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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

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, (67)
"This was fantastic. The condo was super comfortable and the location was spectacular. We had 8 people and were very comfortable. We could easily walk to restaurants and stores in the town. Our host was amazing - communication was great and she provided tons of suggestions (the picnic at the nearby cheese farm and suggested restaurants were great). She even helped us get a reservation for our big group on one of the nights. I would definitely stay here again. "
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)
"We had a fantastic stay for 2 nights. Perfectly located in the heart of the town. Comfortable rooms of lots of space. "
A MAGICAL HOLIDAY IN TUSCANY
Beautiful Residence in the Old Town
Dining

Beautiful Residence in the Old Town

10.0 out of 10, Exceptional, (45)
"It was a wonderful house - right in the middle of town. Very convenient. Our landlord, Royce, was extremely helpful in answering all our questions about the area. The best!"
Beautiful Residence in the Old Town
Casa Campau by Interhome
TV

Casa Campau by Interhome

8.8 out of 10, Excellent, (3)
"Sehr zentraĺ mitten in der Altstadt. Man muss aber steile Treppenwege gehen. Alle Gegenstände des täglichen Bedarfs waren alle vorhanden. Gute Küchenausstattung (scharfe Messer!!!)"
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)
"My husband, adult niece, and I stayed in the Borgo Buio townhouse for the weekend, it was wonderful. The location is ideal and the house is clean, comfortable, and well-stocked. All 3 of us rate it a 10 out of 10. Silvia was easy to communicate with, even when a glitch with our VRBO account blocked our ability to message her directly. I enthusiastically recommend this Borgo Buio townhouse and the charming town of Montepulciano. "
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 view Great location Lots of steps. Poor parking Only one bedroom has AC. Two have portable units that are really humidifiers and two others have only fans. There is no AC in the common areas of the unit. The rental was largely unusable due to it being a constant 29 degrees Celsius. 84 degrees Fahrenheit. When we discussed with the owner they simply stated we are not from Italy and this is normal. The bathrooms all had black mold in the showers. I complained to the owner they sent...
Period residence in Montepulciano (Siena), Tuscany
Belvilla by OYO Chiaraquattro
Pool

Belvilla by OYO Chiaraquattro

7.8 out of 10, Good, (13)
"As a family we had a most memorable Holiday. Angela our host was just so accommodating and made us very welcome and even fed us on the Thursday before we left. The property was clean and functional, and we soon realised that the property lacked some basic amenities, like washing machine, microwave but we soon got used to it. Air conditioning would have been nice as the night time temperature did not go below 25c. The pool was an absolute god send at daytime temperatures hit 37c and was cleaned...
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)
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 6,644
AED 6,652 total
includes taxes & fees
28 Apr - 29 Apr
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 guests with WIFI, TV and pets allowed
Microwave, oven, toaster, highchair

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

Stunning private villa for 4 guests 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
Beautiful villa for 2 guests with WIFI, balcony, pets allowed and panoramic view
Aerial view

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

Beautiful villa for 2 guests 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

Il Tosco
Property entrance

Il Tosco

10.0 out of 10, Exceptional, (106)
"What a spectacular stay! My family chose this place as home base for our week in Tuscany and it’s literally one of the most incredible places we have ever stayed- the building has an amazing history- the rooms were beautiful and furniture stunning- lots of hot water- very clean- high quality linens etc The breakfasts prepared by the owner were over the top good- and she always lefts many cakes- desserts and snacks for my family - as well as fruit- treats and drinks - there are many restaurants...
The price is AED 1,221
AED 1,359 total
includes taxes & fees
29 Apr - 30 Apr
Il Tosco
Residenza Fabroni
Lobby

Residenza Fabroni

8.8 out of 10, Excellent, (84)
"Great little bed and breakfast feel, with a lovely view from the terrace. The breakfast voucher is for a great little cafe right nearby and we really enjoyed that added touch. We had the 'green' room and didn't really need the 2nd space with the 2 smaller beds, but it was nice to have so much space, including the kitchen and sitting areas. Very clear instructions on how to find them, especially parking! The video was very helpful "
The price is AED 332
AED 382 total
includes taxes & fees
5 May - 6 May
Residenza Fabroni
Osteria del Borgo
Standard Room | Exterior

Osteria del Borgo

9.2 out of 10, Wonderful, (143)
"Communication with owner excellent. Was able to drop bags at unit and then park car in space provided by hotel about a 10 minute walk down or up depending on direction. Apartment large and comfortable. Breakfast nice continental assortment. Owner helped with bags up 2 flights of stairs checking in. Excellent location. Every thing nearby. We would book again"
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.