Montepulciano Vacation Rentals

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Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for Montepulciano vacation rentals

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 CA $127
CA $147 total
includes taxes & fees
Mar 16 - Mar 17
Bed & Breakfast Vicolo dell'Oste
Interior

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (89 reviews)
"Staff is great and many good restaurants in short walking distance."
United States
Mark
The price is CA $221
CA $250 total
includes taxes & fees
Mar 16 - Mar 17
Meublé Il Riccio
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 CA $215
CA $243 total
includes taxes & fees
Mar 26 - Mar 27
La Locanda di San Francesco
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 CA $110
CA $127 total
includes taxes & fees
Mar 16 - Mar 17
Residenza Fabroni
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 CA $239
CA $269 total
includes taxes & fees
Mar 16 - Mar 17
Delcorto Suites
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 CA $152
CA $174 total
includes taxes & fees
Apr 9 - Apr 10
montorio
Property entrance

Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (116 reviews)
"Best stay of my life!"
United States
MARTA F
The price is CA $360
CA $403 total
includes taxes & fees
Mar 22 - Mar 23
Il Tosco
Fridge, microwave, oven, stovetop

1-bed Apartment With Free Parking

1-bed Apartment With Free Parking
Montepulciano
The price is CA $253
CA $284 total
includes taxes & fees
Mar 27 - Mar 28
1-bed Apartment With Free Parking
Deluxe Apartment, 2 Bedrooms, Balcony

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 CA $111
CA $128 total
includes taxes & fees
Mar 19 - Mar 20
Bellarmino Boutique Apartments
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 CA $92
CA $105 total
includes taxes & fees
Mar 30 - Mar 31
FonteLiving
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 CA $104
CA $124 total
includes taxes & fees
Mar 22 - Mar 23
iConic Wellness Resort
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
The price is CA $144
CA $198 total
includes taxes & fees
Apr 14 - Apr 15
Affitacamere Maria Gabriella
Terrace/patio

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (168 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is CA $119
CA $136 total
includes taxes & fees
Mar 17 - Mar 18
Abbadia Sicille Relais
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 CA $151
CA $173 total
includes taxes & fees
Mar 26 - Mar 27
B&B Le Scalette di Piazza
Exterior

Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri
Pienza
The price is CA $130
CA $149 total
includes taxes & fees
Mar 16 - Mar 17
Casa Gioia - Casa Olivieri
Food and drink

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (135 reviews)
"Super convenient location steps to the historic center. Possibly the only hotel with its own dedicated secure / covered parking. Well decorated and breakfast was great!"
Canada
Mark
The price is CA $199
CA $229 total
includes taxes & fees
Mar 23 - Mar 24
Hotel San Gregorio
Exterior

Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (24 reviews)
"Good house for one night. "
Germany
Heiner
The price is CA $109
CA $124 total
includes taxes & fees
Mar 23 - Mar 24
Artisti del Cavallo Tourism
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 CA $160
CA $180 total
includes taxes & fees
Mar 22 - Mar 23
La Piccola Locanda
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 CA $170
CA $191 total
includes taxes & fees
Mar 27 - Mar 28
B&B Piccolo Hotel
Monolocale Exclusive, vista città, secondo piano senza ascensore

TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
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 CA $123
CA $141 total
includes taxes & fees
Mar 18 - Mar 19
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 2 days ago
Agriturismo Merigge Wellness & Spa

Find out more about Montepulciano

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Montepulciano. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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.

What are some of the best vacation home rentals that Montepulciano has to offer?

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING: This highly rated vacation home rental in Montepulciano is located in the city center and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a terrace, a garden, and a selection of books so you can immerse yourself in your vacation. Another good choice for your trip to Montepulciano is Entire Historic Residence in Tuscany (Val d'Orcia),in the Heart of Montepulciano.

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.