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Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Montepulciano holiday rentals

Exterior

Townhouse in Montepulciano

Bed & Breakfast Vicolo dell'Oste
9.6 out of 10, Exceptional, (129 reviews)
"Loved this place ! Clean, modern, large rooms, perfect location and the owner kind and beyond attentive."
United States
Melissa
Bed & Breakfast Vicolo dell'Oste
Interior

Townhouse in Montepulciano

Meublé Il Riccio
9.6 out of 10, Exceptional, (89 reviews)
"Amazing room staff atmoshpehere, there is no other hotel my wife will stay at in the heart of the town."
United States
Michael.
Meublé Il Riccio
Food court

Townhouse in Montepulciano

La Locanda di San Francesco
9.8 out of 10, Exceptional, (133 reviews)
"Spotless, clean. Staff were friendly. Location and view was spectacular"
Australia
Kim
The price is ฿5,563
฿6,267 total
includes taxes & fees
26 Mar - 27 Mar
La Locanda di San Francesco
Property entrance

Residence in Montepulciano

Residenza Fabroni
8.8 out of 10, Excellent, (96 reviews)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
The price is ฿2,439
฿2,832 total
includes taxes & fees
18 Mar - 19 Mar
Residenza Fabroni
Suite Aria | Terrace/patio

Residence in Montepulciano

Delcorto Suites
10.0 out of 10, Exceptional, (35 reviews)
"Wonderful "
United States
Rocio Q
The price is ฿5,712
฿6,433 total
includes taxes & fees
19 Mar - 20 Mar
Delcorto Suites
Front of property

Condo in Montepulciano

montorio
10.0 out of 10, Exceptional, (2 reviews)
"Very nice property , like you’re at your own home "
United States
Stefan
The price is ฿3,628
฿4,140 total
includes taxes & fees
9 Apr - 10 Apr
montorio
Property entrance

Residence in Montepulciano

Il Tosco
10.0 out of 10, Exceptional, (116 reviews)
"Best stay of my life!"
United States
MARTA F
The price is ฿9,425
฿10,515 total
includes taxes & fees
19 Mar - 20 Mar
Il Tosco
Fridge, microwave, oven, stovetop

Apartment in Montepulciano

1-bed Apartment With Free Parking
The price is ฿6,259
฿7,032 total
includes taxes & fees
30 Mar - 31 Mar
1-bed Apartment With Free Parking
Deluxe Apartment, 2 Bedrooms, Balcony | Free WiFi, bed sheets

Apartment in Montepulciano

Bellarmino Boutique Apartments
6.0 out of 10, (1 review)
"Heat didnt work, it was FREEZING. Contact didnt seem to be local, seemed like they were managing remotely and couldnt or wouldnt send anyone to help. Nor did they really seem to care. Beautiful area though!"
United States
JON
The price is ฿3,005
฿3,454 total
includes taxes & fees
29 Mar - 30 Mar
Bellarmino Boutique Apartments
Classic Apartment, 2 Bedrooms | Terrace/patio

Townhouse in San Casciano dei Bagni

FonteLiving
10.0 out of 10, Exceptional, (8 reviews)
"Excellent experience, location, and environment."
Taiwan
Chia-Hung
The price is ฿2,383
฿2,695 total
includes taxes & fees
18 Mar - 19 Mar
FonteLiving
Seasonal outdoor pool, open 9:00 AM to 6:00 PM, pool loungers

Townhouse in Arezzo

iConic Wellness Resort
8.8 out of 10, Excellent, (36 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
iConic Wellness Resort
Panoramic Cottage, 1 Bedroom | Exterior

Townhouse in Pienza

Affitacamere Maria Gabriella
9.8 out of 10, Exceptional, (51 reviews)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
Affitacamere Maria Gabriella
Terrace/patio

Residence in Trequanda

Abbadia Sicille Relais
4.0 star property
8.8 out of 10, Excellent, (168 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is ฿3,263
฿3,701 total
includes taxes & fees
18 Mar - 19 Mar
Abbadia Sicille Relais
Exterior

Townhouse in Montalcino

B&B Le Scalette di Piazza
9.4 out of 10, Exceptional, (91 reviews)
"Great location, nice room, and great host!"
United States
Chris
B&B Le Scalette di Piazza
Exterior

Apartment in Pienza

Casa Gioia - Casa Olivieri
The price is ฿3,393
฿3,880 total
includes taxes & fees
25 Mar - 26 Mar
Casa Gioia - Casa Olivieri
Food and drink

Residence in Pienza

Hotel San Gregorio
3.0 star property
9.4 out of 10, Exceptional, (136 reviews)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
The price is ฿4,202
฿4,844 total
includes taxes & fees
18 Mar - 19 Mar
Hotel San Gregorio
Exterior

Villa in Foiano della Chiana

Artisti del Cavallo Tourism
8.4 out of 10, Very good, (24 reviews)
"Good house for one night. "
Germany
Heiner
The price is ฿2,674
฿3,016 total
includes taxes & fees
24 Mar - 25 Mar
Artisti del Cavallo Tourism
Bar (on property)

Townhouse in Chiusi

La Piccola Locanda
8.6 out of 10, Excellent, (9 reviews)
"This was a great place to stay for two nights in late October and to take out and back day trips by train to Siena and Florence on back-to-back days. Very close to the train station - very convenient. Breakfast in the restaurant in the morning was small, but good. Highly recommend this location! It's small, but serviced and supported very well by the staff at the restaurant. "
United States
Jeffery
La Piccola Locanda
Lobby

Townhouse in Cortona Old Town

B&B Piccolo Hotel
9.4 out of 10, Exceptional, (20 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
B&B Piccolo Hotel
Monolocale Exclusive, vista città, secondo piano senza ascensore | Laptop workspace, iron/ironing board, free WiFi

Townhouse in Pienza

TuscanyLettings Studio&Room
10.0 out of 10, Exceptional, (1 review)
"メイン通りの好立地。 客室は豪華でエレガント。 ウェルカムキットも良く、アメニティも良好。 次回も必ず利用したい。 スタッフの方、いろいろありがとうございました。"
Japan
keita
The price is ฿2,885
฿3,321 total
includes taxes & fees
18 Mar - 19 Mar
TuscanyLettings Studio&Room
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

Agriturismo Merigge Wellness & Spa

Agriturismo Merigge Wellness & Spa

10/10 Excellent
"We had a wonderfu stay at Agriturismo Merigge. Rafaele & Tinizia were extremely kind, and I highly recommend a cooking class with Carlotta! 10 out of 10!"
Anthony 2-night trip
Posted 4 days ago
Agriturismo Merigge Wellness & Spa

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
  • Use the map to find apartments and other holiday homes in the Montepulciano neighbourhood you prefer
  • 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 32 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.