A hillside town with historic buildings and a prominent church.

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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Montepulciano holiday homes

Double room with private bathroom in the countryside 5 minutes from Montepulciano

Double room with private bathroom in the countryside 5 minutes from Montepulciano
Toscana
The price is HK$963
HK$1,445 total
includes taxes & fees
26 Jul - 27 Jul
Double room with private bathroom in the countryside 5 minutes from Montepulciano

Holiday Home in Villa Pandolfina near Montepulciano

Holiday Home in Villa Pandolfina near Montepulciano
Acquaviva
The price is HK$2,087
HK$2,301 total
includes taxes & fees
2 Aug - 3 Aug
Holiday Home in Villa Pandolfina near Montepulciano

"Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello
Monticchiello
10.0 out of 10, Exceptional, (11 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$945
HK$1,141 total
includes taxes & fees
2 Aug - 3 Aug
"Il Focolare" Superior Apartment in Monticchiello

Eagle House

Eagle House
CHIANCIANO
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$1,962
HK$2,675 total
includes taxes & fees
23 Aug - 24 Aug
Eagle House

mini house with park, in the province of Siena, btw Valdichiana and Val d'Orcia

mini house with park, in the province of Siena, btw Valdichiana and Val d'Orcia
Sinalunga
8.0 out of 10, Very good, (2 reviews)
"It seemed like a beautiful spot,but ws had tocancel at the last minute due to illness. I hope we can reschedule some day."
Canada
Robert R.
mini house with park, in the province of Siena, btw Valdichiana and Val d'Orcia

Zampugna

Zampugna
Trequanda
9.2 out of 10, Wonderful, (5 reviews)
"Beautiful and host is great!"
United States
August
The price is HK$4,289
HK$4,744 total
includes taxes & fees
24 Aug - 25 Aug
Zampugna

Romantic farm in the Sienese hills

Romantic farm in the Sienese hills
Trequanda, Siena
7.0 out of 10, Good, (2 reviews)
"Zum positiven: Kommunikation mit dem Gastgeber war sehr gut und informativ. Check in war gut, Antonio der die Übergabe der Schlüssel und die Erläuterung zum Appartement machte sprach leider nur italienisch, aber er war sehr freundlich und mit Händen und Füßen funktionierte es gut. Das Apartment war wirklich sehr schön und mit Liebe zum Detail eingerichtet. Die Location war wirklich sehr schön.Nun zum negativen: An allen Fenstern der Unterkunft waren keine Fliegengitter angebracht was es...
United States
Harald B.
The price is HK$963
HK$1,775 total
includes taxes & fees
6 Aug - 7 Aug
Romantic farm in the Sienese hills

Villino Basilico - Cignella Resort Toscana

Villino Basilico - Cignella Resort Toscana
Toscana
The price is HK$2,229
HK$2,515 total
includes taxes & fees
18 Aug - 19 Aug
Villino Basilico - Cignella Resort Toscana

Agritourism in val d'orcia

Agritourism in val d'orcia
montalcino
The price is HK$1,338
HK$3,023 total
includes taxes & fees
26 Jul - 27 Jul
Agritourism in val d'orcia

Holiday Home 'Colline' with Balcony and Wi-Fi

Holiday Home 'Colline' with Balcony and Wi-Fi
Radicofani
The price is HK$1,485
HK$1,520 total
includes taxes & fees
2 Aug - 3 Aug
Holiday Home 'Colline' with Balcony and Wi-Fi

Villa Mulinello, secluded in greenery with panoramic views over the Montepulciano Valley

Villa Mulinello, secluded in greenery with panoramic views over the Montepulciano Valley
Torrita di Siena
The price is HK$4,157
HK$4,220 total
includes taxes & fees
27 Jul - 28 Jul
Villa Mulinello, secluded in greenery with panoramic views over the Montepulciano Valley

Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples
Cortona
The price is HK$562
HK$722 total
includes taxes & fees
26 Jul - 27 Jul
Holiday home with panoramic terrace ideal for families and couples

Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
Foiano della Chiana
The price is HK$685
HK$721 total
includes taxes & fees
26 Jul - 27 Jul
Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

Villa Pesca - Cignella Resort Val D'orcia Toscana

Villa Pesca - Cignella Resort Val D'orcia Toscana
Toscana
The price is HK$44,586
HK$49,927 total
includes taxes & fees
31 Jul - 1 Aug
Villa Pesca - Cignella Resort Val D'orcia Toscana

Poggio del Sole

Poggio del Sole
Castiglione del Lago
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
The price is HK$2,264
HK$2,526 total
includes taxes & fees
26 Jul - 27 Jul
Poggio del Sole

La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia

La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia
Radicofani
The price is HK$883
HK$1,079 total
includes taxes & fees
27 Jul - 28 Jul
La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia

Casa Roda – Your Home by Lake Trasimeno, Between Umbria and Tuscany

Casa Roda – Your Home by Lake Trasimeno, Between Umbria and Tuscany
Castiglione del Lago
The price is HK$1,043
HK$1,453 total
includes taxes & fees
26 Jul - 27 Jul
Casa Roda – Your Home by Lake Trasimeno, Between Umbria and Tuscany

Montecchio di Cortona

Montecchio di Cortona
Montecchio
9.0 out of 10, Wonderful, (2 reviews)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
The price is HK$704
HK$910 total
includes taxes & fees
27 Jul - 28 Jul
Montecchio di Cortona

Federico's Cantuccio, cozy apartment in the heart of Radicofani

Federico's Cantuccio, cozy apartment in the heart of Radicofani
Radicofani
The price is HK$570
HK$766 total
includes taxes & fees
26 Jul - 27 Jul
Federico's Cantuccio, cozy apartment in the heart of Radicofani

Terme house

Terme house
Bagni San Filippo
The price is HK$883
HK$1,257 total
includes taxes & fees
28 Jul - 29 Jul
Terme house
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Montepulciano Hotel Reviews

Find out more about Montepulciano

Montepulciano Vacation Homes information

Number of reviews
29
Accommodation
42 Vacation Homes
Lowest Price
HK$721
Highest Price
HK$49,927

Explore a world of travel with Expedia