Book Holiday Homes in Siena
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Featured Holiday Homes in Siena

Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany

Charming apartment in the Historic Center of Siena

GIULIA -1 Bedroom Country House in Monteriggioni - Siena

Beautiful stone house with garden and private pool.

detached villa with private pool and garden

Beautiful house on garden with shared pool just a few minutes Siena Tuscany

Capanna, Typical Tuscan Farmhouse With Fruit Garden

Belvilla by OYO Oliveta

Federico farmhouse with swimming pool and jacuzzi, panoramic position in Chianti
Siena Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Siena vacation homes are the perfect way for you to wing it.
Holiday houses in Siena let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Siena in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Siena adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Siena with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Siena vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Siena Holiday Homes essential information
Accommodation | 109 Holiday Homes |
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Lowest Price | NZ$166 |
Highest Price | NZ$566 |
Popular accommodation | Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany, Charming apartment in the Historic Center of Siena, GIULIA -1 Bedroom Country House in Monteriggioni - Siena, Beautiful stone house with garden and private pool., detached villa with private pool and garden, Beautiful house on garden with shared pool just a few minutes Siena Tuscany, Capanna, Typical Tuscan Farmhouse With Fruit Garden, Belvilla by OYO Oliveta, Federico farmhouse with swimming pool and jacuzzi, panoramic position in Chianti |
More accommodations in Siena
Top trending hotels in Siena

Hotel Athena

Palazzo Ravizza

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Italia
More ways to explore Siena
Top picks
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^Subject to availability and chosen travel dates.