Left it late to book your vacation this year? Or maybe you prefer a slightly off-season holiday to avoid the especially hot weather? Well, either way, it might be an idea to book your holiday rental in Tuscany for September instead! Not only can the weather remain pretty warm (but not too hot, either!) and sunny for the first couple weeks of the month but prices will begin to lower and tourist crowds will begin to thin, making September a great choice for many travellers.
If you’re thinking about getting away this September, here are three perfect villas in Tuscany with good availability still for the month and some amenities that make them a great choice for those wishing to travel at this time of the year...
Sleeps 12
6 Bedrooms
6 Bathrooms
Available from €571 per night and for all but one week of September 2025
This gem of a property is not only located just 23km (14 miles) from Florence, making it really easy to plan day-trips into the city, but it also offers a plush and luxurious countryside retreat in stunning surroundings. The private pool on the grounds is open until the very end of the month as well, allowing guests to make the most of the last of the weather where it is possible to swim (for most). A beautiful and spacious historic property surrounded by farmland and trees, this is a wonderful place to get a taste of the harvest and the turning of the seasons. Venture to nearby vineyards, sample the spoils of the harvest and the hearty Tuscan cuisine, enjoy the leafy grounds and hiking and exploring options in the area, and then, if the evenings get chilly, you can hang out in the games room indoors, curl up by the fire, and get toasty in a canopied bed in one of the plush bedrooms.
Sleeps 20
10 Bedrooms
12 Bathrooms
Available from €838 per night and for the last ten days of September 2025
Another beautiful old building with endless charm and incredible amenities both indoors and outdoors, Villa Eugenia is also located close to Florence, making it ideal for a September break. When you’re not visiting the attractions of the Birthplace of the Renaissance like the Uffizi with its myriad masterpieces, you can swim in the pool right up to the end of the month, play badminton on the lawns, or enjoy meals al fresco on the large covered porch while enjoying views of the changing colours of the Tuscan hills as fall approaches. Indoors, you can visit the in-house cinema under the villa, play pool or foosball in the games room, hang out by the fire in one of the living rooms or gather around the piano nearby, play a hand at the old cards table in another of the living rooms, work out in the home gym, and recover in the home sauna and relaxation room. Then retire to one of the plush and luxurious en suite bedrooms upstairs after days of leisure, fun, and adventure at this perfect base for making the most of your time in Tuscany!
Sleeps 12
6 Bedrooms
9 Bathrooms
Available from €713 per night and from the 13th to the 26th of September 2025
Villa Monte Bottigli is located just 20km (12 miles) from the nearest beaches along the Tuscan Coast, an ideal base for seaside walks, coastal hikes, exploration, and beach days when it is hot enough (or you are used to slightly lower sea swimming temperatures). The house itself also has an elaborate private pool area with two pools, one of which is shallow and ideal for kids, as well as a hot tub, that are all open right until the end of the month. Several beautiful areas are set up to dine and lounge al fresco, with a formal dining area with lights under a pergola just off the villa and a plush covered outdoor sofa and lounging area next to the swimming pool. Both areas allow guests to relax while admiring the lush surrounding scenery. If it gets chilly in the evenings, however, there is also a cosy living room with a fireplace and massive sectional sofa and pretty dining room that make for perfect alternative venues with equal charm. The lovely en suite bedrooms, meanwhile, have been very thoughtfully finished to an extremely high standard and are cosy and plush spaces that welcome you home each evening. Balconies off several of these rooms also allow private enjoyment of those stunning aforementioned views. The pool table in another, open-plan living area, the very well-equipped home gym, and the home spa with a steam room and relaxation area all offer plenty of indoor options for leisure pursuits at Villa Monte Bottigli as well.
So, if you are thinking about planning a perfect stay in a vacation rental in Tuscany this September, these options all present ideal settings for making the most of this ideal time of the year to travel and its in-between seasons traits. Or, if you like what you see and are already thinking ahead to next summer, it might be an ideal time to make that trip with the extended family or the old gang finally happen and secure one of these gems for a group getaway in a luxury villa in Tuscany in 2026.
