Siena Historical Center holiday lettings
We found 288 holiday rentals — enter your dates for availability
Discover a selection of 11 homes, 239 apartments and other holiday rentals in Siena Historical Center that are perfect for your trip. Holiday rentals provide the best amenities for your family, friends or furry companion, including parking and a garden. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
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Find properties near top attractions in Siena Historical Center

Banca Monte dei Paschi di Siena
More information about Banca Monte dei Paschi di Siena. Opens in a new window.Find the best place to stay - Siena Historical Center

HOUSE WOW panoramic terrace *.*
Sleeps 4 · 2 bedrooms · 1 bathroom

Spacious luxury apartment, with 4 bedrooms and 4 bathrooms, in the center of Siena.
Sleeps 8 · 4 bedrooms · 4 bathrooms

Casina Di Giada, Siena, Italy
Sleeps 4 · 2 bedrooms · 2 bathrooms

Family apartment with great old city view, balcony, wifi & parking on the street
Sleeps 4 · 2 bedrooms · 2 bathrooms

Campo Apartment in the Center of Siena
Sleeps 5 · 2 bedrooms · 1 bathroom

Palazzo Pannilini-Historical residence
Sleeps 8 · 4 bedrooms · 3 bathrooms
Top rated rentals - Siena Historical Center

Historic charm in the heart of Siena
We stayed 1 night here during a recent visit to Tuscany. It has a very personal touch and it was lovely to stay in a small place with such charm while being so central to the main square and cathedral. The lady who welcomed us was very helpful and gave us the history of the building, lots of advice about where to visit and eat and helped us manage our onward travel plans. Each room is different - we had a lovely picture window with a wonderful view - and is part of what was once a private residence. The rooftop terrace was a delightful quiet spot in a very busy city where we enjoyed a bottle of wine before heading out for dinner in the main square. We couldn’t have been more pleased with our choice.
Sally
Stayed Aug 2018

A home from home.
It was really good. The room was large enough to live in, the kitchen and bathroom were modern and having a private garden was lovely. Having a washing machine and drying rack means not having to carry big bags on the plane.
Angella
Stayed Aug 2024
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
How much does it cost to rent a holiday home in Siena Historical Center?
Prices for holiday rentals in Siena Historical Centre vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Siena Historical Centre to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Siena Historical Center holiday house rentals?
You can find great discounts on house rentals in Siena Historical Centre on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Siena Historical Center holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Siena Historical Centre with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in Siena Historical Center?
A long-stay holiday rental in Siena Historical Centre is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Siena Historical Center for a holiday rental?
April is the most popular month to visit the Siena Historical Centre, as the weather starts to warm and the vibrant colours of spring come to life. During this time, visitors can enjoy comfortable temperatures averaging 15 to 20 degrees Celsius, great for exploring the historic streets and magnificent architecture of this UNESCO World Heritage site.The peak season in Siena typically runs from July to September, attracting a bustling crowd eager to experience the famous Palio di Siena, a thrilling horse race held twice each summer. While the energy is palpable and the festivities abound, this period may also see higher accommodation prices and larger crowds.For those seeking a quieter experience with fewer tourists, November presents an excellent opportunity. Although it falls into the low season, visitors can still enjoy the charm of Siena, often accompanied by stunning autumnal colours. This month allows for a more relaxed exploration of the city's rich history and culture, while also benefiting from more affordable holiday rental options.Ultimately, the best time to book a holiday rental in Siena depends on your preferences: whether you wish to immerse yourself in the lively summer atmosphere or enjoy a more tranquil experience in the cooler, less crowded months.
How early should I book a Siena Historical Center holiday rental?
Book your Siena Historical Centre holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Siena Historical Center, Tuscany, Italy?
In the Siena Historical Centre, visitors can immerse themselves in a wealth of attractions that highlight the city's rich history and stunning architecture. The iconic Piazza del Campo is a must-see, renowned for its unique shell shape and the famous Palio horse race that takes place twice a year. Surrounding the piazza, travellers can explore the impressive Palazzo Pubblico, which houses the Civic Museum and offers breathtaking views from the Torre del Mangia.Another highlight is the magnificent Siena Cathedral, or Duomo, which showcases exquisite Gothic architecture and intricate artworks, including the captivating floor mosaics. Just a short walk away, the Basilica di San Domenico, known for its beautiful frescoes and the relics of Saint Catherine, provides a peaceful retreat from the bustling streets.For those interested in art, the Museo dell'Opera del Duomo features a remarkable collection of sculptures and paintings, while the nearby Orto Botanico offers a serene garden setting for a leisurely stroll. The narrow, winding streets of the city are lined with charming shops and local eateries, superb for experiencing authentic Tuscan cuisine.
Can I change or cancel my Siena Historical Center home rental booking on Vrbo?
To find Siena Historical Centre holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.
Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Siena Historical Center holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.
If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.
Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.
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