Monticchiello Holiday Rentals

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Holiday Rentals in Monticchiello

Affitacamere Maria Gabriella

Pienza
9.8 out of 10, Exceptional, (51)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
Affitacamere Maria Gabriella

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

Monticchiello
10.0 out of 10, Exceptional, (11)
"Nice and comfortable house in a beautiful tiny village "
United States
Lana A.
The price is AU$194
includes taxes & fees
14 Dec - 15 Dec
The house in the village - Angelica apartment - Vald'Orcia

"Il Focolare" Superior Apartment in Monticchiello

Monticchiello
10.0 out of 10, Exceptional, (8)
"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 AU$217
includes taxes & fees
11 Dec - 12 Dec
"Il Focolare" Superior Apartment in Monticchiello

Meublé Il Riccio

Montepulciano
9.8 out of 10, Exceptional, (86)
"Beautiful hotel."
United States
Helen
Meublé Il Riccio

La Locanda di San Francesco

Montepulciano
9.8 out of 10, Exceptional, (130)
"Beautiful property nestled at the top of montepulciano. Very helpful owner Luca and unmatched hospitality! "
United States
Alizeh
The price is AU$297
includes taxes & fees
9 Dec - 10 Dec
La Locanda di San Francesco

La Locanda Di Cetona

Cetona
9.2 out of 10, Wonderful, (5)
"A lovely hotel and very welcoming staff. Cetona is a delight. "
Australia
Julian
La Locanda Di Cetona

Abbadia Sicille Relais

4.0 star property
Trequanda
8.8 out of 10, Excellent, (164)
"We stayed there for 1 night our our way to Rome. BEAUTIFUL. Bed was very comfortable as well. 10/10 will recommend to everyone "
United States
Brittnay
The price is AU$135
includes taxes & fees
21 Dec - 22 Dec
Abbadia Sicille Relais

Hotel San Gregorio

3.0 star property
Pienza
9.4 out of 10, Exceptional, (134)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
The price is AU$350
includes taxes & fees
5 Jan - 6 Jan 2026
Hotel San Gregorio

La Dimora di Dida

Seggiano
The price is AU$130
includes taxes & fees
15 Dec - 16 Dec
La Dimora di Dida

Residenza Fabroni

Montepulciano
8.8 out of 10, Excellent, (93)
"We had a great stay! Beautiful on the roof top terrace!"
United States
Jennifer
The price is AU$147
includes taxes & fees
9 Dec - 10 Dec
Residenza Fabroni

Delcorto Suites

Montepulciano
10.0 out of 10, Exceptional, (32)
"Exceptional service great building felt like a Medici!"
United States
gaetano
The price is AU$278
includes taxes & fees
8 Dec - 9 Dec
Delcorto Suites

Bed & Breakfast Vicolo dell'Oste

Montepulciano
9.6 out of 10, Exceptional, (128)
"Great hosts, central location "
United States
Alexander
The price is AU$196
includes taxes & fees
9 Dec - 10 Dec
Bed & Breakfast Vicolo dell'Oste

La Piccola Locanda

Chiusi
8.8 out of 10, Excellent, (8)
"This was a great place to stay for two nights in late October and to take out and back day trips by train to Siena and Florence on back-to-back days. Very close to the train station - very convenient. Breakfast in the restaurant in the morning was small, but good. Highly recommend this location! It's small, but serviced and supported very well by the staff at the restaurant. "
United States
Jeffery
La Piccola Locanda

FonteLiving

San Casciano dei Bagni
10.0 out of 10, Exceptional, (5)
"Comfortable apartment in quiet block. Nicely furnished excellent housekeeping nice spacious bathrooms great view from the terrace."
United Kingdom
R
The price is AU$151
includes taxes & fees
9 Dec - 10 Dec
FonteLiving

Casanova - Panoramic Rooms and Suites

3.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (78)
"Fantastic place"
United States
Clifford
The price is AU$321
includes taxes & fees
11 Dec - 12 Dec
Casanova - Panoramic Rooms and Suites

PienzaLettings Suites

Pienza
10.0 out of 10, Exceptional, (1)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
The price is AU$142
includes taxes & fees
14 Dec - 15 Dec
PienzaLettings Suites

TuscanyLettings Studio&Room

Pienza
10.0 out of 10, Exceptional, (1)
"メイン通りの好立地。 客室は豪華でエレガント。 ウェルカムキットも良く、アメニティも良好。 次回も必ず利用したい。 スタッフの方、いろいろありがとうございました。"
Japan
keita
The price is AU$155
includes taxes & fees
9 Dec - 10 Dec
TuscanyLettings Studio&Room

Corte Francigena

Montalcino
9.8 out of 10, Exceptional, (6)
"Loved everything about my stay"
United States
Svetlana
The price is AU$276
includes taxes & fees
6 Jan - 7 Jan 2026
Corte Francigena

DormiVeglia B&B

Monte San Savino
10.0 out of 10, Exceptional, (27)
"This was our favourite B&B. The owner Simona was absolutely wonderful. The hot tub in our room was out of this world. If you have the chance to visite this gem…DO IT!!"
Canada
Claude
DormiVeglia B&B

B&B Le Scalette di Piazza

Montalcino
9.4 out of 10, Exceptional, (90)
"Great location and excellent staff. "
Canada
Jacek
B&B Le Scalette di Piazza
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

Find out more about Monticchiello

Everything you need to know about Monticchiello holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Monticchiello holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Monticchiello holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Monticchiello holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monticchiello. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Monticchiello holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Monticchiello holiday rentals we have selected for you start as low as AU$135 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Monticchiello rentals

At Expedia, we put the best Monticchiello holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Monticchiello rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Monticchiello holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Monticchiello. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Monticchiello?

Yes, there are holiday rentals close to the most popular sights in Monticchiello, 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?

The House of Alice, charm and relaxation: This holiday home rental outside of Monticchiello is located in a rural location, and has a fireplace, a terrace and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an electric kettle. Kick off your shoes and enjoy yourself with a garden and a selection of books.

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 Pasticceria Il Campanile, 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.