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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Montepulciano holiday rentals

Food court

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (133 reviews)
"Spotless, clean. Staff were friendly. Location and view was spectacular"
Australia
Kim
The price is 5.007.650 ₫
5.630.822 ₫ total
includes taxes & fees
21 Apr - 22 Apr
La Locanda di San Francesco
Interior

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (90 reviews)
"Amazing room staff atmoshpehere, there is no other hotel my wife will stay at in the heart of the town."
United States
Michael.
The price is 4.590.244 ₫
5.171.676 ₫ total
includes taxes & fees
30 Mar - 31 Mar
Meublé Il Riccio
Exterior

Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
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
The price is 3.999.020 ₫
4.521.390 ₫ total
includes taxes & fees
15 Apr - 16 Apr
Bed & Breakfast Vicolo dell'Oste
Suite Aria | Terrace/patio

Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (35 reviews)
"Wonderful "
United States
Rocio Q
The price is 4.732.235 ₫
5.327.743 ₫ total
includes taxes & fees
29 Mar - 30 Mar
Delcorto Suites
Property entrance

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (96 reviews)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
The price is 2.003.016 ₫
2.325.724 ₫ total
includes taxes & fees
26 Mar - 27 Mar
Residenza Fabroni
Property entrance

Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (117 reviews)
"Exceptional place! Spacious and very comfortable. The breakfasts were magnificent and the owner and management so accommodating. Highly recommend. "
United States
Shane
The price is 6.948.927 ₫
7.766.129 ₫ total
includes taxes & fees
5 Apr - 6 Apr
Il Tosco
Front of property

montorio

montorio
Montepulciano
10.0 out of 10, Exceptional, (2 reviews)
"Very nice property , like you’re at your own home "
United States
Stefan
The price is 2.979.374 ₫
3.399.841 ₫ total
includes taxes & fees
9 Apr - 10 Apr
montorio
Fridge, microwave, oven, stovetop

1-bed Apartment With Free Parking

1-bed Apartment With Free Parking
Montepulciano
The price is 5.190.903 ₫
5.832.303 ₫ total
includes taxes & fees
5 Apr - 6 Apr
1-bed Apartment With Free Parking
Deluxe Apartment, 2 Bedrooms, Balcony | Free WiFi, bed sheets

Bellarmino Boutique Apartments

Bellarmino Boutique Apartments
Montepulciano
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 2.020.304 ₫
2.344.742 ₫ total
includes taxes & fees
30 Mar - 31 Mar
Bellarmino Boutique Apartments
Panoramic Cottage, 1 Bedroom | Exterior

Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
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
Lobby

B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
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
Seasonal outdoor pool, open 9:00 AM to 6:00 PM, pool loungers

iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (36 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
iConic Wellness Resort
Food and drink

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (138 reviews)
"This hotel was the highlight of our Tuscany trip. It is very well decorated, stunning italian furniture and arts on the wall. There is a restaurant for dining. About 2 minutes walking from Pienza old town entrance. Staff was super nice, even their mascot, an yellow cat, came to greet us. It is a must come back for us."
United States
Edison
The price is 6.426.926 ₫
7.253.229 ₫ total
includes taxes & fees
24 Apr - 25 Apr
Hotel San Gregorio
Terrace/patio

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (169 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is 2.228.355 ₫
2.542.995 ₫ total
includes taxes & fees
26 Mar - 27 Mar
Abbadia Sicille Relais
Bar (on property)

La Piccola Locanda

La Piccola Locanda
Chiusi
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
Classic Apartment, 2 Bedrooms | Terrace/patio

FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (8 reviews)
"Excellent experience, location, and environment."
Taiwan
Chia-Hung
The price is 1.976.401 ₫
2.235.195 ₫ total
includes taxes & fees
30 Mar - 31 Mar
FonteLiving
1 treatment room, massages

Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (79 reviews)
"Fantastic place"
United States
Clifford
The price is 5.055.946 ₫
5.684.002 ₫ total
includes taxes & fees
6 Apr - 7 Apr
Casanova - Panoramic Rooms and Suites
Exterior

Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri
Pienza
The price is 2.501.774 ₫
2.874.261 ₫ total
includes taxes & fees
27 Mar - 28 Mar
Casa Gioia - Casa Olivieri
Exterior

L'Antica Sosta

L'Antica Sosta
Corciano
9.4 out of 10, Exceptional, (3 reviews)
"Molto accoglienti e gentili "
Italy
Valentina
The price is 1.634.659 ₫
1.798.125 ₫ total
includes taxes & fees
26 Mar - 27 Mar
L'Antica Sosta
Exterior

B&B Le Scalette di Piazza

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

Tuscany Living - Terra Antica

Tuscany Living - Terra Antica

10/10 Excellent
"Wonderful stay. Beautiful views. The apartment was clean and very nice. Staff was pleasant to deal with. "
Becky 4-night trip
Posted 6 hours ago
Tuscany Living - Terra Antica

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.