A hillside town with historic buildings and a prominent church.

Montepulciano Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Montepulciano vacation rentals

Property entrance

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (104 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 $117
CA $135 total
includes taxes & fees
Jul 30 - Jul 31
Residenza Fabroni
Food court

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (146 reviews)
"Lucca was the perfect host, very accommodating to any queries we had and was always willing to help during our stay Couldn’t recommend staying here highly enough - we had a great time staying here and would highly recommend if you are in the area definitely book here"
United Kingdom
Jonathan
The price is CA $177
CA $202 total
includes taxes & fees
Aug 6 - Aug 7
La Locanda di San Francesco
Interior

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (115 reviews)
"It was very well located ."
Canada
Marlenne
The price is CA $222
CA $251 total
includes taxes & fees
Jul 30 - Jul 31
Meublé Il Riccio
Suite Aria | Terrace/patio

Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (38 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 $246
CA $277 total
includes taxes & fees
Jul 30 - Jul 31
Delcorto Suites
Exterior

Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (139 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 $181
CA $205 total
includes taxes & fees
Aug 13 - Aug 14
Bed & Breakfast Vicolo dell'Oste
Property entrance

Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (129 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 $410
CA $457 total
includes taxes & fees
Aug 9 - Aug 10
Il Tosco
Front of property

montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (7 reviews)
"Beautiful place, view and city."
United States
Federico
The price is CA $169
CA $193 total
includes taxes & fees
Aug 1 - Aug 2
montorio
Front of property

Bellarmino Boutique Apartments

Bellarmino Boutique Apartments
Montepulciano
6.0 out of 10, (3 reviews)
"I wish I knew more about the check in process ahead of time of that they contacted me ok WhatsApp. But it was clean, comfortable, as pictured, great location, and a great stay. "
United States
Nicole
The price is CA $121
CA $139 total
includes taxes & fees
Aug 24 - Aug 25
Bellarmino Boutique Apartments
Exterior detail

Vicolo Nobile - Romantic Heart of Montepulciano

Vicolo Nobile - Romantic Heart of Montepulciano
Montepulciano
10.0 out of 10, Exceptional, (3 reviews)
"Our 7 nights at this property was perfect in every way. The host was so helpful with transportation, restaurants, wineries and more. The space itself was clean, well appointed, relaxing and in a perfect location within Montepulciano. I highly recommend this property for an authentic and unforgettable Italian getaway."
United States
Keelin C.
The price is CA $159
CA $194 total
includes taxes & fees
Aug 3 - Aug 4
Vicolo Nobile - Romantic Heart of Montepulciano
1 bedroom, desk, iron/ironing board, WiFi (free)

Dragoncello Suite with four-poster bed

Dragoncello Suite with four-poster bed
Montepulciano
10.0 out of 10, Exceptional, (4 reviews)
"The stay at the Dragoncello Suite was a great experience. Francesca is great with communication and made the stay easy, from check in to check out. The location in Montepulciano is fantastic - I found it to be fairly central to everything we did."
United States
Cari R.
The price is CA $241
CA $241 total
includes taxes & fees
Aug 6 - Aug 7
Dragoncello Suite with four-poster bed
1 bedroom, 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
Aug 10 - Aug 11
Double room with private bathroom in the countryside 5 minutes from Montepulciano
2 bedrooms, desk, WiFi (free), bed sheets

Quadruple Room - Dill

Quadruple Room - Dill
Montepulciano
The price is CA $241
CA $250 total
includes taxes & fees
Jul 30 - Jul 31
Quadruple Room - Dill
1 bedroom, iron/ironing board, WiFi, bed sheets

Appartamento in Via dell'Opio nel Corso 47

Appartamento in Via dell'Opio nel Corso 47
Montepulciano
The price is CA $265
CA $352 total
includes taxes & fees
Jul 30 - Jul 31
Appartamento in Via dell'Opio nel Corso 47
1 bedroom, WiFi, bed sheets

Room in the Heart of Val d'Orcia with Balcony and Wi-Fi

Room in the Heart of Val d'Orcia with Balcony and Wi-Fi
Montepulciano
10.0 out of 10, Exceptional, (1 review)
"Terrific room and bath, clean and modern, very comfortable and convenient."
United States
Jamie S.
The price is CA $224
CA $279 total
includes taxes & fees
Jul 31 - Aug 1
Room in the Heart of Val d'Orcia with Balcony and Wi-Fi
Coffee/tea maker, fridge, microwave, oven

Mery's House- elegant apartment

Mery's House- elegant apartment
Toscana
10.0 out of 10, Exceptional, (2 reviews)
"Our accommodations were awesome for 4 adults. Mery was a gracious host and made sure everything was to our likening. There was ample parking and close to old town."
Canada
Anna
The price is CA $419
CA $483 total
includes taxes & fees
Jul 30 - Jul 31
Mery's House- elegant apartment
Outdoor dining

Apartment 'Entro le mura' with Balcony & Wi-Fi

Apartment 'Entro le mura' with Balcony & Wi-Fi
Montepulciano
9.8 out of 10, Exceptional, (12 reviews)
"Everything was clean and neat. A lovely view. We received help with parking and luggage from Enrico, who also treated us to a bottle of wine. "
Canada
Heather M.
The price is CA $405
CA $491 total
includes taxes & fees
Jul 30 - Jul 31
Apartment 'Entro le mura' with Balcony & 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
Jul 30 - Jul 31
Apartment 'Casa Isidora' with Mountain View, Wi-Fi and Air Conditioning
2 bedrooms, desk, WiFi (free), bed sheets

Premium Apartment - Helichrysum

Premium Apartment - Helichrysum
Montepulciano
The price is CA $498
CA $507 total
includes taxes & fees
Aug 1 - Aug 2
Premium Apartment - Helichrysum
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 $564
CA $649 total
includes taxes & fees
Aug 5 - Aug 6
Apartment 'Appartamento In Palazzo Bucelli' with Balcony and Wi-Fi
Outdoor dining

Holiday Home in Villa Pandolfina near Montepulciano

Holiday Home in Villa Pandolfina near Montepulciano
Acquaviva
The price is CA $376
CA $414 total
includes taxes & fees
Aug 2 - Aug 3
Holiday Home in Villa Pandolfina near Montepulciano
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montepulciano Hotel Reviews

Nuovo Etruria Resort

Nuovo Etruria Resort

8/10 Good
"Our stay at this hotel was okay. The rooms could definitely use a fresh coat of paint. I understand this is Tuscany, but we are living in the 21st century. The outside of the property is beautiful, and the breakfast was good."
IZABELA 1-night trip
Posted 1 day ago
Nuovo Etruria Resort

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 53 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.