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

Monticchiello Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Monticchiello vacation 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 ￥15,015
￥20,899 total
includes taxes & fees
Oct 28 - Oct 29
Affitacamere Maria Gabriella
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

2. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (167 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is ￥22,644
￥25,963 total
includes taxes & fees
Nov 8 - Nov 9
Hotel San Gregorio
An interior courtyard with stone columns, arches, and a mosaic.

3. 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 ￥24,326
￥27,463 total
includes taxes & fees
Nov 26 - Nov 27
Meublé Il Riccio
A crowded restaurant with brick walls and multiple tables and chairs.

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 ￥23,509
￥26,564 total
includes taxes & fees
Nov 26 - Nov 27
La Locanda di San Francesco
A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

5. 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 ￥34,108
￥38,222 total
includes taxes & fees
Nov 26 - Nov 27
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, (49 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is ￥26,935
￥30,331 total
includes taxes & fees
Oct 28 - Oct 29
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 ￥17,685
￥20,156 total
includes taxes & fees
Oct 28 - Oct 29
montorio
An arched doorway leading to a building with a wooden door and a staircase.

8. 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 ￥12,666
￥14,636 total
includes taxes & fees
Oct 29 - Oct 30
Residenza Fabroni
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

9. 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 ￥16,062
￥18,372 total
includes taxes & fees
Nov 22 - Nov 23
Bed & Breakfast Vicolo dell'Oste
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 ￥10,223
￥11,773 total
includes taxes & fees
Nov 26 - Nov 27
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.

11. 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 ￥70,290
￥78,022 total
includes taxes & fees
Nov 5 - Nov 6
L'Olmo
A poolside area with two glasses of water, candles, and a stone pathway.

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, (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 ￥26,710
￥30,084 total
includes taxes & fees
Oct 28 - Oct 29
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
The price is ￥12,675
￥14,645 total
includes taxes & fees
Nov 2 - Nov 3
PienzaLettings Suites
A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

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 ￥19,286
￥21,919 total
includes taxes & fees
Nov 8 - Nov 9
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 ￥12,854
￥14,844 total
includes taxes & fees
Nov 5 - Nov 6
TuscanyLettings Studio&Room
A dining table with a bottle of wine, two wine glasses, a candle, and a vase with flowers.

16. 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 ￥18,691
￥21,263 total
includes taxes & fees
Oct 28 - Oct 29
B&B Le Scalette di Piazza
A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

17. 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 ￥44,003
￥50,160 total
includes taxes & fees
Nov 1 - Nov 2
Palazzo Saloni
A stone building with a courtyard, outdoor seating, and a warm light setting.

18. 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 ￥16,567
￥20,335 total
includes taxes & fees
Nov 26 - Nov 27
Sarna Residence
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 ￥12,930
￥15,631 total
includes taxes & fees
Nov 27 - Nov 28
Idolina Guest House
A stone building with a wooden door, a staircase, and a small window with a metal grill.

20. 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 ￥17,614
￥20,078 total
includes taxes & fees
Oct 28 - Oct 29
Casa Gioia - Casa Olivieri
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
"Great location, a few minutes walk from the city center. Staff were extremely helpful and professional. Room was large and comfortable, great water pressure in the shower. Very tasty and plentiful European breakfast."
William 4-night trip
Posted 7 hours ago
Hotel Corsignano

Find out more about Monticchiello

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

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

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

Frequently asked questions

Are there vacation rentals in Monticchiello?

Yes, we give you a choice of vacation rentals in Monticchiello close to Art Studio di Adelina Quadri, or you can go with a more remote option if you're looking for a relaxing stay. Monticchiello is known for its art.

What's the top vacation rental in Monticchiello?

Tuscan villa pool spa Siena Montepulciano Perugia Pienza Florence 2 hours from Rome: This vacation home rental outside of Monticchiello is located in a rural location and has an outdoor pool, a fireplace, 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 patio, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals will I find in Monticchiello?

Expedia has 8 vacation 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 larger area.

What are vacation rentals like in Monticchiello?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Monticchiello. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.