Discover a selection of 2,500 vacation rentals in Siena that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $160 per night, and condos and villas are popular options for a stay in Siena. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Siena
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Destination guide

Siena is one of Italy's most beautiful cities

There's no doubt about it, Siena is one of Italy's most scenic cities. It's small enough to explore by foot, but large enough to have plenty of attractions, eateries and nightlife to keep you busy for your whole stay. Its heart is the Piazza del Campo, which is perhaps best known for the annual horse race. If you've nabbed a Siena vacation rental, you'll realize why this city's center was designated a UNESCO World Heritage Site. So, what are you waiting for? Pull up a chair in the sunny piazza, grab a cappuccino and soak up the Italian ambiance.

Things to do

Start your visit to Siena at the Piazza del Campo

Your best introduction to Siena's attractions is the Piazza del Campo. If you're here in early July or mid-August, you can immerse yourself in the Palio Horse Race, which sees riders pitted against each other on laps of the square. Any other time of the year, it still buzzes with local life. You should save some time to amble around the Cathedral, dive into the Baptistery and discover Siena's other architectural gems that date back centuries. If you think your knees will cope, you can climb the 400 plus steps to the top of Torre del Mangia, for fine views across the city.

Activities

A typical day in Siena

A day in Siena could look something like this. Awake in your Siena vacation rental for spectacular views across the terracotta-tiled rooftops of this Medieval city. For breakfast, you could dive into one of the cafes for a little coffee and pastry, before hitting the boutique shops for some serious retail therapy. If you're a foodie, spend the afternoon digging into tasty Tuscan bites like pappardelle, wild boar sausage or local cheeses. In the evening, you can take your pick of the nightlife, from buzzy wineries to trendy clubs.

Weather

Walk the sunny streets of Siena in summer

When the summer season hits the throngs of crowds begin to drift into the city, booking up Sienna vacation rentals and ambling around the Medieval streets with gelatos in hand. With bright blue skies and balmy evenings, it's a wonderful time to visit, but does come with the highest price tag. If you have the time, consider bagging a rental in late spring or early fall, when the weather can still be bright and warm and the queues at the attractions are not half as long, not to mention the serious drop in prices.

Natural features

Tuscan woodland at its best in Siena

If you fancy a break from the city, you can hop in your rental car and drive out southwest to the Riserva Naturale Alto Merse, which hugs the Merse River just a few miles from the city. The dense woodland of chestnut and oak trees provides habitat for an impressive list of wildlife. While you're there, look out for wild boar rustling around the forest floor, shy deer darting past the trails and tawny owls which hoot from dusk till dawn from the deciduous treetops. Just be sure to bring your camera: your Instagram feed would never forgive you if you didn't.

How to get there

Traveling to and around Siena

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

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

How many vacation rentals are available around Siena?

Our 2021 property listings offer a large selection of 2,499 vacation rentals around Siena. From 1,080 condo and apartment rentals to 644 villa rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.