A hillside town with historic buildings and a prominent church.

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Check prices for these dates

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

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 AED 287
AED 332 total
includes taxes & fees
1 Nov - 2 Nov
Artisti del Cavallo Tourism
Terrace/patio

2. Godiluva, wine villa

Godiluva, wine villa
Toscana
The price is AED 12,343
AED 14,672 total
includes taxes & fees
30 Oct - 31 Oct
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, (71 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is AED 555
AED 645 total
includes taxes & fees
13 Oct - 14 Oct
Il Poggio dell'Eremita
Pool

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 AED 8,924
AED 8,933 total
includes taxes & fees
12 Oct - 13 Oct
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 AED 2,716
AED 3,086 total
includes taxes & fees
2 Nov - 3 Nov
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 AED 792
AED 967 total
includes taxes & fees
2 Nov - 3 Nov
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 AED 1,168
AED 1,180 total
includes taxes & fees
17 Oct - 18 Oct
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 AED 22,333
AED 22,333 total
includes taxes & fees
9 Oct - 10 Oct
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 AED 1,179
AED 1,191 total
includes taxes & fees
18 Oct - 19 Oct
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 AED 7,080
AED 7,348 total
includes taxes & fees
11 Oct - 12 Oct
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 AED 2,551
AED 2,563 total
includes taxes & fees
9 Oct - 10 Oct
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 AED 1,964
AED 1,977 total
includes taxes & fees
12 Oct - 13 Oct
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 AED 2,423
AED 2,436 total
includes taxes & fees
9 Oct - 10 Oct
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 AED 2,551
AED 2,563 total
includes taxes & fees
13 Oct - 14 Oct
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 AED 2,469
AED 2,481 total
includes taxes & fees
17 Oct - 18 Oct
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 AED 3,518
AED 5,962 total
includes taxes & fees
15 Oct - 16 Oct
'...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 AED 22,333
AED 24,391 total
includes taxes & fees
9 Oct - 10 Oct
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 AED 3,909
AED 3,921 total
includes taxes & fees
12 Oct - 13 Oct
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

Palazzo Mosela Alla Porta

Palazzo Mosela Alla Porta

10/10 Excellent
"Just a delight"
Adam 1-night trip
Posted 3 hours ago
Palazzo Mosela Alla Porta

Frequently asked questions

How much do villas in Montepulciano cost?
Prices for villas in Montepulciano range between AED 332 and AED 24,391 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.