Recent reviews
“I really enjoyed my stay here. The location is absolutely perfect, right in the heart of the historic town, and the apartment has a very good layout. It’s renovated with a new bathroom, and the kitchen had all the dishes and amenities I needed. Fiora was a lovely host, very responsive and quick to help with anything, and the check-in process was simple and straightforward. Overall, it felt like great value for money and made my time in Montepulciano even more enjoyable.”
“Gianni and Maria were so friendly and welcoming! They even gifted a bottle of wine. The appartment is well equipped, clean and so beautiful.”
“Location was excellent right in the heart of Montepulciano”
“We loved the quietness and the landscape, perfect place to recharge and travel around the Siena province. Paolo was a great host, always helpful and responsive”
The 29 best holiday rentals in Montepulciano
based on 20,067 holiday rental reviews on Booking.com
Guests' Choice
Lupaia
#1 of 171 Holiday rentals in Montepulciano
Last review posted: 5 days ago
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“A breathtaking spot for a rural getaway that is not TOO isolated!”
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Alberto Charming Home
#2 of 171 Holiday rentals in Montepulciano
Last review posted: 17 days ago
“Beautiful property in the heart of Tuscany.”
“Siamo rimasti molto soddisfatti del nostro soggiorno. La casa è incantevole, arredata con gusto e dotata di ogni confort”
“We had a wonderful stay and would come back again.”
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L’ Aia del Principe
#3 of 171 Holiday rentals in Montepulciano
Last review posted: 4 days ago
Podere Lamberto
#4 of 171 Holiday rentals in Montepulciano
Last review posted: 13 days ago
“A wonderful property with great hosts, such a memorable stay!”
“Nice resort and owners”
“Best hotel near Montepulciano!”
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Casa Stella - Montepulciano
#5 of 171 Holiday rentals in Montepulciano
Last review posted: 7 days ago
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“Il posto migliore per vivere tutto il fascino della Toscana!”
“A very spacious, clean and tidy apartment with a very nice...”
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La Falconara
#6 of 171 Holiday rentals in Montepulciano
Last review posted: 2 days ago
“Christelle & Marco put their heart and souls into giving their guests an exceptional stay to remember.!”
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Agriturismo I Roseti
#7 of 171 Holiday rentals in Montepulciano
Last review posted: 7 days ago
“Will recommend to friends.”
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“Beautiful, private and serene location - perfect for a couple!”
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La Pievina
#8 of 171 Holiday rentals in Montepulciano
Last review posted: 7 days ago
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“We had a lovely stay!”
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Mezzanino L Palazzo Gagnoni Grugni
#9 of 171 Holiday rentals in Montepulciano
Last review posted: 2 days ago
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“Everything!”
“Fabulous experience!! I would definitely recommend, you’re lucky to stay there”
See more reviews of Mezzanino L Palazzo Gagnoni Grugni
Sant'Antonio Country Resort
#10 of 171 Holiday rentals in Montepulciano
Last review posted: 5 days ago
“Nico and Elena were amazing.”
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“Second time visit at one of the best locations in Tuscany.”
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Antico Borgo 7
#11 of 171 Holiday rentals in Montepulciano
Last review posted: 31 days ago
“Amazing apartment with the most kind and generous host, Suzy! Thank you for our unforgettable stay!”
“Beautiful apartment in an unbelievable setting!”
“Our host communicated with us well. We enjoyed the very clean modern facilities and the location was handy to the town c”
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Appartamento centro storico La Pulcianella con vista mozzafiato
#12 of 171 Holiday rentals in Montepulciano
Last review posted: 23 days ago
Terra Antica - Resort, Winery & SPA
#13 of 171 Holiday rentals in Montepulciano
Last review posted: 9 days ago
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“very nice would come back again”
“A wonderful experience”
See more reviews of Terra Antica - Resort, Winery & SPA
Agriturismo San Gallo
#15 of 171 Holiday rentals in Montepulciano
Last review posted: 17 days ago
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“Great!”
“Absolutely perfect in love with this property, thank you so much”
See more reviews of Agriturismo San Gallo
Agriturismo Villa Mazzi
#16 of 171 Holiday rentals in Montepulciano
Last review posted: 7 days ago
Agriturismo Nobile
#17 of 171 Holiday rentals in Montepulciano
Last review posted: 9 days ago
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“Highly recommended for those who wants to feel toscany’s countryside”
See more reviews of Agriturismo Nobile
Opio 60
#18 of 171 Holiday rentals in Montepulciano
Last review posted: 3 days ago
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“Perfect location & beautiful home”
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Agriturismo Il Serraglio
#19 of 171 Holiday rentals in Montepulciano
Last review posted: 2 days ago
“Perfect, storybook location in a winery in Tuscany.”
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“”
See more reviews of Agriturismo Il Serraglio
Angolo Alla Fortezza - Gigliola Contucci
#20 of 171 Holiday rentals in Montepulciano
Last review posted: 6 days ago
“Great family base to explore”
“Great apartment, great location, lovely town with restaurants, shops, and wine cellars.”
“Excellent location, generous accommodation, lovely hosts.”
See more reviews of Angolo Alla Fortezza - Gigliola Contucci
Il Buonumore
#21 of 171 Holiday rentals in Montepulciano
Last review posted: 3 days ago
Appartamento Centro Storico
#22 of 171 Holiday rentals in Montepulciano
Last review posted: 28 days ago
“We had a wonderful stay at Martina's Home.”
“Truly the best.”
“Lorenzo and Elanora were very kind, picking us up and...”
See more reviews of Appartamento Centro Storico
Mery's House
#23 of 171 Holiday rentals in Montepulciano
Last review posted: 3 days ago
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“Mery was a wonderful and friendly host who made us feel like...”
“Pleasant stay in Montipulciano.”
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Casa Matilde
#24 of 171 Holiday rentals in Montepulciano
Last review posted: 272 days ago
“10/10 would recommend!”
“Lovely apartment in the middle of town, beautifully furnished and check in was a breeze.”
“Great place in the old town of Montepulciano.”
See more reviews of Casa Matilde
Tuscany Living - Terra Antica
#25 of 171 Holiday rentals in Montepulciano
Last review posted: 3 days ago
Mikipong
#26 of 171 Holiday rentals in Montepulciano
Last review posted: 3 days ago
“Amazing holiday at Mikipong🤍”
“Beautiful property well maintained”
“beyond wonderful! miss this beautiful property and the wonderful people that care so much!”
See more reviews of Mikipong
Residenza al Poggio degli Ulivi
#27 of 171 Holiday rentals in Montepulciano
Last review posted: 2 days ago
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“Too short! We would love to return.”
“Best stay every!”
See more reviews of Residenza al Poggio degli Ulivi
Agriturismo Il Cantastorie
#28 of 171 Holiday rentals in Montepulciano
Last review posted: 8 days ago
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“Very well maintained, clean and pretty place.”
“Don’t miss the chance”
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Agriturismo San Martino
#29 of 171 Holiday rentals in Montepulciano
Last review posted: 12 days ago
“Incredible experience”
“Very nice people and very helpful, exceptional.”
“We loved it. Original, special.”
See more reviews of Agriturismo San Martino
Pacifico
#30 of 171 Holiday rentals in Montepulciano
Last review posted: 2 days ago
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“Loved the outdoor space to star watch at night”
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See more reviews of Pacifico
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