A hillside town with historic buildings and a prominent church.

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Montepulciano holiday rentals

A hotel room with a bed, a chair, a lamp, and a view of the outdoors.

1. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (152 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 ฿5,021
฿5,675 total
includes taxes & fees
25 Nov - 26 Nov
La Locanda di San Francesco
A window with a view of a green landscape and hills.

2. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (139 reviews)
"Excellent room, service and food. The best."
United States
Valerie
The price is ฿7,781
฿8,710 total
includes taxes & fees
6 Nov - 7 Nov
Il Tosco
A balcony with a view of a historic town, featuring terracotta-roofed buildings and a prominent church tower.

3. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (121 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 ฿5,378
฿6,067 total
includes taxes & fees
5 Nov - 6 Nov
Meublé Il Riccio
A terrace with a table set for breakfast, overlooking a scenic landscape.

4. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (50 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is ฿5,767
฿6,495 total
includes taxes & fees
5 Nov - 6 Nov
Delcorto Suites
Exterior

5. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (11 reviews)
"Amazing location, beautiful property"
United States
Joseph
The price is ฿4,045
฿4,600 total
includes taxes & fees
8 Nov - 9 Nov
montorio
A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a lamp, and a window with sheer curtains.

6. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (144 reviews)
"We really enjoyed the room. Comfortable bed. Great location."
United States
Melissa
The price is ฿3,275
฿3,753 total
includes taxes & fees
5 Nov - 6 Nov
Bed & Breakfast Vicolo dell'Oste
An arched doorway leading to a building with a wooden door and a staircase.

7. 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 ฿2,476
฿2,875 total
includes taxes & fees
5 Nov - 6 Nov
Residenza Fabroni
A breakfast table with a teapot, a cup, a plate with croissants, and a fruit bowl.

8. Bellarmino Boutique Apartments

Bellarmino Boutique Apartments
Montepulciano
5.6 out of 10, (5 reviews)
"Na"
United States
Abel
The price is ฿2,254
฿2,630 total
includes taxes & fees
18 Nov - 19 Nov
Bellarmino Boutique Apartments
A patio area with outdoor seating, potted plants, and a view of the landscape.

9. 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 ฿3,659
฿4,965 total
includes taxes & fees
24 Nov - 25 Nov
Affitacamere Maria Gabriella
A swimming pool with a water feature, surrounded by greenery and a table with chairs.

10. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (170 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is ฿4,620
฿5,309 total
includes taxes & fees
8 Nov - 9 Nov
Hotel San Gregorio
A covered corridor with brick columns, potted plants, and a view of a lush landscape.

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 ฿2,192
฿2,525 total
includes taxes & fees
26 Nov - 27 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 ฿15,096
฿16,756 total
includes taxes & fees
8 Nov - 9 Nov
L'Olmo
A pool area with lounge chairs and umbrellas, surrounded by tall cypress trees and a view of distant hills.

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, (105 reviews)
"Hotel had beautiful views and amenities like breakfast and spa were amazing."
United States
Oscar
The price is ฿5,612
฿6,324 total
includes taxes & fees
29 Nov - 30 Nov
Casanova - Panoramic Rooms and Suites
A courtyard with outdoor seating, a building with multiple windows, and a stone wall.

14. Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (14 reviews)
"Excellent location to tour wine country montalcino."
United States
Michael
The price is ฿8,684
฿9,930 total
includes taxes & fees
4 Dec - 5 Dec
Palazzo Saloni
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 ฿2,971
฿3,420 total
includes taxes & fees
5 Nov - 6 Nov
TuscanyLettings Studio&Room
A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

16. 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 ฿3,231
฿3,706 total
includes taxes & fees
4 Dec - 5 Dec
PienzaLettings Suites
A stone-walled room with a fireplace, a hot tub, candles, and a tray with snacks.

17. 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 ฿3,733
฿4,258 total
includes taxes & fees
9 Nov - 10 Nov
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
A traditional stone building with multiple windows and doors, a courtyard with a table and chairs, and a clear blue sky with clouds.

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 ฿3,830
฿4,365 total
includes taxes & fees
4 Dec - 5 Dec
Casa Gioia - Casa Olivieri
A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

19. Idolina Guest House

Idolina Guest House
Montalcino
9.6 out of 10, Exceptional, (118 reviews)
"A truly special place!"
United States
Jaiden
The price is ฿2,807
฿3,389 total
includes taxes & fees
13 Nov - 14 Nov
Idolina Guest House
A stone building with a courtyard, outdoor seating, and a warm light setting.

20. Sarna Residence

Sarna Residence
San Quirico d'Orcia
9.4 out of 10, Exceptional, (40 reviews)
"We enjoyed our stay. The room was very clean. The staff was helpful."
United States
Bokang
The price is ฿3,740
฿4,566 total
includes taxes & fees
15 Nov - 16 Nov
Sarna Residence
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

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

10/10 Excellent
"It was wonderful to spot Bree days in ancient town Montepulciano with Robert family. A Tuscany family,a Tuscany charm, and lots of pleasant Tuscany memories! Arrivederci!"
shudan 3-night trip
Posted 1 day ago
Hotel La Terrazza di Montepulciano

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:

  • 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.