Destination guide

Siena – an enchanting trip back in time

Located in the heart of verdant Tuscany, Siena is one of Italy's most stunningly preserved medieval towns. Its historic centre, a UNESCO World Heritage Site, is an enchanting maze of terracotta houses, cobbled streets, Gothic churches and sun-kissed piazzas. As you'd probably expect, it's a foodie's paradise, packed with rustic restaurants serving irresistible Tuscan fare, like tagliolini with fresh black truffles, rare steak with peppery rocket and parmesan salad and crunchy bruschetta drenched in extra virgin olive oil. Meanwhile, shopaholics will be sated by bustling markets and chic boutiques selling artisan jewellery and fine leather goods. With a diverse array of Siena holiday rentals to choose from, you're sure to find your ideal home-away-from-home.

Things to do

Astonishing architecture in Siena

You'll find all manner of enthralling attractions within easy reach of your Siena holiday rental. First port of call for many visitors is Siena Cathedral. This breathtaking Roman Catholic church, constructed in the 13th century, is a mesmerising mish-mash of French Gothic, Tuscan Romanesque and Classical styles, with an astonishingly intricate, gleaming white facade. The Palazzo Pubblico is another must-see. This ostentatious, red-brick town hall is an outstanding example of Italian medieval architecture. Be sure to climb to the top of its imposing bell tower for breathtaking panoramic views of the town and surrounding countryside. Art aficionados should set aside time to peruse the Pinacoteca Nazionale. This revered museum is home to a vast collection of Italian late-Medieval and Renaissance paintings.


Siena's fabulous festivals and world-class wineries

Taking place on July 2 and August 16 each year, the Palio di Siena is a sporting event unlike any other. Dating back to the Middle Ages, and held in honour of the Virgin Mary, this thrilling dramatic ritual sees the central Piazzo del Campo transformed into a race track, with 10 horses and bareback riders, each representing a different city ward, fiercely competing on behalf of their neighbourhoods. The pageantry and raucous festivities surrounding each race is an intoxicating spectacle. If that all sounds a little hectic, you may prefer the gentle allure of a Siena wine tour. The town is surrounded by verdant vineyards and world-renowned wineries, where you can sip full-bodied Chiantis and crisp Vernaccias to your heart's content in a blissful bucolic setting.


Sizzling summers in Siena

Siena holiday rentals are in high demand throughout the peak summer holiday season, particularly around the Palio in July and August. At this time of year, Tuscany is at its most magical, with long, hot, sunny days and plenty of clear blue skies. Late spring and early autumn are also great times to visit, with pleasantly warm weather and fewer out-of-towners competing for accommodation. Winters are mild by European standards, but you'll need to wrap up warm if visiting at this time of year. Rainfall is fairly consistent throughout the year, so it's a good idea to pack an umbrella.

Natural features

Verdant valleys and heavenly hot springs

The countryside surrounding Siena is impossibly romantic, its lush rolling hills dotted with rustic farmhouses and imposing cypress trees. The region is also renowned for its wild, natural hot springs – heavenly pools of piping-hot, mineral-rich water, hidden within fragrant forests. Also within easy driving distance of Siena is Lake Montepulciano, an expanse of shimmering water surrounded by untamed wetlands. It's a prime spot for birdwatchers, who flock here in the hope of glimpsing herons and rare bitterns.

How to get there

Travelling to and around Siena

Fly into Florence (FLR-Peretola), the closest airport, located 34.1 mi (54.8 km) from the city centre.

If you prefer train travel, you can make your way to Siena Station.

How many holiday rentals are available around Siena?

Our 2020 accommodation listings offer a large selection of 2,591 holiday lettings around Siena. From 567 villas to 1,179 flats & apartments, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

Can I rent a rural property in Siena?

There's something kind of special about country living. If you're a city dweller ready for a bit of rural life, we can sort you out. HomeAway has 1,027 countryside holiday properties in this destination. Of course, that may not be quite your holiday style. Fortunately, HomeAway has tons more options, including:

  • 239 village holiday accommodation options.
  • 147 city-centre holiday accommodation options.
  • 144 town holiday accommodation options.

Can I rent an apartment in Siena?

If you're keen for some space to spread out, chill out and maybe even do a bit of home cooking, you're going to love climbing the stairs up to your very own apartment. HomeAway has 1,261 for you to browse through here. If you get in quickly, you could spend as little as £22 a night. If that doesn't suit your group's taste, we've got a range of other self-catering accommodation options to select from, such as:

  • Villa: 546 self-catering accommodation options. Prices start from £39 per night.
  • House: 481 self-catering accommodation options. Prices start from £39 per night.
  • Farmhouse: 177 self-catering accommodation options. Prices start from £43 per night.

Can I stay in Siena in a large group?

There's nothing like reuniting with old work colleagues or spending a few nights with your family in a sensational new destination. What's best, HomeAway has options big enough for the whole squad. Apartment holiday rentals are the preferred option here for big groups of travellers. Our global database presently has 192 available. The rental options that are perfect for large numbers in the area include:

  • If yours is a group of 6, we offer 413 rental properties appropriate for that size. Spend a night from just £22.
  • Need a place for 5 guests? We have 287 that will work well. The starting price is £39 per night.
  • Organising a trip away with 8 guests? We offer 187 properties for rent that will meet your needs. Prices begin at just £78 a night.

So don't fear! When you book with us you can bring along your uncle, your grandma and all your besties to Siena.

Where are the cheapest holiday rentals in Siena?

HomeAway is here to help you catch up with the people you hold dear. Offering up a range of affordable holiday rentals, you're sure to get a fabulous pad that caters to one and all. You'll uncover plenty of deals to boast about in Montecastelli. The average price in this amazing area is £90 a night, and you'll have as many as 18 holiday rentals to pick from.

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