Book Holiday Homes in Montalcino

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Featured Holiday Homes in Montalcino

Borgo Argiano

Borgo Argiano

Loc. Argiano Castelnuovo Berardenga SI
Stay at this luxury holiday home in Castelnuovo Berardenga. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Piazza del Campo and Az. ...
Opens in a new windowBorgo Argiano
The Casetta di Brunello, quiet and breathtaking views

The Casetta di Brunello, quiet and breathtaking views

Montalcino Tuscany
The price is NZ$401 per night from 18 Mar to 19 Mar
NZ$401
18 Mar - 19 Mar
includes taxes & fees
Stay at this holiday home in Montalcino. Enjoy laundry facilities, balconies and an in-room coffee maker. Popular attractions Abbazia di Sant'Antimo and Museum ...
Opens in a new windowThe Casetta di Brunello, quiet and breathtaking views
Il Palazzetto

Il Palazzetto

Strada del Lucherino, 31 Siena SI
Stay at this holiday home in Siena. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Piazza del Campo and Porta Tufi are located ...
Opens in a new windowIl Palazzetto
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Detached villa with panoramic garden

Detached villa with panoramic garden

Chiusdino Tuscany
Stay at this holiday home in Chiusdino. Enjoy free Wi-Fi, private pools and a sauna. Popular attractions Abbazia di San Galgano and Eremo di Montesiepi are located ...
Opens in a new windowDetached villa with panoramic garden
Welcome to Villa Dolce Vita - your private paradise in Tuscany

Welcome to Villa Dolce Vita - your private paradise in Tuscany

Pieve Vecchia Tuscany
Stay at this family-friendly holiday home in Lucignano. Enjoy private pools, a garden and laundry facilities. Popular attractions Museum of Lucignano and Piazza ...
Opens in a new windowWelcome to Villa Dolce Vita - your private paradise in Tuscany
Beautiful stone house with garden and private pool.

Beautiful stone house with garden and private pool.

Sovicille - Siena Toscana
Stay at this holiday home in Siena. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Piazza del Campo and San Leonardo al Lago are located ...
Opens in a new windowBeautiful stone house with garden and private pool.
The House of Alice, charm and relaxation

The House of Alice, charm and relaxation

Montalcino (SI) Toscana
The price is NZ$399 per night from 19 Mar to 20 Mar
NZ$399
19 Mar - 20 Mar
includes taxes & fees
Stay at this holiday home in Montalcino. Enjoy a garden, laundry facilities and cable/satellite TV service. Popular attractions Abbazia di Sant'Antimo and Museum ...
Opens in a new windowThe House of Alice, charm and relaxation
Farmhouse in the hills with panoramic view and swimming pool

Farmhouse in the hills with panoramic view and swimming pool

Ristonchia Tuscany
Stay at this family-friendly holiday home in Castiglion Fiorentino. Enjoy private pools, a garden and laundry facilities. Popular attractions Tennis Club Castiglionese ...
Opens in a new windowFarmhouse in the hills with panoramic view and swimming pool
Villa with private pool, air conditioning in Val d'Orcia. Very quiet place!!!

Villa with private pool, air conditioning in Val d'Orcia. Very quiet place!!!

Sarteano Tuscany
Stay at this family-friendly holiday home in Sarteano. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Terme di Chianciano and Cantina Olivi ...
Opens in a new windowVilla with private pool, air conditioning in Val d'Orcia. Very quiet place!!!
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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
1344 Holiday Homes
Lowest Price
NZ$279
Highest Price
NZ$2,142
Popular accommodation
Borgo Argiano, The Casetta di Brunello, quiet and breathtaking views, Il Palazzetto, Detached villa with panoramic garden, Welcome to Villa Dolce Vita - your private paradise in Tuscany, Beautiful stone house with garden and private pool., The House of Alice, charm and relaxation, Farmhouse in the hills with panoramic view and swimming pool, Villa with private pool, air conditioning in Val d'Orcia. Very quiet place!!!

Top trending hotels in Montalcino

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5 out of 5
Localita Castiglion del Bosco Montalcino SI
Fully refundableReserve now, pay when you stay
The price is NZ$2,142 per night from 21 Mar to 22 Mar
NZ$2,142
21 Mar - 22 Mar
includes taxes & fees
Stay at this luxury hotel in Montalcino. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Popular attractions Castiglion del Bosco Winery and Corte Pavone ...
Opens in a new windowCastiglion del Bosco, A Rosewood Hotel
Mastrojanni Relais

Mastrojanni Relais

Localita Loreto e San Pio Montalcino SI
Fully refundableReserve now, pay when you stay
The price is NZ$845 per night from 29 Mar to 30 Mar
NZ$845
29 Mar - 30 Mar
includes taxes & fees
Stay at this business-friendly farm stay in Montalcino. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Abbazia di Sant'Antimo and Museum ...
Opens in a new windowMastrojanni Relais
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

5 out of 5
Località Velona Montalcino SI
The price is NZ$1,010 per night from 1 Apr to 2 Apr
NZ$1,010
1 Apr - 2 Apr
includes taxes & fees
Stay at this luxury hotel in Montalcino. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Abbazia di Sant'Antimo and Museum of Brunello ...
Opens in a new windowCastello di Velona Resort Thermal SPA & Winery
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SI Montalcino Hotel

SI Montalcino Hotel

3 out of 5
Via Osticcio 21 Montalcino SI
The price is NZ$279 per night from 13 Apr to 14 Apr
NZ$279
13 Apr - 14 Apr
includes taxes & fees
Stay at this hotel in Montalcino. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowSI 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.