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

Castiglione del Lago Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Castiglione del Lago vacation rentals

Terrace/patio

1. Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
The price is P7,293
P8,305 total
includes taxes & fees
Sep 7 - Sep 8
Casale dell'Assiolo
Bar (on property)

2. La Piccola Locanda

La Piccola Locanda
Chiusi
8.0 out of 10, Very Good, (12 reviews)
"This was a great place to stay for two nights in late October and to take out and back day trips by train to Siena and Florence on back-to-back days. Very close to the train station - very convenient. Breakfast in the restaurant in the morning was small, but good. Highly recommend this location! It's small, but serviced and supported very well by the staff at the restaurant. "
United States
Jeffery
The price is P7,552
P8,450 total
includes taxes & fees
Sep 5 - Sep 6
La Piccola Locanda
Exterior

3. Borgo Dolciano

Borgo Dolciano
Chiusi
9.0 out of 10, Wonderful, (25 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 P11,980
P13,320 total
includes taxes & fees
Sep 1 - Sep 2
Borgo Dolciano
Interior

4. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (115 reviews)
"It was very well located ."
Canada
Marlenne
The price is P10,080
P11,371 total
includes taxes & fees
Aug 26 - Aug 27
Meublé Il Riccio
Seasonal outdoor pool, sun loungers

5. TH Perugia - Castello di Monterone

TH Perugia - Castello di Monterone
Perugia
9.8 out of 10, Exceptional, (316 reviews)
"Breakfast buffet was outstanding."
United States
Larraine
The price is P12,914
P14,703 total
includes taxes & fees
Aug 23 - Aug 24
TH Perugia - Castello di Monterone
Property entrance

6. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (104 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 P4,833
P5,600 total
includes taxes & fees
Aug 18 - Aug 19
Residenza Fabroni
Food court

7. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (147 reviews)
"Incredible views from our room"
United Kingdom
Isabelle
The price is P8,360
P9,479 total
includes taxes & fees
Aug 25 - Aug 26
La Locanda di San Francesco
Terrace/patio

8. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (40 reviews)
"Time transported to the Renaissance at this beautiful, well-kept palazzo… Riccardo’s family did a truly amazing job restoring this place and the facilities are modern & without any discomfort."
American Samoa
Melissa Hyun Joo
The price is P10,837
P12,205 total
includes taxes & fees
Aug 16 - Aug 17
Delcorto Suites
Exterior

9. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (139 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 P8,320
P9,434 total
includes taxes & fees
Sep 6 - Sep 7
Bed & Breakfast Vicolo dell'Oste
Terrace/patio

10. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (178 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is P11,692
P13,075 total
includes taxes & fees
Aug 23 - Aug 24
Abbadia Sicille Relais
Property entrance

11. 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 P18,150
P20,248 total
includes taxes & fees
Aug 25 - Aug 26
Il Tosco
1 treatment room, massages

12. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (93 reviews)
"Very good accommodation in the heart of Val’d’Orcia. Reasonably priced"
Finland
Jarkko
The price is P10,807
P12,172 total
includes taxes & fees
Aug 30 - Aug 31
Casanova - Panoramic Rooms and Suites
Food and drink

13. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (153 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is P14,073
P15,906 total
includes taxes & fees
Aug 25 - Aug 26
Hotel San Gregorio
Exterior

14. L'Antica Sosta

L'Antica Sosta
Corciano
9.4 out of 10, Exceptional, (3 reviews)
"Molto accoglienti e gentili "
Italy
Valentina
The price is P4,126
P4,538 total
includes taxes & fees
Aug 25 - Aug 26
L'Antica Sosta
Front of property

15. Vicolo Della Scala Rooms - Il Sole

Vicolo Della Scala Rooms - Il Sole
Cortona Old Town
The price is P7,092
P8,086 total
includes taxes & fees
Aug 22 - Aug 23
Vicolo Della Scala Rooms - Il Sole
Lobby

16. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.2 out of 10, Wonderful, (23 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is P8,959
P10,138 total
includes taxes & fees
Aug 16 - Aug 17
B&B Piccolo Hotel
Front of property

17. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (7 reviews)
"Beautiful place, view and city."
United States
Federico
The price is P7,119
P8,114 total
includes taxes & fees
Aug 27 - Aug 28
montorio
Laptop workspace, iron/ironing board, WiFi (free)

18. TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Lugar maravilhoso, localização perfeita, super limpo e aconchegante."
Brazil
Lucas
The price is P6,667
P7,617 total
includes taxes & fees
Aug 18 - Aug 19
TuscanyLettings Studio&Room
Exterior

19. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very Good, (24 reviews)
"Good house for one night. "
Germany
Heiner
The price is P5,132
P5,928 total
includes taxes & fees
Aug 20 - Aug 21
Artisti del Cavallo Tourism
Terrace/patio

20. FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (13 reviews)
"Fabulous apt., elegant, clean lines, quiet, pool and wonderful staff"
Italy
Dauray
The price is P7,504
P8,396 total
includes taxes & fees
Sep 1 - Sep 2
FonteLiving
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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

8/10 Good
"Great property, location and views.The staff is running a bit thin but helpful...Some training re. customer service attention could be improved, management is clearly not on top for oversight or direct feedback from guests (some supposedly G.M. women passed through the lobby on her way to her week end as we were checking in without bothering to take the opportunity to greet us...never to be seen again for the next 2 days !).The parking and directions are not very practical, the restaurant is too pretentious and lifeless compared to many great options 5 mn away in town).The landscaping and maintenance of pool area could be better for such a gorgeous architecture. All in all, I would recommend ownership to invest a little bit more and hire a more attentive and hands on leadership figure for day to day management to make this property deliver a true 5 stars experience as per global standards and surrounding luxury competitors...(the Nun Assisi provided us with a real Luxury service !)."
Douglas 2-night trip
Posted 2 hours ago
Monastero di Cortona Hotel & Spa

Find out more about Castiglione del Lago

Search for holiday rentals in Castiglione del Lago on Expedia! You can easily find your home rentals, villas, holiday apartments in Castiglione del Lago using one of the methods below:

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

Frequently asked questions

Can I find a vacation rental in Castiglione del Lago?

Yes, we give you a choice of vacation rentals close to top attractions in Castiglione del Lago, or you can go with a more remote option if you're looking for relaxation. 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.

What's the top vacation rental in Castiglione del Lago?

La Dolce Collina: Visitors like this Castiglione del Lago vacation home rental. It is located in a rural location and has a garden, a hot tub, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and kitchenware.

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

With 66 Expedia vacation rentals, you're sure 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 vacation rentals like in Castiglione del Lago?

Vacation rentals are privately owned properties you can stay in for several days or longer in Castiglione del Lago. Vacation rentals feature extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for small groups.