Montepulciano Vacation Rentals

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Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Montepulciano vacation rentals

Exterior
Meublé Il Riccio

Townhouse in Montepulciano

Meublé Il Riccio
9.8 out of 10, Exceptional, (86)
"Staff is great and many good restaurants in short walking distance."
United States
Mark
$152 nightly
The price is $172
Jan 6 - Jan 7
Total with taxes and fees
Meublé Il Riccio
Premium bedding, down comforters, minibar, in-room safe
La Locanda di San Francesco

Townhouse in Montepulciano

La Locanda di San Francesco
9.8 out of 10, Exceptional, (131)
"Great room-great staff-great location"
United States
Richard
$162 nightly
The price is $183
Jan 18 - Jan 19
Total with taxes and fees
La Locanda di San Francesco
Exterior
Bed & Breakfast Vicolo dell'Oste

Townhouse in Montepulciano

Bed & Breakfast Vicolo dell'Oste
9.6 out of 10, Exceptional, (128)
"Great hosts, central location "
United States
Alexander
$98 nightly
The price is $112
Jan 13 - Jan 14
Total with taxes and fees
Bed & Breakfast Vicolo dell'Oste
Lobby
Residenza Fabroni

Residence in Montepulciano

Residenza Fabroni
8.8 out of 10, Excellent, (94)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
$87 nightly
The price is $101
Jan 18 - Jan 19
Total with taxes and fees
Residenza Fabroni
Interior
Delcorto Suites

Residence in Montepulciano

Delcorto Suites
10.0 out of 10, Exceptional, (33)
"Exceptional service great building felt like a Medici!"
United States
gaetano
$180 nightly
The price is $202
Jan 5 - Jan 6
Total with taxes and fees
Delcorto Suites
Deluxe Apartment, 2 Bedrooms, Balcony | Free WiFi, bed sheets
Bellarmino Boutique Apartments

Apartment in Montepulciano

Bellarmino Boutique Apartments
6.0 out of 10, (1)
"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
$79 nightly
The price is $92
Jan 11 - Jan 12
Total with taxes and fees
Bellarmino Boutique Apartments
Property grounds
Villa Poggio Fagianino

Apartment in Sant'albino

Villa Poggio Fagianino
10.0 out of 10, Exceptional, (2)
"Wonderful stay in Tuscany, would highly recommend this property"
United States
jack R.
$346 nightly
The price is $348
Jan 5 - Jan 6
Total with taxes and fees
Villa Poggio Fagianino
Iron/ironing board, WiFi, bed sheets
Double room with private bathroom in the countryside 5 minutes from Montepulciano

Vacation Home in Toscana

Double room with private bathroom in the countryside 5 minutes from Montepulciano
$183 nightly
The price is $188
Jan 5 - Jan 6
Total with taxes and fees
Double room with private bathroom in the countryside 5 minutes from Montepulciano
Pool
Holiday Apartment "Glicine" with Shared Pool, Shared Garden & Wi-Fi

Apartment in Montepulciano

Holiday Apartment "Glicine" with Shared Pool, Shared Garden & Wi-Fi
10.0 out of 10, Exceptional, (1)
"Wish we could have stayed longer!!!"
United States
Thomas O.
$278 nightly
The price is $284
Jan 5 - Jan 6
Total with taxes and fees
Holiday Apartment "Glicine" with Shared Pool, Shared Garden & Wi-Fi
Private kitchen
5 minutes from the historic center in Montepulciano accommodation for couples/families 4 pax

Apartment in Montepulciano

5 minutes from the historic center in Montepulciano accommodation for couples/families 4 pax
10.0 out of 10, Exceptional, (1)
"Everything & more than we expected. The view from the bedroom veranda was superb!"
United States
Joe T.
$164 nightly
The price is $164
Jan 8 - Jan 9
Total with taxes and fees
5 minutes from the historic center in Montepulciano accommodation for couples/families 4 pax
Apartment | 2 bedrooms, desk
Mery s House Elegant Apartment

Apartment in Montepulciano

Mery s House Elegant Apartment
$469 nightly
The price is $521
Jan 8 - Jan 9
Total with taxes and fees
Mery s House Elegant Apartment
Exterior detail
Apartment 'Isidora' with Private Garden, Wi-Fi and Air Conditioning

Apartment in Acquaviva

Apartment 'Isidora' with Private Garden, Wi-Fi and Air Conditioning
$128 nightly
The price is $132
Jan 8 - Jan 9
Total with taxes and fees
Apartment 'Isidora' with Private Garden, Wi-Fi and Air Conditioning
TV, fireplace
Villa - Podere Monti

Vacation Home in Sant'Albino

Villa - Podere Monti
10.0 out of 10, Exceptional, (1)
"An idyllic villa in a stunning location"
United Kingdom
Helen O.
$1,506 nightly
The price is $1,615
Jan 10 - Jan 11
Total with taxes and fees
Villa - Podere Monti
Property grounds
Apartment dell 'Erbe with panoramic terraces

Apartment in Montepulciano

Apartment dell 'Erbe with panoramic terraces
10.0 out of 10, Exceptional, (42)
"Our stay exceeded our expectations ! This VRBO is located in a very convenient location in the middle of town right near all the restaurants, bars, and sights. The VRBO is very spacious and clean and our host was very responsive and hospitable. We spent a lot of time on the rooftop terrace enjoying the views and nice glass of wine. We could not recommend this place enough! "
United States
neal D.
$375 nightly
The price is $375
Jan 7 - Jan 8
Total with taxes and fees
Apartment dell 'Erbe with panoramic terraces
2 bedrooms, WiFi, bed sheets
Triple Room with Balcony and Wi-Fi near Montepulciano

Apartment in Montepulciano

Triple Room with Balcony and Wi-Fi near Montepulciano
$183 nightly
The price is $188
Jan 7 - Jan 8
Total with taxes and fees
Triple Room with Balcony and Wi-Fi near Montepulciano
Private kitchen
Montepulciano, Beautiful Tuscany

Apartment in Acquaviva

Montepulciano, Beautiful Tuscany
$234 nightly
The price is $239
Jan 7 - Jan 8
Total with taxes and fees
Montepulciano, Beautiful Tuscany
Exterior detail
Apartment 'Appartamento In Palazzo Bucelli' with Balcony and Wi-Fi

Apartment in Montepulciano

Apartment 'Appartamento In Palazzo Bucelli' with Balcony and Wi-Fi
$469 nightly
The price is $473
Jan 5 - Jan 6
Total with taxes and fees
Apartment 'Appartamento In Palazzo Bucelli' with Balcony and Wi-Fi
1 bedroom, desk, iron/ironing board, free WiFi
Dragoncello Suite with four-poster bed

Apartment in Montepulciano

Dragoncello Suite with four-poster bed
10.0 out of 10, Exceptional, (3)
"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.
$176 nightly
The price is $176
Jan 7 - Jan 8
Total with taxes and fees
Dragoncello Suite with four-poster bed
Interior
Charming 1-Bed Apartment in Montepulciano

Apartment in Montepulciano

Charming 1-Bed Apartment in Montepulciano
10.0 out of 10, Exceptional, (1)
"The host was attentive and the house was nice"
United States
Yufen Bebie W.
$219 nightly
The price is $219
Jan 7 - Jan 8
Total with taxes and fees
Charming 1-Bed Apartment in Montepulciano
2 bedrooms, desk, free WiFi, bed sheets
Quadruple Room - Dill

Apartment in Montepulciano

Quadruple Room - Dill
$188 nightly
The price is $195
Jan 7 - Jan 8
Total with taxes and fees
Quadruple Room - Dill
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

Il Tosco

Il Tosco

10/10 Excellent
"Best stay of my life!"
MARTA F 1-night trip
Posted 4 days ago
Il Tosco

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 $83 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. Some other top choices in Montepulciano are Entire Historic Residence in Tuscany (Val d'Orcia),in the Heart of Montepulciano and Period residence in Montepulciano (Siena), Tuscany .

How many vacation rentals are there in Montepulciano?

Expedia has 35 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.