Villas in Siena

Villas in Siena

31 properties for Villas. Compare and book at the best price!

Popular Villas in Siena

Villa for 2 people in Siena
Villa for 2 people
1 bedroom
8.9
(7 reviews)
from $157 / night
Villa for 2 people, with yard in Siena
Villa for 2 people, with yard
1 bedroom
10.0
from $110 / nightFREE cancellation
Villa for 2 people, with pool in Siena
Villa for 2 people, with pool
1 bedroom
8.3
(2 reviews)
from $88 / nightFREE cancellation
Villa for 6 people, with pool and balcony in Siena
Villa for 6 people, with pool and balcony
3 bedrooms
from $209 / nightFREE cancellation
Villa for 4 people, with pool and yard in Siena
Villa for 4 people, with pool and yard
1 bedroom
8.0
(2 reviews)
from $121 / nightFREE cancellation
Villa for 4 people, with balcony in Siena
Villa for 4 people, with balcony
2 bedrooms
8.0
(6 reviews)
from $159 / nightFREE cancellation
Villa for 8 people, with yard and pool in Siena
Villa for 8 people, with yard and pool
3 bedrooms
10.0
(54 reviews)
from $399 / nightFREE cancellation
Villa for 6 people, with yard in Siena
Villa for 6 people, with yard
2 bedrooms
8.7
(14 reviews)
from $186 / nightFREE cancellation
Villa for 10 people, with sauna and yard as well as terrace and hot tub in Siena
Villa for 10 people, with sauna and yard as well as terrace and hot tub
5 bedrooms
from $948 / night
Villa for 6 people, with yard and terrace in Siena
Villa for 6 people, with yard and terrace
3 bedrooms
9.4
(20 reviews)
from $493 / nightFREE cancellation
Villa for 2 people, with pool in Siena
Villa for 2 people, with pool
1 bedroom
from $179 / nightFREE cancellation
Villa for 6 people, with yard and balcony as well as hot tub in Siena
Villa for 6 people, with yard and balcony as well as hot tub
3 bedrooms
10.0
from $271 / nightFREE cancellation
Villa for 8 people, with sauna and yard, with pets in Siena
Villa for 8 people, with sauna and yard, with pets
4 bedrooms
8.8
(24 reviews)
from $378 / nightFREE cancellation
Villa for 8 people in Siena
Villa for 8 people
4 bedrooms
9.3
(17 reviews)
from $396 / nightFREE cancellation
Villa for 8 people, with pool and hot tub as well as yard in Siena
Villa for 8 people, with pool and hot tub as well as yard
5 bedrooms
10.0
(14 reviews)
from $540 / nightFREE cancellation
Villa for 8 people, with balcony and yard as well as sauna and pool in Siena
Villa for 8 people, with balcony and yard as well as sauna and pool
4 bedrooms
9.1
(7 reviews)
from $371 / nightFREE cancellation
Villa for 6 people, with yard in Siena
Villa for 6 people, with yard
3 bedrooms
10.0
(14 reviews)
from $100 / nightFREE cancellation
Villa for 5 people, with yard and balcony, with pets in Siena
Villa for 5 people, with yard and balcony, with pets
3 bedrooms
from $186 / nightFREE cancellation
Villa for 10 people, with hot tub and pool as well as yard in Siena
Villa for 10 people, with hot tub and pool as well as yard
5 bedrooms
9.9
(55 reviews)
from $535 / night
Villa for 10 people, with yard in Siena
Villa for 10 people, with yard
5 bedrooms
9.7
(28 reviews)
from $546 / nightFREE cancellation
Villa for 8 people, with yard in Siena
Villa for 8 people, with yard
2 bedrooms
from $320 / nightFREE cancellation
Villa for 10 people in Siena
Villa for 10 people
5 bedrooms
from $1,075 / nightFREE cancellation
Villa for 16 people, with terrace and yard in Siena
Villa for 16 people, with terrace and yard
8 bedrooms
from $1,256 / night
Villa for 11 people, with sauna and hot tub as well as yard, with pets in Siena
Villa for 11 people, with sauna and hot tub as well as yard, with pets
5 bedrooms
9.3
(12 reviews)
from $1,295 / nightFREE cancellation

Find Villas in Siena

Highlights in Siena

  • Peaceful getaway
  • Medieval town
  • Italian food
  • Museums
  • Heritage sites

Best Villas in Siena

Guests agree: these stays are highly rated for location, cleanliness, and more.
Villa for 16 Guests in Siena, Siena Province
Villa for 16 Guests in Siena, Siena Province, Picture 1
Villa for 16 Guests in Siena, Siena Province, Picture 2
Villa for 16 Guests in Siena, Siena Province, Picture 3
Villa for 16 Guests in Siena, Siena Province, Picture 4
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Siena, Siena Province
Villa • 3434 ft² • 7 Bedrooms
10.0
Villa Santa Chiara is settled in an architectural complex dating back to the 17th century, surrounded by a large garden with swimming pool. Villa Santa Chiara is very close to the city of Siena and immersed in a vast green area.The property is thus blessed with a very special location: on the one side, a wide portion of the old medieval city wall. framed by two of the ancient gates (Porta Pispini and Porta Romana); on the other, an organic olive grove and rolling hills stretching as far as the eye can see; further south, in the distance, Mount Amiata pops up.
from $973 / night
Villa for 12 Guests in Siena, Siena Province
Villa for 12 Guests in Siena, Siena Province, Picture 1
Villa for 12 Guests in Siena, Siena Province, Picture 2
Villa for 12 Guests in Siena, Siena Province, Picture 3
Villa for 12 Guests in Siena, Siena Province, Picture 4
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Siena, Siena Province
Villa • 5382 ft² • 7 Bedrooms
10.0
(3 reviews)
In the beautiful countryside just outside Siena (3 km), surrounded by olive groves, this ancient villa with 12 beds offers spacious interiors and large outdoor spaces with private swimming pool, all in a quiet and very panoramic position over the city.The Villa is immersed in the green of the countryside, but is only approx. 3 km from Siena (less as the crow flies) which appears just "in front", fascinating at all hours of the day.Ground floor: large entrance, double living room, elegant dining room with exit to the terrace and the rose garden, fully equipped kitchen, laundry room, 2 bathro...
from $798 / night
Villa for 13 Guests in Siena, Siena Province
Villa for 13 Guests in Siena, Siena Province, Picture 1
Villa for 13 Guests in Siena, Siena Province, Picture 2
Villa for 13 Guests in Siena, Siena Province, Picture 3
Villa for 13 Guests in Siena, Siena Province, Picture 4
more...
Siena, Siena Province
Villa • 13 Guests • 7 Bedrooms
9.2
(5 reviews)
Property for exclusive use“Villa la Strega” dates back to the 18th century and has been refurbished recently keeping its sober Tuscan elegance. The view of the city that can be enjoyed from here is unique, an ideal choice for a group of friends who want to visit Siena alternating it with excursions to the more famous Sienese towns such as Montalcino, San Gimignano, Monteriggioni, all within easy reach. The city centre is reached in a few minutes by car, and strolling in Piazza del Campo, Siena’s living room, will make your realise why this city is famous in the world. The guests can stay in...
from $930 / night

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

Villas in Siena

Villas in a medieval Italian town

Siena is a timeless, picturesque, UNESCO World Heritage city in Tuscany, just 55 kilometers south of Florence. This treasured city is also known as the medieval heart and soul of Italy. Your heart will melt at the site of classic brick buildings and narrow vias bringing you back to a place in time. These villas are located around the heart of the city of Siena to the north, south, east and west. Mainly in the suburban areas and nearby countryside.

Beautiful Italian villas

These Italian villas are beautifully spacious and will help you to have the most comfortable, immersive experience during your trip. You will feel like a local living in your own Italian villa with private amenities like a fully equipped kitchen, TV, balcony, terrace and large garden. Most of these villas feature a swimming pool in the garden to help you fully kick back and relax during your trip. A great find for families, couples and large groups, enjoy the best selection of architecturally aesthetic villas in Siena.

Travelers and activities

Siena for history buffs

History lovers will have a memorable time in Siena, known for its fascinating history. Try visiting the Porta Pispini. Siena was once a formidable city in the Middle Ages, with an impressive defense network that encompassed the town center. The Porta Pispini (or Gate of the Water Spout) is one of the few remaining portals and can be found in Siena’s eastern section. Another historical hotspot worth seeing is the Fortezza Medicea constructed during the 16th and 17th centuries. Commissioned by Duke Cosimo, the fort was erected to prevent Sienese citizens from any protests against Florentine rule.

Siena for culture aficionados

Siena has lots to see and do for culture lovers. For starters, admire the Medieval Art in The Pinacoteca Nazionale. This museum boasts an impressive collection of medieval paintings and celebrates famous painters from the Sienese school of artists. Also check out the sacred art and the Medieval iconography of Siena. The Siena Civic Museum is another favorite among artsy travelers. Finish off your sightseeing tour with an evening of drinks and live jazz at UnTubo, which also features its own art exhibitions.

Siena for foodies

Never tried Siennese food? Then you are in for a culinary treat. Siena’s authentic food scene is characterized by wild boar, fresh pasta and truffles. While in town, get a taste of some of the best gelato in Italy. Also, try a plate of “Pici” with pecorino cheese and pepper. This tasty traditional pasta dish was once considered peasant fare. In the spirit of pasta, there are others to try such as Malfatti, named for roughly made spinach gnocchi, and acciughe sotto pesto (anchovies bathed in pesto) best eaten as a bread topping. Sweet tooths will adore delicacies like Berriquocoli (rich cookies) and Panforte di Siena, a.k.a Siena Cake.

First settled by the Etruscans, Siena later became a town during the reign of Emperor Augustus.

Top 7 travel tips in Siena

1. Visit the Tuscan countryside and explore the vineyards

You will get some of the best views of the rolling hills that this region is known for, as well as some of the best wine tasting that can be had in Italy. Don’t leave out Montalcino, known for its world-famous Brunello wines.

2. See the iconic Cathedral of Santa Maria Assunta

Siena’s unique, black and white, 13th century cathedral is one of the top exemplary pieces of Gothic architecture in all of Italy and a perfect spot to take photos that will impress. While you’re here, go inside and take a look at the sublime interior of the Biblioteca Piccolomini. This ancient library was built by Pope Pius III. The entire ceiling is a work of art and will leave you feeling inspired.

3. Become a Palio fan

Siena is known for Palio, a horse race that takes place twice a year. If you’re lucky, you might be able to catch one of the races if there’s one happening during your stay. The race is over in 2 minutes, but there are other interesting events that happen leading up to it, so you will get a unique insight into more of the local culture.

4. Climb up the Torre del Mangia

Located in the historic Piazza del Campo, visitors can climb 87 meters and 300 stairs up to the top of this scenic symbol of Siena. Built between 1338 and 1348, this structure was meant to be the highest in the region, rivaling Florence, and symbolize freedom from feudal power.

5. Take a stroll around the Piazza del Campo

Sightseeing around the Piazzo del Campo is one of the best activities you can do for getting perfect photos and getting your bearings in the city. Known as one of the most notable medieval squares in Europe, you’ll get a view of some of the most iconic sights in the area. Check out the Palazzo Pubblico, Torre del Mangia, and admire Gothic architecture.

6. Explore the fascinating Santa Maria Della Scala Museum

This beautiful, architecturally stunning 11th century Cathedral now turned museum was once a hospital that cared for the needs of pilgrims, orphans and the impoverished of the area. Visitors can appreciate the history of Siena through fascinating underground tunnels, archaic relics and vivid frescoes. Also, make sure you visit the chapel where Saint Catherine used to come and pray.

7. Go Contrada hopping

Siena is divided into 17different contrade (districts), each one represented by a symbolic creature. These heraldic symbols, on the sides of buildings, include Owls, Snails, Unicorns, and the She-Wolf, all with their own unique legends and mythologies. This mini adventure is a great way to learn more about the culture of the area while getting some fresh air and exercise.

FAQs: Villas in Siena

When travelers are planning their vacation to Siena, which filters are the most essential?

Judging by the information from Holidu, when vacationers browse for villas in Siena, the most chosen facilities are: pool (28%), internet (11%), and a balcony (9%). Last year, the majority of people searching used at least one of these options when finding the perfect villa.

Which types of amenities can you typically find at the villas in Siena?

In regards to the amenities you can find on Holidu, it can be said that the villas in Siena benefit from everything that travelers search for! Here, the villas generally have a variety of amenities, the most popular being: internet (86%), pool (75%), and garden (70%)...What more could you want?

How are the villas rated in Siena?

On average, the villas here have rather positive comments. According to the Holidu database, 39% of villas have a rating equivalent to or higher than 4.5 stars. This is a quite high ratio which allows us to confirm that you will easily find the ideal villa for a wonderful vacation!

Are the villas in Siena suitable for family vacations?

Judging by the Holidu data, 39% of villas in Siena are child-friendly, it should therefore be very easy for you to find the perfect villa for you and your family.

Are the villas in Siena pet-friendly?

Certainly! In Siena, 48% of the villas accept pets, 70% also have a garden!

Do the villas in Siena mostly come with an internet connection?

Of course! According to last year, 86% of villas in Siena include Wi-Fi. This means that you will be able to access your emails and favorite social media sites during your stay!

How much do guests usually expect to pay for villas in Siena?

Many villas in Siena are, in general, quite expensive. Based off last year, 29% cost on average more than $500 per night.

Do the villas in Siena generally have a fireplace or a pool?

Yes! According to the last year, the villas in Siena are perfect in summer and winter. Here, 56% are equipped with a fireplace and 75% a pool.

Are the villas in Siena suitable for vacations with several people or rather for a weekend break as a small group?

Here, according to the last year, 62% of villas welcome up to eight people, 53% of these villas contain at least four bedrooms. But 97% of villas are also suitable for up to four guests, 92% of the villas are made up of at least two separate bedrooms. This is therefore the perfect destination for big and small families alike!

For a luxurious vacation in Siena, are Villas a good idea?

Yes, indeed! 75% have a pool, 45% have air conditioning and 13% even have a sauna. In this destination, you will certainly find all the comforts you need for the perfect vacation. What more could you want? A garden, or fireplace? Why not both! 70% the villas have a garden and 56% have a fireplace. When the weather is nice, you can enjoy eatting lunch outside and in the winter enjoy eveningscozy by the fire.

Do the villas in Siena offer outdoor space to enjoy?

36% of villas have a balcony or terrace, and 20% have a view, but since this does not represent the majority so availability can be selective. If this is a priority for you, you should start your research early, and use the filters that suit you the best to be sure to find what you are looking for. However, 70% of villas in Siena have gardens, where you can bask in the sun. If you like to have lunch or dinner outside, and especially if you like barbecues, 68% of the villas have them.

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