Search Vacation Homes in Montepulciano

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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 52 Vacation Homes in Montepulciano with updated reviews, rates, and availability.

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

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

9.8 out of 10, Exceptional, (71)
"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
4 bedrooms, desk, iron/ironing board, travel crib

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
Beautiful Residence in the Old Town
Dining

Beautiful Residence in the Old Town

10.0 out of 10, Exceptional, (46)
"Great apartment and we became friends with the owner! Would definitely stay there again."
Beautiful Residence in the Old Town
Casa Campau by Interhome
TV

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
Il Mulino di Tresa
Exterior

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
Borgo Buio Town House, house in the historic center
Fridge, microwave, oven, stovetop

Borgo Buio Town House, house in the historic center

10.0 out of 10, Exceptional, (12)
"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
Period residence in Montepulciano (Siena), Tuscany
Outdoor dining

Period residence in Montepulciano (Siena), Tuscany

7.6 out of 10, Good, (4)
"Great stay."
Period residence in Montepulciano (Siena), Tuscany
Belvilla by OYO Chiaraquattro
Pool

Belvilla by OYO Chiaraquattro

7.8 out of 10, Good, (13)
"Relaxing holiday"
Belvilla by OYO Chiaraquattro
Il Saragio open space in the Tuscan countryside
TV, books, stereo

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

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
Belvilla by OYO Chiaradue
House | Pool | Outdoor pool

Belvilla by OYO Chiaradue

Belvilla by OYO Chiaradue
Holiday Home 'Loft La Fonte Al Giunco' with Wi-Fi and Air Conditioning
1 bedroom, free WiFi

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...
Holiday Home 'Loft La Fonte Al Giunco' with Wi-Fi and Air Conditioning
Apartment In A Hotel 'Guest-house Montepulciano' with Wi-Fi and Air Conditioning
Outdoor dining

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

The price is AED 6,607
AED 6,615 total
includes taxes & fees
9 May - 10 May
Apartment In A Hotel 'Guest-house Montepulciano' with Wi-Fi and Air Conditioning
Belvilla by OYO Elegant Flat in Historic Villa
House | Pool | Outdoor pool

Belvilla by OYO Elegant Flat in Historic Villa

Belvilla by OYO Elegant Flat in Historic Villa
Donna Serena Room
View from property

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
Stunning private villa for 4 people with WIFI, TV and pets allowed
Microwave, oven, toaster, highchair

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

Stunning private villa for 4 people with WIFI, TV and pets allowed
Stefania Townhouse Luxury 2 Bedrooms Apartment
Fridge, microwave, oven, stovetop

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
Wonderful villa for 2 people with WIFI, balcony, pets allowed and panoramic view
Aerial view

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

Wonderful villa for 2 people with WIFI, balcony, pets allowed and panoramic view
Villa Montebella: Confortevole e Immersa Nella Tranquillità Della Campagna
Terrace/patio

Villa Montebella: Confortevole e Immersa Nella Tranquillità Della Campagna

Villa Montebella: Confortevole e Immersa Nella Tranquillità Della Campagna
Villa con Piscina Privata Immersa Nella Campagna Toscana
Exterior

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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Other property types in Montepulciano

Residenza Fabroni
Lobby

Residenza Fabroni

8.8 out of 10, Excellent, (84)
"We loved staying here. Absolutely great communication, super room, lots of dining options. Highly recommend this place."
The price is AED 333
AED 382 total
includes taxes & fees
13 May - 14 May
Residenza Fabroni
Il Tosco
Property entrance

Il Tosco

10.0 out of 10, Exceptional, (108)
"The people here are authentic and welcoming! The building, rooms and facilities are gorgeous! One of our most beautiful stays in our many trips to Italy "
The price is AED 925
AED 1,034 total
includes taxes & fees
16 May - 17 May
Il Tosco
Osteria del Borgo
Standard Room | Exterior

Osteria del Borgo

9.2 out of 10, Wonderful, (143)
"Very nice place to stay to experience Montepulciano. Great location, beautiful restaurant, very nice hospitality "
Osteria del Borgo
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.