Search Vacation Homes in Montepulciano

  • 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
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Montepulciano holiday homes

Iron/ironing board, WiFi, bed sheets

Holiday Home in Toscana

Double room with private bathroom in the countryside 5 minutes from Montepulciano
The price is HK$995
HK$1,473 total
includes taxes & fees
24 Feb - 25 Feb
Double room with private bathroom in the countryside 5 minutes from Montepulciano
Terrace/patio

Holiday Home in Monterongriffoli

Charming Siena Countryside Stay
The price is HK$1,658
HK$2,394 total
includes taxes & fees
24 Feb - 25 Feb
Charming Siena Countryside Stay
Property grounds

Holiday Home in Montalcino (SI)

The House of Alice, charm and relaxation
9.8 out of 10, Exceptional, (69 reviews)
"Really enjoyed our stay. Loved the town and the accommodation was superb. "
Australia
Michelle C.
The price is HK$1,381
HK$1,823 total
includes taxes & fees
24 Feb - 25 Feb
The House of Alice, charm and relaxation
Interior

Holiday Home in Montalcino

Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely the most stunning VRBO we have ever stayed at. Majestic In both stature and comfort. Every need anticipated and met. Communication with host and Valentina perfect. The standard of luxury located in a fairy tale setting! A must visit - we did not want to leave!! Cannot say enough about this special villa."
United States
Robert K.
The price is HK$4,136
HK$7,635 total
includes taxes & fees
24 Feb - 25 Feb
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
Exterior detail

Holiday Home in Montalcino

The Casetta di Brunello, quiet and breathtaking views
9.6 out of 10, Exceptional, (17 reviews)
"Love this apartment and the quiet little town. Great place to spend a week. "
United States
Stan F.
The price is HK$1,381
HK$1,823 total
includes taxes & fees
24 Feb - 25 Feb
The Casetta di Brunello, quiet and breathtaking views
Exterior

Holiday Home in CHIANCIANO

Eagle House
10.0 out of 10, Exceptional, (3 reviews)
"Paolo and Monica were such gracious and enthusiastic hosts. The property is beautiful, and the hospitality was great. Paolo and Monica helped plan our itinerary each day which made for a stress-free week. The highlight was the interaction with owls, eagles, and other animals, as well as the wine cave and the history behind it. Thanks again, Paolo and Monica! "
United States
Rob C.
The price is HK$2,321
HK$3,149 total
includes taxes & fees
28 Feb - 1 Mar
Eagle House
Property grounds

Holiday Home in Castelnuovo dell'Abate

The Gelda house, relax with a view
9.6 out of 10, Exceptional, (14 reviews)
"Loved our stay...lovely and quiet..great location "
Australia
Lisa K.
The price is HK$921
HK$1,308 total
includes taxes & fees
24 Feb - 25 Feb
The Gelda house, relax with a view
Exterior detail

Holiday Home in CASTIGLIONE D'ORCIA

Independent house in the historic center
9.4 out of 10, Exceptional, (9 reviews)
"Stayed here during the Tuscany Trail and was perfect for 4 of us. Centre of town and a great restaurant recommendation too! "
United Kingdom
Graham S.
The price is HK$1,326
HK$1,547 total
includes taxes & fees
24 Feb - 25 Feb
Independent house in the historic center
Property grounds

Holiday Home in Arezzo

Dolce Casa 2 Summary:
The price is HK$635
HK$911 total
includes taxes & fees
25 Feb - 26 Feb
Dolce Casa 2 Summary:
Outdoor dining

Holiday Home in Cortona

Holiday home with panoramic terrace ideal for families and couples
The price is HK$645
HK$810 total
includes taxes & fees
24 Feb - 25 Feb
Holiday home with panoramic terrace ideal for families and couples
Exterior

Holiday Home in Montalcino

Villa In Exclusive Use
The price is HK$34,544
HK$34,544 total
includes taxes & fees
1 Mar - 2 Mar
Villa In Exclusive Use
Fridge, microwave, stovetop, dishwasher

Holiday Home in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello
10.0 out of 10, Exceptional, (8 reviews)
"An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! "
Australia
Dan
The price is HK$875
HK$1,077 total
includes taxes & fees
24 Feb - 25 Feb
"Il Focolare" Superior Apartment in Monticchiello
Outdoor dining

Holiday Home in Montalcino

Podere Belsogno
10.0 out of 10, Exceptional, (1 review)
"Charming and attentive hosts, stunning terrace with amazing views and a modern, attractive and well equipped rental that was a short walk to downtown Montalcino. We had a fabulous time and would go back again."
Canada
David P.
The price is HK$3,223
HK$3,656 total
includes taxes & fees
24 Feb - 25 Feb
Podere Belsogno
Interior entrance

Holiday Home in Castiglione del Lago

Poggio del Sole
8.0 out of 10, Very good, (4 reviews)
"El hotel no alcanzó el agua caliente y no se pudo bañar parte de la familia no contaba con suficientes amenidades "
Mexico
RAUL
Poggio del Sole
Property grounds

Holiday Home in Trequanda, Siena

Romantic farm in the Sienese hills
8.0 out of 10, Very good, (1 review)
"Gemischt.Sehr gut: Zentrale Lage, viele Ausflugsmöglichkeiten (Siena, Cortona, Arezzo Pienza). Gepflegt, schöner Pool. Antonio ist die gute Seele des Hauses, freundlich, hilfsbereit und scheinbar immer fröhlich.Gut: Ausstattung des Hauses (wir haben im kleineren Poggiolino) gewohnt.Nicht gut: Zentrale Lage, direkt an einer wichtigen Regionalstraße. Also Ruhe in den Hügeln der Toskana hatten wir uns anders vorgestellt... Und:Im Schlafzimmer (UG) war es sehr warm (bei hohen Außentemperaturen)....
Germany
Heike K.
The price is HK$746
HK$1,593 total
includes taxes & fees
1 Mar - 2 Mar
Romantic farm in the Sienese hills
Exterior

Holiday Home in Buonconvento

Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning
The price is HK$1,179
HK$1,198 total
includes taxes & fees
25 Feb - 26 Feb
Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning
Pool

Holiday Home in Bagni San Filippo

Casa Aldo with Private Terrace, Garden & Wi-Fi in Bagni San Filippo
The price is HK$3,404
HK$3,993 total
includes taxes & fees
25 Feb - 26 Feb
Casa Aldo with Private Terrace, Garden & Wi-Fi in Bagni San Filippo
Pool

Holiday Home in Toscana

The Little House
The price is HK$18,418
HK$20,941 total
includes taxes & fees
25 Feb - 26 Feb
The Little House
Outdoor dining

Holiday Home in Toscana

Newly renovated house surrounded by greenery and with all modern comforts
The price is HK$2,210
HK$3,273 total
includes taxes & fees
26 Feb - 27 Feb
Newly renovated house surrounded by greenery and with all modern comforts
Outdoor dining

Holiday Home in Montalcino

Podere Belsogno-camera Lavanda
10.0 out of 10, Exceptional, (4 reviews)
"The stay was very pleasant, the room was very tidy and cosy. The view when waking up is breathtaking, as well as the whole place. Exactly as stated in the pictures. We were very welcomed by the host and you get a good breakfast. Would definitely come back again if I‘m in the area! Thank you very much for the stay!"
Austria
Johannes S.
The price is HK$1,105
HK$1,289 total
includes taxes & fees
24 Feb - 25 Feb
Podere Belsogno-camera Lavanda
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

La Locanda di San Francesco

La Locanda di San Francesco

10/10 Excellent
"Beautiful hotel with incredible views. Super friendly hosts. Highly recommend. "
Sergio 3-night trip
Posted 3 weeks ago
La Locanda di San Francesco

Find out more about Montepulciano

Montepulciano Vacation Homes information

Number of reviews
132
Accommodation
40 Vacation Homes
Lowest Price
HK$810
Highest Price
HK$20,941

Explore a world of travel with Expedia