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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sep - 6 Sep

Our top choices for Montepulciano holiday rentals

Courtyard

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (94 reviews)
"An amazingly beautiful and historic property. Our room had an incredible view. The staff was fantastic- welcoming and helpful. The location is spectacular. I highly recommend. "
United States
Hallie
The price is 4.406.325 ₫
4.970.644 ₫ total
includes taxes & fees
15 May - 16 May
Meublé Il Riccio
Food court

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (138 reviews)
"Beautiful quaint place to stay in Montepulciano. Stairs are doable to carry up luggage and the views of the valley are spectacular. Great location, can’t wait to stay again!"
Canada
Melissa
The price is 5.312.946 ₫
5.967.927 ₫ total
includes taxes & fees
11 Jun - 12 Jun
La Locanda di San Francesco
22-inch TV with digital channels

Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (132 reviews)
"Loved this place ! Clean, modern, large rooms, perfect location and the owner kind and beyond attentive."
United States
Melissa
The price is 3.636.687 ₫
4.124.011 ₫ total
includes taxes & fees
26 May - 27 May
Bed & Breakfast Vicolo dell'Oste
Suite Aria | Terrace/patio

Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (36 reviews)
"Wonderful "
United States
Rocio Q
The price is 4.713.292 ₫
5.308.307 ₫ total
includes taxes & fees
15 May - 16 May
Delcorto Suites
Property entrance

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (101 reviews)
"Beautiful apartment, well located, best host and yummy breakfast in a beautiful cafeteria close by. "
United States
Johanna
The price is 2.453.318 ₫
2.822.747 ₫ total
includes taxes & fees
26 May - 27 May
Residenza Fabroni
Property entrance

Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (119 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 7.282.201 ₫
8.134.107 ₫ total
includes taxes & fees
14 May - 15 May
Il Tosco
Front of property

montorio

montorio
Montepulciano
9.6 out of 10, Exceptional, (4 reviews)
"Check Inn and Out, easy and reliable, fast and responsive communication, beautiful location and surrounding."
Germany
Anja
The price is 3.390.242 ₫
3.852.828 ₫ total
includes taxes & fees
17 May - 18 May
montorio
Deluxe Apartment, 2 Bedrooms, Balcony | View from room

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 1.978.208 ₫
2.299.715 ₫ total
includes taxes & fees
8 Jun - 9 Jun
Bellarmino Boutique Apartments
Exterior detail

Il Rifugio del Borgo

Il Rifugio del Borgo
Città della Pieve
The price is 3.418.195 ₫
3.821.857 ₫ total
includes taxes & fees
15 May - 16 May
Il Rifugio del Borgo
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
The price is 2.560.053 ₫
3.001.587 ₫ total
includes taxes & fees
18 May - 19 May
iConic Wellness Resort
Suite Bernardo, Panoramica al terzo piano senza ascensore | Terrace/patio

PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (4 reviews)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
The price is 3.301.682 ₫
3.755.536 ₫ total
includes taxes & fees
9 Jun - 10 Jun
PienzaLettings Suites
Front of property

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (142 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is 5.210.286 ₫
5.916.844 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Hotel San Gregorio
Terrace/patio

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (174 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is 4.467.479 ₫
5.007.299 ₫ total
includes taxes & fees
14 May - 15 May
Abbadia Sicille Relais
Exterior

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (92 reviews)
"Great location, nice room, and great host!"
United States
Chris
The price is 3.991.695 ₫
4.514.550 ₫ total
includes taxes & fees
17 May - 18 May
B&B Le Scalette di Piazza
Camera Superior, vista città, primo piano senza ascensore | Laptop workspace, iron/ironing board, free WiFi

TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (2 reviews)
"Lugar maravilhoso, localização perfeita, super limpo e aconchegante."
Brazil
Lucas
The price is 2.846.115 ₫
3.254.412 ₫ total
includes taxes & fees
2 Jun - 3 Jun
TuscanyLettings Studio&Room
BBQ/picnic Area

Residenza d'epoca Ca' de Principi

Residenza d'epoca Ca' de Principi
Piegaro
9.8 out of 10, Exceptional, (13 reviews)
"The hotel was charming, and the staff really nice. Breakfast had lots of options. The room was large and beautiful view of the hills. The bed was comfortable."
United States
Robyn
The price is 3.654.312 ₫
4.019.805 ₫ total
includes taxes & fees
23 May - 24 May
Residenza d'epoca Ca' de Principi
Lobby

B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.6 out of 10, Exceptional, (21 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is 3.529.276 ₫
4.005.890 ₫ total
includes taxes & fees
7 Jun - 8 Jun
B&B Piccolo Hotel
Bar (on property)

La Piccola Locanda

La Piccola Locanda
Chiusi
7.8 out of 10, Good, (11 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
The price is 3.284.715 ₫
3.675.030 ₫ total
includes taxes & fees
14 May - 15 May
La Piccola Locanda
Interior

Villa Fontis Rapolano

Villa Fontis Rapolano
Rapolano Terme
The price is 2.276.952 ₫
2.628.333 ₫ total
includes taxes & fees
19 May - 20 May
Villa Fontis Rapolano
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, (83 reviews)
"We loved our stay and wish we could have stayed longer. Our room was clean & comfortable. The view was AMAZING. We had breakfast included daily which was very good and had a bunch of gluten free options. Our bodies were tired after the hustle & bustle of Florence & Rome so we booked into the “light spa” and had the hot pools to ourselves. It was a short walk to town. We wish we could have stayed longer and plan to be back. "
Canada
Ron
The price is 5.112.883 ₫
5.748.012 ₫ total
includes taxes & fees
18 May - 19 May
Casanova - Panoramic Rooms and Suites
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

8/10 Good
"parking is ok"
Derek 1-night trip
Posted 12 hours ago
AgriHotel Villa Ambra

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 31 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.