A hillside town with historic buildings and a prominent church.

Search Holiday Rentals in Montepulciano

  • 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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Montepulciano holiday rentals

An interior courtyard with stone columns, arches, and a mosaic.

1. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (119 reviews)
"What a gem! Absolutely loved the hotel and enjoyed our stay. Staff very friendly and helpful, and our room was outstanding. The view from our balcony was breathtaking. Top of our list!"
United States
Christopher
The price is ₹14,701
₹16,596 total
includes taxes & fees
24 Nov - 25 Nov
Meublé Il Riccio
A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

2. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (138 reviews)
"Excellent room, service and food. The best."
United States
Valerie
The price is ₹20,613
₹23,099 total
includes taxes & fees
24 Nov - 25 Nov
Il Tosco
A crowded restaurant with brick walls and multiple tables and chairs.

3. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (151 reviews)
"This place was great. Amazing view the room. Extremely friendly and helpful staff. This hotel made our trip - highly recommend"
Canada
Colin
The price is ₹15,379
₹17,342 total
includes taxes & fees
15 Nov - 16 Nov
La Locanda di San Francesco
A terrace with a table set for breakfast, overlooking a scenic landscape.

4. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (48 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is ₹16,217
₹18,264 total
includes taxes & fees
25 Oct - 26 Oct
Delcorto Suites
An arched doorway leading to a building with a wooden door and a staircase.

5. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (115 reviews)
"Very charming property in a fantastic location. The host was very responsive and we had a marvelous stay. Bear in mind this is a historic property and accordingly has some quirks. Those looking for modernity and perfect fixtures may not appreciate those quirks."
United States
Marc
The price is ₹7,232
₹8,381 total
includes taxes & fees
25 Oct - 26 Oct
Residenza Fabroni
Exterior

6. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (11 reviews)
"Amazing location, beautiful property"
United States
Joseph
The price is ₹10,704
₹12,199 total
includes taxes & fees
27 Oct - 28 Oct
montorio
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

7. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (143 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 ₹9,707
₹11,103 total
includes taxes & fees
24 Nov - 25 Nov
Bed & Breakfast Vicolo dell'Oste
A stone archway leading to a building entrance with a wooden door.

8. Bellarmino Boutique Apartments

Bellarmino Boutique Apartments
Montepulciano
5.6 out of 10, (5 reviews)
"Na"
United States
Abel
The price is ₹6,259
₹7,310 total
includes taxes & fees
10 Nov - 11 Nov
Bellarmino Boutique Apartments
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

9. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (166 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is ₹13,473
₹15,458 total
includes taxes & fees
24 Nov - 25 Nov
Hotel San Gregorio
A patio area with outdoor seating, potted plants, and a view of the landscape.

10. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (74 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is ₹8,868
₹12,403 total
includes taxes & fees
24 Nov - 25 Nov
Affitacamere Maria Gabriella
A historic building with a tower, a courtyard, and a well-lit entrance.

11. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (185 reviews)
"Great Historical location."
Canada
Robert
The price is ₹6,555
₹7,530 total
includes taxes & fees
24 Nov - 25 Nov
Abbadia Sicille Relais
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

12. L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (28 reviews)
"We were so comfortable and impressed with L'Olmo. Communication prior to our trip was perfect. We got there and the grounds were immaculate, the room was stunning, and the location was extremely convenient. The staff was very helpful. We loved staying here and can recommend it whole heartedly."
United States
Michelle
The price is ₹42,556
₹47,238 total
includes taxes & fees
2 Nov - 3 Nov
L'Olmo
A poolside area with two glasses of water, candles, and a stone pathway.

13. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (103 reviews)
"The variety at the buffet was really good and the coffee machines made really good coffee. The site itself was very nice and well maintained. The problem with this place is the reception for arrival and departure, no service and fast to dismiss you."
Canada
DANIELA
The price is ₹16,166
₹18,208 total
includes taxes & fees
29 Oct - 30 Oct
Casanova - Panoramic Rooms and Suites
A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

14. PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (6 reviews)
"Clean room with friendly and helpful staff. Thank you so much for the wonderful stay"
United States
Pearlyn
The price is ₹7,674
₹8,867 total
includes taxes & fees
2 Nov - 3 Nov
PienzaLettings Suites
A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

15. TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Lugar maravilhoso, localização perfeita, super limpo e aconchegante."
Brazil
Lucas
The price is ₹7,688
₹8,882 total
includes taxes & fees
5 Nov - 6 Nov
TuscanyLettings Studio&Room
A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

16. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
San Quirico d'Orcia
9.0 out of 10, Wonderful, (50 reviews)
"Our stay was great. "
United States
Elena
The price is ₹12,186
₹13,830 total
includes taxes & fees
9 Nov - 10 Nov
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
A nighttime view of a building with a staircase leading to a door, surrounded by greenery and a well-lit pathway.

17. Borgo Dolciano

Borgo Dolciano
Chiusi
9.0 out of 10, Wonderful, (26 reviews)
"Lovely restored Tuscan villa and farmhouse. Very comfortable stay. Felt that the people who run it do so with a lot of heart and style. Great value too. "
Canada
Carla
The price is ₹14,091
₹15,713 total
includes taxes & fees
26 Oct - 27 Oct
Borgo Dolciano
A stone building with a wooden door, a staircase, and a small window with a metal grill.

18. Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Good communication with management through WhatsApp. The taxi dropped us off one minute from the property. Very cozy top floor with only a few steps. The 2 bedroom unit is very comfortable, the kids enjoyed sleeping in the loft. Air conditioning worked very well. We had everything we needed, the location is wonderful. We really enjoyed our stay. Thank you!"
United States
Nancy
The price is ₹10,557
₹12,038 total
includes taxes & fees
28 Oct - 29 Oct
Casa Gioia - Casa Olivieri
A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

19. Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (13 reviews)
"Excellent location to tour wine country montalcino."
United States
Michael
The price is ₹26,377
₹30,078 total
includes taxes & fees
24 Nov - 25 Nov
Palazzo Saloni
Pool

20. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (41 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is ₹7,049
₹8,392 total
includes taxes & fees
16 Nov - 17 Nov
iConic Wellness Resort
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

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

10/10 Excellent
"Great location, very welcoming hosts. The room was exactly as shown in the pictures. Bed was comfortable and everything was great. One thing to mention is the shower that was very small, which was expected, but it had a shower curtain that stuck to you when showering. I couldn’t wash my hair - I had no room."
Caroline 4-night trip
Posted 4 hours ago
Hotel La Terrazza di Montepulciano

Find out more about Montepulciano

Holiday Rentals in Montepulciano

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

  • View our selection of featured holiday rentals in Montepulciano
  • Use the map to find apartments and other holiday homes in the Montepulciano neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Montepulciano while they last

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

Frequently asked questions

Are there holiday rentals in Montepulciano?

Yes, there are holiday rentals close to the most popular sights in Montepulciano, or you can select a more secluded option if you're looking for a relaxing stay. 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.

How many holiday rentals are there in Montepulciano?

Expedia has 48 holiday 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 holiday rental in Montepulciano like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montepulciano. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family gatherings.