Jul 2016

                                                                                                Beautiful & tranquil location

                                                                                                5 of 5
                                                                                                I hadn't used Owners Direct before & was a little apprehensive, but David in the UK answered phone queries within minutes, and Delfina in Italy was always on the other end of the phone with ideas of places to visit, and practical information such as how to park for free near Florence. The area is beautiful and the house is as advertised, clean, & comfy. The nearby town of Grassina has a great pizza takeaway called PizzO & the Gelateria Elisir makes the very best (and cheapest) ice-cream we tasted during our fortnight in Italy. This house made a great base for us whilst we explored the region.
                                                                                                • Review Submitted: 31-Aug-2016
                                                                                                • Date of Stay: Aug 2016

                                                                                                A great stay, which we extended. A lovely spot with lots to do.

                                                                                                5 of 5
                                                                                                Stefania and her family were very friendly and helpful. The place was clean and well appointed. The breakfast and evening meal were delicious traditional Italian. The range of wines from the family vineyard were great too. Highly recommended.
                                                                                                • Review Submitted: 23-Aug-2016
                                                                                                • Date of Stay: Aug 2016