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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Monsigliolo holiday rentals

A hotel entrance with an arched doorway, a sign with the name 'Albergo I Michele', and a potted plant to the right.

1. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.4 out of 10, Exceptional, (26 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is ₹13,421
₹14,975 total
includes taxes & fees
4 Nov - 5 Nov
B&B Piccolo Hotel
Terrace/patio

2. Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
9.0 out of 10, Wonderful, (2 reviews)
"Super søde værter. Og rigtig fint værelse. Vi kommer igen"
Denmark
Emma
The price is ₹10,522
₹11,999 total
includes taxes & fees
5 Nov - 6 Nov
Casale dell'Assiolo
Pool

3. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (42 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is ₹7,023
₹8,361 total
includes taxes & fees
18 Nov - 19 Nov
iConic Wellness Resort
A couple relaxing in a spa setting with a visible logo on the wall, a reception desk, and a plant in the background.

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 ₹12,629
₹14,316 total
includes taxes & fees
8 Nov - 9 Nov
San Michele al Borgo
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

5. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is ₹7,380
₹8,542 total
includes taxes & fees
4 Nov - 5 Nov
Artisti del Cavallo Tourism
A covered corridor with brick columns, potted plants, and a view of a lush landscape.

6. 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 ₹6,156
₹7,089 total
includes taxes & fees
26 Nov - 27 Nov
Abbadia Sicille Relais
A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

7. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is ₹19,508
₹21,617 total
includes taxes & fees
5 Nov - 6 Nov
CASA AMBRA
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

8. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful stay!"
Canada
Brian
The price is ₹31,147
₹34,685 total
includes taxes & fees
15 Nov - 16 Nov
Fontelunga Hotel & Villas
A spa area with a stone-walled arch, a hot tub, and a small window.

9. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (30 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is ₹10,015
₹11,441 total
includes taxes & fees
9 Nov - 10 Nov
DormiVeglia B&B
A rustic brick building with a mural, a clock, and various potted plants.

10. Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

Casa di Cristina - Tra Montepulciano e il Lago Trasimeno
Casamaggiore
10.0 out of 10, Exceptional, (1 review)
"Stayed 2 nights in June 2026. Beautiful place with garden and private parking and outdoor terrace - all you can need in quite spacious studio condo. Comfy big bed, aircon and a ceiling fan, dining table with 4 chairs and a kitchenette if you want to cook your own dinners (full with cutlery and crockery, fridge and coffee machine). Clean private bathroom with shower, toilet and bidet. Host was very lovely too, we need an iron and we could borrow it with no fuss alongside ironing board. Very...
United Kingdom
Anna
The price is ₹7,714
₹10,075 total
includes taxes & fees
20 Nov - 21 Nov
Casa di Cristina - Tra Montepulciano e il Lago Trasimeno
An arched stone gateway leading to a pathway lined with potted plants and lights.

11. Castello di Modanella

Castello di Modanella
Rapolano Terme
8.0 out of 10, Very good, (17 reviews)
"To far out"
United States
Dennis
Castello di Modanella
A patio area with outdoor seating, potted plants, and a view of the landscape.

12. 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 ₹9,041
₹12,584 total
includes taxes & fees
3 Nov - 4 Nov
Affitacamere Maria Gabriella
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

B&B Hotel Arezzo

B&B Hotel Arezzo

10/10 Excellent
"This is a suitable hotel for one or two nights. Staff very helpful."
JUAN 1-night trip
Posted 2 days ago
B&B Hotel Arezzo

Find out more about Monsigliolo

Holiday Rentals in Monsigliolo

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

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

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 Villa Bramasole 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.