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
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

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, (65 reviews)
"I had a fantastic experience with this place. Great people!!!"
South Korea
Young Rok
The price is HK$884
HK$1,199 total
includes taxes & fees
4 Oct - 5 Oct
Affitacamere Maria Gabriella
A kitchen with a granite countertop, a hanging pendant light, and a brick archway.

2. "Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello
Monticchiello
10.0 out of 10, Exceptional, (11 reviews)
"An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! "
Australia
Dan
The price is HK$911
HK$1,112 total
includes taxes & fees
14 Sept - 15 Sept
"Il Focolare" Superior Apartment in Monticchiello
A bedroom with a bed, a desk, and a chair. There is a wooden ceiling and a window.

3. The house in the village - Angelica apartment - Vald'Orcia

The house in the village - Angelica apartment - Vald'Orcia
Monticchiello
10.0 out of 10, Exceptional, (12 reviews)
"Marco was great to work with, was easily available for any of our questions and the stay was wonderful. The apartment is in a great location and had all we needed for our stay."
United States
Melissa B.
The price is HK$902
HK$1,102 total
includes taxes & fees
20 Sept - 21 Sept
The house in the village - Angelica apartment - Vald'Orcia
A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

4. 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 HK$951
HK$1,083 total
includes taxes & fees
18 Sept - 19 Sept
PienzaLettings Suites

5. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful place, view and city."
United States
Federico
The price is HK$917
HK$1,045 total
includes taxes & fees
3 Oct - 4 Oct
montorio
An arched doorway leading to a building with a wooden door and a staircase.

6. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (108 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 HK$682
HK$786 total
includes taxes & fees
13 Sept - 14 Sept
Residenza Fabroni
A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

7. 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 HK$902
HK$1,029 total
includes taxes & fees
6 Oct - 7 Oct
TuscanyLettings Studio&Room
An interior courtyard with stone columns, arches, and a mosaic.

8. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (117 reviews)
"It was very well located ."
Canada
Marlenne
The price is HK$1,299
HK$1,465 total
includes taxes & fees
15 Sept - 16 Sept
Meublé Il Riccio
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, (140 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 HK$986
HK$1,121 total
includes taxes & fees
9 Sept - 10 Sept
Bed & Breakfast Vicolo dell'Oste
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

10. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (155 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is HK$1,545
HK$1,754 total
includes taxes & fees
6 Oct - 7 Oct
Hotel San Gregorio
A crowded restaurant with brick walls and multiple tables and chairs.

11. 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 HK$1,864
HK$2,087 total
includes taxes & fees
8 Oct - 9 Oct
La Locanda di San Francesco
A stone building with a wooden door, a staircase, and a small window with a metal grill.

12. 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 HK$965
HK$1,098 total
includes taxes & fees
6 Oct - 7 Oct
Casa Gioia - Casa Olivieri
A terrace with a table set for breakfast, overlooking a scenic landscape.

13. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (43 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is HK$1,636
HK$1,836 total
includes taxes & fees
9 Sept - 10 Sept
Delcorto Suites
A historic building with a tower, a courtyard, and a well-lit entrance.

14. 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 HK$1,094
HK$1,231 total
includes taxes & fees
6 Oct - 7 Oct
Abbadia Sicille Relais
A poolside area with two glasses of water, candles, and a stone pathway.

15. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (94 reviews)
"Very good accommodation in the heart of Val’d’Orcia. Reasonably priced"
Finland
Jarkko
The price is HK$1,458
HK$1,640 total
includes taxes & fees
13 Sept - 14 Sept
Casanova - Panoramic Rooms and Suites
A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

16. 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 HK$2,556
HK$2,848 total
includes taxes & fees
24 Sept - 25 Sept
Il Tosco
A stone archway leading to a building entrance with a wooden door.

17. 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 HK$674
HK$778 total
includes taxes & fees
27 Sept - 28 Sept
Bellarmino Boutique Apartments
A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

18. 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 HK$1,276
HK$1,440 total
includes taxes & fees
9 Sept - 10 Sept
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

19. L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (25 reviews)
"Absolutely first class and friendly Perfect location "
United States
Jennifer
The price is HK$5,737
HK$6,347 total
includes taxes & fees
17 Sept - 18 Sept
L'Olmo
An outdoor patio with a wooden pergola, a table with chairs, and potted plants.

20. Suite Gioconda - Podere Casa Rossa in Pienza

Suite Gioconda - Podere Casa Rossa in Pienza
Pienza
10.0 out of 10, Exceptional, (5 reviews)
"Comfortable, clean and the hosts are over the top welcoming! Walking distance to Pienza with gorgeous views. Loved staying here and hope to come back someday! "
United States
Doug H.
The price is HK$1,832
HK$2,324 total
includes taxes & fees
5 Oct - 6 Oct
Suite Gioconda - Podere Casa Rossa in Pienza
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

Fonteverde Thermal Spa Resort Tuscany

Fonteverde Thermal Spa Resort Tuscany

10/10 Excellent
"Nice clean stay. Staff excellent"
Susan and Larry 3-night trip
Posted 3 days ago
Fonteverde Thermal Spa Resort Tuscany

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 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.

What are some of the best holiday rentals that Monticchiello has to offer?

Villa with private pool, air conditioning in Val d'Orcia. Very quiet place!!!: This holiday home rental outside of Monticchiello is located in a rural location, and has an outdoor pool, a patio and air conditioning to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

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.