A historic square with a fountain, stone steps, and traditional buildings with balconies and shutters.

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Castiglione del Lago holiday rentals

A crowded restaurant with brick walls and multiple tables and chairs.

1. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (151 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 4.231.258 ₫
4.770.747 ₫ total
includes taxes & fees
3 Nov - 4 Nov
La Locanda di San Francesco
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 3.090.237 ₫
3.457.443 ₫ total
includes taxes & fees
19 Oct - 20 Oct
La Piccola Locanda
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

3. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (143 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 2.737.300 ₫
3.127.393 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Bed & Breakfast Vicolo dell'Oste
A nighttime view of a building with a staircase leading to a door, surrounded by greenery and a well-lit pathway.

4. 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 3.852.881 ₫
4.296.351 ₫ total
includes taxes & fees
22 Oct - 23 Oct
Borgo Dolciano
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, (114 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 2.076.772 ₫
2.400.812 ₫ total
includes taxes & fees
22 Oct - 23 Oct
Residenza Fabroni
A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

6. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (137 reviews)
"An amazing property with amazing hosts! Every detail was an amenity was thought of. Hosts are very gracious and bend over backwards to make your stay unforgettable!"
Canada
Sean
The price is 5.997.995 ₫
6.714.158 ₫ total
includes taxes & fees
10 Nov - 11 Nov
Il Tosco
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

7. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (164 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is 3.328.888 ₫
3.836.321 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Hotel San Gregorio
A historic building with a tower, a courtyard, and a well-lit entrance.

8. 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 2.260.938 ₫
2.574.246 ₫ total
includes taxes & fees
17 Nov - 18 Nov
Abbadia Sicille Relais
A courtyard with a pool, stone benches, and a view of a hill.

9. TH Perugia - Castello di Monterone

TH Perugia - Castello di Monterone
Perugia
9.8 out of 10, Exceptional, (328 reviews)
"Beautiful garden, beautiful view, easy parking and tasty restaurant."
Canada
Sandro
The price is 5.807.583 ₫
6.591.977 ₫ total
includes taxes & fees
23 Oct - 24 Oct
TH Perugia - Castello di Monterone
A terrace with a table set for breakfast, overlooking a scenic landscape.

10. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (48 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is 4.458.986 ₫
5.021.248 ₫ total
includes taxes & fees
19 Oct - 20 Oct
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 Castiglione del Lago Hotel Reviews

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"This was an amazing stay recommended by a friend and we really loved this place. The only immediate issues were the A/C broke and the TV was hard to setup, and the toilet seat was cracked and broke when I sat on it. But they fixed all that on day 1 and we had an amazing time - staff was amazing, grounds, parking, quiet, romantic, everything. The restaurant was amazing wine cellar. The food a little exotic so if you want more basic - then head over to Cortona with a car 15 min drive up the hill. Best part of trip was having a car. The people amazing, Daniel, Enrico, and cant remember everyone - everyone was amazing."
Martin 4-night trip
Posted 11 hours ago
Villa di Piazzano - Small Luxury Hotel of the World

Frequently asked questions

Can I find a holiday rental in Castiglione del Lago?

Yes, there are holiday rentals close to the most popular sights in Castiglione del Lago, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the lakeside in Castiglione del Lago. Make sure you have time to check out the wineries and gardens during your trip.

How many holiday rentals will I find in Castiglione del Lago?

With 61 Expedia holiday rentals, you're guaranteed to find just the right place for your Castiglione del Lago stay.

What can I see and do in Castiglione del Lago?

Lake Trasimeno and Val di Chiana are a couple of lovely local spots to get outside and enjoy nature. While here, Palazzo della Corgna and Rocca del Leone are other places worth a visit.

What are holiday rentals like in Castiglione del Lago?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Castiglione del Lago. Holiday rentals feature extras such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a family getaway.