The 29 best holiday rentals in Montepulciano

#1 of 171 Holiday rentals in Montepulciano

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• “A breathtaking spot for a rural getaway that is not TOO isolated!”
• See more reviews of Lupaia

#2 of 171 Holiday rentals in Montepulciano

• “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.”
• See more reviews of Alberto Charming Home

#3 of 171 Holiday rentals in Montepulciano

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• See more reviews of L’ Aia del Principe

#4 of 171 Holiday rentals in Montepulciano

• “A wonderful property with great hosts, such a memorable stay!”
• “Nice resort and owners”
• “Best hotel near Montepulciano!”
• See more reviews of Podere Lamberto

#5 of 171 Holiday rentals in Montepulciano

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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...”
• See more reviews of Casa Stella - Montepulciano

#6 of 171 Holiday rentals in Montepulciano

• “Christelle & Marco put their heart and souls into giving their guests an exceptional stay to remember.!”
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• See more reviews of La Falconara

#7 of 171 Holiday rentals in Montepulciano

• “Will recommend to friends.”
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• “Beautiful, private and serene location - perfect for a couple!”
• See more reviews of Agriturismo I Roseti

#8 of 171 Holiday rentals in Montepulciano

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• “We had a lovely stay!”
• See more reviews of La Pievina

#9 of 171 Holiday rentals in Montepulciano

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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

#10 of 171 Holiday rentals in Montepulciano

• “Nico and Elena were amazing.”
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• “Second time visit at one of the best locations in Tuscany.”
• See more reviews of Sant'Antonio Country Resort

#11 of 171 Holiday rentals in Montepulciano

• “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”
• See more reviews of Antico Borgo 7

#12 of 171 Holiday rentals in Montepulciano

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• “Perfecto!”
• “Amazing view 👍”
• See more reviews of Appartamento centro storico La Pulcianella con vista mozzafiato

#13 of 171 Holiday rentals in Montepulciano

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• “very nice would come back again”
• “A wonderful experience”
• See more reviews of Terra Antica - Resort, Winery & SPA

#15 of 171 Holiday rentals in Montepulciano

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• “Great!”
• “Absolutely perfect in love with this property, thank you so much”
• See more reviews of Agriturismo San Gallo

#16 of 171 Holiday rentals in Montepulciano

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• “Most romantic spot in Tuscany.”
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• See more reviews of Agriturismo Villa Mazzi

#17 of 171 Holiday rentals in Montepulciano

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• “Highly recommended for those who wants to feel toscany’s countryside”
• See more reviews of Agriturismo Nobile

#18 of 171 Holiday rentals in Montepulciano

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• “Perfect location & beautiful home”
• See more reviews of Opio 60

#19 of 171 Holiday rentals in Montepulciano

• “Perfect, storybook location in a winery in Tuscany.”
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• See more reviews of Agriturismo Il Serraglio

#20 of 171 Holiday rentals in Montepulciano

• “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

#21 of 171 Holiday rentals in Montepulciano

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• See more reviews of Il Buonumore

#22 of 171 Holiday rentals in Montepulciano

• “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

#23 of 171 Holiday rentals in Montepulciano

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• “Mery was a wonderful and friendly host who made us feel like...”
• “Pleasant stay in Montipulciano.”
• See more reviews of Mery's House

#24 of 171 Holiday rentals in Montepulciano

• “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

#25 of 171 Holiday rentals in Montepulciano

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• See more reviews of Tuscany Living - Terra Antica

#26 of 171 Holiday rentals in Montepulciano

• “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

#27 of 171 Holiday rentals in Montepulciano

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• “Too short! We would love to return.”
• “Best stay every!”
• See more reviews of Residenza al Poggio degli Ulivi

#28 of 171 Holiday rentals in Montepulciano

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• “Very well maintained, clean and pretty place.”
• “Don’t miss the chance”
• See more reviews of Agriturismo Il Cantastorie

#30 of 171 Holiday rentals in Montepulciano

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• “Loved the outdoor space to star watch at night”
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• See more reviews of Pacifico