Siena holiday rentals

We found 2,148 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Siena by choosing from 43 houses, 234 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:24 Jul - 31 Jul

Image gallery for FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI

Villa seen from the pool
10 out of 10, Exceptional, (68 reviews)
Exceptional
(68 reviews)

FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI

Castelnuovo Berardenga

5% off
Price is S$7,586
for 7 nights, 1 villa
S$1,084 per night
includes taxes & fees
FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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:

  • Chianti Sculpture Park (5.7 mi / 9.2 km)
  • Terme Antica Querciolaia (13.9 mi / 22.4 km)
  • Bosco della Ragnaia (17 mi / 27.4 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 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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