A hillside town with historic buildings and a prominent church.

Search Montepulciano Villa Rentals from CA $135

  • 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
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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 $117
CA $135 total
includes taxes & fees
Oct 3 - Oct 4
Artisti del Cavallo Tourism
An aerial view of a property with a large central building, a courtyard with a circular garden, and surrounding structures.

2. 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 $323
CA $394 total
includes taxes & fees
Oct 4 - Oct 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
A patio table with a patterned tablecloth, an umbrella, and metal chairs.

3. Villa Falco-Cignella Resort Apartments in Tuscany

Villa Falco-Cignella Resort Apartments in Tuscany
Trequanda
The price is CA $457
CA $462 total
includes taxes & fees
Oct 4 - Oct 5
Villa Falco-Cignella Resort Apartments in Tuscany
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
The price is CA $3,641
CA $3,644 total
includes taxes & fees
Oct 6 - Oct 7
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
A stone house with a sloped roof, a wooden porch, and a garden with various plants and flowers.

5. 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 $217
CA $249 total
includes taxes & fees
Oct 13 - Oct 14
Il Poggio dell'Eremita
A patio with a table and chairs, a large umbrella, and a vase of flowers.

6. Villa Cielo- Cignella Resort Tuscany Accommodation

Villa Cielo- Cignella Resort Tuscany Accommodation
Trequanda
The price is CA $461
CA $466 total
includes taxes & fees
Oct 2 - Oct 3
Villa Cielo- Cignella Resort Tuscany Accommodation
A stone building with a tiled roof, a small porch, and a pathway leading to it.

7. 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 $2,762
CA $2,866 total
includes taxes & fees
Oct 11 - Oct 12
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
Outdoor dining

8. 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 house with a patio, outdoor seating, and a view of the landscape.

9. 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 $965
CA $970 total
includes taxes & fees
Oct 4 - Oct 5
Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi
A building with a red facade, green shutters, and a tiled roof.

10. 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 $998
CA $1,002 total
includes taxes & fees
Oct 4 - Oct 5
Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi
An outdoor patio with a table, chairs, an umbrella, and a lounge chair.

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

Hotel Apartment "Villa Limone" with Shared Pool & Wi-Fi
Trequanda
The price is CA $998
CA $1,002 total
includes taxes & fees
Oct 4 - Oct 5
Hotel Apartment "Villa Limone" with Shared Pool & Wi-Fi
A building with a red facade, arched doorways, and a patio area with outdoor seating.

12. 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 CA $998
CA $1,002 total
includes taxes & fees
Oct 7 - Oct 8
Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi
A balcony with outdoor seating and a stone building.

13. 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 $1,883
CA $2,211 total
includes taxes & fees
Oct 4 - Oct 5
Villa San Biagio – Luxury villa, newly renovated villa with Pool, stunning views, pool & airco
A stone-walled patio with wicker furniture, a table, and a view of a green landscape.

14. 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 $1,062
CA $1,220 total
includes taxes & fees
Oct 25 - Oct 26
Wp Relais Villa Vignalunga
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 $768
CA $773 total
includes taxes & fees
Oct 2 - Oct 3
Villa Aquila-Cignella Resort Acommodation Tuscany
A poolside area with lounge chairs and umbrellas, a clear view of the pool, and a pathway leading to the pool.

16. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is CA $8,783
CA $8,783 total
includes taxes & fees
Oct 5 - Oct 6
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
A courtyard with a pathway leading to a circular garden area, surrounded by trees and a building with a tiled roof.

17. 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 $323
CA $394 total
includes taxes & fees
Oct 7 - Oct 8
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 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 $8,734
CA $9,539 total
includes taxes & fees
Oct 5 - Oct 6
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
A pool with a stone border, surrounded by a well-manicured lawn and trees.

19. 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 $950
CA $955 total
includes taxes & fees
Oct 2 - Oct 3
Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & Wi-Fi
An aerial view of a property with a large central building, a courtyard with a circular garden, and surrounding structures.

20. Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w

Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w
Trequanda
The price is CA $336
CA $410 total
includes taxes & fees
Oct 16 - Oct 17
Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w
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

Nuovo Etruria Resort

Nuovo Etruria Resort

10/10 Excellent
"Great big room with excellent amenities. Wonderful staff."
Nasser 1-night trip
Posted 11 hours ago
Nuovo Etruria Resort

Find out more about Montepulciano

Montepulciano Villas information

Number of reviews
129
Accommodation
71 Villas
Lowest Price
CA $135
Highest Price
CA $9,539

Frequently asked questions

How much do villas in Montepulciano cost?
Prices for villas in Montepulciano range between CA $135 and CA $9,539 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