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1,069 Siena Holiday Rentals

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Compare Siena holiday rentals from 10 rental sites including TripAdvisor, Booking.com, HomeAway and more, from $25 a night.

Siena Information

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

Looking for the perfect vacation rental for your Siena getaway? Tripping.com’s got you covered. Whether you’re seeking a vacation home, cabin rental or cottage, Siena offers 1067 affordable vacation home rentals to choose from, with far more amenities, space and comforts than the average hotel room. Select from 938 properties with high-speed WiFi Internet, 218 full with jacuzzi and pool, and homes complete with outdoor patio, great for entertaining with guests. Whatever your needs, find the perfect home rental that best matches your accommodation style and budget.

For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $25 a month. Save hundreds with affordable vacation rentals on Tripping.com and, in many cases, book directly online so you’re all set to go. Siena has 1067 gorgeous homes with 307 pet-friendly rentals to choose from, perfect for your dog or cat. Check out our vacation rental listings now to get the latest deals, and book the right vacation home rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com.

Search properties from 10 vacation rental sites in Siena where the top providers in that area are TripAdvisor, Booking.com, and HomeAway. There are 282 TripAdvisor rentals, 222 Booking.com short term rentals and 220 HomeAway vacation rentals.