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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Montepulciano villas

Property grounds

Villa I Girasoli in Montepulciano with Swimming pool

Villa I Girasoli in Montepulciano with Swimming pool
Montepulciano
10.0 out of 10, Exceptional, (2 reviews)
"We loved our stay at the villa. Alex and Gabrielle were very helpful before and during our stay, answering all our questions and being very responsive. The view out our front window was incredible along with the front porch and pool overlooking their vineyard and rolling hills. The house was perfect for our needs. Very clean, well kept, and an authentic Tuscan villa experience. And, their own wine is fabulous!"
United States
Julie V.
The price is AED 3,611
AED 3,611 total
includes taxes & fees
30 May - 31 May
Villa I Girasoli in Montepulciano with Swimming pool
Property grounds

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Montalcino
The price is AED 25,401
AED 27,553 total
includes taxes & fees
5 May - 6 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 25,543
AED 25,543 total
includes taxes & fees
5 May - 6 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 446
AED 738 total
includes taxes & fees
7 May - 8 May
Villa Graziella, Romantic Perugia
Exterior

Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (61 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is AED 543
AED 629 total
includes taxes & fees
7 May - 8 May
Il Poggio dell'Eremita
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 300
AED 338 total
includes taxes & fees
7 May - 8 May
Artisti del Cavallo Tourism
Exterior

Red Heart - relax with those you love in Tuscany.

Red Heart - relax with those you love in Tuscany.
Trequanda
The price is AED 2,368
AED 3,681 total
includes taxes & fees
5 May - 6 May
Red Heart - relax with those you love in Tuscany.
Property grounds

Charming Tuscany Villa w/ Private Infinity Pool

Charming Tuscany Villa w/ Private Infinity Pool
Castel del Piano
The price is AED 1,162
AED 1,619 total
includes taxes & fees
6 May - 7 May
Charming Tuscany Villa w/ Private Infinity Pool
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 1,372
AED 2,698 total
includes taxes & fees
25 May - 26 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.
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 7,371
AED 7,651 total
includes taxes & fees
10 May - 11 May
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
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 3,501
AED 3,519 total
includes taxes & fees
5 May - 6 May
Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi
Exterior

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Cortona
The price is AED 22,861
AED 22,861 total
includes taxes & fees
5 May - 6 May
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
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 4,223
AED 5,386 total
includes taxes & fees
11 May - 12 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 840
AED 848 total
includes taxes & fees
5 May - 6 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 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 1,314
AED 1,748 total
includes taxes & fees
11 May - 12 May
VILLA LA PINETA DI SINALUNGA - Valdichiana and Val d'Orcia for family or friends
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 4,688
AED 4,697 total
includes taxes & fees
6 May - 7 May
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
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 1,894
AED 2,540 total
includes taxes & fees
6 May - 7 May
Luxury Tuscan Villa in Val d'Orcia, visit Montepulciano, Pienza and hot Springs!
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 3,629
AED 4,696 total
includes taxes & fees
5 May - 6 May
Villa "Il Fornacino" with Pool, Garden & 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

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"My stay was absolute perfection! I didn't want to leave! The location is stunning, yet close to amenities and lots of different options for sightseeing, day trips etc. Rooms were a great size and well equipped. The staff were beautiful. I found them to be so warm and friendly and the perfect blend of checking on you and your needs but not having the feeling that they were stalking. Food and wines were fabulous! I can not wait to come back again I"
Tanya 3-night trip
Posted 18 hours ago
Relais Villa Grazianella - UNA Esperienze

Frequently asked questions

How much do villas in Montepulciano cost?
Prices for villas in Montepulciano range between AED 338 and AED 27,553 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.