Siena holiday rentals

We found 2,017 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Siena by choosing from 42 houses, 221 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:20 Nov - 27 Nov

Image gallery for Villa Curiano - Siena

Outdoor dining
10 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)

Villa Curiano - Siena

Monteroni d'Arbia

7% off
Price is AU$17,079
for 7 nights, 1 villa
AU$2,440 per night
includes taxes & fees
Villa Curiano - Siena

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Why visit Siena

  • Historic splendour: Wander through Siena’s ancient streets and marvel at its medieval architecture, echoing centuries of rich heritage.
  • Iconic landmarks: Admire the majestic Siena Cathedral and the renowned Piazza del Campo, both central to the city’s charm.
  • Cultural immersion: Delve into local traditions, art, and history that make Siena a captivating cultural experience.
  • Picturesque ambience: Enjoy the inviting, cosy neighbourhoods and scenic vistas that typify this Tuscan gem.
  • Romantic allure: Embrace the enchanting atmosphere, perfect for a romantic getaway or a family retreat.

Popular types of accommodation in Siena

Discover the enchanting city of Siena, Tuscany, where stunning medieval architecture and vibrant culture await. With an array of holiday rentals, including villas, private homes, and apartments, you can find the perfect base to explore iconic landmarks such as the Piazza del Campo and the magnificent Siena Cathedral. Enjoy exceptional Siena accommodation deals and immerse yourself in the local charm. Whether you're seeking a romantic getaway or a family retreat, unforgettable experiences await in this historic gem.

  • Villas: Delight in spacious and luxurious villas, ideal for families or groups seeking a memorable getaway in the heart of Tuscany.
  • Private Holiday Homes: Experience the comforts of home with private holiday residences, perfect for those desiring a personalised stay.
  • Apartments: Choose from a variety of well-appointed apartments, offering convenience and a taste of local living in Siena.
  • Caravan Parks: Enjoy a unique outdoor experience at caravan parks, where you can connect with nature while exploring the region.
  • Cottages: Embrace the charm of cosy cottages, providing a quaint and intimate setting for your Tuscan retreat.**

Top attractions in Siena

Siena, Tuscany, Italy, enchants with its rich cultural heritage and scenic outdoor allure. Discover historic churches, stately palaces, and bustling piazzas that echo centuries of tradition. Ideal for cultural, family, and romantic getaways, this picturesque city offers a distinctive blend of art, history, and vibrant local life, ensuring an unforgettable experience in the heart of Tuscany.

  • Piazza del Campo: This stunning square is renowned for its unique shell shape and is the heart of Siena’s social life. Surrounded by historic buildings, it offers a vibrant atmosphere, especially during the famous Palio horse race.
  • Fortezza Medicea: A magnificent historic fortress that provides a glimpse into the city’s past. With its impressive ramparts and beautiful gardens, it is an ideal spot for a leisurely stroll and offers cultural events throughout the year.
  • Siena Cathedral: A masterpiece of Gothic architecture, this cathedral features intricate façade and stunning interiors, including the renowned Piccolomini Library. It is a must-visit for art and history enthusiasts.

Things to do recommended for couples

In Siena, savour romantic moments wandering through medieval streets and cosy trattorias. Enjoy a leisurely stroll or a scenic drive through the Tuscan countryside, making memories with your loved one in the heart of Italy.

Things to do recommended for families

Families will love exploring the charming streets of Siena, discovering the Piazza del Campo, and visiting the stunning Siena Cathedral. Interactive activities at the Museo di Storia Naturale will engage children, while the nearby San Gimignano offers a taste of medieval history and delightful gelato for all to enjoy.

Things to do recommended for groups

Groups in Siena can enjoy a local adventure at Saltalbero Adventure Park, a zipline and ropes course located 21km away, where outdoor enthusiasts can experience thrilling activities in a picturesque setting.

*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

If you're travelling with a group, as a family, bringing your pets, or seeking longer stays, be sure to filter your options according to your key priorities. Here are some helpful booking tips for your Stayz experience.

  • Traveling to Siena with a group: Consider how many bedrooms you require, as well as features like a fully equipped kitchen or an outdoor area for group gatherings. Fortunately, you can refine your search on Stayz to include all these elements and many more.
  • Traveling to Siena with young kids: Traveling with young children can be demanding. It’s essential to prioritise their comfort and safety, and to seek out facilities tailored to their age, such as a private swimming pool. It’s also wise to consider 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 four-legged companion. If you identify with this, then explore Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Siena: If you're seeking holiday lets with special offers for stays of a month or more, you've come to the right spot. By applying the appropriate filters, you can effortlessly locate and benefit from discounts on monthly hires. You might also want to include additional preferences such as a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Siena

Siena offers an enchanting blend of cultural splendour and historical charm ideal for a memorable getaway. Visitors can immerse themselves in the rich heritage of its iconic landmarks and cosy neighbourhoods, perfect for a romantic, culture-themed holiday. The city’s atmosphere, filled with relaxing, friendly people and picturesque scenes, makes it a superb destination for those seeking a holiday in Siena with plenty of options for a cosy stay.

  • Radda in Chianti: Nestled a mere 19km from Siena, Radda in Chianti offers a scenic blend of historic allure and modern indulgence. The city is celebrated for its romantic ambience, dynamic entertainment, and expansive outdoor activities. Visitors can enjoy rejuvenating spa treatments and body therapies, or engage in a round of golf amidst stunning landscapes. The vicinity is dotted with captivating landmarks including ancient castles, historic monuments, and time-honoured sites that echo the rich heritage of the region.
  • Castellina in Chianti: Situated 18km from Siena, Castellina in Chianti is a charming city where tradition meets a vibrant cultural scene. Renowned for its romantic setting and lively entertainment, it invites travellers to experience a plethora of outdoor pursuits. Enjoy soothing spa sessions, invigorating body treatments, or an engaging visit to the local theatre. The city is also home to an array of historic sites, from majestic castles to revered monuments, each offering a glimpse into the storied past of the region.
  • Castelnuovo Berardenga: Located 14km from Siena, Castelnuovo Berardenga is a delightful city that seamlessly blends romantic charm with an active outdoor lifestyle. Its reputation for entertainment and relaxation is well-deserved, with opportunities for spa experiences, body treatments, and extensive outdoor adventures. Explore the region’s impressive historic sites, including enduring monuments, ancient castles, and cherished landmarks that collectively narrate the tale of Tuscany’s illustrious history.

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 Stayz is simple

Consider the following alternative version:Looking to get the best value for your next journey? Try being adaptable with your travel dates, as prices do tend to vary. Additionally, opting for a longer stay can often lead to significant savings. To locate the ideal Stayz property that fits your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning made easy

Stayz’s Trip Board offers a handy space where you can create new journeys, resume any plans you’ve previously started, or review and organise your arrangements. You’ll find properties you’ve saved or reserved neatly classified under Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.stayz.com.au/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:

  • Terra di Seta (3.1 mi / 5 km)
  • 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)
  • 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)
  • Val di Merse (11.2 mi / 18 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 (5.7 mi / 9.2 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, Tuscany, you might want to explore the historic centre, which is a UNESCO World Heritage site and brimming with charm. This area offers a range of holiday rentals, from rustic apartments to elegant villas, allowing you to immerse yourself in the city's rich culture and history. One of the top attractions nearby is the stunning Piazza del Campo, renowned for its unique shell shape and vibrant setting, especially during the Palio horse race. Additionally, you can visit the magnificent Siena Cathedral, a masterpiece of Gothic architecture that captivates visitors with its intricate façade and beautiful interiors.

Another delightful area to consider is the neighbourhood surrounding the Sant'Agostino district, known for its tranquil streets and local charm. This area is slightly less touristy, providing a more authentic experience while still being within walking distance of key attractions. Here, you can enjoy local eateries and quaint shops, making it an ideal spot for those wanting to experience the everyday life of Siena.
What is the most popular type of holiday rental accomodation in Siena?
In Siena, apartments are the most popular type of holiday rental, with around 1,200 available throughout the city. These apartments are often situated in charming neighbourhoods, close to historic sites such as the Piazza del Campo and the stunning Siena Cathedral. Most units come equipped with fully functional kitchens, inviting living areas, and many feature balconies or terraces that offer lovely views of the Tuscan landscape.

For those seeking more space, there are approximately 180 holiday houses and 176 villas, which cater well to families or larger groups. These properties typically include multiple bedrooms, private gardens, and outdoor seating areas, making them ideal for relaxation after a day of exploring the region's rich history and culture.
Are there any family house rentals in Siena?
In Siena, Tuscany, there is a wealth of family-friendly house rentals available—specifically, around 217 properties scattered throughout the city and its surrounding areas. Visitors can explore charming neighbourhoods such as the historic centre, where many homes retain traditional Tuscan architecture and provide spacious living areas, making them ideal for families. Many of these residences come equipped with full kitchens, allowing for easy meal preparation, and some even feature outdoor spaces like gardens or terraces where children can play.

Additionally, the proximity to top attractions such as the Piazza del Campo and the stunning Siena Cathedral offers families a wonderful opportunity to immerse themselves in the local culture and history. Many properties are also close to local markets, where families can sample authentic Tuscan cuisine and fresh produce.
Can I rent a holiday home with a pool or hot tub in Siena?
In Siena, Tuscany, there are many holiday homes available for rent that feature pools, with around 67 options to choose from. This enchanting city is surrounded by the beautiful Tuscan countryside, making it an ideal location for those seeking relaxation and stunning views. Properties with pools can typically be found in the scenic hills just outside the city, where guests can enjoy the tranquillity of rural living while being a short drive from Siena's historic centre.

Travellers can expect a variety of amenities in these rentals, including private swimming pools, outdoor dining areas, and fully equipped kitchens, allowing for comfortable self-catering during their stay. Many homes also feature spacious gardens, sun loungers, and sometimes even hot tubs, superb for unwinding after a day of exploring the rich history and culture of Siena. Find your rental in Siena with a pool or a hot tub.
Are there pet-friendly house rentals in Siena?
In Siena, there are numerous pet-friendly house rentals available, with around 129 options for travellers seeking accommodation that welcomes their furry companions. The city itself is steeped in history and charm, offering a variety of holiday rentals that range from traditional Tuscan villas to modern apartments. Many of these properties come equipped with amenities such as spacious gardens, terraces, and fully equipped kitchens, great for families or groups looking to enjoy a comfortable stay.

The historic centre of Siena is a UNESCO World Heritage site, featuring beautiful streets and piazzas that are ideal for leisurely strolls with pets. Additionally, nearby parks and green spaces, such as the Orto de' Pecci, provide lovely spots for walks and relaxation. This area is particularly known for its stunning views and tranquil atmosphere, making it a great choice for those travelling with pets.
Are there any remote work holiday rentals in Siena?
In Siena, Tuscany, there are ample remote work holiday rentals available, with around 1,236 options for travellers. This historic city, renowned for its medieval architecture and vibrant culture, is an excellent choice for those looking to combine work and leisure. Many properties come equipped with essential amenities for remote work, including high-speed internet, Wi-Fi access in rooms, and dedicated workspace areas or desks.

As you explore Siena, you'll find that numerous rentals are situated near key points of interest, such as the stunning Piazza del Campo and the magnificent Siena Cathedral. These locations not only provide a rich cultural experience but also offer nearby cafés and restaurants where you can take breaks or enjoy meals. Additionally, many rentals feature comfortable living spaces, kitchens for self-catering, and some even have outdoor terraces or gardens, allowing for a pleasant work-life balance in an inspiring setting. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Siena?
In Siena, popular holiday rental amenities include fully equipped kitchens, allowing guests to prepare their own meals and enjoy local produce. Many rentals also feature coffee and tea makers, superb for starting the day with a warm beverage. Onsite parking is a significant advantage, particularly in the historic centre where space can be limited. Additionally, several properties are pet-friendly, welcoming travellers who wish to bring their furry companions along. Many rentals are conveniently located near museums, enabling guests to easily explore the rich cultural heritage of Siena.
When is the best time to visit Siena for a holiday rental?
April is the most popular month to visit Siena, as the springtime brings mild weather and blooming landscapes, superb for exploring this historic city. During this time, you can enjoy comfortable temperatures ranging from 10 to 20 degrees Celsius, making it ideal for leisurely strolls through the picturesque streets, visiting iconic sites like the Piazza del Campo, and indulging in local cuisine at outdoor cafés.

The peak tourist season in Siena spans from July to September, attracting visitors eager to experience the famous Palio horse race and the vibrant summer atmosphere. While this period offers a lively buzz and a plethora of events, it can also mean larger crowds and higher accommodation prices.

For those looking for a more budget-friendly option, November presents a wonderful opportunity to explore Siena without the hustle and bustle. The cooler temperatures, ranging from 5 to 15 degrees Celsius, create a ideal setting for enjoying the city's rich history and art without the distractions of peak tourism. Plus, the autumn colours add a unique charm to the cobblestone streets and historic buildings.

Ultimately, the best time to book a holiday rental in Siena depends on your preferences: whether you're drawn to the vibrant energy of the summer months or the peaceful beauty of spring and autumn.
What are the top attractions in Siena?
In Siena, visitors can experience firsthand a rich tapestry of history and culture. The historic centre, a UNESCO World Heritage Site, is home to the striking Piazza del Campo, famous for its unique shell shape and the annual Palio horse race. The surrounding narrow streets are filled with charming shops and cafes, superb for enjoying local Tuscan cuisine.

Another highlight is the majestic Siena Cathedral, or Duomo di Siena, showcasing stunning Gothic architecture and intricate artworks, including works by Michelangelo. Nearby, the Museo dell'Opera del Duomo offers further insights into the cathedral's history and art.

For those interested in art, the Pinacoteca Nazionale di Siena houses an impressive collection of Sienese paintings. The neighbourhood of Contrada, with its vibrant setting and sense of community, is also worth exploring, especially during the Palio season when its streets come alive with festivities.
Are all fees included in the Siena holiday homes prices shown on Stayz?
Stayz 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.
Are there any Siena holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Siena holiday homes?
You can find great discounts on holiday homes in Siena on Stayz, 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.
Can I change or cancel my Siena holiday home booking on Stayz?
To find Siena holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Siena?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Siena holiday home?
Book your Siena holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Siena?
Prices for holiday homes 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. Stayz offers something for every taste and budget, from affordable homes in Siena to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 as applicable. 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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