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Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

Featured Villas in Montepulciano and around

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
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.
Villa Montepulciano by MMega
Pool

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

Beautiful private villa with private pool, A/C, hot tub, WIFI, 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 private pool, A/C, hot tub, WIFI, TV, patio, panoramic view, parking
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, (20)
"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
Small house ideal for a romantic holiday. It offers a private swimming pool, Jacuzzi and air conditi
Pool

Small house ideal for a romantic holiday. It offers a private swimming pool, Jacuzzi and air conditi

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...
Small house ideal for a romantic holiday. It offers a private swimming pool, Jacuzzi and air conditi
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
Le Colombelline 12, Emma Villas
Exterior

Le Colombelline 12, Emma Villas

Le Colombelline 12, Emma Villas
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, TV, patio, pets allowed, panoramic view and par...
Exterior

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

9.6 out of 10, Exceptional, (5)
Beautiful private villa with WIFI, private pool, TV, patio, pets allowed, panoramic view and par...
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
[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
Le Terre Di Nunzio 12, Emma Villas
Pool

Le Terre Di Nunzio 12, Emma Villas

Le Terre Di Nunzio 12, Emma Villas
Belvilla by OYO Cinquefoglia
Pool

Belvilla by OYO Cinquefoglia

9.0 out of 10, Wonderful, (2)
"Det var helt igennem et unikt ophold. Alt var fint."
Belvilla by OYO Cinquefoglia
Podere San Buono 6, Emma Villas
TV, fireplace, DVD player

Podere San Buono 6, Emma Villas

Podere San Buono 6, Emma Villas
Il Grillo 8, Emma Villas
Outdoor spa tub

Il Grillo 8, Emma Villas

Il Grillo 8, 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
Wonderful private villa for 9 guests with private pool, TV and parking
Outdoor dining

Wonderful private villa for 9 guests with private pool, TV and parking

8.8 out of 10, Excellent, (3)
Wonderful private villa for 9 guests with private pool, TV and parking
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

Residenza Fabroni
Lobby

Residenza Fabroni

8.8 out of 10, Excellent, (79)
"This is a very large apartment in a 500 year old well maintained building. It is in the beautiful historic area. Do be aware that this is a VERY hilly area and you will have to walk up and down steep streets everywhere you go. That includes from the parking area. Cars are restricted from the area around the apartment without a permit. "
The price is €94
includes taxes & fees
4 Feb - 5 Feb
Residenza Fabroni
Il Tosco
Property entrance

Il Tosco

10.0 out of 10, Exceptional, (103)
"Wonderful total experience! Kind and generous service, available but not intrusive, perfect morning breakfast, beautiful linens in rooms and breakfast area. One couldn’t ask for more from hostess and owners! "
The price is €298
includes taxes & fees
1 Mar - 2 Mar
Il Tosco
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
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?
You can expect to pay between and per night for villas in Montepulciano. No matter your budget, the perfect stay is just a few clicks away on 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?
Lock in your holiday dates and then pick from 65 villas in Montepulciano. For a holiday with the family, a romantic break or anything in between, Expedia will help you find the perfect place in just a click or two.
Why book your villa in Montepulciano with Expedia?
Reserving a villa in Montepulciano is as easy as entering your travel dates and picking an option that satisfies your needs. Searching for something affordable or upmarket, or a property that also has WiFi and a hot tub? Use Expedia’s search filters to narrow your results and find the perfect fit.
How can I find cheap villas in Montepulciano?
With Expedia’s convenient filter tool, comparing cheap villas in Montepulciano is a snap. To discover options that are gentle on your bank balance, refine your search by budget, amenities and star rating.
What is there to do near my villa in Montepulciano?
There are tons of superb things to do and see in Montepulciano. Don’t miss top attractions like Terme di Montepulciano Spa, Consorzio del Vino Nobile di Montepulciano and Cantina Contucci. Civic Museum, Tenuta Valdipiatta and Piazza Grande are other highlights.