Book Holiday Homes in Montalcino

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Featured Holiday Homes in Montalcino

Beautiful home in Sarteano with WiFi

Beautiful home in Sarteano with WiFi

Sarteano
With a stay at this vacation home in Sarteano, you'll be on a lake, just steps from Val di Chiana and a 4-minute drive from Archaeological Museum of ...
Beautiful home in Sarteano with WiFi
Beautiful stone house with garden and private pool.

Beautiful stone house with garden and private pool.

Sovicille - Siena
Located in Siena, this vacation home is in a rural location, within a 15-minute drive of Val di Merse and Museo dell'Opera del Duomo.
Beautiful stone house with garden and private pool.
House / Villa - Monte San Savino

House / Villa - Monte San Savino

Monte San Savino
Located in Monte San Savino, this vacation home is on a lake, within a 10-minute drive of Val di Chiana and Comune di Monte San Savino.
House / Villa - Monte San Savino
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Splendid farmhouse in Val d'Orcia with private swimming pool

Splendid farmhouse in Val d'Orcia with private swimming pool

Toscana
Located in Castiglione d'Orcia, this vacation home is in a rural location, within a 15-minute drive of Val di Chiana and Baths of San Filippo.
Splendid farmhouse in Val d'Orcia with private swimming pool
Charming apartment in the Historic Center of Siena

Charming apartment in the Historic Center of Siena

Siena
The price is AU$352 per night from 5 Mar to 6 Mar
AU$352
includes taxes & fees
5 Mar - 6 Mar
Located in Siena (Siena City Centre), this vacation home is within a 15-minute walk of Piazza del Campo and Siena Cathedral.
Charming apartment in the Historic Center of Siena
Podere Casorbica with free parking, large garden, swimming pool.

Podere Casorbica with free parking, large garden, swimming pool.

cortona
Located in Cortona, this vacation home is in a rural location, a 4-minute drive from Santa Maria delle Grazie and 5 minutes from Cortona Cathedral.
Podere Casorbica with free parking, large garden, swimming pool.
The House of Alice, charm and relaxation

The House of Alice, charm and relaxation

Montalcino (SI)
The price is AU$307 per night from 5 Mar to 6 Mar
AU$307
includes taxes & fees
5 Mar - 6 Mar
Located in Montalcino, this vacation home is by the sea, a 4-minute drive from Abbazia di Sant'Antimo and 9 minutes from Museum of Brunello.
The House of Alice, charm and relaxation
Eco house with pool and fantastic views

Eco house with pool and fantastic views

Scansano
When you stay at this vacation home in Scansano, you'll be in the mountains and 13 minutes by car from Tiaso Bioviticulturists - Cellar.
Eco house with pool and fantastic views
Borgo Argiano

Borgo Argiano

Loc. Argiano, Pianella, Castelnuovo Berardenga, SI
Located in Castelnuovo Berardenga, Borgo Argiano is on a river, within a 10-minute drive of Chianti Sculpture Park and La Fornace Art Gallery.
Borgo Argiano
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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
1134 Holiday Homes
Lowest Price
AU$307
Highest Price
AU$1,774
Popular accommodation
Beautiful home in Sarteano with WiFi, Beautiful stone house with garden and private pool., House / Villa - Monte San Savino, Splendid farmhouse in Val d'Orcia with private swimming pool , Charming apartment in the Historic Center of Siena, Podere Casorbica with free parking, large garden, swimming pool., The House of Alice, charm and relaxation, Eco house with pool and fantastic views, Borgo Argiano

Top trending hotels in Montalcino

Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

5 out of 5
Localita Castiglion del Bosco, Montalcino, SI
The price is AU$1,774 per night from 30 Mar to 31 Mar
AU$1,774
includes taxes & fees
30 Mar - 31 Mar
With a stay at Rosewood Castiglion del Bosco in Montalcino, you'll be 7.8 mi (12.5 km) from Fortress of Montalcino and 11.7 mi (18.8 km) from Monte Oliveto Maggiore ...
Rosewood Castiglion del Bosco
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

5 out of 5
Località Velona, Castelnuovo dell'Abate, Montalcino, SI
Located in Montalcino, Castello di Velona Resort Thermal SPA & Winery is in a national park, within a 15-minute drive of Abbazia di Sant'Antimo and Fortress ...
Castello di Velona Resort Thermal SPA & Winery
Mastrojanni Relais

Mastrojanni Relais

Localita Loreto e San Pio, Castelnuovo dell'Abate, Montalcino, SI
Fully refundableReserve now, pay when you stay
The price is AU$490 per night from 10 Mar to 11 Mar
AU$490
includes taxes & fees
10 Mar - 11 Mar
Located in Montalcino, Mastrojanni Relais is in the mountains, within a 15-minute drive of Museum of Brunello and Abbazia di Sant'Antimo.
Mastrojanni Relais
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SI Montalcino Hotel

SI Montalcino Hotel

3 out of 5
Via Osticcio 21, Montalcino, SI
Located in Montalcino, SI Montalcino Hotel is a 2-minute drive from Fortress of Montalcino and 6 minutes from Poggio Antico.
SI Montalcino Hotel
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.