Montepulciano Vacation Rentals

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Check prices for these dates

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

Our top choices for Montepulciano vacation 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 P11,054
P12,438 total
includes taxes & fees
Apr 21 - Apr 22
La Locanda di San Francesco
Interior

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (90 reviews)
"Staff is great and many good restaurants in short walking distance."
United States
Mark
The price is P9,902
P11,170 total
includes taxes & fees
Mar 27 - Mar 28
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 P5,884
P6,750 total
includes taxes & fees
Apr 6 - Apr 7
Bed & Breakfast Vicolo dell'Oste
Terrace/patio

Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (35 reviews)
"Wonderful "
United States
Rocio Q
The price is P10,650
P11,993 total
includes taxes & fees
Mar 28 - Mar 29
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 P4,902
P5,670 total
includes taxes & fees
Mar 31 - Apr 1
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 P15,791
P17,648 total
includes taxes & fees
Mar 29 - Mar 30
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 P6,765
P7,720 total
includes taxes & fees
Apr 9 - Apr 10
montorio
Fridge, microwave, oven, stovetop

1-bed Apartment With Free Parking

1-bed Apartment With Free Parking
Montepulciano
The price is P11,796
P13,253 total
includes taxes & fees
Mar 28 - Mar 29
1-bed Apartment With Free Parking
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 P4,388
P5,105 total
includes taxes & fees
Apr 9 - Apr 10
Bellarmino Boutique Apartments
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
The price is P6,737
P9,141 total
includes taxes & fees
Mar 29 - Mar 30
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
The price is P7,561
P8,456 total
includes taxes & fees
Mar 27 - Mar 28
B&B Piccolo Hotel
Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun 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 P4,605
P5,483 total
includes taxes & fees
Apr 19 - Apr 20
iConic Wellness Resort
Food and drink

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (139 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 P10,849
P12,350 total
includes taxes & fees
Apr 9 - Apr 10
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 P5,117
P5,837 total
includes taxes & fees
Mar 29 - Mar 30
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
The price is P7,381
P8,258 total
includes taxes & fees
Mar 27 - Mar 28
La Piccola Locanda
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 P4,491
P5,079 total
includes taxes & fees
Apr 1 - Apr 2
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 P10,915
P12,284 total
includes taxes & fees
Apr 6 - Apr 7
Casanova - Panoramic Rooms and Suites
Exterior

Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri
Pienza
The price is P5,685
P6,532 total
includes taxes & fees
Mar 27 - Mar 28
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 P3,715
P4,086 total
includes taxes & fees
Mar 29 - Mar 30
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
The price is P6,708
P7,656 total
includes taxes & fees
Apr 7 - Apr 8
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 2 days ago
Tuscany Living - Terra Antica

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:

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

Frequently asked questions

Are there vacation rentals in Montepulciano?

Yes, we offer vacation rentals close to top sights in Montepulciano, or you can go with a more remote option if you're looking for relaxation. 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 vacation rentals are there in Montepulciano?

Expedia has 32 vacation 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 vacation rental in Montepulciano like?

A vacation rental is a private property you can book for a few weeks or just a few days in Montepulciano. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.