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Check prices for these dates

Tonight
27 Oct - 28 Oct
Tomorrow
28 Oct - 29 Oct
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Top Holiday Rentals in Montepulciano

Deluxe Apartment, 2 Bedrooms, Balcony | Free WiFi, bed sheets
Bellarmino Boutique Apartments
Bellarmino Boutique Apartments
The price is ฿3,222
฿3,697 total
includes taxes & fees
5 Nov - 6 Nov
Bellarmino Boutique Apartments
Lobby
Residenza Fabroni
Residenza Fabroni
8.8 out of 10, Excellent, (90)
"We had a wonderful stay, the staff was extremely friendly and helpful. Restaurants and shops were right at our doorstep."
Canada
Nicole
The price is ฿2,884
฿3,324 total
includes taxes & fees
30 Oct - 31 Oct
Residenza Fabroni
Property entrance
Il Tosco
Il Tosco
10.0 out of 10, Exceptional, (112)
"The people here are authentic and welcoming! The building, rooms and facilities are gorgeous! One of our most beautiful stays in our many trips to Italy "
United States
Michael
The price is ฿9,542
฿10,648 total
includes taxes & fees
3 Nov - 4 Nov
Il Tosco
Interior
Delcorto Suites
Delcorto Suites
10.0 out of 10, Exceptional, (31)
"Exceptional service great building felt like a Medici!"
United States
gaetano
The price is ฿5,797
฿6,529 total
includes taxes & fees
28 Oct - 29 Oct
Delcorto Suites
Standard Room | Exterior
Osteria del Borgo
Osteria del Borgo
9.0 out of 10, Wonderful, (154)
"The staff was friendly, helpful, and accommodating! Beautiful views and shops."
United States
Anita
Osteria del Borgo
Apartment | View from room
Charming 1-bed Apartment in Montepulciano
Charming 1-bed Apartment in Montepulciano
Charming 1-bed Apartment in Montepulciano
Breakfast, lunch, dinner served; local cuisine
Hotel San Gregorio
Hotel San Gregorio
3.0 star property
9.4 out of 10, Exceptional, (131)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
The price is ฿8,014
฿9,044 total
includes taxes & fees
1 Nov - 2 Nov
Hotel San Gregorio
Front of property – evening/night
Casanova - Panoramic Rooms and Suites
Casanova - Panoramic Rooms and Suites
3.0 star property
9.0 out of 10, Wonderful, (77)
"Fantastic place"
United States
Clifford
The price is ฿6,154
฿6,922 total
includes taxes & fees
28 Oct - 29 Oct
Casanova - Panoramic Rooms and Suites
View from room
Abbadia Sicille Relais
Abbadia Sicille Relais
4.0 star property
8.8 out of 10, Excellent, (160)
"It was too cold for the swimming pool as it is mid October, there were people using the hot tub, but I have one in my room and the sauna so why bother it was so wonderful and the staff was super. Christina was the most wonderful ball."
United States
Christine
The price is ฿2,489
฿2,852 total
includes taxes & fees
6 Nov - 7 Nov
Abbadia Sicille Relais
Aerial view
Bosco della Spina
Bosco della Spina
9.6 out of 10, Exceptional, (167)
"Views are amazing. Staff are very pleasant and helpful. "
Canada
Maureen
Bosco della Spina
Deluxe Condo | Private kitchen | Full-sized fridge, microwave, stovetop, dishwasher
Corte Francigena
Corte Francigena
9.8 out of 10, Exceptional, (6)
"Loved everything about my stay"
United States
Svetlana
The price is ฿5,414
฿6,412 total
includes taxes & fees
28 Oct - 29 Oct
Corte Francigena
Exterior
Podere La Chiusella
Podere La Chiusella
9.4 out of 10, Exceptional, (30)
"Et sjarmerende lite B&B. Har nok vært utrolig vakkert i sine glansdager, men områdene rundt bærer preg av lite vedlikehold. Leiligheten var helt grei for en overnatting. Gulvet på badet var ikke rent. Når vi tørket opp etter oss ble håndkleet møkkete. Men overnattingen var helt grei alt i alt. Når vi skulle sjekke ut var det ikke et menneske å se, resepsjonen var stengt. Endte med å sette nøklene i døra og dra da alt var betalt ved bestilling."
Norway
Elisabeth
Podere La Chiusella
Seasonal outdoor pool
Albergo Diffuso Borgo Santo
Albergo Diffuso Borgo Santo
The price is ฿8,367
฿9,393 total
includes taxes & fees
3 Nov - 4 Nov
Albergo Diffuso Borgo Santo
Property entrance
Castello di Modanella
Castello di Modanella
7.8 out of 10, Good, (16)
"Property is closing and looks like it. Very unfortunate, I was there 30 years ago with fond memories! Obviously I should have done more homework!! Very sad."
United States
Andrew
Castello di Modanella
Outdoor pool
Antico Brunello
Antico Brunello
The price is ฿251,000
฿276,480 total
includes taxes & fees
28 Oct - 29 Oct
Antico Brunello
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

AgriHotel Villa Ambra

AgriHotel Villa Ambra

10/10 Excellent
"The staff went out of their way to help with whatever we needed, including help with a rental car issue. The restaurant dinner was very high quality. The family connection with the winery made for a very enjoyable stay. It featured a wine made from grapes of a varietal thought to be extinct but was rescued when its roots were discovered in a cave. The wine Tizza was probably the best I have ever had the chance to enjoy!"
Wayne 2-night trip
Posted 3 days ago
AgriHotel Villa Ambra

Find out more about Montepulciano

Search for holiday rentals in Montepulciano on Expedia! You can easily find your home rentals, villas, holiday apartments in Montepulciano using one of the methods below:

  • View our selection of featured holiday rentals in Montepulciano
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  • Enter your travel dates to view the best deals on holiday rentals in Montepulciano while they last

Look no further and take a look at our great range of rental properties in Montepulciano!

Frequently asked questions

Are there holiday rentals in Montepulciano?

Yes, there are holiday rentals close to the most popular sights in Montepulciano, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Montepulciano speak positively about the countryside and wineries in this destination. Make sure you have time to check out the sightseeing tours and festivals during your trip.

How many holiday rentals are there in Montepulciano?

Expedia has 51 holiday rentals for your stay in Montepulciano.

What’s there to see and do in Montepulciano?

Terme di Montepulciano Spa and Val di Chiana are a couple of scenic spots to enjoy the outdoors, whereas Civic Museum is one of the cultural attractions. While here, Palazzo Avignonesi and Cantina del Redi are other places worth a visit.

What’s a holiday rental in Montepulciano like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montepulciano. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family gatherings.