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Featured Holiday Homes in Montepulciano

A MAGICAL HOLIDAY IN TUSCANY

A MAGICAL HOLIDAY IN TUSCANY

Montepulciano
A stay at this vacation home places you in the heart of Montepulciano, steps from Val di Chiana and Cantina Contucci.
A MAGICAL HOLIDAY IN TUSCANY
Borgo Buio Town House, house in the historic center

Borgo Buio Town House, house in the historic center

Montepulciano
With a stay at this vacation home in Montepulciano, you'll be just steps from Val di Chiana and Torre di Pulcinella.
Borgo Buio Town House, house in the historic center
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

Montepulciano
A stay at this vacation home places you in the heart of Montepulciano, steps from Val di Chiana and 4 minutes by foot from Cantina Contucci.
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
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Stunning private villa for 4 people with WIFI, TV, pets allowed and parking

Stunning private villa for 4 people with WIFI, TV, pets allowed and parking

Montepulciano
With a stay at this vacation home in Montepulciano, you'll be just steps from Val di Chiana and Torre di Pulcinella.
Stunning private villa for 4 people with WIFI, TV, pets allowed and parking
Pet friendly home in Montepulciano SI

Pet friendly home in Montepulciano SI

Montepulciano SI
With a stay at this vacation home in Montepulciano, you'll be steps from Val di Chiana and a 4-minute drive from San Biagio.
Pet friendly home in Montepulciano SI
Period residence in Montepulciano (Siena), Tuscany

Period residence in Montepulciano (Siena), Tuscany

Montepulciano
With a stay at this vacation home in Montepulciano, you'll be just steps from Val di Chiana and Torre di Pulcinella.
Period residence in Montepulciano (Siena), Tuscany
Casa Campau by Interhome

Casa Campau by Interhome

Montepulciano
A stay at this vacation home places you in the heart of Montepulciano, steps from Val di Chiana and Torre di Pulcinella.
Casa Campau by Interhome
Holiday Home 'Loft La Fonte Al Giunco' with Wi-Fi and Air Conditioning

Holiday Home 'Loft La Fonte Al Giunco' with Wi-Fi and Air Conditioning

Montepulciano
Fully refundable
With a stay at this vacation home in Montepulciano, you'll be within a 15-minute drive of Val di Chiana and Tenuta Valdipiatta.
Holiday Home 'Loft La Fonte Al Giunco' with Wi-Fi and Air Conditioning
Beautiful  villa for 2 people with WIFI, balcony, pets allowed, panoramic view and parking

Beautiful villa for 2 people with WIFI, balcony, pets allowed, panoramic view and parking

Montepulciano
Located in Montepulciano, this vacation home is in a rural location, within a 15-minute walk of Val di Chiana and Torre del Pulcinella.
Beautiful villa for 2 people with WIFI, balcony, pets allowed, panoramic view and parking
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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.

Montepulciano 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 Montepulciano vacation homes are the perfect way for you to wing it.

Holiday houses in Montepulciano 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 Montepulciano 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 Montepulciano adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Montepulciano 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 Montepulciano 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.

Montepulciano Holiday Homes essential information

Accommodation
48 Holiday Homes
Lowest Price
AU$170
Highest Price
AU$740
Popular accommodation
A MAGICAL HOLIDAY IN TUSCANY, Borgo Buio Town House, house in the historic center, INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING, Stunning private villa for 4 people with WIFI, TV, pets allowed and parking, Pet friendly home in Montepulciano SI, Period residence in Montepulciano (Siena), Tuscany , Casa Campau by Interhome, Holiday Home 'Loft La Fonte Al Giunco' with Wi-Fi and Air Conditioning, Beautiful villa for 2 people with WIFI, balcony, pets allowed, panoramic view and parking

Top trending hotels in Montepulciano

Nuovo Etruria Resort

Nuovo Etruria Resort

Via di S. Martino snc, Montepulciano, SI
Fully refundableReserve now, pay when you stay
The price is AU$201 per night from 1 Sept to 2 Sept
AU$201
1 Sept - 2 Sept
includes taxes & fees
With a stay at Nuovo Etruria Resort in Montepulciano, you'll be a 1-minute walk from Val di Chiana and 14 minutes by foot from Church of St. Agnes.
Nuovo Etruria Resort
Hotel Panoramic

Hotel Panoramic

3 out of 5
Via di Villa Bianca, 8, Montepulciano, SI
The price is AU$170 per night from 1 Sept to 2 Sept
AU$170
1 Sept - 2 Sept
includes taxes & fees
Located in Montepulciano, Hotel Panoramic is in a rural location, just a 1-minute walk from Val di Chiana and a 3-minute drive from San Biagio.
Hotel Panoramic
Albergo San Biagio

Albergo San Biagio

3 out of 5
Via San Bartolomeo 2, Montepulciano, SI
The price is AU$269 per night from 18 Aug to 19 Aug
AU$269
18 Aug - 19 Aug
includes taxes & fees
A stay at Albergo San Biagio places you in the heart of Montepulciano, steps from Val di Chiana and 8 minutes by foot from San Biagio.
Albergo San Biagio
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Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10, Montepulciano, SI
Fully refundableReserve now, pay when you stay
The price is AU$740 per night from 17 Aug to 18 Aug
AU$740
17 Aug - 18 Aug
includes taxes & fees
Located in Montepulciano, Precise Tale Poggio Alla Sala is in a rural location, a 1-minute drive from Val di Chiana and 7 minutes from Terme Sant'Elena.
Precise Tale Poggio Alla Sala
Don't see what you're looking for?
See all available properties in Montepulciano
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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.