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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 Casamaggiore holiday rentals

A rustic brick building with a mural, a clock, and various potted plants.

1. 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 ₹7,742
₹10,112 total
includes taxes & fees
7 Nov - 8 Nov
Casa di Cristina - Tra Montepulciano e il Lago Trasimeno
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 ₹11,355
₹12,916 total
includes taxes & fees
7 Nov - 8 Nov
Casale dell'Assiolo
A bakery display with various pastries and desserts.

3. La Piccola Locanda

La Piccola Locanda
Chiusi
8.0 out of 10, Very good, (14 reviews)
"Very homey and wonderful people! We loved the restaurant below."
United States
autumn
The price is ₹11,268
₹12,607 total
includes taxes & fees
7 Dec - 8 Dec
La Piccola Locanda
A patio area with outdoor seating, potted plants, and a view of the landscape.

4. 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 ₹9,073
₹12,629 total
includes taxes & fees
9 Nov - 10 Nov
Affitacamere Maria Gabriella
A terrace with a table set for breakfast, overlooking a scenic landscape.

5. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (50 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is ₹16,300
₹18,356 total
includes taxes & fees
7 Nov - 8 Nov
Delcorto Suites
A large building with a cafe area, outdoor seating, and a covered patio.

6. La Locanda Di Cetona

La Locanda Di Cetona
Cetona
9.0 out of 10, Wonderful, (9 reviews)
"It was such a lovely experience. Bang in the centre of the town, still very quiet. The room was breathtaking, lovely breakfast (generosity though depended on staff). Overall such a great experience I would go back today!"
United Kingdom
GianPaolo
The price is ₹12,138
₹13,352 total
includes taxes & fees
4 Dec - 5 Dec
La Locanda Di Cetona
An interior courtyard with stone columns, arches, and a mosaic.

7. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (121 reviews)
"What a gem! Absolutely loved the hotel and enjoyed our stay. Staff very friendly and helpful, and our room was outstanding. The view from our balcony was breathtaking. Top of our list!"
United States
Christopher
The price is ₹13,942
₹15,761 total
includes taxes & fees
14 Nov - 15 Nov
Meublé Il Riccio
A crowded restaurant with brick walls and multiple tables and chairs.

8. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (152 reviews)
"This place was great. Amazing view the room. Extremely friendly and helpful staff. This hotel made our trip - highly recommend"
Canada
Colin
The price is ₹14,273
₹16,125 total
includes taxes & fees
25 Nov - 26 Nov
La Locanda di San Francesco
A covered corridor with brick columns, potted plants, and a view of a lush landscape.

9. 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 ₹6,178
₹7,115 total
includes taxes & fees
26 Nov - 27 Nov
Abbadia Sicille Relais
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

10. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (145 reviews)
"We really enjoyed the room. Comfortable bed. Great location."
United States
Melissa
The price is ₹9,205
₹10,551 total
includes taxes & fees
8 Nov - 9 Nov
Bed & Breakfast Vicolo dell'Oste
Exterior

11. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (11 reviews)
"Amazing location, beautiful property"
United States
Joseph
The price is ₹11,398
₹12,964 total
includes taxes & fees
8 Nov - 9 Nov
montorio
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

12. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (170 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is ₹13,019
₹14,959 total
includes taxes & fees
8 Nov - 9 Nov
Hotel San Gregorio
An arched doorway leading to a building with a wooden door and a staircase.

13. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (115 reviews)
"Very charming property in a fantastic location. The host was very responsive and we had a marvelous stay. Bear in mind this is a historic property and accordingly has some quirks. Those looking for modernity and perfect fixtures may not appreciate those quirks."
United States
Marc
The price is ₹8,527
₹9,805 total
includes taxes & fees
11 Nov - 12 Nov
Residenza Fabroni
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

14. 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 ₹7,406
₹8,572 total
includes taxes & fees
7 Nov - 8 Nov
Artisti del Cavallo Tourism
A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

15. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (140 reviews)
"Excellent room, service and food. The best."
United States
Valerie
The price is ₹21,927
₹24,545 total
includes taxes & fees
10 Nov - 11 Nov
Il Tosco
A hotel entrance with an arched doorway, a sign with the name 'Albergo I Michele', and a potted plant to the right.

16. 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
B&B Piccolo Hotel
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 Casamaggiore Hotel Reviews

Hotel San Gregorio

Hotel San Gregorio

10/10 Excellent
"Great place to stay. Perfect location. Wonderful breakfast. Nice room. Underground parking could be a bit nicer, but they are actively working on it. Great place."
JOHN PAUL 2-night trip
Posted 3 days ago
Hotel San Gregorio

Find out more about Casamaggiore

Holiday Rentals in Casamaggiore

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

  • View our selection of featured holiday rentals in Casamaggiore
  • Use the map to find apartments and other holiday homes in the Casamaggiore neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Casamaggiore while they last

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

Frequently asked questions

Can I find holiday rentals in Casamaggiore?

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

How many holiday rentals will I find in Casamaggiore?

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

What’s there to see and do in Casamaggiore?

Explore the area and family-friendly sights such as Tavernelle Aquatic Park, or get out into nature at a spot like Chiusi Lake. Lake Trasimeno and Val di Chiana are a couple of places you'll find in the wider area.

What’s a holiday rental in Casamaggiore like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Casamaggiore. Holiday rentals provide amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family trips.