Montepulciano Vacation Rentals

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Our top choices for Montepulciano vacation rentals

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (108 reviews)
"Place is amazing and maintained perfectly."
United States
Dominic
The price is CA $231
CA $260 total
includes taxes & fees
Jun 25 - Jun 26
Meublé Il Riccio

Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (37 reviews)
"Time transported to the Renaissance at this beautiful, well-kept palazzo… Riccardo’s family did a truly amazing job restoring this place and the facilities are modern & without any discomfort."
American Samoa
Melissa Hyun Joo
The price is CA $248
CA $279 total
includes taxes & fees
Jun 16 - Jun 17
Delcorto Suites

Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (138 reviews)
"Wonderful place - clean, comfortable, quiet with excellent hosts. Perfect location near everything in town including the parking. Can’t wait to return!"
United States
Shelly
The price is CA $163
CA $186 total
includes taxes & fees
Jun 15 - Jun 16
Bed & Breakfast Vicolo dell'Oste

Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (123 reviews)
"Beautiful hotel in the best location. We so enjoyed our stay, especially the amazing breakfast and sweets they had available all day long."
United States
Margaret
The price is CA $390
CA $436 total
includes taxes & fees
Jun 22 - Jun 23
Il Tosco

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (144 reviews)
"Great location."
United States
James
The price is CA $198
CA $224 total
includes taxes & fees
Jun 25 - Jun 26
La Locanda di San Francesco

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 $422
CA $484 total
includes taxes & fees
Jun 18 - Jun 19
Mery's House- elegant apartment

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (103 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
The price is CA $135
CA $155 total
includes taxes & fees
Jul 10 - Jul 11
Residenza Fabroni

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 $189
CA $196 total
includes taxes & fees
Jun 15 - Jun 16
Apartment 'Casa Isidora' with Mountain View, Wi-Fi and Air Conditioning

Villa I Girasoli in Montepulciano with Swimming pool

Villa I Girasoli in Montepulciano with Swimming pool
Montepulciano
10.0 out of 10, Exceptional, (2 reviews)
"We loved our stay at the villa. Alex and Gabrielle were very helpful before and during our stay, answering all our questions and being very responsive. The view out our front window was incredible along with the front porch and pool overlooking their vineyard and rolling hills. The house was perfect for our needs. Very clean, well kept, and an authentic Tuscan villa experience. And, their own wine is fabulous!"
United States
Julie V.
The price is CA $874
CA $874 total
includes taxes & fees
Jul 2 - Jul 3
Villa I Girasoli in Montepulciano with Swimming pool

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

Holiday Apartment "Ortensie" with Shared Pool, Shared Garden & Wi-Fi
Montepulciano
10.0 out of 10, Exceptional, (1 review)
"Our family of four loved our stay at this family-owned villa. It's an easy drive to Montepulciano and the surrounding region. The aesthetic of this place is on point and the apartments come with a kitchenette. Great pool and outdoor seating also. The apartments do not have AC at the time of this writing, so if you come mid summer it may be too hot. They may get it with time? Also, there is not daily cleaning or a place to do laundry at the location - just FYI. Overall, a very charming place...
Australia
Krista G.
The price is CA $888
CA $896 total
includes taxes & fees
Jun 15 - Jun 16
Holiday Apartment "Ortensie" with Shared Pool, Shared Garden & Wi-Fi

Holiday Apartment "La Zia Marisa" with Shared Terrace & Wi-Fi

Holiday Apartment "La Zia Marisa" with Shared Terrace & Wi-Fi
MONTEPULCIANO
The price is CA $1,776
CA $1,822 total
includes taxes & fees
Jun 19 - Jun 20
Holiday Apartment "La Zia Marisa" with Shared Terrace & Wi-Fi

Tuscan Cottage with Swimming Pool

Tuscan Cottage with Swimming Pool
Montepulciano
The price is CA $485
CA $485 total
includes taxes & fees
Jun 27 - Jun 28
Tuscan Cottage with Swimming Pool

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 $175
CA $262 total
includes taxes & fees
Jun 15 - Jun 16
Double room with private bathroom in the countryside 5 minutes from Montepulciano

Amazing Attic in Montepulciano, 10 people, w/view on San Biagio

Amazing Attic in Montepulciano, 10 people, w/view on San Biagio
Montepulciano
9.4 out of 10, Exceptional, (3 reviews)
"Our 3rd trip to Montepulciano but 1st time in this wonderful Apartment with incredible views. It’s size is perfect for a large group. We had 5 adults in our family & the bedrooms & baths set up is great for everyone to have their own space. Plus a wonderful living area for visiting or playing games. We would definitely request to rent again & hope to return soon. Texas, USA"
United States
Jane B.
The price is CA $1,230
CA $1,689 total
includes taxes & fees
Jun 22 - Jun 23
Amazing Attic in Montepulciano, 10 people, w/view on San Biagio

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 $604
CA $689 total
includes taxes & fees
Jun 15 - Jun 16
Apartment 'Appartamento In Palazzo Bucelli' with Balcony and Wi-Fi

Apartment 'Near Montepulciano' with Private Terrace, Balcony and Wi-Fi

Apartment 'Near Montepulciano' with Private Terrace, Balcony and Wi-Fi
Montepulciano
The price is CA $356
CA $411 total
includes taxes & fees
Jun 28 - Jun 29
Apartment 'Near Montepulciano' with Private Terrace, Balcony and Wi-Fi

Apartment dell 'Erbe with panoramic terraces

Apartment dell 'Erbe with panoramic terraces
Montepulciano
10.0 out of 10, Exceptional, (45 reviews)
"The 180 degree view of the Tuscan countryside was worth the price all by itself. Franny was an accommodating and knowledgeable host. She worked to find a variety of shops and services for us. I would recommend this listing to anyone that can climb 3 flights of stairs, there is no elevator, but pays for the view. Two suites, modern bathrooms and kitchen. The wine that one could get in the room was priced fairly and quite good."
United States
Matt
The price is CA $566
CA $566 total
includes taxes & fees
Jun 16 - Jun 17
Apartment dell 'Erbe with panoramic terraces

Charm Suite with swimming pool

Charm Suite with swimming pool
Montepulciano
The price is CA $388
CA $388 total
includes taxes & fees
Jun 21 - Jun 22
Charm Suite with swimming pool

Penthouse Serena Montepulciano

Penthouse Serena Montepulciano
Montepulciano
The price is CA $514
CA $799 total
includes taxes & fees
Jun 17 - Jun 18
Penthouse Serena Montepulciano

montorio

montorio
Montepulciano
9.6 out of 10, Exceptional, (5 reviews)
"The views from this property were amazing. The rooms were clean and felt very homey. "
United States
Lori
The price is CA $171
CA $194 total
includes taxes & fees
Jul 10 - Jul 11
montorio
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

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?

Entire Historic Residence in Tuscany (Val d'Orcia),in the Heart of Montepulciano: This highly rated vacation home rental in Montepulciano is located in the city center and has a fireplace, a hot tub, and air-conditioning 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. Another good choice for your trip to Montepulciano is INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING.

How many vacation rentals are there in Montepulciano?

Expedia has 30 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.