A stone building with red shutters, a tree in the foreground, and a staircase leading to an upper level.

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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 Monticchiello holiday rentals

A patio area with outdoor seating, potted plants, and a view of the landscape.

1. 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 2.799.219 ₫
3.798.040 ₫ total
includes taxes & fees
13 Nov - 14 Nov
Affitacamere Maria Gabriella
A swimming pool with a water feature, surrounded by greenery and a table with chairs.

2. 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 3.538.620 ₫
4.065.909 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Hotel San Gregorio
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 4.114.182 ₫
4.641.087 ₫ total
includes taxes & fees
6 Nov - 7 Nov
Meublé Il Riccio
A hotel room with a bed, a chair, a lamp, and a view of the outdoors.

4. 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 3.832.108 ₫
4.330.805 ₫ total
includes taxes & fees
25 Nov - 26 Nov
La Locanda di San Francesco
A window with a view of a green landscape and hills.

5. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (140 reviews)
"Excellent room, service and food. The best."
United States
Valerie
The price is 5.952.769 ₫
6.663.532 ₫ total
includes taxes & fees
10 Nov - 11 Nov
Il Tosco
A terrace with a table set for breakfast, overlooking a scenic landscape.

6. 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 4.405.833 ₫
4.962.034 ₫ total
includes taxes & fees
6 Nov - 7 Nov
Delcorto Suites
Exterior

7. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (11 reviews)
"Amazing location, beautiful property"
United States
Joseph
The price is 3.094.443 ₫
3.519.431 ₫ total
includes taxes & fees
10 Nov - 11 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.

8. 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 2.499.113 ₫
2.864.511 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Bed & Breakfast Vicolo dell'Oste
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

9. 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 11.548.582 ₫
12.818.926 ₫ total
includes taxes & fees
8 Nov - 9 Nov
L'Olmo
A covered corridor with brick columns, potted plants, and a view of a lush landscape.

10. 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 1.679.089 ₫
1.933.711 ₫ total
includes taxes & fees
26 Nov - 27 Nov
Abbadia Sicille Relais
An arched doorway leading to a building with a wooden door and a staircase.

11. 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 2.314.966 ₫
2.661.948 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Residenza Fabroni
A pool area with lounge chairs and umbrellas, surrounded by tall cypress trees and a view of distant hills.

12. 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 4.298.471 ₫
4.843.936 ₫ total
includes taxes & fees
29 Nov - 30 Nov
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.

13. 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
PienzaLettings Suites
A stone-walled room with a fireplace, a hot tub, candles, and a tray with snacks.

14. 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 2.979.791 ₫
3.393.388 ₫ total
includes taxes & fees
10 Nov - 11 Nov
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
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 2.588.137 ₫
2.962.569 ₫ total
includes taxes & fees
4 Dec - 5 Dec
TuscanyLettings Studio&Room
A courtyard with outdoor seating, a building with multiple windows, and a stone wall.

16. 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 6.651.213 ₫
7.605.350 ₫ total
includes taxes & fees
5 Dec - 6 Dec
Palazzo Saloni
A dining table with a bottle of wine, two wine glasses, a candle, and a vase with flowers.

17. B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (106 reviews)
"We had a great stay in this conveniently located property. The breakfast was good with many options and staff to assist."
Canada
Morris
The price is 3.070.768 ₫
3.493.446 ₫ total
includes taxes & fees
11 Nov - 12 Nov
B&B Le Scalette di Piazza
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
Casa Gioia - Casa Olivieri
A stone building with a courtyard, outdoor seating, and a warm light setting.

19. 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 2.860.873 ₫
3.608.932 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Sarna Residence
A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

20. 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 2.083.469 ₫
2.522.787 ₫ total
includes taxes & fees
13 Nov - 14 Nov
Idolina Guest House
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 Monticchiello Hotel Reviews

Capanna Suites

Capanna Suites

10/10 Excellent
"Beautiful property. Excellent staff. Great restaurant. But most important, cute cats. Having holiday pets was the best part of the stay for me. Being greeted by my friendly feline friend when I returned was my favorite part. I will miss that cat very much. If you stay here please give them all a little love for me."
Kristen 3-night trip
Posted 21 hours ago
Capanna Suites

Frequently asked questions

Are there holiday rentals in Monticchiello?

Yes, there are holiday rentals in Monticchiello close to Art Studio di Adelina Quadri, or you can select a more secluded option if you're looking for a relaxing stay. Monticchiello is known for its art.

How many holiday rentals will I find in Monticchiello?

Expedia has 8 holiday rentals for your stay in Monticchiello.

What can I see and do in Monticchiello?

Explore the area and family-friendly sights such as Pinzi Pinzuti, or get out into nature at a spot like Historic Centre of Pienza. Art Studio di Adelina Quadri and Pienza Cathedral are a couple of places you'll find in the wider area.

What are holiday rentals like in Monticchiello?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Monticchiello. Holiday rentals offer extras like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a small group gathering.