Recent reviews
“The peaceful ambiance and facilities - hot tubs were amazing and friendly staff”
“Beautiful and charming family owned palce. The owner took us for the vinery tour and degustation and it was amazing. Wine and food was delicious!”
“The room was airy and spacious. The view is beautiful. The garden is pleasant during the day and also at night. The location is ideal to walk to Montepulciano and immersed in the nature. Very quiet at night and idyllic in the morning. Parking is very convenient. Staff are friendly and accommodated our requests.”
“Fabulous location, beautiful views and a quiet location.”
The 30 best holiday rentals in Montepulciano
based on 19,117 holiday rental reviews on Booking.com
Guests' Choice
Lupaia
#1 of 169 Holiday rentals in Montepulciano
Last review posted: 9 days ago
“Relaxing and elegant stay”
“Quality of service and the exclusiveness of the experience”
“We had a perfect stay at Lupaia and can’t wait to return”
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Agriturismo I Roseti
#2 of 169 Holiday rentals in Montepulciano
Last review posted: 6 days ago
“Host Gionne was very friendly and helpful.”
“The host was very nice and accommodating.”
“One highly memorable stay. This property is fantastic with very caring hosts.”
See more reviews of Agriturismo I Roseti
La Casa Dei Nonni
#3 of 169 Holiday rentals in Montepulciano
Last review posted: 15 days ago
“This location was perfect for its proximity to Montepulciano, but outside the city with great views!”
“Just perfect”
“Heavenly spot in Tuscany”
See more reviews of La Casa Dei Nonni
Mezzanino L Palazzo Gagnoni Grugni
#4 of 169 Holiday rentals in Montepulciano
Last review posted: 4 days ago
“Perfect location
”
“Apartment had everything we needed.”
“Perfetto”
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Alberto Charming Home
#5 of 169 Holiday rentals in Montepulciano
Last review posted: 5 days ago
“Would absolutely stay here again, next time with our family!”
“Alberto was incredibly helpful and responsive. His place was comfortable and beautiful and he was an exceptional host”
“An absolutely amazing experience.”
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Appartamento Centro Storico
#6 of 169 Holiday rentals in Montepulciano
Last review posted: 24 days ago
“Lovely apartment in a beautiful place”
“Excellent and comfortable stay in the heart of Tuscany!”
“An ideal place to stay in an historic town nestled in the hills of Tuscany.”
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Agriturismo San Gallo
#7 of 169 Holiday rentals in Montepulciano
Last review posted: 6 days ago
“One of our top 5 best ever stays. Unbelievable!!”
“Very peaceful location
”
“I must say this accommodation exceeded our expectations in...”
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La Falconara
#8 of 169 Holiday rentals in Montepulciano
Last review posted: 3 days ago
“We do not say it often but to this place we will definitely...”
“fantastic place”
“Memorable”
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La Pievina
#9 of 169 Holiday rentals in Montepulciano
Last review posted: 3 days ago
“Amazing stay”
“Exceptionally kind and welcoming host.”
“+ very kind and helpful staff
”
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Opio 60
#10 of 169 Holiday rentals in Montepulciano
Last review posted: 4 days ago
“Comfortable stay”
“Great location and responsive host!”
“Delightful!”
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Terra Antica - Resort, Winery & SPA
#11 of 169 Holiday rentals in Montepulciano
Last review posted: 7 days ago
“Disappointing experience”
“I would definitely book this property and the same room again! It was huge and met all of our needs. Breakfast out of t”
“Perfect place to relax and unwind”
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L’ Aia del Principe
#12 of 169 Holiday rentals in Montepulciano
Last review posted: 2 days ago
“We were welcomed and looked after beautifully. View across the olive trees was wonderful.”
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Agriturismo Nobile
#13 of 169 Holiday rentals in Montepulciano
Last review posted: 2 days ago
“You cannot ask for anything better”
“Amazing accommodation run by an even more incredible host.”
“It is absolutely beautiful and so peaceful! Gorgeous surroundings, bridgerton type rooms but with a classic Tuscan touch”
See more reviews of Agriturismo Nobile
Sant'Antonio Country Resort
#14 of 169 Holiday rentals in Montepulciano
Last review posted: 7 days ago
“It is a great property a short drive from Montepulciano with...”
“Everything!”
“This place is a true gem.”
See more reviews of Sant'Antonio Country Resort
Agriturismo Villa Mazzi
#15 of 169 Holiday rentals in Montepulciano
Last review posted: 3 days ago
“Exceptional location”
“Staying at Villa Mazzi was an amazing experience.”
“Lovely place in a beautiful location”
See more reviews of Agriturismo Villa Mazzi
Agriturismo Il Cantastorie
#16 of 169 Holiday rentals in Montepulciano
Last review posted: 7 days ago
“Suzanna is a wonderful host, the views of Montepulcianno are...”
“Bucolic”
“Beautiful place in Tuscany, great hosts”
See more reviews of Agriturismo Il Cantastorie
Il Buonumore
#17 of 169 Holiday rentals in Montepulciano
Last review posted: 4 days ago
“I would recommend this to couples or family. Biggest room we stayed in Italy.”
“Friendly , accommodating owners. Beautiful rooms.”
“Excellent accommodations with attentive hosts.”
See more reviews of Il Buonumore
Pacifico
#18 of 169 Holiday rentals in Montepulciano
Last review posted: 2 days ago
“10 out of 10 experience!”
“Beautiful location with views from the terrace.”
“Far exceed expectation. Strongly recommrnd.”
See more reviews of Pacifico
Agriturismo Il Serraglio
#19 of 169 Holiday rentals in Montepulciano
Last review posted: 7 days ago
“Stunning place 5*”
“Magical”
“The full Tuscan”
See more reviews of Agriturismo Il Serraglio
Terra Antica Apartments - La Fornace
#20 of 169 Holiday rentals in Montepulciano
Last review posted: 7 days ago
“A few days spent close to heaven”
“Amazing”
“The Terra Antica apartments were under renovation, so they...”
See more reviews of Terra Antica Apartments - La Fornace
Angolo Alla Fortezza - Gigliola Contucci
#21 of 169 Holiday rentals in Montepulciano
Last review posted: 15 days ago
“I like the spaciousness of the room and its location at the...”
“Great place in Montepulciano”
“Charming spacious apartment in perfect location.”
See more reviews of Angolo Alla Fortezza - Gigliola Contucci
Residenza al Poggio degli Ulivi
#22 of 169 Holiday rentals in Montepulciano
Last review posted: 17 days ago
“Lovely clean home with amazing views.”
“It was a lovely home-not just a room. We could walk safely to the old city, pharmacy & laundry. Supermarket was a ve”
“A very enjoyable stay in a well appointed and comfortable self-catering apartment.”
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MontepulcianoLettings
#23 of 169 Holiday rentals in Montepulciano
Last review posted: 2 days ago
“We enjoy this apartment, it met all our needs.”
“Very nice place to stay in the center of Montepulciano.”
“YES! very nice and comfortable place”
See more reviews of MontepulcianoLettings
Appartamento centro storico La Pulcianella
#24 of 169 Holiday rentals in Montepulciano
Last review posted: 5 days ago
“It was wonderful and we would have liked to have stayed longer.”
“Lovely apartment with an incredible view.”
“The location and the tranquility very nice and peaceful.”
See more reviews of Appartamento centro storico La Pulcianella
Casa Matilde
#25 of 169 Holiday rentals in Montepulciano
Last review posted: 2 days ago
“It felt like we were family from start to finsh!!”
“Gorgeous, comfortable apartment close to everything you need and exceptional host!”
“Great stay”
See more reviews of Casa Matilde
Holiday Apartment in Historical Palace
#26 of 169 Holiday rentals in Montepulciano
Last review posted: 14 days ago
“Amazing property”
“A fabulous apartment in a great location in the old town of Montepulciano.”
“Loved Holiday Apartment and Montepulciano!”
See more reviews of Holiday Apartment in Historical Palace
Il Corso
#27 of 169 Holiday rentals in Montepulciano
Last review posted: 13 days ago
“If you want to visit Montepulciano - this is the place to stay.”
“Excellent host who provided very helpful information about...”
“We will be back. Highly recommend this for an extended stay.”
See more reviews of Il Corso
Agriturismo Pescaia
#28 of 169 Holiday rentals in Montepulciano
Last review posted: 6 days ago
“A relaxing, homely experience”
“Wonderful agroturismo experience”
“Sabrina is an excellent host.”
See more reviews of Agriturismo Pescaia
Contucci Residenze d'Epoca
#29 of 169 Holiday rentals in Montepulciano
Last review posted: 11 days ago
“Beautiful accommodation that was very special for the...”
“It was a wonderful location on the central square.”
“Wonderful location with nearby parking, allows you to drop...”
See more reviews of Contucci Residenze d'Epoca
Podere Lamberto
#30 of 169 Holiday rentals in Montepulciano
Last review posted: 5 days ago
“Special place with fantastic hosts”
“Highly recommended!”
“Honeymoon Stop in Tuscany”
See more reviews of Podere Lamberto
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