Siena vacation rentals

We found 2,176 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Siena by choosing from 75 houses, 322 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

Find out more about Siena

Why visit Siena

  1. Rich Cultural Heritage: Explore stunning churches, lively piazzas, and captivating museums that showcase Siena's historical significance.
  2. Picturesque Landscapes: Enjoy breathtaking views of the surrounding Tuscan hills and charming neighborhoods perfect for leisurely strolls.
  3. Romantic Atmosphere: Experience the enchanting charm of Siena, ideal for couples seeking a romantic getaway.
  4. Diverse Accommodation: Choose from cozy holiday homes, charming villas, and apartments to suit your travel needs.
  5. Local Galleries and Events: Immerse yourself in Siena's vibrant art scene and enjoy seasonal festivals and events.

Popular types of accommodation in Siena

Discover the charm of Siena with our diverse vacation rentals, perfect for every traveler. From cozy apartments to spacious houses and inviting caravan parks, you’ll find the ideal accommodation to suit your needs. Whether you’re seeking a villa with a pool or other holiday accommodations, our selection offers transparency and savings, ensuring a memorable stay in this stunning Italian city. Start planning your Siena getaway today!

  • Caravan Parks: Enjoy a unique stay at one of Siena's popular caravan parks, perfect for those seeking a blend of nature and comfort.
  • Apartments: Discover the charm of Siena by booking a cozy apartment, ideal for couples and solo travelers alike.
  • Houses: Experience home-like comfort in houses, perfect for families or groups of friends.
  • Villas: Indulge in luxury with spacious villas that offer stunning views and rich Tuscan ambiance.
  • Cottages: Opt for quaint cottages that provide a rustic feel, ideal for a peaceful retreat in the countryside.**

Top attractions in Siena

Siena, Tuscany, is a perfect destination for culture, outdoor activities, and romance. Visitors can explore stunning churches, lively piazzas, and captivating museums that highlight the city's rich heritage. Don't miss the local galleries and consider a farm holiday for a unique experience. Whether you're traveling solo, as a couple, or with family, Siena offers a memorable vacation filled with charm and history.

  1. Piazza del Campo: This stunning square is the heart of Siena, famous for its unique shell shape and vibrant atmosphere. It hosts the thrilling Palio horse race twice a year, showcasing the city’s rich culture and lively city vibes.
  2. Siena Cathedral: A masterpiece of Gothic architecture, this cathedral features intricate marble floors and stunning artworks. Its serene ambiance and cultural significance make it a must-visit for art and history enthusiasts.
  3. University of Siena: One of the oldest universities in Italy, it combines historical charm with modern education. The campus buzzes with student life, offering a glimpse into the vibrant city culture.

Things to do recommended for couples

For a romantic getaway in Siena, visit the enchanting Castle of Brolio, just 9 miles away, for delightful wine tastings. Savor a cozy dinner at Frateria di Padre Eligio in the heart of the city, then unwind with a rejuvenating treatment at San Giovanni Terme Rapolano, only 13 miles from Siena.

Things to do recommended for families

In Siena, families can enjoy the lively Stadio Artemio Franchi for sports, experience thrilling karting at Siena Circuit just 7 miles away, and explore the stars at the Chianti Observatory, located 15 miles from the city. Each spot offers unique fun for all ages!

Things to do recommended for groups

Experience the charm of Siena with a visit to Enoteca Italiana for local wines, enjoy a captivating show at Teatro dei Rinnovati, or embark on an adventure with Hedonistic Hiking, where you can explore stunning outdoor scenery just 9 miles from the city.

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

When traveling with a group, family, pets, or if you're seeking extended stays, it's important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Siena with a group: Think about how many bedrooms you require, as well as any amenities you might want, like a full kitchen or outdoor space for gatherings. Luckily, Vrbo allows you to filter for these features and many more.
  • Traveling to Siena with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Siena: For many families, a vacation just wouldn't be the same without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds to ensure that all members of the family feel comfortable and at home.
  • Planning for a long term stay visiting Siena: If you're in search of vacation rentals that offer great deals 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 even a private pool in your search criteria.

Where to stay in Siena

Experience the enchanting charm of Siena, Tuscany, where rich history and stunning art converge. Explore the picturesque skyline, relax in cozy holiday homes, and immerse yourself in the romantic atmosphere of Southern Tuscany. The surrounding landscapes offer breathtaking views and quaint neighborhoods, perfect for leisurely strolls. Whether you seek culture, outdoor adventures, or a romantic getaway, Siena and its surroundings promise unforgettable moments filled with warmth and beauty.

  • San Gimignano: Located 18 miles from Siena, San Gimignano is a captivating medieval town renowned for its stunning towers and rich cultural heritage. This UNESCO World Heritage Site offers a romantic atmosphere perfect for leisurely strolls along its cobblestone streets. Visitors can indulge in outdoor activities such as hiking the scenic countryside or enjoying a spa day. Local attractions include historic sites and charming tourist precincts, making it a delightful stop for those seeking a blend of culture and relaxation.
  • Siena City Centre: The vibrant Siena City Centre is the heart of this historic city, offering an incredible experience for culture enthusiasts and families alike. Here, travelers can explore the impressive architecture, including the iconic Piazza del Campo, and enjoy outdoor spaces perfect for picnicking or simply soaking in the atmosphere. With numerous educational opportunities and wellness venues, including spas and body treatment centers, the City Centre combines leisure and learning seamlessly. The proximity to historic sites and lively tourist precincts adds to the excitement of exploring this enchanting area.
  • Siena Historical Center: The Siena Historical Center is a treasure trove of history and culture, boasting stunning medieval architecture and a lively atmosphere. Visitors can wander through its narrow streets, discovering picturesque squares and local shops. This area is perfect for outdoor exploration, family activities, and educational experiences. With a variety of spas and wellness treatments available, it’s an ideal destination for relaxation as well. The Historical Center's close proximity to numerous historic sites and tourist precincts ensures a rich and fulfilling visit.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January40.8°F (4.9°C)Light RainMostly SunnyAverageModerately Low
February42.8°F (6.0°C)Light RainMostly SunnyAverageModerately Low
March47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
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 RainSunnyAverageModerately High
July75.9°F (24.4°C)No Rain (Dry)SunnySlightly HighAverage
August75.6°F (24.2°C)No Rain (Dry)SunnyAverageModerately High
September67.1°F (19.5°C)Light RainMostly SunnySlightly HighModerately High
October58.5°F (14.7°C)Light RainMostly SunnySlightly LowAverage
November50.0°F (10.0°C)Light RainMostly SunnySlightly LowModerately Low
December43.3°F (6.3°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that aligns with your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We’re here to help you find the best option for your needs!

Save more with One Key

When you reserve a qualifying Vrbo for your group getaway, you’ll earn OneKeyCash™ on the full booking amount. Being the organizer really has its perks! Become a member of our One Key rewards program to enjoy exclusive savings and accumulate OneKeyCash™ on eligible stays. Sign up today and start reaping the benefits!

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient platform for you to plan new trips, track your ongoing arrangements, and manage your bookings. Your saved or reserved properties are organized into categories: Potential, Upcoming, or Current Trips. To dive into Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

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:

  • 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)
  • Borgo di Vescine - Tenute di Castelvecchi (13.7 mi / 22 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)
  • Sentierelsa Trail (12.4 mi / 20 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 (5.8 mi / 9.3 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?
Siena City Centre is among the most popular neighborhoods where you’ll find a vacation rental in Siena. While you’re in the area, check out impressive attractions such as Palazzo Pubblico and Fonte Gaia.
What is the most popular type of vacation rental accommodation in Siena?
Apartments are the most popular kind of vacation rental in Siena, according to our data. Even if you’ve got something a little different in mind, Vrbo has vacation homes in many shapes and sizes. Take a look at our options to find your ideal fit.
How much does it cost to rent a vacation rental in Siena?
The average price for a vacation rental in Siena is determined by several factors, including length of stay, season and property type. Whether you prefer a sprawling villa with space for the whole family or a cozy condo for just you and the kids, just enter your travel dates to discover stays that offer great value.
How much does it cost to rent a beach house in Siena?
Prices for beach houses in Siena can differ depending on the size and type of the property and when you’re traveling. All you have to do is enter your travel dates into Vrbo and how many guests to see your rental options and prices. From there you can use the filters to narrow your search by nearby activities, ratings, amenities and more.
Are there pet-friendly vacation rentals in Siena?
There certainly are. You can choose from 391 vacation homes that roll out the welcome mat in Siena on Vrbo. Our furry friends also deserve a little time out, so simply use our search function for pet-friendly vacation rentals to find a perfect property where your puppy can lap up the fun.
Can I rent a house with a pool in Siena?
Check the “pool” box in our filter tool and choose from 113 houses with private pools in Siena on Vrbo. Lazy soak or ball games and races? Leisure time is up to you when your Vrbo vacation property comes with a swimming pool.
What are popular rental amenities in Siena?
A nearby waterfront, a swimming pool and tennis rank as the most popular rental amenities in Siena. Whether you’re taking a trip as a party of one, with your other half or a group of best friends, Vrbo can help you find a vacation home that suits your style with all the features you need.
Are there large group vacation rentals in Siena?
You’ll find 42 vacation homes in Siena that can accommodate 10 or more guests. Whether you’re organizing a trip with extended family or an event like a birthday party, there’s ample room to get your loved ones together under the same roof.
Are there vacation rentals in Siena that welcome kids?
Bring the whole family together for a fun-filled adventure in Siena at one of our 367 family-friendly vacation rentals. Lots of these stays offer amenities that are perfect for trips with the little ones, including kitchens, living rooms and private pools. Just click on the “Properties good for families” filter and pick your favorite option.
What are the top attractions for families in Siena?
Keeping the kids entertained during your vacation in Siena is a snap with these leading family-friendly attractions:

  • Basilica dell’Osservanza
  • Palasport Mens Sana
  • Accademia Musicale Chigiana

Are there one-bedroom vacation rentals in Siena?
Yes, Siena has 136 one-bedroom rentals available. Often located in prime spots because of their compact size, a one-bedroom vacation property is perfect if you’re getting away with a pal or your partner. And with home comforts such as air conditioning and more privacy than a standard hotel, you’ll be able to kick back and relax while enjoying this fabulous destination.
Can I find two-bedroom vacation rentals in Siena?
Siena has 120 two-bedroom vacation properties to choose from. Book a vacation home with all the space and privacy you need at an attractive price on Vrbo.
Are there vacation rentals with WiFi in Siena?
Siena has 122 vacation rentals with WiFi, so you’ll be able to stay connected while traveling. Simply check the “WiFi” box in our handy search filter for a list of properties with this feature. From streaming movie blockbusters to sending emails, these Vrbo homes make it a cinch to go online.
How can I find vacation rentals with air conditioning in Siena?
Pick your travel dates and then use our filter tool to locate vacation rentals with air conditioning in Siena on Vrbo. With 199 air-conditioned properties to choose from here, you can enjoy a cool and comfortable break.
How old do you have to be to rent a vacation rental in Siena?
You’ll have to check with the Siena vacation rental you’re looking at on Vrbo as the age limit varies. However, normally it’s 16, 18 or 21.
How long can I rent a vacation rental in Siena for?
It’s up to the Siena property. To look at a list of options offering extended stays, just type your dates and number of guests into Vrbo. You can enjoy having the whole place to yourself, along with the comforts of home like a full kitchen, air conditioning and an outdoor space where the kids can run around and play. Keep an eye out for long-term stays that offer weekly or monthly discounts.
Does Vrbo offer discounts for vacation homes in Siena?
Whether you’ve got your sights set on one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you’re sure to score some amazing deals and discounts on Vrbo. From short stays to extended vacations, we’ve got the ideal space for your next Siena escape.

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