Book Holiday Homes in Montalcino
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Featured Holiday Homes in Montalcino

Beautiful stone house with garden and private pool.

Il Palazzetto

Borgo Argiano

Your dream home! In harmony with nature! Priv. Pool - fantastic views!

The House of Alice, charm and relaxation

Villa Le Tortore Tuscany private luxury pool relax

Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga

Casa Bacco - private house with a remarkable garden in the centre of Cortona

Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany
Montalcino 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 Montalcino vacation homes are the perfect way for you to wing it.
Holiday houses in Montalcino 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 Montalcino 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 Montalcino adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Montalcino 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 Montalcino 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.
Montalcino Holiday Homes essential information
Accommodation | 1362 Holiday Homes |
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Lowest Price | NZ$465 |
Highest Price | NZ$3,565 |
Popular accommodation | Beautiful stone house with garden and private pool., Il Palazzetto, Borgo Argiano, Your dream home! In harmony with nature! Priv. Pool - fantastic views!, The House of Alice, charm and relaxation, Villa Le Tortore Tuscany private luxury pool relax, Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga, Casa Bacco - private house with a remarkable garden in the centre of Cortona, Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany |
More accommodations in Montalcino
Top trending hotels in Montalcino

Castello di Velona Resort Thermal SPA & Winery

Rosewood Castiglion del Bosco

SI Montalcino Hotel

Castello Banfi - Il Borgo
More ways to explore Montalcino
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^Subject to availability and chosen travel dates.