A hillside town with historic buildings and a prominent church.

Montepulciano Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Montepulciano vacation rentals

Property entrance

1. 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 ￥14,123
￥16,273 total
includes taxes & fees
Aug 21 - Aug 22
Residenza Fabroni
Food court

2. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (147 reviews)
"Incredible views from our room"
United Kingdom
Isabelle
The price is ￥23,379
￥26,456 total
includes taxes & fees
Aug 27 - Aug 28
La Locanda di San Francesco
Interior

3. 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 ￥25,535
￥28,828 total
includes taxes & fees
Aug 31 - Sep 1
Meublé Il Riccio
Exterior

4. 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 ￥20,441
￥23,224 total
includes taxes & fees
Aug 22 - Aug 23
Bed & Breakfast Vicolo dell'Oste
Suite Aria | Terrace/patio

5. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (40 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 ￥28,135
￥31,686 total
includes taxes & fees
Aug 20 - Aug 21
Delcorto Suites
Front of property

6. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (7 reviews)
"Beautiful place, view and city."
United States
Federico
The price is ￥18,576
￥21,171 total
includes taxes & fees
Sep 1 - Sep 2
montorio
Property entrance

7. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (131 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 ￥45,466
￥50,750 total
includes taxes & fees
Aug 23 - Aug 24
Il Tosco
Front of property

8. Bellarmino Boutique Apartments

Bellarmino Boutique Apartments
Montepulciano
5.6 out of 10, (4 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 ￥13,422
￥15,502 total
includes taxes & fees
Aug 26 - Aug 27
Bellarmino Boutique Apartments
Exterior detail

9. Vicolo Nobile - Romantic Heart of Montepulciano

Vicolo Nobile - Romantic Heart of Montepulciano
Montepulciano
10.0 out of 10, Exceptional, (3 reviews)
"The room was excellent, clean, all amenities, great location and a beautiful smell that make feel so comfortable. Host was responsive and helpful at all the times."
United States
FEDERICO
The price is ￥23,811
￥28,056 total
includes taxes & fees
Sep 17 - Sep 18
Vicolo Nobile - Romantic Heart of Montepulciano
1 bedroom, desk, iron/ironing board, WiFi (free)

10. 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 ￥29,532
￥29,532 total
includes taxes & fees
Aug 20 - Aug 21
Elegant juniper suite with possibility of third bed
1 bedroom, iron/ironing board, WiFi (free), bed sheets

11. Marjoram double room

Marjoram double room
Montepulciano
The price is ￥29,532
￥29,532 total
includes taxes & fees
Sep 17 - Sep 18
Marjoram double room
1 bedroom, iron/ironing board, WiFi, bed sheets

12. 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 ￥19,934
￥29,901 total
includes taxes & fees
Aug 20 - Aug 21
Double room with private bathroom in the countryside 5 minutes from Montepulciano
2 bedrooms, desk, WiFi (free), bed sheets

13. Quadruple Room - Dill

Quadruple Room - Dill
Montepulciano
Quadruple Room - Dill
1 bedroom, WiFi, bed sheets

14. 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 ￥26,579
￥32,854 total
includes taxes & fees
Aug 20 - Aug 21
Room in the Heart of Val d'Orcia with Balcony and Wi-Fi
1 bedroom, iron/ironing board, WiFi, bed sheets

15. Appartamento in Via dell'Opio nel Corso 47

Appartamento in Via dell'Opio nel Corso 47
Montepulciano
The price is ￥30,482
￥40,458 total
includes taxes & fees
Sep 18 - Sep 19
Appartamento in Via dell'Opio nel Corso 47
Outdoor dining

16. 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 ￥68,940
￥78,907 total
includes taxes & fees
Aug 31 - Sep 1
Apartment 'Entro le mura' with Balcony & Wi-Fi
Coffee/tea maker, fridge, microwave, oven

17. 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 ￥48,175
￥55,558 total
includes taxes & fees
Aug 23 - Aug 24
Mery's House- elegant apartment
Property grounds

18. Apartment dell 'Erbe with panoramic terraces

Apartment dell 'Erbe with panoramic terraces
Montepulciano
10.0 out of 10, Exceptional, (45 reviews)
"This is a beautiful and well decorated apartment. Well stocked with all the essentials. We absolutely loved the roof top deck. Apartment was very clean and beds very comfortable. Parking was close by. There are plenty of shops and restaurants nearby in the beautiful town of Montepulciano. Great communication with our host. Certainly one of the best VRBO stays we ever had."
United States
dave s.
The price is ￥64,602
￥64,602 total
includes taxes & fees
Aug 31 - Sep 1
Apartment dell 'Erbe with panoramic terraces
Exterior detail

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

Apartment 'Appartamento In Palazzo Bucelli' with Balcony and Wi-Fi
Montepulciano
The price is ￥121,552
￥131,296 total
includes taxes & fees
Sep 12 - Sep 13
Apartment 'Appartamento In Palazzo Bucelli' with Balcony and Wi-Fi
2 bedrooms, desk, WiFi (free), bed sheets

20. Premium Apartment - Helichrysum

Premium Apartment - Helichrysum
Montepulciano
The price is ￥64,602
￥65,709 total
includes taxes & fees
Sep 17 - Sep 18
Premium Apartment - Helichrysum
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

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"Gorgeous tranquil property next to a winery. We did the winery tour and tasting and it was lovely. We rented e-bikes for the day and biked through the vineyards. We enjoyed the pool but had to go to the bar for service. Dinner outside was fantastic. Breakfast had a great variety. Room was spacious and clean. AC worked well. It’s a 20 minute drive to the town of Montepulciano."
Eric 2-night trip
Posted 1 day ago
Relais Villa Grazianella - UNA Esperienze

Find out more about Montepulciano

Search for holiday rentals in Montepulciano on Expedia! You can easily find your home rentals, villas, holiday apartments in Montepulciano using one of the methods below:

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Look no further and take a look at our great range of rental properties in Montepulciano!

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 50 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.