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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Compare 69 Villas in Montepulciano with updated reviews, rates, and availability.

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

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

9.8 out of 10, Exceptional, (23)
"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.
Interior

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

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

10.0 out of 10, Exceptional, (1)
"The location of this home is perfect. Far enough away for peace and quiet, yet close enough to go to the grocery store and into Montepulciano. Frank and Silva, the owners were a delight. They didn't speak much english, but we laughed every morning with them. Frank makes his own wine from the on property vineyard and Silva makes handbags and jams. Frank wine is as good as any other in Italy. And so much less money!!! Their home and grounds are beautiful. We were three couples and had plenty...
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 Montepulciano by MMega
Pool

Villa Montepulciano by MMega

Villa Montepulciano by MMega
Cottage with private swimming pool, Jacuzzi and air conditioning. Extremely panoramic position, surr
Pool

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
Walk to Town! Luxury Villa in Montepulciano, Tuscany w/ Pool & Spa!
Fridge, microwave, oven, stovetop

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!
VALIANA Luxury Villa in Montepulciano - Private Heated Pool - Free Wi-Fi
Outdoor pool, a heated pool

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
Il Casale Di Manuele 12, Emma Villas
Pool

Il Casale Di Manuele 12, Emma Villas

10.0 out of 10, Exceptional, (2)
"Great Villa. Fantastic location. Very private. Plenty of room for everyone to have their own space(there were 8 of us). The property was spotless, well maintained and the owners very gracious. Could not have asked for a better stay. "
Il Casale Di Manuele 12, Emma Villas
Beautiful private villa with WIFI, private pool, hot tub, A/C, TV, patio, panoramic view, parking
Pool

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

9.6 out of 10, Exceptional, (20)
"Villa Ardene in Montepulchiano was a dream. The rooms beautiful, the flowers gorgeous, food delicious, staff friendly, area perfect. I would go back tomorrow if I could. What a wonderful family experience in such a lovely setting."
Beautiful private villa with WIFI, private pool, hot tub, A/C, TV, patio, panoramic view, parking
Bossoncina 8+1, Emma Villas
Exterior

Bossoncina 8+1, Emma Villas

10.0 out of 10, Exceptional, (3)
"We were in Italy for a family trip. The villa was perfect, everyone had their own bedroom, the kitchen was great and all of the appliances were modern and met our needs. The pool was fantastic, and the view from the pool deck was unbeatable. We did have some trouble getting the air conditioning to work, but that was because it was the first time in the season it had to be turned on. The hostess was very responsive accommodating."
Bossoncina 8+1, Emma Villas
Mansion in Montepulciano with pool
Pool

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
[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
Stunning private villa with WIFI, private pool, TV, patio, pets allowed, panoramic view and park...
Exterior

Stunning private villa with WIFI, private pool, TV, patio, pets allowed, panoramic view and park...

9.6 out of 10, Exceptional, (5)
Stunning private villa with WIFI, private pool, TV, patio, pets allowed, panoramic view and park...
Wonderful Private Villa With Private Pool, TV, Pets Allowed and Parking, Close to Montepulciano
Gazebo

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

8.8 out of 10, Excellent, (3)
Wonderful Private Villa With Private Pool, TV, Pets Allowed and Parking, Close to Montepulciano
Le Terre Di Nunzio 12, Emma Villas
Pool

Le Terre Di Nunzio 12, Emma Villas

Le Terre Di Nunzio 12, Emma Villas
Podere San Buono 6, Emma Villas
TV, fireplace, DVD player

Podere San Buono 6, Emma Villas

Podere San Buono 6, Emma Villas
Le Colombelline 12, Emma Villas
Exterior

Le Colombelline 12, Emma Villas

Le Colombelline 12, Emma Villas
Il Grillo 8, Emma Villas
Outdoor spa tub

Il Grillo 8, Emma Villas

Il Grillo 8, 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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Other property types in Montepulciano

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
Interior

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

9.8 out of 10, Exceptional, (66)
"The views from this house are fantastic! And the location is perfect - steps from the old town of Montepulciano. Communication with Erika, the host was great. She prepared us with lots of details and recommendations for things to do nearby. We had some questions during our stay and Erika was very responsive. There is so much to do in the area - I almost wished we had more time to hang out on the beautiful terraces!"
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
Il Tosco
Property entrance

Il Tosco

10.0 out of 10, Exceptional, (103)
"beautiful property with perfect service. "
The price is AED 1,044
AED 1,164 total
includes taxes & fees
26 Mar - 27 Mar
Il Tosco
Osteria del Borgo
Standard Room | Exterior

Osteria del Borgo

9.2 out of 10, Wonderful, (142)
"Communication with owner excellent. Was able to drop bags at unit and then park car in space provided by hotel about a 10 minute walk down or up depending on direction. Apartment large and comfortable. Breakfast nice continental assortment. Owner helped with bags up 2 flights of stairs checking in. Excellent location. Every thing nearby. We would book again"
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 69 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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How can I find cheap villas in Montepulciano?
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