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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Montepulciano villas

A two-story building with balconies, outdoor seating, and potted plants.

1. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is ￥12,684
￥14,658 total
includes taxes & fees
Nov 8 - Nov 9
Artisti del Cavallo Tourism
A stone house with a sloped roof, a wooden porch, and a garden with various plants and flowers.

2. Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (74 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is ￥24,496
￥26,968 total
includes taxes & fees
Nov 8 - Nov 9
Il Poggio dell'Eremita
Terrace/patio

3. Godiluva, Weinvilla

Godiluva, Weinvilla
Toscana
The price is ￥529,797
￥633,284 total
includes taxes & fees
Nov 9 - Nov 10
Godiluva, Weinvilla
A tree, a lamp post, and a clear blue pool with a view of distant mountains.

4. Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi

Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
Torrita di Siena
10.0 out of 10, Exceptional, (1 review)
"Our first trip to Tuscany was made extra special by our accommodations. From the moment we arrived, our hosts Nunzia and Luca were so attentive to all our needs. They made sure we had great recommendations. We even spent a few hours at their house doing wine tasting and a tour of their operation. Make sure you get to try Day 1 wine…was my favorite!! Would highly recommend this location as a great landing spot in Tuscany. Located so close to many great little villages."
United States
Nate D.
The price is ￥358,249
￥358,602 total
includes taxes & fees
Nov 8 - Nov 9
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
An aerial view of a property with a large central building, a courtyard with a circular garden, and surrounding structures.

5. Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w

Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w
Trequanda
The price is ￥34,015
￥41,498 total
includes taxes & fees
Nov 15 - Nov 16
Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w
A well-lit courtyard with a stone pathway leading to a building with a large arched entrance.

6. VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Cortona
The price is ￥1,104,451
￥1,104,451 total
includes taxes & fees
Nov 8 - Nov 9
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
A patio table with a patterned tablecloth, an umbrella, and metal chairs.

7. Villa Falco-Cignella Resort Apartments in Tuscany

Villa Falco-Cignella Resort Apartments in Tuscany
Trequanda
The price is ￥50,131
￥50,661 total
includes taxes & fees
Nov 13 - Nov 14
Villa Falco-Cignella Resort Apartments in Tuscany
A patio with a table and chairs, a large umbrella, and a vase of flowers.

8. Villa Cielo- Cignella Resort Tuscany Accommodation

Villa Cielo- Cignella Resort Tuscany Accommodation
Trequanda
The price is ￥50,587
￥51,117 total
includes taxes & fees
Nov 15 - Nov 16
Villa Cielo- Cignella Resort Tuscany Accommodation
A stone-walled patio with wicker furniture, a table, and a view of a green landscape.

9. Wp Relais Villa Vignalunga

Wp Relais Villa Vignalunga
CASTIGLIONE D'ORCIA (SI)
10.0 out of 10, Exceptional, (58 reviews)
"Amazing place to stay!! Absolutely beautiful home with unbeatable views of the countryside. The pool was wonderful to come home to after exploring. The host was also super responsive and helped us set up an amazing cooking class/dinner which far far exceeded our expectations. I wouldn’t stay anywhere else if I ever come back to Tuscany!!"
United States
Samantha L.
The price is ￥116,555
￥133,861 total
includes taxes & fees
Nov 8 - Nov 9
Wp Relais Villa Vignalunga
A stone building with multiple rooms, surrounded by lush greenery and trees.

10. WPRELAIS BORGO VIGNALUNGA

WPRELAIS BORGO VIGNALUNGA
Toscana
10.0 out of 10, Exceptional, (39 reviews)
"This villa is amazing! The views are spectacular. The home is awesome! The property is beautiful! "
United States
Jeremy F.
The price is ￥129,800
￥189,313 total
includes taxes & fees
Nov 22 - Nov 23
WPRELAIS BORGO VIGNALUNGA
A stone building with a tiled roof, a small porch, and a pathway leading to it.

11. Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi

Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
San Quirico d'Orcia
The price is ￥349,359
￥360,849 total
includes taxes & fees
Nov 30 - Dec 1
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
A stone building with a sloped roof and a chimney, surrounded by a grassy area and trees.

12. Red Heart - Relax with Your Loved Ones in Tuscany

Red Heart - Relax with Your Loved Ones in Tuscany
Trequanda
The price is ￥87,417
￥142,163 total
includes taxes & fees
Nov 13 - Nov 14
Red Heart - Relax with Your Loved Ones in Tuscany
A stone building with a garden pathway leading to it.

13. VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Montalcino
The price is ￥1,041,934
￥1,130,234 total
includes taxes & fees
Nov 13 - Nov 14
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
A building with a red facade, green shutters, and a tiled roof.

14. Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi

Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi
Trequanda
The price is ￥98,542
￥99,072 total
includes taxes & fees
Nov 15 - Nov 16
Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi
A building with arched windows and a hammock in the garden.

15. Villa Aquila-Cignella Resort Acommodation Tuscany

Villa Aquila-Cignella Resort Acommodation Tuscany
Trequanda
The price is ￥84,312
￥84,842 total
includes taxes & fees
Nov 13 - Nov 14
Villa Aquila-Cignella Resort Acommodation Tuscany
A large, red-roofed villa surrounded by lush green fields and rolling hills.

16. '...a delicious farmhouse in the countryside where only the wind blows...'

'...a delicious farmhouse in the countryside where only the wind blows...'
Campiglia d'Orcia
10.0 out of 10, Exceptional, (7 reviews)
"We had a wonderful stay at the villa - we were a group of 10 adults and 2 children and used the villa as our home base for a week to explore the area (Pienza, Siena, Montalcino, Montelpulciano, etc). There are 4 apartments ranging from 1-3 bedrooms which were fantastic for the families, plus an additional communal kitchen and living room for everyone to gather. It was the perfect setup as it gave everyone the ability to have some privacy as well as for everyone to congregate and eat meals...
United States
Li-Shen L.
The price is ￥150,992
￥243,176 total
includes taxes & fees
Nov 11 - Nov 12
'...a delicious farmhouse in the countryside where only the wind blows...'
A house with a patio, outdoor seating, and a view of the landscape.

17. Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi

Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is ￥95,363
￥95,893 total
includes taxes & fees
Nov 13 - Nov 14
Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi
A pool with a stone border, surrounded by a well-manicured lawn and trees.

18. Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & Wi-Fi

Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is ￥98,542
￥99,072 total
includes taxes & fees
Nov 15 - Nov 16
Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & Wi-Fi
A building with a red facade, arched doorways, and a patio area with outdoor seating.

19. Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi

Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is ￥98,542
￥99,072 total
includes taxes & fees
Nov 8 - Nov 9
Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi
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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Learn more about Montepulciano

Renaissance palaces and medieval churches line the narrow streets of this hilltop town famous for Vino Nobile wine. Sample local wines at historic cellars beneath the Piazza Grande, then climb the tower at Palazzo Comunale for panoramic Tuscan countryside views.

See all hotels in Montepulciano
A historic town with terracotta-roofed buildings, a prominent church, and rolling hills in the background.

Frequently Asked Questions

How much do villas in Montepulciano cost?

Prices for villas in Montepulciano range between ￥12,684 and ￥1,104,451 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 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?

Booking a villa in Montepulciano is as easy as clicking on your travel dates and choosing an option that satisfies your needs. On the lookout for something low cost or luxurious, or a property that also comes with a laundry and kitchen? Use Expedia's search filters to narrow your results and find your dream fit.

How can I find cheap villas in Montepulciano?

With Expedia's convenient filter tool, comparing cheap villas in Montepulciano is a breeze. To discover properties that'll make your wallet smile, tailor your search results by amenities, budget and star rating.

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.