Montepulciano Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

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, (134 reviews)
"Spotless, clean. Staff were friendly. Location and view was spectacular"
Australia
Kim
The price is CA $220
CA $249 total
includes taxes & fees
Apr 19 - Apr 20
La Locanda di San Francesco
Property entrance

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (97 reviews)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
The price is CA $126
CA $145 total
includes taxes & fees
Apr 9 - Apr 10
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 $245
CA $276 total
includes taxes & fees
Apr 7 - Apr 8
Delcorto Suites
Exterior

Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (130 reviews)
"Loved this place ! Clean, modern, large rooms, perfect location and the owner kind and beyond attentive."
United States
Melissa
The price is CA $136
CA $156 total
includes taxes & fees
Apr 7 - Apr 8
Bed & Breakfast Vicolo dell'Oste
Interior

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (91 reviews)
"Staff is great and many good restaurants in short walking distance."
United States
Mark
The price is CA $229
CA $258 total
includes taxes & fees
Apr 9 - Apr 10
Meublé Il Riccio
Fridge, microwave, oven, stovetop

Mery's House- elegant apartment

Mery's House- elegant apartment
Toscana
10.0 out of 10, Exceptional, (1 review)
"Our accommodations in montepulciano was as wonderful as the area’s scenery. The place was clean, spacious and conveniently located to the old town for our party of four and Mery, our host, provided everything we could possibly need during our two night stay. She even offered to pick us up at the bus station when we arrived. We wished we could have stayed longer to enjoy our lodging and montepulciano’s charms."
United States
YenMing C.
The price is CA $419
CA $483 total
includes taxes & fees
Apr 7 - Apr 8
Mery's House- elegant apartment
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 CA $341
CA $382 total
includes taxes & fees
Apr 15 - Apr 16
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 CA $162
CA $184 total
includes taxes & fees
Apr 9 - Apr 10
montorio
Iron/ironing board, WiFi, bed sheets

Double room with private bathroom in the countryside 5 minutes from Montepulciano

Double room with private bathroom in the countryside 5 minutes from Montepulciano
Toscana
The price is CA $173
CA $259 total
includes taxes & fees
Apr 8 - Apr 9
Double room with private bathroom in the countryside 5 minutes from Montepulciano
Property grounds

Villa Poggio Fagianino

Villa Poggio Fagianino
Sant'albino
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful stay in Tuscany, would highly recommend this property"
United States
jack R.
The price is CA $419
CA $480 total
includes taxes & fees
Apr 8 - Apr 9
Villa Poggio Fagianino
1 bedroom, desk, iron/ironing board, free WiFi

Vicolo Nobile - Romantic Heart of Montepulciano

Vicolo Nobile - Romantic Heart of Montepulciano
Montepulciano
The price is CA $114
CA $150 total
includes taxes & fees
Apr 12 - Apr 13
Vicolo Nobile - Romantic Heart of Montepulciano
Exterior detail

Apartment 'Appartamento In Palazzo Bucelli' with Balcony and Wi-Fi

Apartment 'Appartamento In Palazzo Bucelli' with Balcony and Wi-Fi
Montepulciano
The price is CA $599
CA $684 total
includes taxes & fees
Apr 8 - Apr 9
Apartment 'Appartamento In Palazzo Bucelli' with Balcony and Wi-Fi
Property grounds

Apartment dell 'Erbe with panoramic terraces

Apartment dell 'Erbe with panoramic terraces
Montepulciano
10.0 out of 10, Exceptional, (43 reviews)
"The location was great! And the deck overlooking the valley was fabulous. This is the best VRBO we have ever stayed in. We would love to come back very, very soon."
United States
Tom M.
The price is CA $562
CA $562 total
includes taxes & fees
Apr 12 - Apr 13
Apartment dell 'Erbe with panoramic terraces
Pool

Holiday Apartment "Camelie" with Shared Pool, Shared Garden & Wi-Fi

Holiday Apartment "Camelie" with Shared Pool, Shared Garden & Wi-Fi
Montepulciano
The price is CA $203
CA $211 total
includes taxes & fees
Apr 7 - Apr 8
Holiday Apartment "Camelie" with Shared Pool, Shared Garden & Wi-Fi
Exterior detail

Apartment 'Casa Isidora' with Mountain View, Wi-Fi and Air Conditioning

Apartment 'Casa Isidora' with Mountain View, Wi-Fi and Air Conditioning
Acquaviva
The price is CA $188
CA $194 total
includes taxes & fees
Apr 7 - Apr 8
Apartment 'Casa Isidora' with Mountain View, Wi-Fi and Air Conditioning
1 bedroom, desk, iron/ironing board, free WiFi

Elegant juniper suite with possibility of third bed

Elegant juniper suite with possibility of third bed
Montepulciano
9.6 out of 10, Exceptional, (4 reviews)
"Check is was very easy, room was spacious and clean. Parking lot P6 was relatively close and only cost 10 Euro/day. Air conditioner stopped working on the last day but that is no fault of the owners. I am sure it is fixed. I would stay here again if my wife and I return to Montepulciano."
United States
Dean B.
The price is CA $273
CA $273 total
includes taxes & fees
May 3 - May 4
Elegant juniper suite with possibility of third bed
2 bedrooms, WiFi, bed sheets

Triple Room with Balcony and Wi-Fi near Montepulciano

Triple Room with Balcony and Wi-Fi near Montepulciano
Montepulciano
The price is CA $202
CA $257 total
includes taxes & fees
Apr 7 - Apr 8
Triple Room with Balcony and Wi-Fi near Montepulciano
3 bedrooms, WiFi, bed sheets

Montepulciano, Beautiful Tuscany

Montepulciano, Beautiful Tuscany
Acquaviva
The price is CA $402
CA $464 total
includes taxes & fees
Apr 11 - Apr 12
Montepulciano, Beautiful Tuscany
Exterior detail

Apartment with pool in Montepulciano

Apartment with pool in Montepulciano
Montepulciano
The price is CA $482
CA $482 total
includes taxes & fees
Apr 8 - Apr 9
Apartment with pool in Montepulciano
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 $102
CA $119 total
includes taxes & fees
Apr 8 - Apr 9
Bellarmino Boutique Apartments
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

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

10/10 Excellent
"Most gorgeous setting, lovely staff and delicious food. We will definitely be back!"
OLIVER 3-night trip
Posted 1 day ago
Precise Tale Poggio Alla Sala

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.

Explore a world of travel with Expedia

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 33 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 Palazzo Ricci 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.