Montalcino vacation rentals
Vacation rentals in Montalcino by owner — compare homes, condos and cabins, message verified hosts, and book direct with no service fees.
Discover Montalcino's rich heritage by visiting the Fortezza di Montalcino, the Abbey of Sant'Antimo, and nearby Tuscan vineyards. Travelers flock here for the renowned Brunello di Montalcino wine and the picturesque countryside that offers ample opportunities for wine tours and tastings. On Houfy, you book directly with hosts in Montalcino. Find apartments, farmhouses, and villas in charming villages like Castiglione d'Orcia and San Quirico d'Orcia. Autumn vineyard tours during harvest season provide a unique cultural experience.
Why visit Montalcino
Discover what makes Montalcino a perfect vacation rental destination.
Explore Castello Banfi
Medieval architecture and vineyards.
Discover the 12th-century Castello Banfi, a winery and hotel 10 miles southwest of Montalcino. It's renowned for its Brunello di Montalcino wine.
Savor Tuscan Cuisine
Authentic Tuscan dishes and local wines.
Indulge in a traditional meal at Osteria di Porta al Cassero, located 0.3 miles from the city center, offering superb ribollita and local vintages.
Visit the Civic Museum
Art and history in the heart of town.
Explore Montalcino's Civic Museum and Diocesan Museum of Sacred Art, home to artworks spanning centuries, just a 5-minute walk from Piazza del Popolo.
Hike Val d'Orcia Hills
Breathtaking landscapes and trails.
Traverse the rolling hills of Val d'Orcia, a UNESCO World Heritage site, located 15 miles from Montalcino, for picturesque hiking opportunities.
Where to stay in Montalcino
The best areas and neighborhoods for your vacation rental in Montalcino.
Centro Storico
The historic center features medieval architecture and local artisan shops. Iconic sites like the Fortress of Montalcino are here.
Sant'Angelo in Colle
A picturesque village known for spectacular vineyard views and its charming old-world ambiance. Great for wine tasting tours.
Montisi
A quiet hamlet offering panoramic views and authentic Italian rural life. It's less touristy, attracting those seeking serenity.
Castelnuovo dell'Abate
Home to the historic Abbey of Sant'Antimo and surrounded by rustic countryside. Ideal for history and nature lovers.
Find Montalcino vacation rentals that suit your style
Vacation homes, villas and more — pick the kind of Montalcino vacation rental you want, then book it direct with the host.
Montalcino vacation rentals with free WiFi, hot tub or air conditioning
Free WiFi, hot tub, air conditioning and more — every Montalcino vacation rental here is listed by a verified host and bookable direct, with the price the host set.
Top attractions in Montalcino
All within driving distance of Montalcino vacation rentals.
Fortezza di Montalcino
A 14th-century fortress offering panoramic views of Montalcino. · 0.5 miles from city center
Enoteca la Fortezza
Historic wine shop inside the fortress with extensive Brunello selections. · 0.5 miles from city center
Abbey of Sant'Antimo
A stunning Romanesque abbey with Gregorian chants. · 6 miles from city center
Val d'Orcia
A UNESCO World Heritage site with iconic rolling hills and cypress-lined paths. · 15 miles from city center
Museo Civico e Diocesano
Art and history exhibits housed in the 13th-century Palazzo dei Priori. · 0.4 miles from city center
Podere Le Ripi
An organic biodynamic winery perfect for tasting tours. · 5 miles from city center
Getting to and around Montalcino
Montalcino is best reached by car, with nearby Siena offering train connections.
- SIENA TRAIN STATION
- Located 25 miles north, it connects to major Italian cities. From Siena, drive or take a bus to Montalcino.
- RENTAL CARS
- Available in Siena or Florence, offering flexibility for exploring the Tuscan countryside.
- FLORENCE AIRPORT (FLR)
- The nearest major airport, 75 miles away. From there, rent a car or take a train to Siena.
Similar vacation rentals near Montalcino
Homes within 60 miles of Montalcino, from verified hosts.
€1,604.00 EUR total for 3 nights
Oct 7 – 10, 2026
![Villetta La Poderosa [Saturnia Hotsprings]](https://www.assets.houfy.com/assets/images/properties/332401/c818c0e5340be04d67bff39c3fbd6563.jpg?im_w=480)
![Villetta La Poderosa [Saturnia Hotsprings]](https://www.assets.houfy.com/assets/images/properties/332401/f8e82171432ea6c1ab3abdc9c1d649ae.jpg?im_w=480)
![Villetta La Poderosa [Saturnia Hotsprings]](https://www.assets.houfy.com/assets/images/properties/332401/9642a01fb6df6335689a4521dc1fe943.jpg?im_w=480)
![Villetta La Poderosa [Saturnia Hotsprings]](https://www.assets.houfy.com/assets/images/properties/332401/0499d8d73ec2756035fb97138059512c.jpg?im_w=480)
![Villetta La Poderosa [Saturnia Hotsprings]](https://www.assets.houfy.com/assets/images/properties/332401/60ec106ed2d8d6bc428db79190ab40f2.jpg?im_w=480)
€646.75 EUR total for 5 nights
Oct 13 – 18, 2026
€360.00 EUR €306.00 EUR total for 3 nights
Sep 29 – Oct 2, 2026
€425.00 EUR total for 3 nights
Sep 27 – 30, 2026
€573.98 EUR total for 5 nights
Sep 26 – Oct 1, 2026
€594.75 EUR total for 3 nights
Oct 2 – 5, 2026
€626.25 EUR total for 3 nights
Sep 26 – 29, 2026
€642.00 EUR total for 3 nights
Sep 28 – Oct 1, 2026
€563.25 EUR total for 3 nights
May 29 – Jun 1, 2027
€642.00 EUR total for 3 nights
Oct 2 – 5, 2026
€642.00 EUR total for 3 nights
Sep 26 – 29, 2026
€642.00 EUR total for 3 nights
Sep 26 – 29, 2026
Explore near Montalcino
Cities and towns within driving distance of Montalcino, each bookable direct with the host.
Direct with the host
Message the host before you book. Ask questions, confirm details, and deal with the person who owns the property.
Verified hosts
Every host completes identity verification before a listing goes live.
Itemised pricing
Every charge is shown before you pay — including the API connection fee, where one applies.
More vacation rental destinations around Montalcino
Frequently asked questions
Quick answers about booking vacation rentals in Montalcino and what direct booking on Houfy actually means.
Vacation rentals in Montalcino typically range from €100 to €250 per night, depending on location and season.
Yes, many vacation rentals in Montalcino welcome pets. Always check pet policies with hosts before booking.
Centro Storico is ideal for history, while Sant'Angelo in Colle is perfect for wine lovers. Montisi offers tranquility.
Visit in late spring or early autumn for pleasant weather, fewer crowds, and the wine harvest season.
You can find charming farmhouses, elegant villas, and modern apartments catering to various tastes and budgets.
Rentals offer a more authentic experience and usually better value, compared to the service fees typical of some hotels.
Attend the Brunello di Montalcino wine festival in November, offering tastings, tours, and cultural events.
Houfy is a direct booking platform where guests contact property owners directly, avoiding third-party service fees.
Yes, Houfy allows secure direct communication with hosts, ensuring a safe and straightforward booking process.