A hillside town with historic buildings and a prominent church.

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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 CA $109
CA $126 total
includes taxes & fees
Oct 29 - Oct 30
Artisti del Cavallo Tourism
Terrace/patio

2. Godiluva, wine villa

Godiluva, wine villa
Toscana
The price is CA $4,745
CA $5,950 total
includes taxes & fees
Oct 31 - Nov 1
Godiluva, wine villa
A stone house with a sloped roof, a wooden porch, and a garden with various plants and flowers.

3. 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 CA $213
CA $245 total
includes taxes & fees
Oct 23 - Oct 24
Il Poggio dell'Eremita
A stone-walled patio with wicker furniture, a table, and a view of a green landscape.

4. Wp Relais Villa Vignalunga

Wp Relais Villa Vignalunga
CASTIGLIONE D'ORCIA (SI)
10.0 out of 10, Exceptional, (57 reviews)
"Incredible stay! Property was beautifully restored and outfitted, and immaculately clean when we arrived. The host was very responsive, helping us bring in a local chef and responded quickly to our various questions during our stay. The heated pool was wonderful. The property was the right size for seven guests. We hope to return because six nights here wasn’t enough! I wish there was an option to give higher than five stars!"
United States
Marshall W.
The price is CA $887
CA $1,020 total
includes taxes & fees
Nov 3 - Nov 4
Wp Relais Villa Vignalunga
A modern living room with a large arched window, a flat-screen TV, a fireplace, and a cozy seating area.

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 CA $305
CA $372 total
includes taxes & fees
Nov 3 - Nov 4
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 tree, a lamp post, and a clear blue pool with a view of distant mountains.

6. 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 CA $3,431
CA $3,434 total
includes taxes & fees
Oct 27 - Oct 28
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
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 CA $449
CA $454 total
includes taxes & fees
Oct 27 - Oct 28
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 CA $453
CA $458 total
includes taxes & fees
Oct 27 - Oct 28
Villa Cielo- Cignella Resort Tuscany Accommodation
A well-lit courtyard with a stone pathway leading to a building with a large arched entrance.

9. VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Cortona
The price is CA $8,585
CA $8,585 total
includes taxes & fees
Oct 21 - Oct 22
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
A stone building with a tiled roof, a small porch, and a pathway leading to it.

10. 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 CA $2,708
CA $2,811 total
includes taxes & fees
Oct 21 - Oct 22
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
A building with arched windows and a hammock in the garden.

11. Villa Aquila-Cignella Resort Acommodation Tuscany

Villa Aquila-Cignella Resort Acommodation Tuscany
Trequanda
The price is CA $755
CA $760 total
includes taxes & fees
Oct 27 - Oct 28
Villa Aquila-Cignella Resort Acommodation Tuscany
A building with a red facade, green shutters, and a tiled roof.

12. 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 CA $981
CA $985 total
includes taxes & fees
Oct 27 - Oct 28
Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi
A stone building with a sloped roof and a chimney, surrounded by a grassy area and trees.

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

Red Heart - Relax with Your Loved Ones in Tuscany
Trequanda
The price is CA $783
CA $1,351 total
includes taxes & fees
Oct 27 - Oct 28
Red Heart - Relax with Your Loved Ones in Tuscany
A large, red-roofed villa surrounded by lush green fields and rolling hills.

14. '...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 CA $1,352
CA $2,286 total
includes taxes & fees
Oct 27 - Oct 28
'...a delicious farmhouse in the countryside where only the wind blows...'
An outdoor patio with a table, chairs, an umbrella, and a lounge chair.

15. Hotel Apartment "Villa Limone" with Shared Pool & Wi-Fi

Hotel Apartment "Villa Limone" with Shared Pool & Wi-Fi
Trequanda
The price is CA $981
CA $985 total
includes taxes & fees
Oct 21 - Oct 22
Hotel Apartment "Villa Limone" with Shared Pool & Wi-Fi
A house with a patio, outdoor seating, and a view of the landscape.

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

Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is CA $949
CA $954 total
includes taxes & fees
Oct 27 - Oct 28
Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi
A stone building with a garden pathway leading to it.

17. VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Montalcino
The price is CA $8,585
CA $9,376 total
includes taxes & fees
Oct 21 - Oct 22
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
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 CA $936
CA $941 total
includes taxes & fees
Oct 24 - Oct 25
Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & Wi-Fi
A building with arched windows and a hammock in the garden.

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

Apartment In A Hotel "Villa Aquila" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is CA $1,503
CA $1,507 total
includes taxes & fees
Oct 21 - Oct 22
Apartment In A Hotel "Villa Aquila" with Shared Pool, Private Terrace & Wi-Fi
A stone building with a swimming pool, surrounded by trees and a view of distant hills.

20. Casale Le Rondini with a swimming pool and private garden

Casale Le Rondini with a swimming pool and private garden
LUCIGNANO
Casale Le Rondini with a swimming pool and private garden
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

Albergo San Biagio

Albergo San Biagio

10/10 Excellent
"Enjoyed the hotel to the max. The staff were super helpful and great. The space was comfy and clean. I also enjoyed fresh grapes right from my balcony."
Jessica 4-night trip
Posted 5 days ago
Albergo San Biagio

Find out more about Montepulciano

Montepulciano Villas information

Number of reviews
139
Accommodation
71 Villas
Lowest Price
CA $126
Highest Price
CA $9,376

Frequently asked questions

How much do villas in Montepulciano cost?
Prices for villas in Montepulciano range between CA $126 and CA $9,376 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 71 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.

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