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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Top Holiday Rentals in Monticchiello

Breakfast, lunch, dinner served; local cuisine
Hotel San Gregorio

Residence in Pienza

3.0 star property
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 5.480.424 ₫
6.213.086 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Hotel San Gregorio
View from room
Abbadia Sicille Relais

Residence in Trequanda

4.0 star property
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 2.110.171 ₫
2.413.247 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Abbadia Sicille Relais
Front of property – evening/night
Casanova - Panoramic Rooms and Suites

Residence in San Quirico d'Orcia

3.0 star property
9.0 out of 10, Wonderful, (78)
"Fantastic place"
United States
Clifford
The price is 4.968.919 ₫
5.588.638 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Casanova - Panoramic Rooms and Suites
Deluxe Apartment, 2 Bedrooms, Balcony | Free WiFi, bed sheets
Bellarmino Boutique Apartments

Apartment in Montepulciano

6.0 out of 10, (1)
"Heat didnt work, it was FREEZING. Contact didnt seem to be local, seemed like they were managing remotely and couldnt or wouldnt send anyone to help. Nor did they really seem to care. Beautiful area though!"
United States
JON
The price is 2.806.617 ₫
3.210.105 ₫ total
includes taxes & fees
9 Dec - 10 Dec
Bellarmino Boutique Apartments
Lobby
Residenza Fabroni

Residence in 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 2.159.214 ₫
2.497.963 ₫ total
includes taxes & fees
9 Dec - 10 Dec
Residenza Fabroni
Property entrance
Il Tosco

Residence in Montepulciano

10.0 out of 10, Exceptional, (114)
"The staff was courteous, the food was amazing, and the location was great. We were very impressed"
United States
Joshua
The price is 6.934.153 ₫
7.750.396 ₫ total
includes taxes & fees
10 Dec - 11 Dec
Il Tosco
Standard Room | Exterior
Osteria del Borgo

Residence in Montepulciano

9.0 out of 10, Wonderful, (156)
"Staff and location were both excellent."
United States
Nicholas
Osteria del Borgo
Exterior
Podere La Chiusella

Aparthotel in Rapolano Terme

9.4 out of 10, Exceptional, (30)
"Et sjarmerende lite B&B. Har nok vært utrolig vakkert i sine glansdager, men områdene rundt bærer preg av lite vedlikehold. Leiligheten var helt grei for en overnatting. Gulvet på badet var ikke rent. Når vi tørket opp etter oss ble håndkleet møkkete. Men overnattingen var helt grei alt i alt. Når vi skulle sjekke ut var det ikke et menneske å se, resepsjonen var stengt. Endte med å sette nøklene i døra og dra da alt var betalt ved bestilling."
Norway
Elisabeth
Podere La Chiusella
Property grounds
Artisti del Cavallo Tourism

Villa in Foiano della Chiana

8.4 out of 10, Very good, (24)
"Good house for one night. "
Germany
Heiner
The price is 2.227.639 ₫
2.511.817 ₫ total
includes taxes & fees
8 Dec - 9 Dec
Artisti del Cavallo Tourism
Interior
Delcorto Suites

Residence in Montepulciano

10.0 out of 10, Exceptional, (32)
"Exceptional service great building felt like a Medici!"
United States
gaetano
The price is 4.547.398 ₫
5.124.965 ₫ total
includes taxes & fees
9 Dec - 10 Dec
Delcorto Suites
Outdoor pool
Antico Brunello

Villa in Montalcino

The price is 202.664.881 ₫
223.238.437 ₫ total
includes taxes & fees
6 Dec - 7 Dec
Antico Brunello
Seasonal outdoor pool
Albergo Diffuso Borgo Santo

Aparthotel in Asciano

The price is 6.755.496 ₫
7.584.579 ₫ total
includes taxes & fees
9 Dec - 10 Dec
Albergo Diffuso Borgo Santo
Outdoor pool, pool loungers
Borgo Dolciano

Aparthotel in Chiusi

9.0 out of 10, Wonderful, (25)
"Lovely restored Tuscan villa and farmhouse. Very comfortable stay. Felt that the people who run it do so with a lot of heart and style. Great value too. "
Canada
Carla
The price is 3.354.718 ₫
3.751.604 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Borgo Dolciano
Studio Suite, Courtyard View | Living area | Flat-screen TV
montorio

Condo in Montepulciano

10.0 out of 10, Exceptional, (2)
"Very nice property , like you’re at your own home "
United States
Stefan
montorio
Garden
La Murata

Aparthotel in Rapolano Terme

9.0 out of 10, Wonderful, (11)
"Amazingly beautiful place! Wish i could have stayed longer to enjoy the view but was just passing through. The apartment was so cute and clean. Any family would enjoy staying here. I would stay here again if i were in the area."
United States
Elizabeth
The price is 3.919.305 ₫
4.434.062 ₫ total
includes taxes & fees
8 Dec - 9 Dec
La Murata
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

Albergo San Biagio

Albergo San Biagio

10/10 Excellent
"gorgeous spot below the town, what an incredible view from the balcony "
Emma 4-night trip
Posted 3 days ago
Albergo San Biagio

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.

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.