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Casamaggiore Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

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 RM335
RM437 total
includes taxes & fees
16 Nov - 17 Nov
Casa di Cristina - Tra Montepulciano e il Lago Trasimeno
A patio area with outdoor seating, potted plants, and a view of the landscape.

2. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (75 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is RM437
RM593 total
includes taxes & fees
16 Nov - 17 Nov
Affitacamere Maria Gabriella
Terrace/patio

3. 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 RM481
RM547 total
includes taxes & fees
16 Nov - 17 Nov
Casale dell'Assiolo
A bakery display with various pastries and desserts.

4. 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 RM479
RM535 total
includes taxes & fees
16 Nov - 17 Nov
La Piccola Locanda
A crowded restaurant with brick walls and multiple tables and chairs.

5. 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 RM569
RM644 total
includes taxes & fees
26 Nov - 27 Nov
La Locanda di San Francesco
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 RM553
RM608 total
includes taxes & fees
1 Dec - 2 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, (122 reviews)
"The room was beautifully designed, clean and fresh with stunning views in a truly historic building. Family run and a special experience!!"
United States
Slimane
The price is RM642
RM724 total
includes taxes & fees
16 Nov - 17 Nov
Meublé Il Riccio
A covered corridor with brick columns, potted plants, and a view of a lush landscape.

8. 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 RM262
RM301 total
includes taxes & fees
26 Nov - 27 Nov
Abbadia Sicille Relais
A stone building with a tiled roof, surrounded by tall trees and a gravel path.

9. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (13 reviews)
"Amazing location, beautiful property"
United States
Joseph
The price is RM483
RM549 total
includes taxes & fees
8 Dec - 9 Dec
montorio
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 RM381
RM438 total
includes taxes & fees
16 Nov - 17 Nov
Bed & Breakfast Vicolo dell'Oste
A terrace with a table set for breakfast, overlooking a scenic landscape.

11. 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 RM687
RM773 total
includes taxes & fees
17 Nov - 18 Nov
Delcorto Suites
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, (172 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is RM552
RM634 total
includes taxes & fees
16 Nov - 17 Nov
Hotel San Gregorio
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

13. 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 RM327
RM378 total
includes taxes & fees
17 Nov - 18 Nov
Artisti del Cavallo Tourism
An arched doorway leading to a building with a wooden door and a staircase.

14. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (117 reviews)
"Was a very nice spot"
Canada
Andrew
The price is RM332
RM384 total
includes taxes & fees
16 Nov - 17 Nov
Residenza Fabroni
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

Fonteverde Thermal Spa Resort Tuscany

Fonteverde Thermal Spa Resort Tuscany

8/10 Good
"The spa and spa services were fantastic! We had a suite with a balcony on the 2nd floor which was nice but we could hear absolutely everything above us. Every time the person above us showered or flushed the toilet we heard it, loudly. The bed is a traditional hard Italian bed so our quiet relaxing weekend away was only relaxing in the spa. We had two terrible nights’ sleep. The staff were helpful and kind. Also the property has stink bugs everywhere inside and even in the restaurant which wasn’t pleasant to see stink bugs were crawling on the water glasses and curtains next to your table. I understand that it’s that time of the year when they come inside to overwinter but it’s unacceptable to have bugs with you while you’re eating. The vents in the bedrooms need to be cleaned they were filthy."
Andrew 2-night trip
Posted 13 hours ago
Fonteverde Thermal Spa Resort Tuscany

Find out more about 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.