Book Holiday Homes in Montepulciano

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Montepulciano

Casa Campau by Interhome

Casa Campau by Interhome

Montepulciano
Stay at this vacation home in Montepulciano. Popular attractions Cantina del Redi and Civic Museum are located nearby.
Casa Campau by Interhome
Beautiful Residence in the Old Town

Beautiful Residence in the Old Town

Montepulciano
Stay at this vacation home in Montepulciano. Enjoy free WiFi, an in-room coffeemaker, and in-room fireplaces. Popular attractions Cantina Contucci and Dome of ...
Beautiful Residence in the Old Town
Period residence in Montepulciano (Siena), Tuscany

Period residence in Montepulciano (Siena), Tuscany

Montepulciano
Stay at this vacation home in Montepulciano. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Torre di Pulcinella and Church ...
Period residence in Montepulciano (Siena), Tuscany
Save an average of 15% on thousands of hotels when you're signed in
Borgo Buio Town House, house in the historic center

Borgo Buio Town House, house in the historic center

Montepulciano
Stay at this vacation home in Montepulciano. Enjoy cable/satellite TV service, bathrobes, and in-room fireplaces. Popular attractions Torre di Pulcinella and ...
Borgo Buio Town House, house in the historic center
Belvilla by OYO Chiaraquattro

Belvilla by OYO Chiaraquattro

Acquaviva Montepulciano
Stay at this vacation home in Montepulciano. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions La Braccesca Winery and Fattoria Le Capezzine ...
Belvilla by OYO Chiaraquattro
Only 3 km from Montepulciano lies this pleasant vacation home in an idyllic side valley.

Only 3 km from Montepulciano lies this pleasant vacation home in an idyllic side valley.

Montepulciano SI
Stay at this vacation home in Montepulciano. Enjoy a garden and an in-room coffeemaker. Popular attractions Triacca Winery and Art Studio di Adelina Quadri are ...
Only 3 km from Montepulciano lies this pleasant vacation home in an idyllic side valley.
Apartment In A Hotel 'Guest-house Montepulciano' with Wi-Fi and Air Conditioning

Apartment In A Hotel 'Guest-house Montepulciano' with Wi-Fi and Air Conditioning

montepulciano
Stay at this vacation home in Montepulciano. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Torre di Pulcinella and Church ...
Apartment In A Hotel 'Guest-house Montepulciano' with Wi-Fi and Air Conditioning
Il Saragio open space in the Tuscan countryside

Il Saragio open space in the Tuscan countryside

Montepulciano
Stay at this vacation home in Montepulciano. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Tenuta Valdipiatta and Church of St. ...
Il Saragio open space in the Tuscan countryside
Wine Lovers! Luxury House on 250 Acre Vineyard, AC & Private Pool

Wine Lovers! Luxury House on 250 Acre Vineyard, AC & Private Pool

Montepulciano SI
Book a stay at this family-friendly vacation home in Montepulciano. Enjoy free WiFi, private pools, and a garden. Popular attractions Tenuta Valdipiatta and ...
Wine Lovers! Luxury House on 250 Acre Vineyard, AC & Private Pool
Don't see what you're looking for?
See all available properties in Montepulciano
View all properties
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
NZ$73
Highest Price
NZ$404
Popular accommodation
Casa Campau by Interhome, Beautiful Residence in the Old Town, Period residence in Montepulciano (Siena), Tuscany , Borgo Buio Town House, house in the historic center, Belvilla by OYO Chiaraquattro, Only 3 km from Montepulciano lies this pleasant vacation home in an idyllic side valley., Apartment In A Hotel 'Guest-house Montepulciano' with Wi-Fi and Air Conditioning, Il Saragio open space in the Tuscan countryside, Wine Lovers! Luxury House on 250 Acre Vineyard, AC & Private Pool

Top trending hotels in Montepulciano

Hotel Panoramic

Hotel Panoramic

3 out of 5
Via di Villa Bianca, 8, Montepulciano, SI
The price is NZ$190 per night from 27 Dec to 28 Dec
NZ$190
includes taxes & fees
27 Dec - 28 Dec
Stay at this 3-star family-friendly hotel in Montepulciano. Enjoy free parking, an outdoor pool, and a rooftop terrace. Popular attractions Terme di Montepulciano ...
Hotel Panoramic
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10, Montepulciano, Provincia di Siena
Stay at this 5-star luxury hotel in Montepulciano. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
Precise Tale Poggio Alla Sala
Albergo San Biagio

Albergo San Biagio

3 out of 5
Via San Bartolomeo 2, Montepulciano, SI
The price is NZ$73 per night from 6 Jan to 7 Jan
NZ$73
includes taxes & fees
6 Jan - 7 Jan 2025
Stay at this 3-star spa hotel in Montepulciano. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions San Biagio and Torre del Pulcinella ...
Albergo San Biagio
Save an average of 15% on thousands of hotels when you're signed in
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Via Grazianella 5, Via delle tre berte, Montepulciano, SI
Fully refundableReserve now, pay when you stay
The price is NZ$404 per night from 2 Jan to 3 Jan
NZ$404
includes taxes & fees
2 Jan - 3 Jan 2025
Book a stay at this business-friendly country house in Montepulciano. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff ...
Relais Villa Grazianella - UNA Esperienze
Don't see what you're looking for?
See all available properties in Montepulciano
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.