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8 Aug - 10 Aug
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29 Aug - 31 Aug
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26 Sept - 28 Sept

Featured Villas in Montepulciano and around

Le Colombelline 12, Emma Villas
Exterior

Le Colombelline 12, Emma Villas

Le Colombelline 12, Emma Villas
Magnifica villa in toscana, 7 posti letto, con vista incredibile!!
Welcome to this charming home with a spacious porch and beautiful garden, featuring large windows and a cozy seating area.

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
Enjoy al fresco dining in a serene outdoor setting with a beautifully set table and comfortable seating.

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
Stunning private villa with hot tub, WIFI, private pool, A/C, TV, patio, panoramic view, parking
Escape to a serene retreat surrounded by lush greenery and a tranquil garden, featuring a pool and sun loungers.

Stunning private villa with hot tub, WIFI, private pool, A/C, 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."
Stunning private villa with hot tub, WIFI, private pool, A/C, TV, patio, panoramic view, parking
Villa Nobile - Walk to Town! Luxury in Montepulciano, Tuscany w/ Pool & Spa!
Relax by the serene pool surrounded by lush greenery and mature trees, perfect for a tranquil escape.

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

10.0 out of 10, Exceptional, (34)
"We are a group of friends who had a truly magical time here. The home is beautiful inside and out. It is super well-equipped for cooking and hanging out. We really liked the location. Montepuliciano is a wonderful town to stay near and the Tuscan countryside is beautiful. Everyone involved with Villa Nobile was incredibly welcoming, from the owner, Sherry, to Eileen and Jamila who took care of us in Montepulciano. Highly recommend! It really did exceed our expectations."
Villa Nobile - Walk to Town! Luxury in Montepulciano, Tuscany w/ Pool & Spa!
Typical villa with private pool in a panoramic position in southern Tuscany, a few kilometres from t
Relax by the serene pool surrounded by lush greenery and rolling hills.

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
Villa Corolle - Country House with private swimming pool in Montepulciano, Orcia Valley, Tuscany
Relax by the pool surrounded by lush greenery and vibrant flowers.

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
Villa Montepulciano by MMega
Pool

Villa Montepulciano by MMega

10.0 out of 10, Exceptional, (1)
"The grounds and views from the property are spectacular. There was plenty of room and privacy when needed tor 9 adults, 2 children and an infant. It is on a working farm so nearby there are goats, chickens, a rooster, bee hives, and fresh eggs. The plum orchard was in bloom and the olive groves are wonderful.there were several friendly cats roaming the property which kept the grandaughters engaged. The only negative was that the showers were small (we Americans are spoiled) but it was an...
Villa Montepulciano by MMega
Winery Villa in the heart of Nobile Vineyards.
Relax in a serene garden setting with a view, surrounded by lush greenery and a vineyard.

Winery Villa in the heart of Nobile Vineyards.

10.0 out of 10, Exceptional, (14)
"We love our stay. House and property are beautiful."
Winery Villa in the heart of Nobile Vineyards.
[LUXURY VILLA] POGGIO ALLA FAMINA
Enjoy a serene atmosphere with a panoramic view of the countryside from this outdoor patio, featuring a dining table and comfortable seating.

[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
Il Casale Di Manuele 12, Emma Villas
Relax by the serene pool surrounded by lush greenery and a starry night sky.

Il Casale Di Manuele 12, Emma Villas

10.0 out of 10, Exceptional, (3)
"We loved this home - everything was perfect and it was easy to find and enjoy. I highly recommend the next time you are wanting to stay in Tuscany! "
Il Casale Di Manuele 12, Emma Villas
Farmhouse
Relax by the serene pool surrounded by lush greenery and rolling hills.

Farmhouse

10.0 out of 10, Exceptional, (2)
"We loved our stay at the villa. Alex and Gabrielle were very helpful before and during our stay, answering all our questions and being very responsive. The view out our front window was incredible along with the front porch and pool overlooking their vineyard and rolling hills. The house was perfect for our needs. Very clean, well kept, and an authentic Tuscan villa experience. And, their own wine is fabulous!"
Farmhouse
Bossoncina 8+1, Emma Villas
Enjoy a romantic meal for two in this serene outdoor dining area with a river view.

Bossoncina 8+1, Emma Villas

10.0 out of 10, Exceptional, (3)
"Villa Bossoncina was a superb choice for our group of 8 adults. We loved the place, the pool an the anemities- in fact so much that we ate mostly all our meals at home instead of looking for restaurants in the meighbourhood. "
Bossoncina 8+1, Emma Villas
Cottage with private swimming pool, Jacuzzi and air conditioning. Extremely panoramic position, surr
Relax in a serene outdoor setting with a hot tub surrounded by lush greenery and beautiful views.

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
Podere San Buono 6, Emma Villas
Relax by the serene pool surrounded by lush hills and a mature olive tree.

Podere San Buono 6, Emma Villas

Podere San Buono 6, Emma Villas
Le Terre Di Nunzio 12, Emma Villas
Relax in this inviting patio area with a table and chairs, surrounded by a rustic stone wall and wooden beams.

Le Terre Di Nunzio 12, Emma Villas

Le Terre Di Nunzio 12, Emma Villas
Elegant historic residence in the hills of Val d'Orcia
Relax in a serene outdoor oasis with a hot tub, lounge chairs, and a tranquil lawn.

Elegant historic residence in the hills of Val d'Orcia

Elegant historic residence in the hills of Val d'Orcia
Wonderful Private Villa With Private Pool, TV, Pets Allowed and Parking, Close to Montepulciano
Traditional Mediterranean-style building with a serene atmosphere and lush surroundings.

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
Scenic Tuscan Mansion
Stroll through the serene courtyard surrounded by lush greenery and a majestic tree.

Scenic Tuscan Mansion

9.0 out of 10, Wonderful, (2)
"Det var helt igennem et unikt ophold. Alt var fint."
Scenic Tuscan Mansion
Il Grillo 10, Emma Villas
Relax by the serene pool surrounded by lush greenery and a distant vineyard view.

Il Grillo 10, Emma Villas

Il Grillo 10, Emma Villas
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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Top Montepulciano Hotel Reviews

Borgo San Vincenzo

Borgo San Vincenzo

10/10 Excellent
"We spent three nights here, and without a doubt, it was one of the best hotel experiences we've ever had. From the moment we arrived, everything exceeded our expectations. If you're looking for that authentic Tuscan charm—rolling hills, rustic elegance, and a peaceful atmosphere—this is exactly where you need to stay. The entire property radiates warmth and character, making it feel both luxurious and homely. What truly made our stay exceptional, though, was the staff. Every single person we encountered was welcoming, attentive, and genuinely kind. They went out of their way to ensure we felt comfortable and well cared for throughout our stay. Highly recommend to anyone looking for an unforgettable experience in Tuscany."
Chandeep 3-night trip
Posted 2 days ago
Borgo San Vincenzo

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 82 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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