The 29 best holiday rentals in Montepulciano

#1 of 171 Holiday rentals in Montepulciano

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• See more reviews of Lupaia

#2 of 171 Holiday rentals in Montepulciano

• “Very friendly and helpful owner.”
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• “Beautiful property in the heart of Tuscany.”
• 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 lovely time spent at this property, very welcoming hosts, a wonderful pool, they have thought of everything to make it”
• “A wonderful property with great hosts, such a memorable stay!”
• “Nice resort and owners”
• See more reviews of Podere Lamberto

#5 of 171 Holiday rentals in Montepulciano

• “Lovely stay in the middle of Tuscany”
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• “Il posto migliore per vivere tutto il fascino della Toscana!”
• See more reviews of Casa Stella - Montepulciano

#6 of 171 Holiday rentals in Montepulciano

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• “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

• “Gianni and Maria were so friendly and welcoming!”
• “Amazing”
• “Will recommend to friends.”
• 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!”
• 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

• “Great stay all round with a very friendly and helpful host”
• “Amazing apartment with the most kind and generous host, Suzy! Thank you for our unforgettable stay!”
• “Beautiful apartment in an unbelievable setting!”
• 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

• “The most idyllic place in one of the most beautiful...”
• “we had such a good time at this place. great location, excellent service and care. highly recommended.”
• “A stunning location! Staff was very kind and helpful! We would like to come back in so calm and peaceful resort 🙏🏻”
• See more reviews of Terra Antica - Resort, Winery & SPA

#15 of 171 Holiday rentals in Montepulciano

• “Great!”
• “Absolutely perfect in love with this property, thank you so much”
• “Beautiful location, caring staff, genuine family run business with wonderful care and attention to detail. So peaceful”
• 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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• See more reviews of Agriturismo Nobile

#18 of 171 Holiday rentals in Montepulciano

• “Fabulous location and an easy stay.”
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• 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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• See more reviews of Pacifico