Siena holiday rentals: villas & more

Discover a selection of 2,500 holiday rentals in Siena that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at £ 85 per night, and villas and flats & apartments are popular options for a stay in Siena. Either way, you'll find a rental for everyone's needs.

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Find the best place to stay — Siena

Search 2,555 holiday rentals

Stayed Aug 2020

Even BETTER than expected!

Can't give enough praise to this apartment or to owner Andrea. The place was very large, beautifully restored and furnished, and not just in an excellent central location but also had incredible views. Andrea himself was a kind and attentive host, an...

Stayed Jun 2020

Surrounded by nature and quietness

We really enjoyed our stay. The property was absolutely breathtaking. It was quiet and clean. We felt very comfortable and welcomed. The pool and the view from the pool was so beautiful. Everywhere you look there are flowers, hills, trees and more hi...

Stayed Feb 2020

Great stay

An exceptionally beautiful and very well located property accurately represented by the photos and description. Gianluca was personable, prompt, and helpful. Be aware that there can be considerable late-night pedestrian noise on some nights, which ma...

Stayed Jan 2020

Great choice for Siena

This apartment is large, very comfortable .The kitchen, though small, was very well organized and filled with all one could need. We were pleased to find good lighting and comfortable couches as we enjoy reading in the evening. The location is excell...

Stayed Jan 2020

Perfect Siena Location

I can’t say enough about how wonderful this property is. From it’s location to the apartment itself, everything far exceeded our expectations. Just steps from the Campo and located on the premiere street in Siena, you’re in the center of all the acti...

Stayed Jan 2020

It just doesn’t get better than this!

Absolutely outstanding! Tremendous apartment. Incredible location. The owner could not have been more responsive or helpful. To have a lift in a building this old is remarkable. The renovation that was done is incredible. I am not into lavishing supe...

Stayed Dec 2019

Loved it!

From the moment we arrived in Siena in the pouring rain and was picked up at the bus stop by Alessandro we knew we were in for a great stay. The apartment is incredible with amazing views of Siena. Even being winter I spent every morning on the deck ...

Stayed Nov 2019

Fantastic Apartment in Historic Siena

Our family of 5 absolutely loved our stay here. The apartment itself was wonderful. The beds were comfy, the rooms were spacious, the bathrooms well-appointed and the views from the terrace just lovely. We didn’t prepare any meals during our stay, bu...

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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.

Activities

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.

Weather

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.

Can I find a vacation rental around Siena?

Yes, our 2021 property listings offer a large selection of 2,555 vacation rentals near Siena. From 645 villas to 1,108 flats & apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Siena for a holiday or a weekend are on Vrbo.