Siena holiday lettings

We found 2,135 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Siena by choosing from 77 houses, 348 apartments and other holiday rentals. Whether you're going on holiday with family or friends, holiday rentals have the best amenities for spending time at your holiday home, which might include a fireplace and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Siena

Showing deals for:13 Feb - 20 Feb

Image gallery for "Borgo dei Fondi" Splendid Farmhouse free wifi-free parking

Pool
10 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)

"Borgo dei Fondi" Splendid Farmhouse free wifi-free parking

Siena, Tuscany

5% off
Price is £3,280
for 7 nights, 1 villa
£469 per night
includes taxes & fees
"Borgo dei Fondi" Splendid Farmhouse free wifi-free parking

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Why visit Siena

  • Historic architecture: Explore the stunning Siena Cathedral and other historic palaces that showcase the city's rich heritage.
  • Charming streets: Stroll through picturesque streets lined with outdoor cafés, perfect for relaxation and people-watching.
  • Cultural immersion: Engage with Siena's vibrant culture through local festivals and artistic events that reflect its unique charm.
  • Scenic landscapes: Enjoy the breathtaking views of the Tuscan countryside that surrounds this enchanting city.
  • Diverse accommodation: Choose from luxurious villas to cosy apartments for a comfortable stay tailored to your needs.

Popular types of accommodation in Siena

Discover the charm of Siena with our selection of holiday rentals. Whether you prefer a luxurious villa, a cosy private vacation home, or a stylish apartment, we have the perfect accommodation to suit your needs. Explore the stunning architecture and rich history of this iconic city while enjoying the comfort and convenience of our Siena holiday rentals. Your ideal getaway awaits—find your perfect retreat in rentals Siena today!

  • Villas: The top choice for holiday rentals in Siena, offering luxurious space and stunning views perfect for relaxation.
  • Houses: A popular option, ideal for families or groups seeking comfort and privacy during their stay.
  • Apartments: A convenient choice for those wanting to immerse themselves in local culture while enjoying modern amenities.
  • Caravan Parks: A unique and adventurous way to experience Siena, perfect for nature lovers and those seeking a more laid-back atmosphere.
  • Cottages: Charming and quaint, these are perfect for a cosy getaway in the beautiful Tuscan countryside.**

Top attractions in Siena

Siena, Tuscany, is perfect for culture enthusiasts and romantic getaways, featuring stunning churches, historic palaces, and vibrant piazzas. Notable attractions include the magnificent Siena Cathedral, which showcases the city's rich heritage. With a variety of experiences catering to families and culture seekers alike, visitors can immerse themselves in Siena's unique charm and history, ensuring a memorable vacation in this enchanting Italian city.

  • Siena Cathedral: A magnificent example of Italian Gothic architecture, this cathedral features stunning frescoes and intricate marble floors. Its striking façade and the impressive interior create a rich cultural experience that reflects Siena's artistic heritage.
  • Piazza del Campo: Renowned for its unique shell shape, this bustling square is the heart of Siena, hosting the famous Palio horse race. Surrounded by historic buildings, it's a vibrant gathering place filled with cafes and a lively atmosphere.
  • Fortezza Medicea: This historic fortress offers panoramic views of Siena and its surroundings. Built in the 16th century, it showcases Renaissance military architecture and provides a tranquil space for leisurely walks amidst gardens.

Things to do recommended for couples

For a romantic getaway in Siena, visit the enchanting Castle of Brolio for wine tasting, savour a meal at Frateria di Padre Eligio for a delightful dining experience, and unwind at San Giovanni Terme Rapolano for a soothing spa treatment. Perfect for couples seeking romance and relaxation!

Things to do recommended for families

Your family can enjoy the thrilling atmosphere at Stadio Artemio Franchi, experience adventurous karting at Siena Circuit, or gaze at the stars at Chianti Observatory. Each location offers unique vibes for a memorable family holiday in Siena.

Things to do recommended for groups

Groups visiting Siena can indulge in exquisite wines at Enoteca Italiana, enjoy captivating performances at Teatro dei Rinnovati, and embark on an adventurous hike with stunning scenery at Hedonistic Hiking, located a mere 5.6km from the city.

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

If you're travelling with a group, family, pets, or seeking extended stays, be sure to refine your search according to your key preferences. 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 additional features like a fully-equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Siena with young kids: Travelling with young children can be quite demanding. It's essential to prioritise 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 are suitable for families.
  • Taking your pets with you to Siena: For many, a family holiday isn't truly complete without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Siena: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the perfect 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 and around Siena

Siena, a jewel of Tuscany, offers a rich tapestry of culture and history for the discerning traveller. Stroll through its charming streets, relax in outdoor cafés, and immerse yourself in the stunning landscapes that surround the city. With a vibe that is both welcoming and serene, Siena is perfect for a romantic getaway or a peaceful holiday. Don't miss the heart of Siena, where historical treasures await your exploration, making it an unforgettable vacation destination.

  • Castellina in Chianti: Nestled approximately 6.8km from Siena, Castellina in Chianti captivates visitors with its romantic charm and stunning landscapes. This delightful city is renowned for its outdoor experiences, making it an ideal destination for nature lovers. Enjoy a range of activities such as rejuvenating spa treatments and leisurely walks through the scenic countryside. The area is dotted with historic landmarks, including castles and ancient sites, offering a glimpse into its rich heritage. Whether you’re indulging in fine wine or exploring the local culture, Castellina in Chianti promises an enchanting escape.
  • Siena City Centre: The heart of Siena, this vibrant neighbourhood is steeped in culture and history. Located in close proximity to many of the city’s iconic sites, Siena City Centre is perfect for families and culture enthusiasts alike. Visitors can immerse themselves in the local scene with a variety of educational experiences and wellness options, including popular spa and body treatment venues. Iconic landmarks such as historic buildings and tourist precincts highlight the area’s artistic heritage, making it a must-visit for anyone wishing to experience the essence of Siena.
  • Castelnuovo Berardenga: Just 5.6km from Siena, Castelnuovo Berardenga is a charming city that offers a blend of romance and entertainment. With its picturesque landscapes and outdoor activities, it’s ideal for those seeking both relaxation and excitement. The city boasts a vibrant theatre scene and numerous spa options for unwinding after a day of exploration. Visitors can marvel at historic places and monuments within the area, enriching their understanding of local history while enjoying the stunning Tuscan scenery. Castelnuovo Berardenga is a delightful destination for a memorable 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 a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Furthermore, opting for a longer stay often results in significant savings. To discover the ideal Vrbo property that suits your budget, make use of our filters to refine your search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a user-friendly area where you can plan new journeys, continue from where you last stopped, or manage your travel arrangements. You'll discover your saved or booked properties neatly organised into Potential, Upcoming, or Current Trips. To begin utilising Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The historical 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 trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Siena

Are you searching for attractions to visit in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Siena a fun place to get away to. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • 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 looking for exciting outdoor activities or just want to take in the scenery, Siena is a great place to get out in nature. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • 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)

Transport options to and around Siena

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

If you prefer train travel, you can make your way to Siena Station.

Frequently asked questions

What is the best area to stay in Siena when booking a holiday rental?
When considering the best area to stay in Siena for a holiday rental, the historic centre is the top choice. This UNESCO World Heritage site is rich in medieval architecture and charm, making it an ideal base for exploring the city. Here, you'll find a plethora of holiday rentals, from cosy apartments to elegant villas, offering visitors a chance to immerse themselves in the local culture.

In the heart of the historic centre, you can easily access iconic attractions such as the stunning Piazza del Campo, famed for its unique shell shape and the exciting Palio horse race held biannually. Just a short stroll away is the magnificent Siena Cathedral, a masterpiece of Gothic architecture with its striking façade and beautifully decorated interiors. The vibrant atmosphere and proximity to restaurants, shops, and local markets make this area particularly appealing for those looking to experience the essence of Siena.

Another excellent option is the neighbourhood of San Francesco, located slightly outside the main tourist areas but still within walking distance of the centre. This area offers a quieter environment while still providing easy access to attractions like the beautiful Basilica di San Francesco and the scenic views from the nearby Fortezza Medicea. San Francesco has a good selection of properties, allowing visitors to enjoy a more local vibe while being close to the city's highlights.
How much does it cost to rent a holiday home in Siena?
Prices for holiday 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 holiday 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 holiday rental accomodation in Siena?
In Siena, apartments are the most popular type of holiday rental, with approximately 275 available throughout the city. These apartments are often situated in historic neighbourhoods, providing easy access to iconic landmarks such as the Piazza del Campo and the Siena Cathedral. Most rooms come equipped with fully functional kitchens, comfortable living areas, and some may even feature charming balconies with views of the picturesque streets.
Are there any family house rentals in Siena?
In Siena, Tuscany, there is a wide selection of family-friendly house rentals, with around 219 options available. The city is renowned for its medieval architecture and rich history, making it an excellent choice for families looking to explore. Many of these properties offer spacious living areas, well-equipped kitchens for preparing meals, and outdoor spaces where children can play safely. Visitors can expect amenities such as Wi-Fi, air conditioning, and sometimes even private gardens or pools, ensuring a comfortable and enjoyable stay.
Can I rent a holiday home with a pool or hot tub in Siena?
In Siena, Tuscany, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 84 options to choose from. This historic city is surrounded by the enchanting Tuscan countryside, providing a picturesque setting for a relaxing getaway. Many properties come equipped with private pools, and some even offer hot tubs, allowing guests to unwind while enjoying stunning views of the rolling hills and vineyards. Find your rental in Siena with a pool or a hot tub.
Can I find long-stay holiday rentals in Siena?
A long-stay holiday 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 a variety of pet-friendly house rentals available, with around 151 options for travellers seeking to enjoy this historic city with their furry companions. Many of these rentals are located within the picturesque city centre or in the beautiful surrounding countryside, offering both convenience and stunning views of the Tuscan landscape.

Visitors can expect amenities such as fully equipped kitchens, outdoor spaces for pets to roam, and comfortable living areas that cater to families or groups. Some properties may also feature private gardens or terraces, ideal for enjoying the serene Tuscan evenings.
Are there any remote work holiday rentals in Siena?
In Siena, Tuscany, there are numerous remote work holiday rentals available, with around 310 options to choose from. The city offers a beautiful blend of history and modern amenities, making it an ideal setting for those looking to work remotely while enjoying the rich culture of the region. Many of these properties come equipped with essential amenities such as Wi-Fi, dedicated workspaces, desks, and even safe storage for valuables, ensuring a productive environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Siena holiday rentals with parking?
Vrbo offers a wide selection of holiday 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 holiday rental?
April is one of the most popular times to visit Siena, as the city comes alive with blooming flowers and pleasant temperatures ideal for outdoor exploration. This month offers a delightful spring climate, typically around 15-20°C, great for wandering the historic streets, enjoying the rich culture, and sampling the exquisite local cuisine.

The peak tourist season in Siena spans from July to September, when visitors flock to the city to experience its vibrant summer festivals, including the famous Palio di Siena. During this period, the atmosphere is electric, with numerous events and activities that highlight the city's unique traditions. However, this busy time also means you'll encounter larger crowds at popular attractions and may find accommodation prices on the higher side.

For travellers looking for more budget-friendly options, November presents a wonderful opportunity to explore Siena in a quieter setting. While the weather can be chillier, averaging around 10-15°C, you can enjoy the city's historic sites without the summer crowds and take advantage of lower rental rates. Plus, November offers a chance to experience local traditions and harvest celebrations, showcasing the region's culinary delights.
How early should I book a Siena holiday rental?
Book your Siena holiday 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 holiday 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 take part in a wealth of historical and cultural attractions. The Piazza del Campo, renowned for its distinctive shell shape, is a must-visit, where the famous Palio horse race takes place twice a year. Surrounding this vibrant square, holiday rentals often offer traditional Tuscan charm and proximity to local cafes and shops.

The stunning Siena Cathedral, or Duomo di Siena, is another highlight, showcasing remarkable Gothic architecture and intricate artworks, making it a short walk from many accommodations in the city centre.

For those seeking a more local experience, the neighbourhoods of San Francesco and the area around the Basilica di San Domenico provide charming streets lined with artisan shops and quaint eateries. Additionally, visitors can explore the historic contrade, or districts, which are integral to Siena's cultural fabric, each featuring unique traditions and vibrant colours.
Can I change or cancel my Siena home rental booking on Vrbo?
To find Siena holiday 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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Siena holiday 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.

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