A hillside town with historic buildings and a prominent church.

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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 $116
CA $134 total
includes taxes & fees
Oct 24 - Oct 25
Artisti del Cavallo Tourism
Terrace/patio

2. Godiluva, wine villa

Godiluva, wine villa
Toscana
The price is CA $4,799
CA $6,018 total
includes taxes & fees
Oct 30 - Oct 31
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, (70 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is CA $216
CA $249 total
includes taxes & fees
Oct 16 - Oct 17
Il Poggio dell'Eremita
Outdoor dining

4. Podere Manafiore - historical villa with swimming pool

Podere Manafiore - historical villa with swimming pool
Monticchiello
10.0 out of 10, Exceptional, (1 review)
"the villa was all we hoped for. Directions finding the villa was not clear, it took us for ever to locate the villa. The road to the villa was hardly drivable. It was wonderfully furnished. "
United States
Caroline R.
Podere Manafiore - historical villa with swimming pool
A tree, a lamp post, and a clear blue pool with a view of distant mountains.

5. 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
The price is CA $3,470
CA $3,473 total
includes taxes & fees
Oct 14 - Oct 15
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
A stone-walled patio with wicker furniture, a table, and a view of a green landscape.

6. 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 $1,056
CA $1,213 total
includes taxes & fees
Nov 3 - Nov 4
Wp Relais Villa Vignalunga
A courtyard with a pathway leading to a circular garden area, surrounded by trees and a building with a tiled roof.

7. 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 $308
CA $376 total
includes taxes & fees
Nov 6 - Nov 7
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.

8. Villa Falco-Cignella Resort Apartments in Tuscany

Villa Falco-Cignella Resort Apartments in Tuscany
Trequanda
The price is CA $454
CA $459 total
includes taxes & fees
Oct 18 - Oct 19
Villa Falco-Cignella Resort Apartments in Tuscany
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 $8,684
CA $8,684 total
includes taxes & fees
Oct 21 - Oct 22
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 $458
CA $463 total
includes taxes & fees
Oct 8 - Oct 9
Villa Cielo- Cignella Resort Tuscany Accommodation
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 CA $2,739
CA $2,843 total
includes taxes & fees
Oct 21 - Oct 22
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
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 $992
CA $997 total
includes taxes & fees
Oct 12 - Oct 13
Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi
A building with arched windows and a hammock in the garden.

13. Villa Aquila-Cignella Resort Acommodation Tuscany

Villa Aquila-Cignella Resort Acommodation Tuscany
Trequanda
The price is CA $764
CA $769 total
includes taxes & fees
Oct 12 - Oct 13
Villa Aquila-Cignella Resort Acommodation Tuscany
A stone building with a swimming pool, surrounded by trees and a view of distant hills.

14. 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
A pool with a stone border, surrounded by a well-manicured lawn and trees.

15. 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 $942
CA $947 total
includes taxes & fees
Oct 8 - Oct 9
Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & Wi-Fi
An outdoor patio with a table, chairs, an umbrella, and a lounge chair.

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

Hotel Apartment "Villa Limone" with Shared Pool & Wi-Fi
Trequanda
The price is CA $992
CA $997 total
includes taxes & fees
Oct 14 - Oct 15
Hotel Apartment "Villa Limone" with Shared Pool & Wi-Fi
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 CA $960
CA $965 total
includes taxes & fees
Oct 18 - Oct 19
Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi
A large, red-roofed villa surrounded by lush green fields and rolling hills.

18. '...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 $1,368
CA $2,318 total
includes taxes & fees
Oct 16 - Oct 17
'...a delicious farmhouse in the countryside where only the wind blows...'
A stone building with a garden pathway leading to it.

19. VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Montalcino
The price is CA $8,684
CA $9,484 total
includes taxes & fees
Oct 8 - Oct 9
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
A building with arched windows and a hammock in the garden.

20. 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 $1,600
CA $1,605 total
includes taxes & fees
Oct 12 - Oct 13
Apartment In A Hotel "Villa Aquila" 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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Top Montepulciano Hotel Reviews

Terra Antica Resort

Terra Antica Resort

10/10 Excellent
"The property was perfect being set in the hills near Montepulchiano. The villa was excellent, clean, modernized yet still in the Italian style, and the amenities were great as well. A well rounded breakfast provided by staff, with exercise facilities for those of us who want to maintain workouts while on vacation. You can't go wrong staying here as your center for traveling to other villages in the area."
Kurt W 3-night trip
Posted 2 days ago
Terra Antica Resort

Find out more about Montepulciano

Montepulciano Villas information

Number of reviews
135
Accommodation
71 Villas
Lowest Price
CA $134
Highest Price
CA $9,484

Frequently asked questions

How much do villas in Montepulciano cost?
Prices for villas in Montepulciano range between CA $134 and CA $9,484 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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