
As we enter the final months of the year, we also enter the optimal time for booking next year's vacation. Booking in advance of the season means the best availability of the best properties and little compromise. We have been focusing on Chianti this week and this incredible destination is one of the most popular and beloved in Tuscany, therefore, it is one of the best to book in advance. Here are more of some of the best of the best of our vacation rentals in Chianti that you need to get your hands on ahead of time or risk losing out on some serious gems...
2. Villa Fabbiolle All'impruneta (Available from €283 per night)
This historic stone villa overlooking the Chianti hills, located just a few kilometers from Florence and just 2km from the ancient town of Impruneta can sleep up to ten people comfortably in five bedrooms with six bathrooms.
2. Villa Fabbiolle All'impruneta (Available from €283 per night)
This historic stone villa overlooking the Chianti hills, located just a few kilometers from Florence and just 2km from the ancient town of Impruneta can sleep up to ten people comfortably in five bedrooms with six bathrooms.

It has charming, spacious interiors that are carefully decorated, have high ceilings and typically Tuscan features like red brick floors and exposed ceiling beams.
There is a large, pretty and lush, plant-filled garden with a swimming pool, barbecue, gazebo and outdoor dining areas, all of which looks out onto typical Chianti views of rolling hills, vineyards and olive groves. Popular as a wedding destination but equally ideal for extended families and groups of friends, this is a great place to get away from it all with ready access to day-trips to Florence and all of its cultural gems, the outdoor pursuits of the Chianti countryside, wine-tasting in local wineries and much more besides.
There is a large, pretty and lush, plant-filled garden with a swimming pool, barbecue, gazebo and outdoor dining areas, all of which looks out onto typical Chianti views of rolling hills, vineyards and olive groves. Popular as a wedding destination but equally ideal for extended families and groups of friends, this is a great place to get away from it all with ready access to day-trips to Florence and all of its cultural gems, the outdoor pursuits of the Chianti countryside, wine-tasting in local wineries and much more besides.

3. Villa Vertine (Available from €614 per night)
This beautiful and large stone villa is surrounded by olive groves and vineyards, 2.5km from Gaiole in Chianti and a one minute walk from the centre of Vertine, in the real heart of the Chianti Classico. A five bedroom gem that can easily accommodate up to ten people, it is full of spacious rooms, with high ceilings, lots of windows and bright light. The interiors are carefully composed and decorated and completed to a comfortable and luxurious finish.
Outdoors, there is an incredibly beautiful garden that has a perfectly maintained lawn, cypress trees, lots of plants and flowers and amazing 360 degrees view of the Chianti hills.
This beautiful and large stone villa is surrounded by olive groves and vineyards, 2.5km from Gaiole in Chianti and a one minute walk from the centre of Vertine, in the real heart of the Chianti Classico. A five bedroom gem that can easily accommodate up to ten people, it is full of spacious rooms, with high ceilings, lots of windows and bright light. The interiors are carefully composed and decorated and completed to a comfortable and luxurious finish.
Outdoors, there is an incredibly beautiful garden that has a perfectly maintained lawn, cypress trees, lots of plants and flowers and amazing 360 degrees view of the Chianti hills.

There are, of course, plenty more exceptional Chianti properties in our portfolio so be sure to read on to the rest of the series and find the perfect one for you and your needs.