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Compare 83 Villas in Montepulciano with updated reviews, rates, and availability.

Winery Villa in the heart of Nobile Vineyards.

9.8 out of 10, Exceptional, (10)
"We love our stay. House and property are beautiful."
Winery Villa in the heart of Nobile Vineyards.

Villa Corolle - Country House with private swimming pool in Montepulciano, Orcia Valley, Tuscany

9.8 out of 10, Exceptional, (24)
"This property is exactly as we'd imagined it to be! Very charming, great location, beautiful views! Franco and his brother were wonderful. We would definitely stay here again!"
Villa Corolle - Country House with private swimming pool in Montepulciano, Orcia Valley, Tuscany

Magnifica villa in toscana, 7 posti letto, con vista incredibile!!

10.0 out of 10, Exceptional, (2)
"Such a quaint home, clean, quiet and beautiful. Close to the center of the very small town of Montepulciano. The host is very sweet and even cooked a cake to welcome us to their home. The view of the valley from the home is simply breathtaking."
Magnifica villa in toscana, 7 posti letto, con vista incredibile!!

Panoramic villa surrounded by vineyards and olive groves, 6 km from Montepulciano. Ideal for familie

10.0 out of 10, Exceptional, (2)
"My two friends and I enjoyed our stay at San Bono. The highlight was having the family make and serve us an authentic Tuscan meal! The view is amazing and the location was perfect!"
Panoramic villa surrounded by vineyards and olive groves, 6 km from Montepulciano. Ideal for familie

Walk to Town! Luxury Villa in Montepulciano, Tuscany w/ Pool & Spa!

10.0 out of 10, Exceptional, (34)
"Two friends - ages 70+ - decided to escape to Tuscany. Villa Nobile was the destination. Everything about it was magical, especially the grounds and astounding views. We savored every moment. The only slight disappointment was that walking to Montepulciano was very challenging on narrow, dusty roads. Fortunately, we had a car that eased our journey. A wonderful home, well located with access to so many Tuscan towns. We highly recommend it."
Walk to Town! Luxury Villa in Montepulciano, Tuscany w/ Pool & Spa!

Villa Montepulciano by MMega

Villa Montepulciano by MMega

Typical villa with private pool in a panoramic position in southern Tuscany, a few kilometres from t

10.0 out of 10, Exceptional, (1)
"We hebben genoten in dit grote landhuis met zwembad en ruime tuin. Alles was perfect geregeld. Dank!"
Typical villa with private pool in a panoramic position in southern Tuscany, a few kilometres from t

Cottage with private swimming pool, Jacuzzi and air conditioning. Extremely panoramic position, surr

10.0 out of 10, Exceptional, (1)
"Vacanza magica con accesso privilegiato a tutte le meraviglie della Val di Chiana e della Val D’Orcia. Clima stupendo e ventilato nonostante un agosto torrido in gran parte d’Italia. Proprietaria gentilissima e super disponibile, casetta davvero graziosa e ben tenuta (segnalo però entrambi i bagni ciechi senza bidet) con la piscina che ci ha ristorato al rientro dalle stupende gite. Purtroppo la vasca idromassaggio era inutilizzabile a causa della temperatura elevatissima. Essendo la casa tutta...
Cottage with private swimming pool, Jacuzzi and air conditioning. Extremely panoramic position, surr

VALIANA Luxury Villa in Montepulciano - Private Heated Pool - Free Wi-Fi

10.0 out of 10, Exceptional, (24)
"A beautiful, warm villa in the heart of Tuscany. Four couples stayed and there was ample room to join together to eat and drink wine, as well as many places to relax and get solitude. Cecilia is a host that pays attention to all details and is readily accessible. We also had dinner at the house with a private chef that was amazing. I hope to visit again someday! "
VALIANA Luxury Villa in Montepulciano - Private Heated Pool - Free Wi-Fi

Beautiful private villa with WIFI, A/C, private pool, hot tub, TV, patio, panoramic view, parking

9.6 out of 10, Exceptional, (20)
"We spent one week at Villa Ardene to celebrate our wedding. The place is breathtaking - definitely even more beautiful than the photos let on! The wedding dinner that Benedetta and her colleagues provided was just delicious! We highly recommend this place."
Beautiful private villa with WIFI, A/C, private pool, hot tub, TV, patio, panoramic view, parking

Mansion in Montepulciano with pool

9.0 out of 10, Wonderful, (2)
"Det var helt igennem et unikt ophold. Alt var fint."
Mansion in Montepulciano with pool

Bossoncina 8+1, Emma Villas

10.0 out of 10, Exceptional, (3)
"Everything was set when we arrived including a welcome basket and Rachele lives right next door if you need anything. Also we booked a private chef through Emma Villas which manages the property. Again, everything went smoothly and we enjoyed a great meal."
Bossoncina 8+1, Emma Villas

Il Casale Di Manuele 12, Emma Villas

10.0 out of 10, Exceptional, (2)
"Comfortable. Great location. House well appointed"
Il Casale Di Manuele 12, Emma Villas

Podere San Buono 6, Emma Villas

Podere San Buono 6, Emma Villas

[LUXURY VILLA] POGGIO ALLA FAMINA

10.0 out of 10, Exceptional, (1)
"From the moment we arrived at this breathtaking villa nestled in the hills of Montepulciano, it was clear we were in for an extraordinary experience. The drive up, surrounded by vineyards and olive groves, set the stage for what was to be a truly luxurious stay.The villa itself is a masterpiece of design, blending traditional Tuscan architecture with modern amenities in a way that is both elegant and comfortable. The living spaces are spacious and beautifully decorated, with every window framing...
[LUXURY VILLA] POGGIO ALLA FAMINA

Le Colombelline 12, Emma Villas

Le Colombelline 12, Emma Villas

Wonderful Private Villa With Private Pool, TV, Pets Allowed and Parking, Close to Montepulciano

8.8 out of 10, Excellent, (3)
"Grande maison rustique mais fonctionnelle avec une très grande piscine. Mention spéciale à l'accueil de nos hôtes d' une gentillesse rare. Localisation parfaite en pleine nature et à 5mn de Montepulciano."
Wonderful Private Villa With Private Pool, TV, Pets Allowed and Parking, Close to Montepulciano

Le Terre Di Nunzio 12, Emma Villas

Le Terre Di Nunzio 12, Emma Villas

Beautiful private villa with WIFI, private pool, TV, patio, pets allowed, panoramic view and par...

9.6 out of 10, Exceptional, (5)
"Lovely villa with gorgeous view of Montepulciano. Fantastic, spacious garden. Peaceful and private yet walking distance into Montepulciano. Absolutely loved this place."
Beautiful private villa with WIFI, private pool, TV, patio, pets allowed, panoramic view and par...

Elegant historic residence in the hills of Val d'Orcia

Elegant historic residence in the hills of Val d'Orcia
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

10.0 out of 10, Exceptional, (106)
"beautiful property with perfect service. "
The price is SAR 1,216
SAR 1,355 total
includes taxes & fees
2 May - 3 May
Il Tosco

Residenza Fabroni

8.8 out of 10, Excellent, (84)
"We loved staying here. Absolutely great communication, super room, lots of dining options. Highly recommend this place."
The price is SAR 339
SAR 390 total
includes taxes & fees
5 May - 6 May
Residenza Fabroni

Osteria del Borgo

9.2 out of 10, Wonderful, (143)
"Very nice place to stay to experience Montepulciano. Great location, beautiful restaurant, very nice hospitality "
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.

Frequently asked questions

How much do villas in Montepulciano cost?
Prices for villas in Montepulciano range between and per night. Whatever your budget, you can find someplace that fits your needs with Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Montepulciano?
Choose from 83 villas in Montepulciano. No matter if you’re taking a trip with the kids or getting away with your buddies, Expedia can help you find the right space for your crew.
Why book your villa in Montepulciano with Expedia?
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