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

Monticchiello Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Monticchiello holiday rentals

An arched doorway leading to a building with a wooden door and a staircase.

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 S$128
includes taxes & fees
30 Aug - 31 Aug
Residenza Fabroni
A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

2. PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (5 reviews)
"Clean room with friendly and helpful staff. Thank you so much for the wonderful stay"
United States
Pearlyn
The price is S$176
includes taxes & fees
30 Aug - 31 Aug
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.

3. TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (3 reviews)
The price is S$157
includes taxes & fees
28 Aug - 29 Aug
TuscanyLettings Studio&Room
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

4. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (154 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is S$306
includes taxes & fees
27 Aug - 28 Aug
Hotel San Gregorio
A crowded restaurant with brick walls and multiple tables and chairs.

5. 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 S$268
includes taxes & fees
1 Sept - 2 Sept
La Locanda di San Francesco
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

6. 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 S$175
includes taxes & fees
1 Sept - 2 Sept
Bed & Breakfast Vicolo dell'Oste
A stone building with a wooden door, a staircase, and a small window with a metal grill.

7. 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 S$184
includes taxes & fees
31 Aug - 1 Sept
Casa Gioia - Casa Olivieri
An interior courtyard with stone columns, arches, and a mosaic.

8. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (116 reviews)
"It was very well located ."
Canada
Marlenne
The price is S$238
includes taxes & fees
27 Aug - 28 Aug
Meublé Il Riccio

9. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (7 reviews)
"Beautiful place, view and city."
United States
Federico
The price is S$170
includes taxes & fees
27 Aug - 28 Aug
montorio
A terrace with a table set for breakfast, overlooking a scenic landscape.

10. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (41 reviews)
"A beautiful historic property in the centre of Montepulciano. Very spacious room looking out on the Main Street. Wonderful gourmet breakfast provided each morning! I will recommend this property!"
Canada
James
The price is S$251
includes taxes & fees
28 Aug - 29 Aug
Delcorto Suites
A stone archway leading to a building entrance with a wooden door.

11. 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 S$105
includes taxes & fees
28 Aug - 29 Aug
Bellarmino Boutique Apartments
A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

12. 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, (49 reviews)
"Our stay was great. "
United States
Elena
The price is S$182
includes taxes & fees
27 Aug - 28 Aug
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
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
9.2 out of 10, Wonderful, (93 reviews)
"Very good accommodation in the heart of Val’d’Orcia. Reasonably priced"
Finland
Jarkko
The price is S$246
includes taxes & fees
30 Aug - 31 Aug
Casanova - Panoramic Rooms and Suites
A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

14. 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 S$436
includes taxes & fees
30 Aug - 31 Aug
Il Tosco
A covered corridor with brick columns, potted plants, and a view of a lush landscape.

15. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (178 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is S$258
includes taxes & fees
30 Aug - 31 Aug
Abbadia Sicille Relais
A rectangular pool with a metal ladder, surrounded by wooden lounge chairs and a stone deck.

16. Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
10.0 out of 10, Exceptional, (12 reviews)
"was such a beautiful location I dont have anything bad to say about it...would definitely go again for a relaxing and tranquil stay - you definitely need a car to get there though and to go around.."
United States
Hanna
The price is S$243
includes taxes & fees
30 Aug - 31 Aug
Corte Francigena - Apartments
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

Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"We had an exceptional nice stay. I can highly recommend the Corsignano to anyone. It’s just a couple minutes walking distance from the old town … I will definitely stay here again on my next visit to Pienza"
Rene 1-night trip
Posted 12 hours ago
Hotel Corsignano

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 RI Crea RE, 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.