Siena villas
We found 499 villas — enter your dates for availability
Explore Siena villa rentals
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Sleeps 10 · 5 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
96 reviews(96 reviews)
Family friendly Villa with private garden, 30 min walk to city centre
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
Il Boschetto an oasis of peace and nature in Siena
Sleeps 10 · 5 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
31 reviews(31 reviews)
Villa Montelisi, With The most Unique View On Siena (6km)
Sleeps 10 · 4 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
67 reviews(67 reviews)
Villa la Strega In Siena, Tuscany
Sleeps 13 · 7 bedrooms · 4 bathrooms
9.29.2 out of 10
Wonderfulwonderful
5 reviews(5 reviews)
Villa in Siena with 4 bedrooms sleeps 8
Sleeps 8 · 4 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
42 reviews(42 reviews)
Top rated villa rentals - Siena
Amazing stay
1010 out of 10
Exceptionalexceptional
95 reviews(95 reviews)
Amazing Tuscan Escape
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Fantastic Week
1010 out of 10
Exceptionalexceptional
53 reviews(53 reviews)
Wonderful family break!
1010 out of 10
Exceptionalexceptional
67 reviews(67 reviews)
Captivating views and a lovely villa
1010 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
Group of friends in Tuscany
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Wonderful villa, location and host
1010 out of 10
Exceptionalexceptional
64 reviews(64 reviews)
Wonderful place
1010 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
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Frequently asked questions
Are there any holiday villa rentals in Siena?
Select from 499 villa rentals in Siena that have more space for your next family or group trip, and lots of old-world charm. Check out Vrbo’s villas in some of the most popular areas such as Siena Historical Centre, Siena City Centre and Montarioso.
How much does it cost to stay in a villa rental in Siena?
A number of factors will determine how much you pay for a villa rental in Siena, such as the size of the property and when and how long you’re travelling. All you need to do is key in your travel dates and any preferences to find a villa that fits your budget and style.
When is the best time to rent a villa in Siena?
May is the busiest month to book a villa rental in Siena, and when average temperatures range from 9ºC (48ºF) to 21ºC (70ºF). Prefer to travel when it’s quieter? Consider booking your villa rental break away from things like school holidays and big events. You can also check out some travel guides for information on the best time to experience this part of Province of Siena.
Where can I rent a Siena villa with great views?
Add an extra something special to your break by booking one of our villa rentals with views of historic areas. A simple way to search for a villa in Siena with a gorgeous outlook is by using the “Rated highly for location” filter. These are the stays previous guests rave about!
Can I book a luxury villa in Siena?
Enjoy a break to remember at one of our villa rentals in Siena. Whether you’re basing yourself in Siena City Centre or another popular neighbourhood, these luxurious retreats have what you need and more. Think perks like games libraries, a private pool or hot tub and state-of-the-art kitchens. Often with jaw-dropping views to boot, you’ll want to stay a while longer.
What are the top things to do in Siena?
One of the first things to do after locking in your villa rental is to pack your to-do list with fun activities. There’s plenty of them in Siena, with top-rated family-friendly attractions including Siena Cathedral, Torre del Mangia and Piazza del Campo.
Why should I book my villa holiday with Vrbo?
You can book your villa rental with peace of mind on Vrbo. From the minute you book and pay for your reservation until your adventure is over, we’ll be by your side every step of the way. It’s part of our Book with Confidence Guarantee. If you need to cancel, we’ve got your back too. Most of our properties offer flexible cancellation policies On top of that, our loyalty programme, One Key™, lets you collect and redeem OneKeyCash™* on eligible bookings on Vrbo. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo.