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Compare 51 Vacation Homes in Montepulciano with updated reviews, rates, and availability.

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

9.6 out of 10, Exceptional, (73)
"Great location at the edge of town. Fantastic views of the countryside. Loved it!"
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

A MAGICAL HOLIDAY IN TUSCANY

10.0 out of 10, Exceptional, (4)
"It was great, right in the main area of town. We had 2 full families of 4 and it worked out really well for us."
A MAGICAL HOLIDAY IN TUSCANY

Il Mulino di Tresa

6.0 out of 10, (1)
"Well situated house with potention. But: Very very poorly equipped: outdoor furniture, wardrobes in bedrooms, and especially kitchen: almost no pots and pans, oven with no roasting pan, dishwasher out of use (they simply announced it...). Incorrect settlement on leaving: Following the contract electricity was included; they charged 1 euro per day per person (for electricity and water). Following the contract gas was to be payed 10 euro per cubic meter; they wanted to charge us almost the...
Il Mulino di Tresa

Welcoming, cosy, family-friendly Cottage in olive fields and garden with pool

Welcoming, cosy, family-friendly Cottage in olive fields and garden with pool

Borgo Buio Town House, house in the historic center

10.0 out of 10, Exceptional, (13)
"The hosts were very helpful and friendly and made our stay easy! The town of Montepulciano is very special and we would gladly stay again!"
Borgo Buio Town House, house in the historic center

Wonderful private villa for 4 guests with WIFI, TV, pets allowed and parking

10.0 out of 10, Exceptional, (1)
"The property was lovely and the communication was great. It’s a tough uphill walk with luggage but totally worth it."
Wonderful private villa for 4 guests with WIFI, TV, pets allowed and parking

Casa Campau by Interhome

8.8 out of 10, Excellent, (3)
"The lodgings were cute and cozy, with a lot of charm and a nicely functional kitchen. The second toilet is located downstairs, in the laundry room, just off the foyer. The location is good but the directions for finding it, not so much. The beds need new mattresses as there is a valley on one side, making for a very uncomfortable sleeping experience. Overall, we enjoyed our stay and would stay again if they have new mattresses."
Casa Campau by Interhome

Period residence in Montepulciano (Siena), Tuscany

7.6 out of 10, Good, (4)
"Great stay."
Period residence in Montepulciano (Siena), Tuscany

Vintage Mansion in Montepulciano With Pool

Vintage Mansion in Montepulciano With Pool

Stefania Townhouse Luxury 2 Bedrooms Apartment

10.0 out of 10, Exceptional, (1)
"We loved spending the past 2 weeks in Stefania’s beautifully restored palazzo. Everything was comfortable & so convenient for shopping, dining, walking, attending school, or just relaxing in this lovely town. Stefania was most helpful, and we’ll be back to spend another vacation here!"
Stefania Townhouse Luxury 2 Bedrooms Apartment

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

10.0 out of 10, Exceptional, (2)
"Nous sommes rentrés samedi soir d’une très belle semaine de vacances. La maison est magnifique et à la hauteur de ce que vous nous avez proposé. Nous avons profité pleinement et avons eu beaucoup de plaisir dans ce lieu paradisiaque. Anna et sa fille nous ont accueillis avec une grande gentillesse et leurs services sont parfaits. Au nom de nous tous, je vous remercie pour la qualité de votre travail et nous n’hésiterons pas à vous contacter à nouveau ou à vous recommander si des amis ou...
Wine Lovers! Luxury House on 250 Acre Vineyard, AC & Private Pool

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

The price is AED 6,691
AED 6,699 total
includes taxes & fees
4 Jun - 5 Jun
Apartment In A Hotel 'Guest-house Montepulciano' with Wi-Fi and Air Conditioning

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

Il Saragio open space in the Tuscan countryside

10.0 out of 10, Exceptional, (4)
"Wonderful peaceful stay "
Il Saragio open space in the Tuscan countryside

Belvilla by OYO Chiaraquattro

7.8 out of 10, Good, (13)
"Relaxing holiday"
Belvilla by OYO Chiaraquattro

Belvilla by OYO Chiaradue

Belvilla by OYO Chiaradue

Belvilla by OYO Elegant Flat in Historic Villa

Belvilla by OYO Elegant Flat in Historic Villa

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

8.0 out of 10, Very Good, (3)
"We were looking for a quite Italian village experience away from the busy city chaos and found that at the Loft Fonte al Guinco. Maurizio was very helpful through the whole booking and checkin process giving us specific guideance to arrive at the loft as well as help with places to eat and visit while there. The loft was very clean and the detail of the finishes inside were a very nice touch especially the bathroom. I was very pleased with communication and support during our stay of any needs...
The price is AED 360
AED 479 total
includes taxes & fees
4 Jun - 5 Jun
Holiday Home 'Loft La Fonte Al Giunco' with Wi-Fi and Air Conditioning

Donna Serena Room

9.4 out of 10, Exceptional, (3)
"We loved being so embedded in this charming town. The rooms are right on the Grande Piazza The good thing about this is it could not be more convenient to shops, restaurants, sites. And we soon were greeting and being greeted by many of the locals. The bad news is it is very noisy. At night the patrons of restaurants are outside until 2am and in the morning there is a very loud street sweeper at around 715 every morning going back and forth on the piazza. This means windows can’t be open at...
Donna Serena Room

Villa con Piscina Privata Immersa Nella Campagna Toscana

Villa con Piscina Privata Immersa Nella Campagna Toscana
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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