Book Holiday Homes in Montepulciano

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Featured Holiday Homes in Montepulciano

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.
Opens in a new windowINDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
Entire Historic Residence in Tuscany (Val d'Orcia),in the Heart of Montepulciano

Entire Historic Residence in Tuscany (Val d'Orcia),in the Heart of Montepulciano

Montepulciano
A stay at this vacation home places you in the heart of Montepulciano, steps from Val di Chiana and Cantina Contucci.
Opens in a new windowEntire Historic Residence in Tuscany (Val d'Orcia),in the Heart of Montepulciano
Beautiful private villa for 4 guests with WIFI, TV, pets allowed and parking

Beautiful private villa for 4 guests 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.
Opens in a new windowBeautiful private villa for 4 guests with WIFI, TV, pets allowed and parking
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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.
Opens in a new windowPeriod 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.
Opens in a new windowCasa Campau by Interhome
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.
Opens in a new windowPet friendly home in Montepulciano SI
Stefania Townhouse Luxury 2 Bedrooms Apartment

Stefania Townhouse Luxury 2 Bedrooms Apartment

Montepulciano
With a stay at this vacation home in Montepulciano, you'll be just steps from Val di Chiana and Torre di Pulcinella.
Opens in a new windowStefania Townhouse Luxury 2 Bedrooms Apartment
Wonderful  villa for 2 guests with WIFI, balcony, pets allowed, panoramic view and parking

Wonderful villa for 2 guests 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.
Opens in a new windowWonderful villa for 2 guests with WIFI, balcony, pets allowed, panoramic view and parking
Tranquil Stay in Montepulciano

Tranquil Stay in Montepulciano

Acquaviva Montepulciano
Located in Montepulciano, this vacation home is on a lake, within a 15-minute drive of Val di Chiana and Tenuta Valdipiatta.
Opens in a new windowTranquil Stay 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.

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
41 Holiday Homes
Lowest Price
AU$142
Highest Price
AU$257
Popular accommodation
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING, Entire Historic Residence in Tuscany (Val d'Orcia),in the Heart of Montepulciano, Beautiful private villa for 4 guests with WIFI, TV, pets allowed and parking, Period residence in Montepulciano (Siena), Tuscany , Casa Campau by Interhome, Pet friendly home in Montepulciano SI, Stefania Townhouse Luxury 2 Bedrooms Apartment , Wonderful villa for 2 guests with WIFI, balcony, pets allowed, panoramic view and parking, Tranquil Stay in Montepulciano

Top trending hotels in Montepulciano

Hotel Panoramic

Hotel Panoramic

3 out of 5
Via di Villa Bianca, 8, Montepulciano, SI
The price is AU$177 per night from 5 Oct to 6 Oct
AU$177
5 Oct - 6 Oct
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.
Opens in a new windowHotel Panoramic
Nuovo Etruria Resort

Nuovo Etruria Resort

Via di S. Martino snc, Montepulciano, SI
Fully refundableReserve now, pay when you stay
The price is AU$257 per night from 28 Sept to 29 Sept
AU$257
28 Sept - 29 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.
Opens in a new windowNuovo Etruria Resort
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
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.
Opens in a new windowPrecise Tale Poggio Alla Sala
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AgriHotel Villa Ambra

AgriHotel Villa Ambra

3 out of 5
Santalbino, Montepulciano, SI
Fully refundableReserve now, pay when you stay
The price is AU$142 per night from 7 Oct to 8 Oct
AU$142
7 Oct - 8 Oct
includes taxes & fees
Located in Montepulciano, AgriHotel Villa Ambra is just steps from Val di Chiana and a 2-minute drive from Terme di Montepulciano Spa.
Opens in a new windowAgriHotel Villa Ambra
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.