Siena holiday lettings

We found 2,209 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Siena by choosing from 76 houses, 330 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:3 Oct - 10 Oct
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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.

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.

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

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.

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:

  • 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)
  • Chianti Sculpture Park (5.8 mi / 9.3 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?
Book a holiday home in Siena Historical Centre 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 holiday rental accommodation in Siena?
Apartments are the most popular style of holiday 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 holiday rental in Siena?
The average price for a holiday 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 cosy 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 holiday 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 holiday rentals in Siena?
Pack a tug toy and treats for your pup because Siena has 151 holiday 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 holiday 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 holiday homes, there are options to suit your taste and style, whether you're going on a holiday with friends, relatives or even pets.
Are there large group holiday 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 holidays 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 holiday rentals in Siena that welcome kids?
Siena has 150 family-friendly holiday 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 holiday 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 holiday rentals in Siena?
Take off with your besties and enjoy peace, privacy and comfort in one of the 64 two-bedroom holiday rentals Siena has to offer.
Are there holiday rentals with WiFi in Siena?
You can pick from 40 holiday 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 holiday rentals with air conditioning in Siena?
Siena has 75 holiday 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 holiday rental in Siena?
We advise checking with the Siena holiday 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 holiday rental in Siena for?
The amount of time you can rent a Siena holiday 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 holiday properties may also offer weekly or monthly discounted prices, so you can stay longer for less money.

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