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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sep - 27 Sep
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Monsigliolo holiday rentals

Lobby

1. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.2 out of 10, Wonderful, (23 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is 3.943.366 ₫
4.458.953 ₫ total
includes taxes & fees
3 Aug - 4 Aug
B&B Piccolo Hotel
Apartment (1 Bedroom) | Front of property

2. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is 2.705.519 ₫
3.097.321 ₫ total
includes taxes & fees
3 Aug - 4 Aug
Vicolo Della Scala Rooms - La Luna
Junior Suite | Terrace/patio

3. Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
The price is 3.125.056 ₫
3.558.812 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Casale dell'Assiolo
Exterior

4. San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9 reviews)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is 3.802.827 ₫
4.304.359 ₫ total
includes taxes & fees
3 Aug - 4 Aug
San Michele al Borgo
Exterior

5. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (24 reviews)
"Good house for one night. "
Germany
Heiner
The price is 2.199.026 ₫
2.540.178 ₫ total
includes taxes & fees
3 Aug - 4 Aug
Artisti del Cavallo Tourism
Property entrance

6. 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 2.267.897 ₫
2.615.937 ₫ total
includes taxes & fees
13 Aug - 14 Aug
Residenza Fabroni
Courtyard

7. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (7 reviews)
"We loved our stay here! The hosts and staff were super warm and friendly. Breakfast had a wide choice and we liked the evening drinks set up too! The hotel doggies were definitely a highlight ☺️ we’d love to come back!"
United Kingdom
Shelby
The price is 8.562.066 ₫
9.539.523 ₫ total
includes taxes & fees
3 Aug - 4 Aug
Fontelunga Hotel & Villas
Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub

8. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (29 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is 3.377.076 ₫
3.836.033 ₫ total
includes taxes & fees
3 Aug - 4 Aug
DormiVeglia B&B
Food court

9. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (146 reviews)
"Lucca was the perfect host, very accommodating to any queries we had and was always willing to help during our stay Couldn’t recommend staying here highly enough - we had a great time staying here and would highly recommend if you are in the area definitely book here"
United Kingdom
Jonathan
The price is 3.582.318 ₫
4.061.800 ₫ total
includes taxes & fees
6 Aug - 7 Aug
La Locanda di San Francesco
Terrace/patio

10. 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 5.348.738 ₫
5.974.548 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Abbadia Sicille Relais
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 Monsigliolo Hotel Reviews

Hotel Minerva

Hotel Minerva

10/10 Excellent
"Very recommended"
John 1-night trip
Posted 10 hours ago
Hotel Minerva

Frequently asked questions

Can I find a holiday rental in Monsigliolo?

Yes, there are holiday rentals close to the most popular sights in Monsigliolo, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals are there in Monsigliolo?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Monsigliolo stay.

What’s there to see and do in Monsigliolo?

Explore the area and family-friendly sights such as Naturalistic Oasis La Valle, or get out into nature at a spot like Isola Maggiore. Piazza della Repubblica and Cortona Cathedral are a couple of places you'll find in the wider area.

What’s a holiday rental in Monsigliolo like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Monsigliolo. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for family trips or small group gatherings.