Siena vacation rentals

We found 2,182 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Siena by choosing from 47 houses, 237 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:Mar 13 - Mar 20

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, Tuscany

10% off
Price is CA $145
CA $1,259 total
includes taxes & fees
Wonderful apartment in a Tuscan farmhouse with swimming pool and panoramic terrace

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Find out more about Siena

Why visit Siena

  • Stunning Siena Cathedral: Marvel at the exquisite architecture and artwork of this iconic landmark.
  • Historic piazzas: Relax in picturesque squares like Piazza del Campo, renowned for its beauty and atmosphere.
  • Cultural experiences: Immerse yourself in rich Italian heritage through local festivals and traditions.
  • Charming streets: Wander through narrow, winding streets filled with boutique shops and local eateries.
  • Scenic surroundings: Explore the serene Siena Province and the stunning Siena Mountains for breathtaking views.

Popular types of accommodation in Siena

Explore the charm of Siena with our diverse range of vacation rentals. Whether you're seeking a cozy apartment, a luxurious villa, or a private vacation home, we have the perfect accommodation for every traveler. For those looking for a unique experience, consider our boutique hotel rentals in Siena. Your ideal getaway awaits with our selection of villa rentals and other accommodations tailored to make your stay unforgettable.

  • Villas: Experience the luxury of spacious villas, the top choice for those seeking a lavish stay in Siena.
  • Houses: Enjoy the comfort and privacy of private homes, perfect for families or groups looking to relax.
  • Apartments: For a more urban feel, consider renting an apartment, ideal for experiencing local life in Siena.
  • Caravan Parks: Explore nature with a stay in caravan parks, offering a unique outdoor experience.
  • Cottages: Delight in the charm of cozy cottages, providing a quaint retreat for your holiday.**

Top attractions in Siena

Siena, Tuscany, is perfect for a cultural, outdoor, and romantic getaway. Explore its captivating attractions, including the stunning Siena Cathedral, historic palaces, and picturesque piazzas. With plenty of sightseeing opportunities, Siena offers a rich family-friendly experience that showcases Italy's vibrant heritage. Whether wandering through charming streets or soaking in the local culture, your visit will be unforgettable.

  • Piazza del Campo: A vibrant square in Siena, showcasing stunning medieval architecture and lively atmosphere, perfect for soaking in local culture and enjoying a gelato.
  • Palazzo Pubblico: This historic palace is a testament to Siena’s rich history, featuring impressive frescoes and a fascinating museum, making it a cultural gem.
  • Torre del Mangia: A towering clock tower offering panoramic views of Siena, where you can climb to appreciate the city’s beauty from above.

Things to do recommended for couples

Looking for a romantic getaway in Siena? Visit Terra di Seta winery for a charming experience, dine at All'Orto de' Pecci for a delightful meal, and unwind at San Giovanni Terme Rapolano for ultimate relaxation. Enjoy the beautiful vibes of this enchanting Tuscan city together.

Things to do recommended for families

Your family will have a blast at the Siena Circuit karting track, just 11.3km from the city, or enjoy the sports atmosphere at Palasport Mens Sana. For some relaxation, visit the Alta Val d'Elsa River Park, located 17.7km away, offering wellness and nature vibes.

Things to do recommended for groups

Explore the stunning Sentierelsa Trail and Hedonistic Hiking for breathtaking views, or challenge your group at the Saltalbero Adventure Park's exhilarating zipline course. These outdoor adventures, all within a short drive from Siena, promise unforgettable experiences in the beautiful Tuscan landscape.

*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, enjoying a family getaway, bringing along your pets, or seeking extended stays—it's important to prioritize your preferences. 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 fully-equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Siena with young kids: Travelling with little ones can be quite the adventure. It’s important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Siena: For many families, a trip wouldn't feel complete without their furry companions. If you can relate, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer amenities like feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Siena: If you're in search of vacation rentals offering discounts for month-long stays, 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

Exploring Siena, Tuscany, offers an enchanting blend of culture and history. This charming city is perfect for a romantic getaway, with its relaxing atmosphere and friendly locals. Venture beyond the city to discover the serene Siena Province and the stunning Siena Mountains. Unique places await, ensuring a memorable vacation in Tuscany where you can unwind and soak in the beautiful scenery.

  • Castellina in Chianti: Nestled 17.7km from Siena, Castellina in Chianti is a charming city renowned for its romantic ambiance and outdoor adventures. This picturesque location is ideal for those seeking relaxation and entertainment. Visitors can indulge in rejuvenating spa treatments or explore the stunning natural landscapes that surround the area. Highlights include historic landmarks and ancient castles, offering a glimpse into the rich heritage of Tuscany. The vibrant local culture is complemented by numerous outdoor activities, making it a delightful stop for both couples and families.
  • Siena City Centre: The heart of Siena, this vibrant neighbourhood offers an enriching cultural experience. Positioned around the city, Siena City Centre invites visitors to explore its stunning architecture and historical sites. Families can enjoy educational activities while relaxing in beautiful outdoor spaces. Popular attractions include traditional spas and lively tourist precincts, where you can immerse yourself in local culture. With its combination of history and modern amenities, this area is perfect for those looking to experience the essence of Siena.
  • Castelnuovo Berardenga: Located 14.5km from Siena, Castelnuovo Berardenga is a quaint city that exudes romance and charm. Ideal for outdoor enthusiasts, visitors can partake in various activities such as theatre performances, spa treatments, and exploring the surrounding nature. The area is rich in history, featuring notable monuments and other historic sites that capture the essence of Tuscany. This city is a fantastic choice for those seeking both adventure and cultural enrichment during their Italian getaway.

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

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, consider booking a longer stay to take advantage of substantial savings. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides a convenient platform for you to plan new trips, refine your existing plans, or manage your bookings with ease. Your saved or booked properties are thoughtfully categorized into Potential, Upcoming, or Current Trips, making organization simple. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/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)
  • Val di Merse (11.2 mi / 18 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 considering a vacation rental in Siena, the historic centre is the best area to stay. This UNESCO World Heritage site is brimming with stunning medieval architecture and charming narrow streets, making it an ideal base for exploring the city's rich history and culture. Staying here allows easy access to iconic attractions such as the magnificent Piazza del Campo, famous for its biannual Palio horse race, and the stunning Siena Cathedral, known for its intricate façade and breathtaking interior.

Another appealing area is the neighbourhood surrounding the Basilica di San Domenico. This area offers a slightly quieter atmosphere while still being within walking distance of the city's main attractions. Visitors can enjoy the beautiful gardens of the Orto de' Pecci, which provide a serene escape from the bustling streets.
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 travelling 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.
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 approximately 275 available across the city. These rentals are typically situated in charming neighbourhoods such as the historic centre, close to landmarks like the Piazza del Campo and the stunning Siena Cathedral. Most apartments come equipped with fully fitted kitchens, comfortable living areas, and some even feature traditional Tuscan decor, offering a genuine local experience.
Are there any family house rentals in Siena?
In Siena, Tuscany, there are numerous family-friendly house rentals available, with around 219 options spread throughout the city and surrounding countryside. Travellers can explore charming neighbourhoods such as the historic centre, characterised by its stunning medieval architecture and the iconic Piazza del Campo, where families can enjoy local festivals and events.

Many of these properties boast spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces superb for children to play. Some homes even feature private gardens or terraces, providing a lovely backdrop for al fresco dining. Additionally, amenities like Wi-Fi and air conditioning ensure a comfortable stay for all guests. See all family-friendly rentals in Siena.
Can I rent a vacation home with a pool or hot tub in Siena?
In Siena, Tuscany, there are many vacation homes available for rent that feature pools or hot tubs, with around 84 options to choose from. The city is renowned for its historic charm and beautiful landscapes, making it an attractive destination for travellers seeking relaxation and leisure. Many of these properties are situated in picturesque surroundings, often within the countryside or on the outskirts of the city, providing stunning views of the Tuscan hills. 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. 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.
Are there pet-friendly house rentals in Siena?
In Siena, there are many pet-friendly house rentals available, offering a charming base for exploring this historic city and the beautiful Tuscan countryside. Travellers can expect a variety of amenities, including fully equipped kitchens, comfortable living spaces, and outdoor areas where pets can enjoy fresh air. Many properties are located within walking distance of the city centre, allowing easy access to Siena's famous attractions such as the Piazza del Campo and the stunning Duomo.
Are there any remote work vacation rentals in Siena?
In Siena, Tuscany, there are numerous remote work vacation rentals available, with around 310 options to choose from. This historic city is not only renowned for its stunning architecture and rich cultural heritage but also offers a conducive environment for working remotely. Many of the properties feature dedicated workspaces, including desks and ergonomic chairs, ensuring comfort during work hours. Additionally, amenities such as high-speed Wi-Fi and laptop workstations are commonly provided, allowing for seamless connectivity. 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 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.
What are popular rental amenities in Siena?
In Siena, popular rental amenities typically include well-equipped kitchens, making it convenient for guests to prepare meals during their stay. Most rentals feature essential appliances such as refrigerators, stovetops, and ovens, along with cookware, dishware, and utensils, allowing visitors to enjoy a home-cooked experience while immersed in the charming atmosphere of this historic city.
When is the best time to visit Siena for a vacation rental?
April is one of the most popular times to visit Siena, as the weather begins to warm up, making it an ideal month for exploring the city's stunning architecture and rich history. During this time, temperatures typically range from 10 to 20 degrees Celsius, providing a comfortable climate for outdoor activities, strolling the charming streets, and enjoying alfresco dining in the beautiful piazzas.

The peak season in Siena runs from July to September, when tourists flock to the city to experience the famous Palio di Siena, a thrilling horse race that takes place in the Piazza del Campo. This vibrant period is bustling with energy, and visitors are treated to an array of cultural events, making it a fantastic time for those who thrive in lively atmospheres.

For those seeking a quieter experience and more affordable vacation rentals, consider visiting in November. During this low season, you can enjoy a more relaxed pace without the crowds, allowing for deeper exploration of the city's hidden gems and the surrounding Tuscan countryside. The autumn colours add a unique charm to the landscape, enhancing the beauty of Siena's historic sites.
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, visitors can immerse themselves in a rich tapestry of history and culture. The Piazza del Campo, renowned for its distinctive shell shape, is the heart of the city and hosts the famous Palio horse race. Surrounding this vibrant square, vacation rentals often reflect the city's medieval architecture, providing a charming base for exploration.

The Siena Cathedral, or Duomo di Siena, is another must-see, showcasing stunning Gothic architecture and intricate artworks. Properties located in the nearby historic centre allow easy access to this architectural marvel, as well as the adjacent Museo dell'Opera del Duomo.
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 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 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.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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