Montepulciano Vacation Rentals

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Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Montepulciano vacation rentals

Food court

Townhouse in Montepulciano

La Locanda di San Francesco
9.8 out of 10, Exceptional, (132 reviews)
"Great room-great staff-great location"
United States
Richard
$152 nightly
The price is $172
Jan 18 - Jan 19
Total with taxes and fees
La Locanda di San Francesco
Interior

Townhouse in Montepulciano

Meublé Il Riccio
9.8 out of 10, Exceptional, (86 reviews)
"Staff is great and many good restaurants in short walking distance."
United States
Mark
$151 nightly
The price is $171
Jan 27 - Jan 28
Total with taxes and fees
Meublé Il Riccio
Property entrance

Residence in Montepulciano

Residenza Fabroni
8.8 out of 10, Excellent, (95 reviews)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
$87 nightly
The price is $100
Jan 23 - Jan 24
Total with taxes and fees
Residenza Fabroni
Exterior

Townhouse in Montepulciano

Bed & Breakfast Vicolo dell'Oste
9.6 out of 10, Exceptional, (128 reviews)
"Great hosts, central location "
United States
Alexander
Bed & Breakfast Vicolo dell'Oste
Deluxe Apartment, 2 Bedrooms, Balcony | Free WiFi, bed sheets

Apartment in Montepulciano

Bellarmino Boutique Apartments
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
$63 nightly
The price is $74
Feb 1 - Feb 2
Total with taxes and fees
Bellarmino Boutique Apartments
Dining

Apartment in Montepulciano

Holiday Apartment "Ortensie" with Shared Pool, Shared Garden & Wi-Fi
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.
$270 nightly
The price is $276
Feb 9 - Feb 10
Total with taxes and fees
Holiday Apartment "Ortensie" with Shared Pool, Shared Garden & Wi-Fi
Property grounds

Apartment in Sant'albino

Villa Poggio Fagianino
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful stay in Tuscany, would highly recommend this property"
United States
jack R.
$345 nightly
The price is $347
Jan 18 - Jan 19
Total with taxes and fees
Villa Poggio Fagianino
Apartment | 2 bedrooms, desk

Apartment in Montepulciano

Mery s House Elegant Apartment
$435 nightly
The price is $483
Jan 18 - Jan 19
Total with taxes and fees
Mery s House Elegant Apartment
Iron/ironing board, WiFi, bed sheets

Vacation Home in Toscana

Double room with private bathroom in the countryside 5 minutes from Montepulciano
$182 nightly
The price is $186
Jan 18 - Jan 19
Total with taxes and fees
Double room with private bathroom in the countryside 5 minutes from Montepulciano
Exterior detail

Apartment in Acquaviva

Apartment 'Isidora' with Private Garden, Wi-Fi and Air Conditioning
$115 nightly
The price is $120
Jan 18 - Jan 19
Total with taxes and fees
Apartment 'Isidora' with Private Garden, Wi-Fi and Air Conditioning
Interior

Apartment in Montepulciano

1-bed Apartment With Free Parking
$198 nightly
The price is $222
Jan 16 - Jan 17
Total with taxes and fees
1-bed Apartment With Free Parking
2 bedrooms, WiFi, bed sheets

Apartment in Montepulciano

Triple Room with Balcony and Wi-Fi near Montepulciano
$182 nightly
The price is $186
Jan 18 - Jan 19
Total with taxes and fees
Triple Room with Balcony and Wi-Fi near Montepulciano
1 bedroom, desk, iron/ironing board, free WiFi

Apartment in Montepulciano

Dragoncello Suite with four-poster bed
10.0 out of 10, Exceptional, (3 reviews)
"My husband and I stayed here for our honeymoon/babymoon and had the BEST time! Francesca was so kind and helpful from start to finish. Our only regret is that we didn't stay here longer!"
United States
Katija S.
$175 nightly
The price is $175
Jan 18 - Jan 19
Total with taxes and fees
Dragoncello Suite with four-poster bed
Private kitchen

Apartment in Acquaviva

Montepulciano, Beautiful Tuscany
$233 nightly
The price is $238
Jan 18 - Jan 19
Total with taxes and fees
Montepulciano, Beautiful Tuscany
Property grounds

Apartment in Montepulciano

Apartment dell 'Erbe with panoramic terraces
10.0 out of 10, Exceptional, (42 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.
$373 nightly
The price is $373
Jan 18 - Jan 19
Total with taxes and fees
Apartment dell 'Erbe with panoramic terraces
TV, fireplace

Vacation Home in Sant'Albino

Villa - Podere Monti
10.0 out of 10, Exceptional, (1 review)
"An idyllic villa in a stunning location"
United Kingdom
Helen O.
$1,496 nightly
The price is $1,605
Jan 23 - Jan 24
Total with taxes and fees
Villa - Podere Monti
Exterior detail

Apartment in Montepulciano

Apartment 'Appartamento In Palazzo Bucelli' with Balcony and Wi-Fi
$466 nightly
The price is $470
Jan 18 - Jan 19
Total with taxes and fees
Apartment 'Appartamento In Palazzo Bucelli' with Balcony and Wi-Fi
2 bedrooms, desk, free WiFi, bed sheets

Apartment in Montepulciano

Quadruple Room - Dill
$186 nightly
The price is $193
Jan 18 - Jan 19
Total with taxes and fees
Quadruple Room - Dill
Outdoor dining

Apartment in Montepulciano

Amazing Attic in Montepulciano, 10 people, w/view on San Biagio
9.0 out of 10, Wonderful, (2 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.
$852 nightly
The price is $857
Jan 25 - Jan 26
Total with taxes and fees
Amazing Attic in Montepulciano, 10 people, w/view on San Biagio
Outdoor dining

Apartment in Montepulciano

Apartment 'Entro le mura' with Balcony & Wi-Fi
9.6 out of 10, Exceptional, (10 reviews)
"Lov the view, great location. Clean"
United States
David & Teri B.
$310 nightly
The price is $314
Jan 18 - Jan 19
Total with taxes and fees
Apartment 'Entro le mura' with Balcony & Wi-Fi
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

Palazzo Nobile di San Donato

Palazzo Nobile di San Donato

10/10 Excellent
"Great location, friendly, good breakfast"
Kathy 2-night trip
Posted 9 days ago
Palazzo Nobile di San Donato

Find out more about Montepulciano

Everything you need to know about Montepulciano vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Montepulciano vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montepulciano vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Montepulciano vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montepulciano. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Montepulciano in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $74 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Montepulciano rentals

At Expedia, we put the best Montepulciano vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Montepulciano rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montepulciano vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montepulciano. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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 34 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.