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1 Aug - 3 Aug
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22 Aug - 24 Aug
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19 Sept - 21 Sept

Featured Villas in Montepulciano

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!!
Exterior

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

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

10.0 out of 10, Exceptional, (26)
"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
Panoramic villa surrounded by vineyards and olive groves, 6 km from Montepulciano. Ideal for familie
Outdoor dining

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

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 Nobile - Walk to Town! Luxury in Montepulciano, Tuscany w/ Pool & Spa!
Outdoor pool, an infinity pool

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

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
Winery Villa in the heart of Nobile Vineyards.
Outdoor dining

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.
Elegant historic residence in the hills of Val d'Orcia
Terrace/patio

Elegant historic residence in the hills of Val d'Orcia

Elegant historic residence in the hills of Val d'Orcia
[LUXURY VILLA] POGGIO ALLA FAMINA
Outdoor dining

[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
Bossoncina 8+1, Emma Villas
Outdoor dining

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
Le Terre Di Nunzio 12, Emma Villas
Outdoor dining

Le Terre Di Nunzio 12, Emma Villas

Le Terre Di Nunzio 12, Emma Villas
Podere San Buono 6, Emma Villas
Pool

Podere San Buono 6, Emma Villas

Podere San Buono 6, Emma Villas
Cottage with private swimming pool, Jacuzzi and air conditioning. Extremely panoramic position, surr
Outdoor spa tub

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
Il Casale Di Manuele 12, Emma Villas
Pool

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
Outdoor pool, a heated pool

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
Mansion in Montepulciano with pool
Property grounds

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

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
Il Grillo 10, Emma Villas
Pool

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

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"Wonderful food, grounds, pool, rooms, view - just the best"
Sarah 2-night trip
Posted 2 days ago
Relais Villa Grazianella - UNA Esperienze

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 78 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.
What is there to do near my villa in Montepulciano?
There are tons of fun things to put on your itinerary in Montepulciano. Head for big attractions like Tenuta Valdipiatta, Terme di Montepulciano Spa and Piazza Grande. Consorzio del Vino Nobile di Montepulciano, Palazzo Avignonesi and Cantina Contucci also appeal to many visitors.