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Casamaggiore Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Casamaggiore holiday rentals

A bakery display with various pastries and desserts.

1. 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 RM491
RM549 total
includes taxes & fees
3 Oct - 4 Oct
La Piccola Locanda
A nighttime view of a building with a staircase leading to a door, surrounded by greenery and a well-lit pathway.

2. 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 RM612
RM683 total
includes taxes & fees
2 Oct - 3 Oct
Borgo Dolciano
A fountain with water cascading down a column, surrounded by greenery and a building in the background.

3. Residence al Lago

Residence al Lago
Contrada Fontivegge
8.6 out of 10, Excellent, (39 reviews)
"We stayed for one night, but the rooms are only good for night, it was very expensive for the room and location "
United States
Hananeh
Residence al Lago
Terrace/patio

4. Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
The price is RM541
RM614 total
includes taxes & fees
6 Oct - 7 Oct
Casale dell'Assiolo
An arched doorway leading to a building with a wooden door and a staircase.

5. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (111 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 RM307
RM356 total
includes taxes & fees
13 Oct - 14 Oct
Residenza Fabroni
An interior courtyard with stone columns, arches, and a mosaic.

6. 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 RM659
RM743 total
includes taxes & fees
22 Oct - 23 Oct
Meublé Il Riccio
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

7. 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 RM435
RM497 total
includes taxes & fees
1 Nov - 2 Nov
Bed & Breakfast Vicolo dell'Oste
A terrace with a table set for breakfast, overlooking a scenic landscape.

8. 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 RM783
RM880 total
includes taxes & fees
6 Oct - 7 Oct
Delcorto Suites
A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

9. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (131 reviews)
"Beautiful hotel in the best location. We so enjoyed our stay, especially the amazing breakfast and sweets they had available all day long."
United States
Margaret
The price is RM1,334
RM1,486 total
includes taxes & fees
5 Oct - 6 Oct
Il Tosco
A patio area with outdoor seating, potted plants, and a view of the landscape.

10. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (68 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is RM448
RM608 total
includes taxes & fees
13 Oct - 14 Oct
Affitacamere Maria Gabriella
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

11. L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (25 reviews)
"Absolutely first class and friendly Perfect location "
United States
Jennifer
The price is RM2,034
RM2,256 total
includes taxes & fees
30 Oct - 31 Oct
L'Olmo
A crowded restaurant with brick walls and multiple tables and chairs.

12. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (149 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 RM849
RM952 total
includes taxes & fees
12 Oct - 13 Oct
La Locanda di San Francesco
A historic building with a tower, a courtyard, and a well-lit entrance.

13. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (182 reviews)
"Great Historical location."
Canada
Robert
The price is RM503
RM567 total
includes taxes & fees
27 Oct - 28 Oct
Abbadia Sicille Relais
A poolside area with two glasses of water, candles, and a stone pathway.

14. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (97 reviews)
"The room snd entire property were spotless clean. Staff wete helpful and friendly. Our room and patio overlooked the d'Orcia valley, gorgeous any time, especially in the morning. The entire grounds, pool, loungers, plants were well maintained. This was our third time at Cassanova and we would come again. A short walk into San Quirico d'Orcia with several good restaurants and a COOP store for drinks and groceries."
Canada
Zoltan
The price is RM690
RM778 total
includes taxes & fees
30 Oct - 31 Oct
Casanova - Panoramic Rooms and Suites
Front of property

15. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful place, view and city."
United States
Federico
The price is RM465
RM530 total
includes taxes & fees
5 Oct - 6 Oct
montorio
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

16. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (158 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is RM588
RM675 total
includes taxes & fees
28 Oct - 29 Oct
Hotel San Gregorio
A terrace with a table set for dining, overlooking a scenic landscape with a castle in the distance.

17. FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (17 reviews)
"Fabulous apt., elegant, clean lines, quiet, pool and wonderful staff"
Italy
Dauray
The price is RM299
RM338 total
includes taxes & fees
25 Oct - 26 Oct
FonteLiving
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

18. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful stay!"
Canada
Brian
The price is RM1,211
RM1,350 total
includes taxes & fees
26 Oct - 27 Oct
Fontelunga Hotel & Villas
A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

19. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
San Quirico d'Orcia
9.0 out of 10, Wonderful, (49 reviews)
"Our stay was great. "
United States
Elena
The price is RM582
RM659 total
includes taxes & fees
1 Nov - 2 Nov
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

20. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.2 out of 10, Wonderful, (25 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is RM586
RM663 total
includes taxes & fees
7 Oct - 8 Oct
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

8/10 Good
"All good"
Leo 4-night trip
Posted 14 hours ago
Hotel San Gregorio

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.