A hillside town with historic buildings and a prominent church.

Search Montepulciano Villa Rentals from CA $126

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

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
Nov 4 - Nov 5
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 CA $216
CA $249 total
includes taxes & fees
Nov 4 - Nov 5
Il Poggio dell'Eremita
A tree, a lamp post, and a clear blue pool with a view of distant mountains.

3. 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 $3,165
CA $3,169 total
includes taxes & fees
Nov 2 - Nov 3
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
Terrace/patio

4. Godiluva, Weinvilla

Godiluva, Weinvilla
Toscana
The price is CA $4,681
CA $5,816 total
includes taxes & fees
Nov 6 - Nov 7
Godiluva, Weinvilla
A courtyard with a pathway leading to a circular garden area, surrounded by trees and a building with a tiled roof.

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 $301
CA $367 total
includes taxes & fees
Nov 2 - Nov 3
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 patio table with a patterned tablecloth, an umbrella, and metal chairs.

6. Villa Falco-Cignella Resort Apartments in Tuscany

Villa Falco-Cignella Resort Apartments in Tuscany
Trequanda
The price is CA $443
CA $448 total
includes taxes & fees
Oct 30 - Oct 31
Villa Falco-Cignella Resort Apartments in Tuscany
A stone-walled patio with wicker furniture, a table, and a view of a green landscape.

7. Wp Relais Villa Vignalunga

Wp Relais Villa Vignalunga
CASTIGLIONE D'ORCIA (SI)
10.0 out of 10, Exceptional, (58 reviews)
"If you are using google maps it is a bit hard to find the property... get directions from you phone. You will also want to have a vehicle with high clearance because you will need to go up and down dirt roads. This being said the Villa is amazing! The grounds is beautifully maintained and the layout is amazing. I highly recommend getting a meal prepared by Valentina (in-villa chef). The only thing that left us unhappy was that the dryer was down and we had to go to a laundrymat nearby. Not a...
United States
Betty
The price is CA $875
CA $1,006 total
includes taxes & fees
Nov 12 - Nov 13
Wp Relais Villa Vignalunga
A stone building with multiple rooms, surrounded by lush greenery and trees.

8. 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 CA $1,149
CA $1,676 total
includes taxes & fees
Nov 22 - Nov 23
WPRELAIS BORGO VIGNALUNGA
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 $8,470
CA $8,470 total
includes taxes & fees
Oct 30 - Oct 31
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
A patio with a table and chairs, a large umbrella, and a vase of flowers.

10. Villa Cielo- Cignella Resort Tuscany Accommodation

Villa Cielo- Cignella Resort Tuscany Accommodation
Trequanda
The price is CA $447
CA $452 total
includes taxes & fees
Nov 5 - Nov 6
Villa Cielo- Cignella Resort Tuscany Accommodation
A traditional stone building with a courtyard, featuring a large tree and a well-maintained garden.

11. Villa San Biagio – Luxury villa, newly renovated villa with Pool, stunning views, pool & airco

Villa San Biagio – Luxury villa, newly renovated villa with Pool, stunning views, pool & airco
Città della Pieve
10.0 out of 10, Exceptional, (1 review)
"Pros: My wife & myself loved everything about this house! From what it looked, the house has been recently fully renovated. All bedrooms are spacious & nicely decorated. There are 3 living rooms! we spent an evening playing cards in the library. The pool area is very pleasant, the view of the valley is absolutely magical! The historical village of Citta della Pieve is only 5-10 min away by car. Supermarket is close by! We will definitely stay longer next time. Cons: nothing! everything was...
United States
Anonymous traveller
The price is CA $1,896
CA $2,214 total
includes taxes & fees
Nov 9 - Nov 10
Villa San Biagio – Luxury villa, newly renovated villa with Pool, stunning views, pool & airco
A stone building with a tiled roof, a small porch, and a pathway leading to it.

12. 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 $2,672
CA $2,773 total
includes taxes & fees
Oct 31 - Nov 1
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
A large, red-roofed villa surrounded by lush green fields and rolling hills.

13. '...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 $1,334
CA $2,255 total
includes taxes & fees
Nov 5 - Nov 6
'...a delicious farmhouse in the countryside where only the wind blows...'
A pool with a stone border, surrounded by a well-manicured lawn and trees.

14. 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 $871
CA $875 total
includes taxes & fees
Nov 5 - Nov 6
Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & 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 CA $745
CA $750 total
includes taxes & fees
Oct 30 - Oct 31
Villa Aquila-Cignella Resort Acommodation Tuscany
A stone building with a sloped roof and a chimney, surrounded by a grassy area and trees.

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

Red Heart - Relax with Your Loved Ones in Tuscany
Trequanda
The price is CA $772
CA $1,333 total
includes taxes & fees
Oct 30 - Oct 31
Red Heart - Relax with Your Loved Ones in Tuscany
A building with a red facade, green shutters, and a tiled roof.

17. 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 $871
CA $875 total
includes taxes & fees
Oct 30 - Oct 31
Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi
A stone building with a garden pathway leading to it.

18. VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Montalcino
The price is CA $8,487
CA $9,268 total
includes taxes & fees
Oct 30 - Oct 31
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
A house with a patio, outdoor seating, and a view of the landscape.

19. 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 $843
CA $847 total
includes taxes & fees
Oct 30 - Oct 31
Chalet "Villa Falco" 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montepulciano Hotel Reviews

Villa Cicolina

Villa Cicolina

10/10 Excellent
"Beautiful property and surroundings, a joy to return to at the end of each day. Delicious food also."
Anett 3-night trip
Posted 17 hours ago
Villa Cicolina

Find out more about Montepulciano

Montepulciano Villas information

Number of reviews
180
Accommodation
71 Villas
Lowest Price
CA $126
Highest Price
CA $9,268

Frequently asked questions

How much do villas in Montepulciano cost?
Prices for villas in Montepulciano range between CA $126 and CA $9,268 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.

Explore a world of travel with Expedia