1,184 Siena Vacation Rentals & Short Term Rentals

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Compare Siena vacation rentals from 18 rental sites including HomeAway, TripAdvisor, Booking.com and more, ranging from $25 to $4030 a night.

Information about Siena

About Siena

Escape to the hills of Tuscany in the historic city of Siena. Here you can marvel at some of Italy’s oldest cathedrals while exploring the streets of old Siena. Known as one of the most popular tourist destinations in Italy, Siena has something for everyone with a variety of museums, cuisine and architecture. Book your getaway to Siena today!

Things to do in Siena

The first place you should go in Siena is the Piazza del Campo, which is the public square of the city. This square is the center of history and activity in the city with popular sites including the Fonte Gaia, or “Fountain of the World”, and the Mangia Tower. While exploring the city you must stop into the Palazzo Pubblico, which is a palace built in 1297. The palace also has the Civic Museum that is full of European artwork. The Piazza del Campo also hosts the Palio Horse Race twice a year in July and August and not far from the city center is the Siena Cathedral, one of many remarkable cathedrals in Siena. Go on a walking tour to ensure that you cover all that Siena has to offer and be sure to bring your camera to capture scenic spots.

Day Trips from Siena

There are so many popular destinations just a train ride away from Siena. About 43 miles north of Siena is the famous city of Florence, which is easily accessible by train or bus. Known for its classic architecture and famous art, you must visit Florence during a visit to Tuscany. The Florence Cathedral and Michelangelo’s “David” are just some of the iconic landmarks in the city. Another beautiful destination in Tuscany is Chianti, which is famous for its vineyards and rolling hills. The town of Pisa, known for the “Leaning Tower of Pisa”, is about two hours north by the coast. Not even Rome is very far away, a three-hour bus ride from Siena.

Siena Accommodations

No matter where you choose to stay, Tripping has the vacation rental perfect for your budget and style. Stay in the center of the action in a quaint apartment near the Piazza del Campo. Or, stay a little farther out of the city and enjoy the Tuscan scenery. If you’re looking for a luxury countryside home or a small apartment in the city, we’ve got what you’re looking for.

Transportation in Siena

Siena is the perfect town for walking tours, and driving in the city center can be difficult. However, it’s not impossible to drive to Siena. If you don’t want to bring a car, there are many options for trains or buses into the city. The bus station is very close to the center of the city, and the train station is not far. The nearest airport to Siena is the Florence International Airport, which can get you anywhere in the world.

Vacation Rentals in Siena

Find the best Siena vacation rentals with Tripping.com. Choose from 4305 rentals, from studio apartments to luxurious condos to entire cabin homes. Book in advance or book instantly with properties marked as “Instabook,” with prices ranging from $25 a night to $4030 a night.

Our Tripping.com vacation rentals will save you hundreds, offering more amenities than the average hotel room. Going on a business trip? 3093 of homes in Siena offer high-speed wifi internet so you won’t miss a beat. Travelling with kids? Have them splash around in any of the 2351 rentals with pool or jacuzzi, or relax with the family in one of the 2535 homes with cable TV.

For all those dog lovers and cat lovers, Siena offers 1730 pet-friendly vacation rentals at an affordable price. Book the perfect vacation home that best matches your budget and accommodation style. For the ultimate stay, check out our listings now to grab the latest deals.

Search properties from 18 rental sites in Siena where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 1053 HomeAway rentals, 930 TripAdvisor short term rentals and 630 Booking.com vacation rentals.