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Casamaggiore Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Casamaggiore vacation rentals

A nighttime view of a building with a staircase leading to a door, surrounded by greenery and a well-lit pathway.

1. Borgo Dolciano

Borgo Dolciano
Chiusi
9.0 out of 10, Wonderful, (26 reviews)
"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 P9,290
P10,360 total
includes taxes & fees
Oct 11 - Oct 12
Borgo Dolciano
A bakery display with various pastries and desserts.

2. 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 P7,475
P8,363 total
includes taxes & fees
Nov 9 - Nov 10
La Piccola Locanda
A patio area with outdoor seating, potted plants, and a view of the landscape.

3. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (70 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is P6,822
P9,256 total
includes taxes & fees
Nov 9 - Nov 10
Affitacamere Maria Gabriella
An arched doorway leading to a building with a wooden door and a staircase.

4. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (113 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 P4,674
P5,423 total
includes taxes & fees
Oct 13 - Oct 14
Residenza Fabroni
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

5. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (141 reviews)
"Wonderful place - clean, comfortable, quiet with excellent hosts. Perfect location near everything in town including the parking. Can’t wait to return!"
United States
Shelly
The price is P6,621
P7,564 total
includes taxes & fees
Nov 8 - Nov 9
Bed & Breakfast Vicolo dell'Oste
A historic building with a tower, a courtyard, and a well-lit entrance.

6. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (184 reviews)
"Great Historical location."
Canada
Robert
The price is P5,469
P6,227 total
includes taxes & fees
Nov 10 - Nov 11
Abbadia Sicille Relais
Front of property

7. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful place, view and city."
United States
Federico
The price is P7,097
P8,089 total
includes taxes & fees
Oct 18 - Oct 19
montorio
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

8. 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 P5,105
P5,897 total
includes taxes & fees
Oct 22 - Oct 23
Artisti del Cavallo Tourism
A crowded restaurant with brick walls and multiple tables and chairs.

9. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (150 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 P11,540
P12,976 total
includes taxes & fees
Nov 3 - Nov 4
La Locanda di San Francesco
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

10. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (161 reviews)
"Great location, clean room and communal space. We were disappointed that we were given a room with jacuzzi but no shower and refrigerator was broken. Overall a nice experience"
United States
Julia
The price is P8,124
P9,359 total
includes taxes & fees
Nov 8 - Nov 9
Hotel San Gregorio
An interior courtyard with stone columns, arches, and a mosaic.

11. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (118 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 P10,027
P11,311 total
includes taxes & fees
Oct 11 - Oct 12
Meublé Il Riccio
A terrace with a table set for dining, overlooking a scenic landscape with a castle in the distance.

12. FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (20 reviews)
"Fabulous apt., elegant, clean lines, quiet, pool and wonderful staff"
Italy
Dauray
The price is P4,558
P5,155 total
includes taxes & fees
Oct 25 - Oct 26
FonteLiving
A terrace with a table set for breakfast, overlooking a scenic landscape.

13. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (46 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is P11,657
P13,104 total
includes taxes & fees
Oct 15 - Oct 16
Delcorto Suites
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 Panoramic Montepulciano

Hotel Panoramic Montepulciano

8/10 Good
"Ok."
Yuanjun 1-night trip
Posted 10 hours ago
Hotel Panoramic Montepulciano

Find out more about Casamaggiore

Search for holiday rentals in Casamaggiore on Expedia! 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
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Look no further and take a look at our great range of rental properties in Casamaggiore!

Frequently asked questions

Can I find vacation rentals in Casamaggiore?

Yes, we give you a choice of vacation rentals close to top local attractions in Casamaggiore, or you can choose a secluded option if you're looking for relaxation.

How many vacation rentals will I find in Casamaggiore?

With 3 Expedia vacation rentals, you're sure 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 larger area.

What’s a vacation rental in Casamaggiore like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Casamaggiore. Vacation rentals offer extras such as hot tubs, fire pits, and patios to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for families.