Siena holiday rentals

We found 1,997 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Siena by choosing from 40 houses, 229 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:16 Oct - 23 Oct

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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)
  • 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)
  • 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)
  • Hedonistic Hiking (9.4 mi / 15.1 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 home?
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 home accommodation in Siena?
Apartments are the most popular style of holiday home in Siena, according to our data. Even if you have something bigger or smaller in mind, Stayz has properties in many sizes and shapes. Filter our options to find your ideal fit.
How much does it cost to rent a holiday home 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 Stayz 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 homes in Siena?
Pack a tug toy and treats for your pup because Siena has 151 holiday homes 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 homes on Stayz. 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 Stayz, then spend your days splashing and playing in a swimming pool that's all yours.
What are popular home amenities in Siena?
When it comes to home amenities that people are searching for in Siena, a firepit, a barbecue grill and a sauna rank the highest. With Stayz 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 homes 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, Stayz can help you find a large group home that fits the occasion.
Are there holiday homes 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 Stayz'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 homes in Siena?
Siena has 48 one-bedroom homes available. Usually situated in prime spots because of their smaller size, a one-bedroom home 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 homes in Siena?
Take off with your besties and enjoy peace, privacy and comfort in one of the 64 two-bedroom holiday homes Siena has to offer.
Are there holiday homes with WiFi in Siena?
You can pick from 40 holiday homes 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 Stayz.
How can I find holiday homes with air conditioning in Siena?
Siena has 75 holiday homes where you'll be able to chill out in air-conditioned comfort. To locate a stay on Stayz 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 home in Siena?
We advise checking with the Siena holiday home you're considering on Stayz as the age limit differs. However, typically it's 16, 18 or 21.
How long can I rent a holiday home 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 Stayz holiday properties may also offer weekly or monthly discounted prices, so you can stay longer for less money.