Vacation rentals in Siena

Vacation rentals in Siena

Start comparing over 317 rentals in Siena and book at the best price!

Find Vacation Rentals and Apartments in Siena

Highlights Siena

  • UNESCO World Heritage Sites
  • Unique traditions, Medieval history
  • Incredible cathedral
  • A fabulous fountain

Best Vacation Rentals and Apartments in Siena

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 8 Guests in Siena, Siena Province
Vacation Rental for 8 Guests in Siena, Siena Province, Picture 1
Vacation Rental for 8 Guests in Siena, Siena Province, Picture 2
Vacation Rental for 8 Guests in Siena, Siena Province, Picture 3
Vacation Rental for 8 Guests in Siena, Siena Province, Picture 4
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Siena, Siena Province
Vacation Rental • 250 m² • 4 Bedrooms
9.7
(14 reviews)
"Casino di Lecceto", 6-room house 250 m2 on 3 levels. Spacious, rustic and antique furnishings: large living/dining room with open-hearth fireplace, dining table and TV. Exit to the garden, to the terrace. Large kitchen (oven, dishwasher, 4 gas rings, toaster, kettle, freezer, electric coffee machine) with dining table. Exit to the loggia. Shower/bidet/WC. Upper floor: living/dining room with open-hearth fireplace and dining table. Exit to the loggia. 1 room with 2 beds. 2 double bedrooms. Bath/bidet/WC, shower/bidet/WC. 2nd upper floor: 1 room with 2 beds. Gas heating (extra). Natural ston...
from CA$321 / night
Vacation Rental for 7 Guests in Siena, Siena Province
Vacation Rental for 7 Guests in Siena, Siena Province, Picture 1
Vacation Rental for 7 Guests in Siena, Siena Province, Picture 2
Vacation Rental for 7 Guests in Siena, Siena Province, Picture 3
Vacation Rental for 7 Guests in Siena, Siena Province, Picture 4
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Siena, Siena Province
Vacation Rental • 140 m² • 3 Bedrooms
9.0
The spacious villa has 3 bedrooms and can accommodate 7 people easily. Ideal for families, this villa has a swimming pool, private terrace and garden. The villa is surrounded by vineyards, olive trees and fruit trees, with a panoramic view of the Tuscan hills. Siena is a beautiful medieval town known for the Piazza del Campo and is located only 5 km from the villa. Siena National Gallery, Church of San Domenico are some of the other major attractions in Siena. The general supplies are available at a distance of 4 km. The villa has a single sofa bed, heating, free WiFi, pakring and garden ...
from CA$220 / night
Vacation Rental for 8 Guests in Siena, Siena Province
Vacation Rental for 8 Guests in Siena, Siena Province, Picture 1
Vacation Rental for 8 Guests in Siena, Siena Province, Picture 2
Vacation Rental for 8 Guests in Siena, Siena Province, Picture 3
Vacation Rental for 8 Guests in Siena, Siena Province, Picture 4
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Siena, Siena Province
Vacation Rental • 140 m² • 4 Bedrooms
7.5
(2 reviews)
The 4-bedroom holiday home can host 8 people easily. Ideal for families, this home has a swimming pool, free WiFi and parking. The property is surrounded by vineyards, olive trees and fruit trees, with a panoramic view of the Tuscan hills. Siena is a beautiful medieval town known for the Piazza del Campo and is located only 5 km from the villa. Siena National Gallery, Church of San Domenico is some of the other major attractions in Siena. The general supplies are available at a distance of 4 km. The charming home has a single sofa bed, heating, private terrace and garden with furniture. I...
from CA$225 / night

Other holiday ideas and property types in Siena that might be interesting

Prices and availability

Current Vacation rental prices Siena

CA$263for 23 Nov - 30 Nov
CA$330 annual average
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Average price per week

Current vacation rental availability Siena

55%for 23 Nov - 30 Nov
58% annual average
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Percentage of available rentals

Vacation rentals in Siena

A fabulous stay in the most charming areas of Siena

Would you like to book a vacation rental in Siena to enjoy a charming stay? Holidu offers you the possibility to choose from a wide range of rentals located in the old town, the outskirts or in the surroundings. If it is your first time in Siena, you can find a nice vacation rental in Torre. For those with a lively spirit the ideal spot for nightlife is choosing a vacation rental in Aquila. Onda is an ideal place to stay if you are travelling with your family whereas Lupa is more focused on solo travellers or stays on a budget. The city centre is the main hub and close to the main attractions so if you like all the hustle and bustle here you have several vacation rental to choose from as well so you will not miss a single thing!

Rustic accommodation in the historic centre of Siena

The vacation rental here have capacity for couples who wish to have a romantic getaway as well as for families with children and groups of friends. In addition to having everything you need to guarantee a comfortable stay, you can also choose between additional services such as terrace, garden, swimming pool, barbecue or a jacuzzi. Italian design and decoration combined with the traditional architecture and brick facades of the city centre. Enjoy a stay in Siena completely tailored to you and have a wonderful time.

Vacations in Siena

The area and getting around

Siena, in the heart of Tuscany

Siena is a city in central Italy’s Tuscany defined by its medieval brick facades, a fan-shaped square and the fabulous Torre del Mangia with sweeping views of the city. The city has 17 districts and it is not a big city but it boasts culture, monuments, traditions and heritage. Get lost along the winding alleys and discover this beautiful Tuscan city. The city centre is pedestrian only so you can visit it on foot. This is a year-round destination with several events every month

Discover the Tuscan region

Siena exudes art and culture on all four sides, with alleys, neighbourhoods, towers, craft shops and palaces, which make it an essential destination for all those travellers who decide to spend their vacations in central Italy. A faithful example of the medieval Italian city. Not in vain, its historic center has been declared a World Heritage Site and a city offering a delicious gastronomy with genuine dishes and wines. To discover more about the Tuscan region, you can drive a car and explore the vicinity and neighbouring towns including Monteriggioni, San Gimignano, Torrita di Siena, Castellina in Chianti or Radicofani.

Travellers and activities

Siena for tradition lovers

The Palio di Siena is a famous and traditional horse race celebrated twice a year, on 2 July and 16 August in the main square. During this festival, ten horses and riders represent ten of the seventeen contrade (city wards). They are dressed in striking colours and the show has become an international tourist attraction. The Palio is the most important event in Siena and each contrade has its unique emblem and colours to represent them. There is a previous preparation of several days before the race day, that takes place the fourth day of the event. The day of the Palio, the event starts early morning with a mass for the jockeys, followed by the confirmation of the jockeys names and around 3 pm, each contrada performs a ceremony until 5 pm. The winner of the race receives the Drappellone, This is truly a unique event you should not miss!

Siena for medieval lovers

For many centuries, the town maintained an important rivalry with Florence in terms of urban planning, which led it to preserve the appearance of a Gothic city acquired between the 12th and 15th centuries. This is precisely where its particular charm lies. With buildings as representative as the Piccolomini Palace, the Fortezza Medicea, the Basilica dell'Osservanza, the Sanctuary of Santa Caterina, the Cathedral of Our Lady of the Assumption or the Palazzo Pubblico (current City Hall) Siena is a city that reflects the medieval past of its history. A true journey to the Middle Ages that will be unforgettable not only for lovers of this era, but also for those who are passionate about history in general.

Did you know Monte dei Paschi, the oldest bank in Italy is still in business?

Top 5 travel tips in Siena

1. Piazza del Campo

Piazza del Campo might be one of the most spectacular medieval squares in Europe. This old but magnificent square was built around the 13th century and it was where traders used to sell their wares. If you pay attention to the tiles on the floor you will notice they are divided into nine sections and each section represents the Nine people who ruled Sienna during medieval times. Now it is not the main place for selling goods but still remains as the main hub of the city. Here you can visit the Palazzo Pubblico and climb to the top of the Torre del Mangia.

2. A fine wine tasting

Lovers of good wine should not miss the opportunity of visiting the Italian National Enoteca, which is based in Siena. Its objective is to disseminate, improve and promote the great Italian wines and make known the country's winemaking reality. There you can carry out a multitude of activities, sample some wines, take part in different events and enjoy exhibitions related to the world of wine.

3. Visit Siena Cathedral

The cathedral of Siena is an impressive black-and-white building that combines certain elements of French Gothic, Romanesque, and Classical architecture. The facade is a unique sight. Take a walk around it and visit the interiors to admire the decorations and the incredible mosaic floors made of marble or some of the works by Donatello and Michelangelo.

4. Climb to the top

Torre del Mangia is a tall secular tower that was built to be as tall as the cathedral meaning that both had the same power in the city. The name of the tower comes from its first bellringer, Giovanni di Balduccio, known as Mangiaguadagni, meaning the “profit-eater”. From the top of the tower you will see the beautiful views of Sienna and its 17 areas.

5. Fonte Gaia

You will see several fountains in Siena but Fonte Gaia is an architectural jewel. Jacopo della Quercia decorated it in the 15th century and it is a fountain like no other. Underground pipes bring the water to the fountain and that was a great achievement in those times when it was built. This is more than just a fountain and you should not miss it!

FAQs: Vacation Rentals and Apartments in Siena

How much does it cost to book a vacation rental in Siena?

According to our data from 2020, the year which was marked by the corona crisis, Siena is the most budget-friendly city in Italy, with an average annual price of CA$227.18 per night.

What time of year offers, on average, the best vacation rental prices in Siena?

Travellers who want to save as much as possible travel to Siena in November, February, and October, which are the months that offer the most discount, with average prices of CA$199.46, CA$206.26, and CA$206.55 per night, respectively, based on data collected in 2020.

In which months is it more expensive to rent a vacation rental in Siena?

When it comes to looking for a vacation rental in Siena, the months that cost the most are, in order of highest to lowest, April, May and August, with average prices per night of CA$256.77, CA$251.56, and CA$240.12, respectively.

Should I plan a trip to Siena well in advance?

So you don't run out of accommodation options in Siena, it is necessary to think ahead as 46% of rentals are usually booked, according to the data in 2020.

What time of the year can I find more available vacation rentals?

April, May and March are, in order of highest to lowest, the months offering the largest number of accommodations free, with respective average availability figures of 64.5%, 61%, and 59.5%.

When are there fewer vacation rental options available in Siena?

The months with the lowest properties available in Siena are, in order, August, July, and October with respective average availability figures of 32.4%, 49%, and 51%, based on data collected in 2020.

How many rentals are there in Siena?

In Siena we collaborate with 25 different providers to give you a choice of 860 properties, so you will not be short of options!