Siena vacation rentals

We found 2,168 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Siena by choosing from 38 houses, 239 apartments, and other vacation rentals. Whether you're traveling with a group or just with your pet, vacation rentals have the best amenities for hanging out with the people that matter most, such as parking and air conditioning. No matter what you're looking for, you'll be sure to find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

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Find out more about Siena

Why visit Siena

  • Historic Architecture: Siena is renowned for its stunning churches, magnificent palaces, and charming piazzas that showcase its rich heritage.
  • Scenic Countryside: Enjoy the breathtaking views of the Sienese countryside and mountains, perfect for nature lovers and photography enthusiasts.
  • Romantic Getaways: The enchanting atmosphere of Siena makes it an ideal destination for couples seeking a romantic vacation.
  • Variety of Accommodations: Choose from a range of vacation rentals, including villas, apartments, and homes that cater to every traveler’s needs.
  • Cultural Experiences: Immerse yourself in local culture with family-friendly activities and sightseeing opportunities throughout the city.

Popular types of accommodation in Siena

Discover the charm of Siena with a variety of vacation rentals that cater to every traveler. From stunning villas and houses to cozy apartments, there’s something for everyone in this historic city. Whether you're seeking Siena house rentals for a family getaway or a romantic retreat in a Siena villa, we’ve got you covered. Explore your options and find the perfect home away from home in the heart of Tuscany.

  • Villas: The top choice for travelers in Siena, these spacious and luxurious properties offer stunning views and ample amenities for a memorable stay.
  • Houses: A great option for families or groups, these homes provide the comfort and privacy of your own space while exploring the region.
  • Apartments: Ideal for couples or solo travelers, these cozy accommodations allow you to immerse yourself in the local culture.
  • Caravan Parks: For those seeking adventure, these parks offer unique lodging options amidst nature.
  • Cottages: Charming and quaint, cottages provide a warm and inviting atmosphere for a peaceful getaway.**

Top attractions in Siena

Siena, Tuscany, is perfect for culture enthusiasts and romantic getaways, offering a rich tapestry of experiences. Explore historic churches, magnificent palaces, and charming piazzas that highlight the city's heritage. Whether you're seeking family-friendly activities or a deep dive into local culture, Siena's attractions promise to captivate. Don’t miss out on sightseeing opportunities that showcase the beauty and history of this enchanting destination.

  • Piazza del Campo: This iconic square is the heart of Siena, known for its unique shell shape and vibrant atmosphere. Surrounded by medieval buildings, it's a perfect spot to soak up local culture, enjoy a coffee, and people-watch.
  • Siena Cathedral: A stunning example of Italian Gothic architecture, this cathedral boasts intricate artworks and a breathtaking interior. The vibrant marble floors and impressive façade make it a must-see for art and history lovers.
  • Banca Monte dei Paschi di Siena: As one of the oldest banks in the world, this historic institution showcases Siena's rich financial heritage. Its elegant architecture and fascinating history provide a glimpse into the city’s economic past.

Things to do recommended for couples

Looking for a romantic getaway in Siena? Visit Terra di Seta winery for enchanting vibes, dine at All'Orto de' Pecci for a cozy meal, and unwind at San Giovanni Terme Rapolano for a rejuvenating spa experience. These spots promise unforgettable moments for couples.

Things to do recommended for families

Families visiting Siena can enjoy an exciting day at Siena Stadium, experiencing local sports vibes. For adventure seekers, the Siena Circuit offers thrilling karting just 7 miles away. Additionally, Stadio Artemio Franchi provides another great sports experience in the heart of Siena.

Things to do recommended for groups

Explore the Enoteca Italiana for a taste of local wines, enjoy a captivating show at Teatro dei Rinnovati for a night of culture and entertainment, or embark on the Sentierelsa Trail for an adventurous hike just 12 miles from Siena, surrounded by stunning outdoor scenery.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Siena

When planning your trip, whether you're traveling with a group, family, pets, or seeking extended stays, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Siena with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group activities. Luckily, you can easily narrow down your options for all of these amenities and more on Vrbo.
  • Traveling to Siena with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Siena: For many families, a trip wouldn't feel complete without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer feeding bowls and pet beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Siena: If you’re searching for vacation rentals that offer special rates for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in and around Siena

Explore the enchanting city of Siena, a cultural gem in Tuscany, where history comes alive. Stroll through the charming streets of central Siena, relax in the serene Sienese countryside, and take in the breathtaking views of the Siena mountains. Whether you're seeking romance or adventure, this region offers a friendly atmosphere and stunning scenery, perfect for unforgettable vacations. Don't miss out on the unique vibes that make Siena a must-visit destination.

  • Castellina in Chianti: Nestled 11 miles from Siena, Castellina in Chianti is a charming city renowned for its romantic atmosphere and outdoor adventures. This picturesque destination offers visitors a blend of entertainment and relaxation, with popular activities including rejuvenating spa treatments and scenic outdoor explorations. Travelers can explore historic landmarks and castles that dot the landscape, immersing themselves in the rich history and natural beauty of the Chianti region. Whether you’re wandering through vineyards or enjoying local cuisine, Castellina promises a delightful experience.
  • Siena City Centre: The heart of Siena, this vibrant neighborhood is perfect for those seeking a cultural and family-friendly experience. Surrounded by stunning medieval architecture, the City Centre is an outdoor enthusiast’s paradise, with plenty of open spaces to explore. Visitors can indulge in spa services and educational experiences that highlight Siena's historical significance. Notable attractions include historic sites and bustling tourist precincts that capture the essence of Tuscan life. A walk through the City Centre is a journey through time, offering an enriching glimpse into Siena's storied past.
  • Castelnuovo Berardenga: Located 9 miles from Siena, Castelnuovo Berardenga is a captivating city that combines romance with entertainment and outdoor activities. Known for its charming theaters and relaxing spa venues, this destination is ideal for couples and families alike. Explore its historic places and monuments that reflect the area’s rich heritage. Whether you’re enjoying a performance at a local theater or taking in the scenic landscapes, Castelnuovo Berardenga offers a perfect balance of culture and leisure, making it a must-visit during your Tuscany adventure.

Best time to go to Siena

If you're planning a trip to Siena, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April, July and September, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January40.8°F (4.9°C)Light RainMostly SunnyAverageSlightly Low
February42.8°F (6.0°C)Light RainMostly SunnyAverageSlightly Low
March47.5°F (8.6°C)Light RainMostly SunnyAverageSlightly Low
April54.0°F (12.2°C)Light RainMostly SunnySlightly HighAverage
May60.4°F (15.8°C)Light RainMostly SunnyAverageAverage
June69.8°F (21.0°C)Light RainSunnyAverageSlightly High
July75.9°F (24.4°C)No Rain (Dry)SunnySlightly HighSlightly High
August75.6°F (24.2°C)No Rain (Dry)SunnyAverageSlightly High
September67.1°F (19.5°C)Light RainMostly SunnySlightly HighAverage
October58.5°F (14.7°C)Light RainMostly SunnySlightly LowAverage
November50.0°F (10.0°C)Light RainMostly SunnySlightly LowAverage
December43.3°F (6.3°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Want to save on your next adventure? Being flexible with your travel dates can really pay off, as prices can vary quite a bit. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Unlock savings with One Key

When you reserve an eligible Vrbo for your group getaway, you'll receive OneKeyCash on the full booking amount. Being the organizer truly has its perks. Enroll in our One Key rewards program to unlock exclusive savings for members and accumulate OneKeyCash on qualifying stays. Sign up today and begin reaping the rewards.

Vrbo Trips: Planning as easy as it gets

Vrbo's unique Trip Board offers you a convenient way to plan your travels. You can start new trips, pick up where you left off, or easily view and organize your travel plans. Any properties you've saved or booked before are now neatly categorized under Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

The historic area of Siena awaits your stay

Come and experience Siena and its cathedral, history and monuments. Renowned for its museums, local tours and cafes, this city welcomes all visitors. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Siena

Are you looking for attractions to visit during your stay? Venture out of your vacation home and experience everything that makes Siena a fun place to get away. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Siena Circuit (7.2 mi / 11.5 km)
  • Cantalici Winery (10.6 mi / 17.1 km)
  • Castello di Radda Winery (12.5 mi / 20.1 km)
  • Villa a Sesta Polo Club (12.6 mi / 20.3 km)
  • San Giovanni Terme Rapolano (13.3 mi / 21.4 km)
  • Badia a Coltibuono (13.5 mi / 21.8 km)

Exploring the natural landscape of Siena

Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Siena. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Val di Merse (11.2 mi / 18 km)
  • Terme Antica Querciolaia (13.9 mi / 22.4 km)
  • I Canaloni del Torrente Farma (17.6 mi / 28.3 km)
  • Val di Chiana (29.5 mi / 47.4 km)
  • Chianti Sculpture Park (5.7 mi / 9.2 km)
  • Alta Val d'Elsa River Park (11.1 mi / 17.8 km)

Transportation options to and around Siena

The nearest airport is in Florence Airport, Peretola (FLR), located 34.1 mi (54.8 km) from the city center.

If you're traveling by train, you can make your way to Siena Station.

Frequently asked questions

What is the best area to stay in Siena, Tuscany, Italy when booking a vacation rental?
When considering the best area to stay in Siena, Tuscany, for a vacation rental, the historic center is an exceptional choice. This area is renowned for its medieval architecture and vibrant setting, making it a great base for exploring the city. You can easily visit iconic attractions such as the stunning Piazza del Campo, known for its unique shell shape and lively events, including the famous Palio horse race. Another must-see is the magnificent Siena Cathedral, an architectural masterpiece that showcases the city's rich history and artistry.

In the historic center, you'll find a variety of charming vacation rentals, from quaint apartments to luxurious accommodations, all within walking distance of local shops, restaurants, and cultural sites. The convenience of being in the heart of Siena allows you to immerse yourself in the local culture and enjoy the delightful Tuscan cuisine at nearby eateries.
How much does it cost to rent a vacation home in Siena?
Prices for vacation rentals in Siena 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 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 vacation house rentals?
You can find great discounts on house rentals in Siena 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.
What is the most popular type of vacation rental accomodation in Siena?
In Siena, apartments are the most popular type of vacation rental, with around 300 options available throughout the city. These rentals are typically situated in charming neighborhoods close to top attractions such as the Piazza del Campo and the Siena Cathedral. Most apartments feature essential amenities such as fully equipped kitchens, comfortable living areas, and some even provide balconies or terraces to enjoy the stunning Tuscan views.

For travelers seeking more space, there are about 45 vacation houses and 44 villas available, which are superb for families or larger groups. These properties often come with multiple bedrooms, private gardens, and outdoor seating areas, allowing guests to relax and gather together. Additionally, there are several cottages and campsites, offering even more variety for those looking to experience the picturesque countryside around Siena.
Are there any family house rentals in Siena?
In Siena, Tuscany, there are numerous family-friendly vacation rentals available, with around 217 options to choose from. The city is rich in history and culture, making it an ideal spot for families looking to explore. Many properties are located in and around the historic center, featuring spacious living areas, fully equipped kitchens for preparing meals, and outdoor terraces or gardens superb for children to play or for family gatherings.

Visitors can easily reach nearby attractions such as the iconic Piazza del Campo and the stunning Siena Cathedral, both of which offer opportunities for family outings and cultural experiences. Additionally, some rentals provide amenities such as Wi-Fi, air conditioning, and even private pools, enhancing comfort during your stay.
Can I rent a vacation home with a pool or hot tub in Siena?
In Siena, Tuscany, there are plenty of vacation homes available for rent that feature pools or hot tubs, with around 67 options to choose from. This historic city and its surrounding countryside offer a beautiful backdrop for a relaxing getaway. Many of these properties come with private pools, hot tubs, and stunning views of the Tuscan landscape, making them superb for unwinding after a day of exploring.

Travelers can expect a range of amenities, including spacious living areas, fully equipped kitchens, and outdoor dining spaces where they can enjoy meals al fresco. Some rentals may also feature gardens, barbecue facilities, and proximity to local vineyards or charming villages, enhancing the overall experience of the Tuscan lifestyle.
Can I find long-stay vacation rentals in Siena?
A long-stay vacation rental in Siena is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Siena?
In Siena, travelers will find a significant selection of pet-friendly house rentals, with around 129 options available. Many of these properties are situated within the historic city center, offering easy access to the stunning Piazza del Campo and the iconic Siena Cathedral. The rentals typically feature amenities such as fully equipped kitchens, cozy living spaces, and outdoor areas where pets can roam and relax.

Additionally, the surrounding Tuscan countryside provides beautiful landscapes for walks with pets, with opportunities to explore nearby vineyards and olive groves. Travelers can also enjoy local parks and green spaces, making it a great destination for those looking to vacation with their furry friends.
Are there any remote work vacation rentals in Siena?
In Siena, Tuscany, remote work vacation rentals are plentiful, with around 309 options available for travelers seeking a work-friendly environment. Many of these properties come equipped with essential amenities such as high-speed internet, Wi-Fi in rooms, and dedicated workspaces or desks, making it convenient for those who need to balance work and leisure.

Travelers can expect a variety of accommodations, ranging from charming apartments in the historic center to more spacious villas on the outskirts, often featuring beautiful views of the Tuscan countryside. These rentals typically include comforts like fully equipped kitchens, cozy living areas, and access to outdoor spaces, providing an inclusive setting for relaxation after a day of work.

Staying in Siena also offers the advantage of being close to the city's rich history and culture, with landmarks like the Piazza del Campo and the Siena Cathedral just a short distance away. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Siena vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Siena with parking available—perfect for families or travelers 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.
What are popular rental amenities in Siena?
In Siena, popular vacation rental amenities include kitchens, which allow travelers to prepare their own meals and enjoy the local cuisine at their convenience. Many rentals also feature coffee and tea makers, superb for those who appreciate a morning brew. Onsite parking is another appealing amenity, particularly for visitors who may be driving and want easy access to their vehicle. Additionally, some properties are pet-friendly, accommodating travelers who wish to bring their furry companions along. Many rentals are conveniently located near museums, making it easy for guests to explore the rich cultural heritage of Siena without having to travel far.
When is the best time to visit Siena for a vacation rental?
April is one of the best months to visit Siena, as it marks the beginning of spring and the city starts to come alive with vibrant colors and pleasant weather. During this time, you can enjoy outdoor activities like exploring the historic architecture and wandering through the charming streets without the overwhelming crowds typical of the summer peak season.

The peak tourist season in Siena runs from July to September, when visitors flock to experience the famous Palio horse race and the warm, sunny days superb for sightseeing. Temperatures during these months can soar into the mid-80s Fahrenheit, making it an ideal time for outdoor dining in the city's picturesque piazzas. However, if you prefer a more tranquil experience, April offers mild temperatures in the 50s to low 70s Fahrenheit, ideal for leisurely strolls and enjoying the local cuisine at outdoor cafes.

For those looking for a more budget-friendly option, consider visiting in November. While this month may be less popular, it offers a unique opportunity to experience Siena's authentic charm, with fewer tourists and a chance to appreciate the local culture at a slower pace.

Ultimately, whether you choose the lively option of the summer or the refreshing spring air of April, Siena promises rich experiences that cater to all types of travelers.
How early should I book a Siena vacation rental?
Book your Siena vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Siena, Tuscany, Italy?
In Siena, travelers can immerse themselves in a rich tapestry of history and culture. The iconic Piazza del Campo is a must-visit, famous for its unique shell shape and the Palio horse race, which takes place twice a year. Surrounding the square, you'll find charming vacation rentals that allow easy access to local cafes and shops.

The stunning Siena Cathedral, with its intricate façade and breathtaking interior, is another highlight. Nearby, the historic center offers narrow, winding streets filled with medieval architecture and local artisan boutiques.

For those interested in art, the Pinacoteca Nazionale di Siena showcases an impressive collection of medieval and Renaissance masterpieces. The area around the cathedral and the piazza is particularly rich in vacation rentals, providing visitors with a chance to experience the city's vibrant setting.
Can I change or cancel my Siena home rental booking on Vrbo?
To find Siena vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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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