Siena vacation rentals

We found 2,233 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Siena by choosing from 82 houses, 340 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:Nov 7 - Nov 14
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Find out more about Siena

Find out more about Siena

Why visit Siena

  1. Historic architecture: Siena boasts stunning churches and palaces that showcase its rich medieval heritage.
  2. Charming piazzas: Experience the vibrant atmosphere of Siena's picturesque squares, perfect for socializing and relaxation.
  3. Outdoor adventures: The surrounding countryside and Siena mountains offer fantastic opportunities for hiking and exploration.
  4. Cultural experiences: Immerse yourself in local traditions, art, and the famous Palio horse race.
  5. Luxurious accommodations: Enjoy a range of vacation rentals, from cozy apartments to elegant villas, ensuring a comfortable stay.

Popular types of accommodation in Siena

Planning a getaway to Siena? You're in for a treat! Explore the charming selection of vacation rentals, including stunning villas, cozy apartments, and private homes that offer the perfect blend of comfort and convenience. Whether you're looking for a holiday apartment or a spacious rental for the whole family, Siena has something for everyone. Discover your ideal accommodation and make your trip unforgettable!

  • Villas: The top choice for vacationers in Siena, offering spacious luxury and stunning views, ideal for families or groups.
  • Apartments: A popular option for visitors seeking comfort and convenience right in the heart of the city.
  • Houses: Great for those wanting a home-like atmosphere, perfect for families or friends travelling together.
  • Caravan Parks: A unique way to experience the outdoors while being close to Siena’s attractions.
  • Cottages: A charming and quaint selection for a peaceful retreat in the Tuscan countryside.**

Top attractions in Siena

Experience the charm of Siena, Tuscany, perfect for culture enthusiasts, outdoor adventurers, and romantic getaways. Explore its stunning churches, historic palaces, and vibrant piazzas, all catering to families and culture seekers alike. Don't miss the chance to indulge in sightseeing throughout Tuscany, Italy, and the enchanting province of Siena for an unforgettable vacation.

  1. Piazza del Campo: This iconic square is the heart of Siena, known for its unique shell shape and vibrant atmosphere. It's a gathering place for locals and tourists alike, where you can enjoy the lively culture, cafés, and stunning medieval architecture.
  2. Siena Cathedral: A masterpiece of Gothic architecture, this cathedral boasts intricate artworks and a breathtaking façade. Its richly decorated interiors and stunning floor mosaics provide a deep cultural experience that reflects Siena's rich history.
  3. University of Siena: One of Italy's oldest universities, this modern institution combines historic charm with contemporary education. The vibrant environment offers insight into student life and academic excellence in a picturesque setting.

Things to do recommended for couples

For a romantic getaway in Siena, explore the enchanting Castle of Brolio winery, just 14.5km away, indulge in a delightful meal at All'Orto de' Pecci in the heart of the city, and unwind together at San Giovanni Terme Rapolano, 20.9km away, for some much-needed relaxation.

Things to do recommended for families

Families visiting Siena can enjoy the excitement of karting at the Siena Circuit, explore the sports atmosphere at Stadio Artemio Franchi, or gaze at the stars at the Chianti Observatory, making for a fun-filled adventure in Tuscany!

Things to do recommended for groups

In Siena, your group can savour local wines at Enoteca Italiana, experience captivating performances at Teatro dei Rinnovati, and embark on an adventurous hike along the picturesque Sentierelsa Trail, located 19.3km away, offering breathtaking scenery and outdoor fun.

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

Whether you're travelling with a group, as a family, bringing your pets along, or seeking extended stays, it's important to filter your options according to your key priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Siena with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor area for group activities. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Siena with young kids: Traveling with young children can present its own set of challenges. It’s important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to take into account how close you are to family-friendly attractions.
  • Taking your pets with you to Siena: For many, a family vacation isn't truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds to ensure that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Siena: If you're in search of vacation rentals offering discounts 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 consider adding amenities like a parking space, a well-equipped kitchen, or a private pool to your search as well.

Where to stay in Siena

Exploring Siena, Tuscany, offers an enchanting blend of history, art, and stunning landscapes. Whether you're wandering through the charming streets of the city or venturing into the serene Sienese countryside, you'll find a warm, welcoming atmosphere. The nearby Siena mountains provide a perfect backdrop for outdoor adventures, while luxurious accommodations ensure a romantic getaway. From cultural experiences to peaceful retreats, Siena is a delightful destination for every traveller seeking beauty and relaxation.

  • Siena City Centre: The Siena City Centre is the vibrant heart of Siena, known for its rich culture and charming atmosphere. This neighbourhood offers visitors a blend of outdoor experiences and family-friendly activities. You can indulge in luxurious spa treatments, explore educational venues, and immerse yourself in the local culture. With historic places and sites nearby, including the iconic Piazza del Campo, this area is perfect for those wanting to experience the essence of Siena.
  • Castellina in Chianti: Located 17.7km from Siena, Castellina in Chianti is a picturesque town that embodies the romance and allure of Tuscany. Known for its breathtaking landscapes and vibrant entertainment scene, it invites travelers to explore outdoor activities amid rolling hills and vineyards. Visitors can enjoy rejuvenating spa experiences and discover the local historic sites, including ancient castles and charming architecture. This enchanting city is an ideal getaway for couples and those seeking a tranquil escape.
  • Siena Historical Center: The Siena Historical Center is a UNESCO World Heritage Site that showcases the city's medieval charm. This neighbourhood is perfect for culture enthusiasts and families looking for outdoor fun. Here, you can enjoy educational experiences, scenic walks, and relaxing spa services. The area is rich in historic landmarks, including the stunning Siena Cathedral and various tourist precincts, making it a must-visit for anyone wanting to delve into the storied past of this beautiful city.

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 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 be beneficial, as prices often fluctuate. Additionally, you can enjoy considerable savings by choosing to book a longer stay. To discover a Vrbo property that aligns with your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to support you in finding the perfect option for your needs!

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers an easy-to-use platform for planning your travels. You can start new trips, resume your previous plans, or organize your itinerary all in one place. Your saved or booked properties will be conveniently sorted under Potential, Upcoming, or Current Trips. To begin exploring 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)
  • Alta Val d'Elsa River Park (11.1 mi / 17.8 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)

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?
Book a vacation home in Siena Historical Center and you'll be based in one of Siena's leading areas. Siena Cathedral and Torre del Mangia are much-loved attractions here that'll occupy you during your visit.
What is the most popular type of vacation rental accommodation in Siena?
Apartments are the most popular style of vacation rental in Siena, according to our data. Even if you have something bigger or smaller in mind, Vrbo has properties in many sizes and shapes. Filter 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 home in Siena depends on several factors, like season, length of stay and property type. Whether you prefer a sprawling house with room for friends and family or a cozy condo just enough for two, just enter your travel dates to find stays that offer great value.
How much does it cost to rent a beach house in Siena?
The average price for a vacation home near the beach in Siena depends on when you're visiting the area and the style and size of property you're looking for. Find prices quickly and easily on Vrbo by entering your preferred travel dates and destination. Then use the filter tool to select the number of bedrooms and amenities that you prefer, such as WiFi, air conditioning and a pool.
Are there pet-friendly vacation rentals in Siena?
Pack a tug toy and treats for your pup because Siena has 151 vacation rentals that put out the welcome mat to pets. Let your furriest friend join in with the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your dates then check our "Pets allowed" filter box.
Can I rent a house with a pool in Siena?
Add a whole new level of fun to your getaway by staying in one of the 13 houses with a private pool in Siena. Use our search filter to find properties with pools on Vrbo, then spend your days splashing and playing in a swimming pool that's all yours.
What are popular rental amenities in Siena?
When it comes to rental amenities that people are searching for in Siena, a firepit, a barbecue grill and a sauna rank the highest. With Vrbo vacation homes, there are options to suit your taste and style, whether you're going on a vacation with friends, relatives or even pets.
Are there large group vacation rentals in Siena?
With 10 properties that can host 10 or more guests in Siena, you won't have to leave anyone off your invite list. From vacations with the extended family to special events like Thanksgiving or Christmas parties, Vrbo can help you find a large group rental that fits the occasion.
Are there vacation rentals in Siena that welcome kids?
Siena has 150 family-friendly vacation homes to choose from. And securing a stay that welcomes little ones is a breeze with Vrbo's "Properties good for families" filter. Besides having the whole place to yourselves, you'll enjoy access to conveniences and perks such as bunk beds, yards and private pools.
What are the top attractions for families in Siena?
Keeping the kiddos entertained during your stay in Siena is easy with these family-friendly attractions:

  • Monteriggioni Castle
  • Palazzo Pubblico
  • Siena Circuit

Are there one-bedroom vacation rentals in Siena?
Siena has 48 one-bedroom rentals available. Usually situated in prime spots because of their smaller size, a one-bedroom rental is perfect if you're getting away with your partner or a pal. And with comforts such as laundry facilities and more privacy than a standard hotel, you'll be able to kick back and relax while sightseeing around this fabulous destination.
Can I find two-bedroom vacation rentals in Siena?
Take off with your besties and enjoy peace, privacy and comfort in one of the 64 two-bedroom vacation rentals Siena has to offer.
Are there vacation rentals with WiFi in Siena?
You can pick from 40 vacation rentals with WiFi in Siena. If you want to disconnect from daily life on your trip, but still want to be connected to the web, these properties have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Siena?
Siena has 75 vacation rentals where you'll be able to chill out in air-conditioned comfort. To locate a stay on Vrbo that comes with this amenity, enter your travel dates and use the handy filter tool to select the "air conditioning" box.
How old do you have to be to rent a vacation rental in Siena?
We advise checking with the Siena vacation home you're considering on Vrbo as the age limit differs. However, typically it's 16, 18 or 21.
How long can I rent a vacation rental in Siena for?
The amount of time you can rent a Siena vacation home for is down to each property. Simply tap in your dates of travel to browse available options offering extended stays. They have all the things you need to make your extended break more comfortable and convenient, such as kitchens and laundries. Some Vrbo vacation properties may also offer weekly or monthly discounted prices, so you can stay longer for less money.

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