Siena vacation rentals

We found 2,138 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Siena by choosing from 46 houses, 249 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.

Vacation rentals with weekly discounts - Siena

Showing deals for:Apr 3 - Apr 10

Image gallery for Wonderful apartment in a Tuscan farmhouse with swimming pool and panoramic terrace

Room
9.0 out of 10, Wonderful, (6 reviews)
Wonderful
(6 reviews)

Wonderful apartment in a Tuscan farmhouse with swimming pool and panoramic terrace

Casole d'Elsa Siena

8% off
Price is $158
$1,109 for 7 nights
All fees included
Wonderful apartment in a Tuscan farmhouse with swimming pool and panoramic terrace

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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:

  • Chianti Sculpture Park (5.7 mi / 9.2 km)
  • Le Caldane Thermal Baths (11.1 mi / 17.9 km)
  • Sentierelsa Trail (12.4 mi / 20 km)
  • Terme Antica Querciolaia (13.9 mi / 22.4 km)
  • Val di Chiana (29.5 mi / 47.4 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 when booking a vacation rental?
When planning a vacation in Siena, Tuscany, a popular area to stay is the historic center, particularly around the Piazza del Campo. This vibrant square is famous for its stunning medieval architecture and serves as the heart of the city, making it an ideal spot for those who want to immerse themselves in the local culture. The area is bustling with cafes, restaurants, and shops, providing a lively atmosphere that visitors love. You can easily explore nearby attractions like the magnificent Siena Cathedral and the Museo dell'Opera del Duomo, both of which showcase the rich artistic heritage of the city.

Another great option is the district of San Francesco, located just a short walk from the main attractions. This area is known for its charming streets and a more relaxed vibe, superb for those seeking a quieter stay while still being close to the action. Here, you can enjoy the beautiful views from the Basilica di San Francesco and stroll through the serene gardens of the Orto de' Pecci.

In both neighborhoods, you'll find a variety of vacation rentals available, suiting different preferences and budgets. The historic center typically offers a larger selection due to its popularity, while San Francesco provides a more intimate atmosphere with fewer properties, allowing for a more personal experience.
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.
Where are the best areas for renting a beach house in Siena?
For renting a beach house in Siena, Tuscany, Italy, travelers should consider the coastal areas along the Tyrrhenian Sea, particularly the nearby towns of Castiglione della Pescaia and Punta Ala. These picturesque seaside towns are approximately an hour's drive from Siena and offer a variety of vacation rentals that cater to beachgoers.

In Castiglione della Pescaia, visitors can find charming villas and apartments with direct beach access, often featuring amenities such as private balconies with sea views, outdoor dining areas, and pools. Many properties are located near local markets and restaurants, providing easy access to fresh seafood and Tuscan cuisine. The sandy beaches in this area are ideal for families, with shallow waters and nearby beach clubs offering sunbeds and umbrellas for rent.

Punta Ala, known for its upscale atmosphere, offers luxury beach homes with additional amenities like private gardens, outdoor kitchens, and spacious living areas superb for entertaining. The proximity to golf courses and sailing facilities makes it an excellent choice for those looking to combine beach relaxation with recreational activities. Find your rental near the beach in Siena.
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 272 available throughout the city. These accommodations are often situated in historic neighborhoods, allowing travelers to immerse themselves in the local culture while being close to key attractions like the Piazza del Campo and the Siena Cathedral. Most apartments come equipped with fully functional kitchens, cozy living areas, and many feature charming balconies or terraces that provide beautiful views of the surrounding Tuscan landscape.

For those seeking more space, approximately 54 vacation houses are available, which are ideal for families or groups. These homes typically include multiple bedrooms, private gardens, and outdoor seating areas, making them great for relaxation after a day of exploring. Additionally, there are several campsites and cottages, offering unique outdoor experiences for those looking to connect with nature.
Are there any family house rentals in Siena?
In Siena, Tuscany, there is a wealth of family-friendly house rentals available, totaling around 212 options throughout the city and surrounding areas. Visitors can find spacious homes in neighborhoods like the historic center, which is renowned for its medieval architecture and vibrant atmosphere. Many of these properties come equipped with essential amenities such as full kitchens, allowing families to prepare meals together, and outdoor spaces where children can play and adults can relax.

Additionally, some rentals may feature private gardens, swimming pools, or game rooms, enhancing the overall experience for families traveling with kids. The city's picturesque piazzas, such as Piazza del Campo, and attractions like the Siena Cathedral make it easy to create lasting memories. See all family-friendly rentals in Siena.
Can I rent a vacation home with a pool or hot tub in Siena?
In Siena, there are numerous vacation homes available for rent that feature pools and hot tubs, with around 79 options to choose from. This historic city in Tuscany is surrounded by beautiful landscapes, making it an ideal destination for travelers seeking both relaxation and cultural experiences. Many of these rentals are located in scenic countryside settings, providing a tranquil atmosphere that complements the charm of the region.

Travelers can expect a variety of amenities in these homes, including private pools, inviting hot tubs, spacious outdoor areas for sunbathing or dining al fresco, and fully equipped kitchens for preparing meals with local ingredients. Some properties may also offer features like gardens, terraces with stunning views, and even proximity to vineyards or olive groves, allowing guests to immerse themselves in the Tuscan lifestyle. Find your rental in Siena with a pool or a hot tub.
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 variety of pet-friendly house rentals, with numerous options available throughout the city and surrounding countryside. Many of these accommodations often feature rustic charm, complete with traditional Tuscan décor, spacious living areas, and fully equipped kitchens that are superb for families or groups looking to experience the local culture. Some properties may also offer outdoor spaces like gardens or terraces, ideal for enjoying the beautiful Tuscan weather with your pets.

The historic center of Siena is particularly appealing, providing access to iconic sites such as the Piazza del Campo and the stunning Siena Cathedral. Here, visitors can take part in the local culture, with nearby pet-friendly cafes and restaurants that welcome furry companions. Additionally, the surrounding countryside offers picturesque landscapes, vineyards, and walking trails where pets can enjoy the fresh air alongside their owners. See all pet-friendly rentals in Siena.
Are there any remote work vacation rentals in Siena?
In Siena, Tuscany, there are a substantial number of vacation rentals suitable for remote work, with around 279 options available. The historic city is not only renowned for its beautiful medieval architecture but also offers a conducive environment for working travelers. Many of these properties come equipped with essential amenities for remote work, including Wi-Fi, dedicated desks, comfortable desk chairs, and even workstations with computer monitors.

Travelers can expect to find cozy apartments in the heart of Siena, close to landmarks such as Piazza del Campo and the stunning Siena Cathedral. These rentals often feature living spaces that allow for a comfortable work-life balance, with amenities like fully equipped kitchens, laundry facilities, and air conditioning. Additionally, the vibrant local atmosphere provides plenty of opportunities for breaks, with cafes and shops just a short walk 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 WiFi, kitchens equipped for meal preparation, coffee and tea makers for a quick pick-me-up, and electric kettles for convenience. Many rentals also allow pets, making it easier for travelers to bring their furry companions along.
When is the best time to visit Siena for a vacation rental?
April is one of the most popular months to visit Siena, as the city begins to awaken from winter, offering mild temperatures and vibrant spring blooms. This is a delightful time for travelers who appreciate exploring the rich history and beautiful architecture of Siena, with comfortable daytime temperatures typically in the low 60s to mid-70s Fahrenheit. The pleasant climate makes strolling through the medieval streets and visiting landmarks like the stunning Piazza del Campo an absolute joy.

The peak tourist season in Siena runs from July to September, attracting visitors keen to experience the famous Palio di Siena and enjoy the warm summer sun. While this period is bustling with activity, it can also be quite crowded, so those seeking a more tranquil experience might prefer the shoulder months.

For those looking for a more budget-friendly option, November is a fantastic time to visit. This month offers a unique perspective on the city, as you can enjoy fewer crowds and experience Siena's serene beauty, especially with the rich colors of autumn foliage.
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?
In Siena, a UNESCO World Heritage Site, the top attractions can be found within the historic center, particularly in the Piazza del Campo, famous for its unique shell shape and the Palio horse race. This area is surrounded by vibrant cafes and historic buildings, making it a popular spot for visitors to rent vacation homes with easy access to the city's charm.

The stunning Siena Cathedral, with its intricate façade and beautiful interiors, is nearby and a must-see for any traveler. Rentals in the surrounding neighborhoods, such as San Francesco or the area near the Medici Fortress, offer a more local experience while being just a short walk from major attractions.

For those interested in art and history, the Pinacoteca Nazionale, located in the city, showcases an impressive collection of Sienese paintings, and visitors can find nearby accommodations that reflect the rich culture of the region.
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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