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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Montepulciano villas

Property grounds

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Montalcino
The price is AED 25,307
AED 27,452 total
includes taxes & fees
4 May - 5 May
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Pool

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is AED 25,449
AED 25,449 total
includes taxes & fees
2 May - 3 May
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Outdoor dining

Villa Graziella, Romantic Perugia

Villa Graziella, Romantic Perugia
La Valle
9.6 out of 10, Exceptional, (8 reviews)
"excellent stay. Beautiful pool, well equipped kitchen, very friendly host.Perfect for the visit of the surrondigns: Perugia, the lake, Montepulciano."
United States
cinzia c.
The price is AED 444
AED 753 total
includes taxes & fees
12 May - 13 May
Villa Graziella, Romantic Perugia
Terrace/patio

Antico Brunello

Antico Brunello
Montalcino
The price is AED 28,310
AED 31,184 total
includes taxes & fees
3 May - 4 May
Antico Brunello
Property grounds

Charming Tuscany Villa w/ Private Infinity Pool

Charming Tuscany Villa w/ Private Infinity Pool
Castel del Piano
The price is AED 1,158
AED 1,591 total
includes taxes & fees
2 May - 3 May
Charming Tuscany Villa w/ Private Infinity Pool
Exterior

Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (60 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is AED 578
AED 673 total
includes taxes & fees
4 May - 5 May
Il Poggio dell'Eremita
Exterior

Red Heart - relax with those you love in Tuscany.

Red Heart - relax with those you love in Tuscany.
Trequanda
The price is AED 2,359
AED 3,667 total
includes taxes & fees
5 May - 6 May
Red Heart - relax with those you love in Tuscany.
Exterior

Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very Good, (24 reviews)
"Good house for one night. "
Germany
Heiner
The price is AED 299
AED 337 total
includes taxes & fees
5 May - 6 May
Artisti del Cavallo Tourism
Exterior

Val d'Orcia Historic Farmhouse: 19th century dwelling with Pool and View. 10pl for groups

Val d'Orcia Historic Farmhouse: 19th century dwelling with Pool and View. 10pl for groups
Montenero
The price is AED 1,239
AED 2,548 total
includes taxes & fees
4 May - 5 May
Val d'Orcia Historic Farmhouse: 19th century dwelling with Pool and View. 10pl for groups
Property grounds

INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY

INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY
San Giovanni d'Asso
9.8 out of 10, Exceptional, (37 reviews)
"Wonderful Graziella and Constantino present a Villa with unique flair. We had the time of our life with cooking and eating too much. Great vacation!! thank You"
Germany
Stephan C.
The price is AED 2,014
AED 3,025 total
includes taxes & fees
13 May - 14 May
INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY
Exterior

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 7,344
AED 7,623 total
includes taxes & fees
5 May - 6 May
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
Exterior

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Cortona
The price is AED 22,777
AED 22,777 total
includes taxes & fees
1 May - 2 May
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Property grounds

Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi

Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi
Siena
10.0 out of 10, Exceptional, (1 review)
"Bellissime camere, dotate di ogni confort, immerse nel verde della campagna toscana. Camere spaziose, comode, luminose e attrezzate di tutto. Proprietari ospitali e gentili, sempre pronti a fornire indicazioni. Grazie di tutto , torneremo senz'altro!"
United States
Annarosa m.
The price is AED 3,489
AED 3,506 total
includes taxes & fees
5 May - 6 May
Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi
Exterior

WP RELAIS BORGO VIGNALUNGA

WP RELAIS BORGO VIGNALUNGA
Toscana
10.0 out of 10, Exceptional, (37 reviews)
"This villa is amazing! The views are spectacular. The home is awesome! The property is beautiful! "
United States
Jeremy F.
The price is AED 4,002
AED 5,556 total
includes taxes & fees
14 May - 15 May
WP RELAIS BORGO VIGNALUNGA
Exterior

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
Siena
The price is AED 836
AED 845 total
includes taxes & fees
4 May - 5 May
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
Pool

Villa Margherita - Cortona ,Tuscany

Villa Margherita - Cortona ,Tuscany
Cortona
The price is AED 664
AED 1,456 total
includes taxes & fees
29 May - 30 May
Villa Margherita - Cortona ,Tuscany
Exterior

Villa "Il Fornacino" with Pool, Garden & Wi-Fi

Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Rapolano Terme
9.0 out of 10, Wonderful, (4 reviews)
"Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed. Very friendly and helpfull host."
Netherlands
Toon M.
The price is AED 3,616
AED 4,679 total
includes taxes & fees
17 May - 18 May
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Exterior

VILLA LA PINETA DI SINALUNGA - Valdichiana and Val d'Orcia for family or friends

VILLA LA PINETA DI SINALUNGA - Valdichiana and Val d'Orcia for family or friends
SINALUNGA
The price is AED 1,313
AED 1,756 total
includes taxes & fees
11 May - 12 May
VILLA LA PINETA DI SINALUNGA - Valdichiana and Val d'Orcia for family or friends
Exterior

Luxury Tuscan Villa in Val d'Orcia, visit Montepulciano, Pienza and hot Springs!

Luxury Tuscan Villa in Val d'Orcia, visit Montepulciano, Pienza and hot Springs!
Chianciano Terme
9.4 out of 10, Exceptional, (10 reviews)
"This is a marvelous property and the owners Fulvia and Umberto couldn't be more welcoming, helpful and sincerely nice people. I wish we could have stayed longer and would highly recommend this place to anyone who wants to stay in Tuscany. It was the highlight of our trip."
United States
Diane D.
The price is AED 1,930
AED 2,578 total
includes taxes & fees
6 May - 7 May
Luxury Tuscan Villa in Val d'Orcia, visit Montepulciano, Pienza and hot Springs!
Exterior

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 4,671
AED 4,680 total
includes taxes & fees
6 May - 7 May
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & 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

Hotel I Due Cigni

Hotel I Due Cigni

6/10 Okay
"The hotel owner is horrible"
Israel 3-night trip
Posted 12 hours ago
Hotel I Due Cigni

Frequently asked questions

How much do villas in Montepulciano cost?
Prices for villas in Montepulciano range between AED 337 and AED 31,184 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 76 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.