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Our top choices for Castiglione del Lago vacation homes

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 ¥13,195
¥17,173 total
includes taxes & fees
Dec 13 - Dec 14
Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

2. Holiday Home 'Il Forcone' with Shared Pool, Wi-Fi and Air Conditioning

Holiday Home 'Il Forcone' with Shared Pool, Wi-Fi and Air Conditioning
Panicale
The price is ¥27,628
¥36,277 total
includes taxes & fees
Nov 17 - Nov 18
Holiday Home 'Il Forcone' with Shared Pool, Wi-Fi and Air Conditioning

3. Apartment 'Vencaglia Casa del Nonno Bingheri' with Private Terrace & Wi-Fi

Apartment 'Vencaglia Casa del Nonno Bingheri' with Private Terrace & Wi-Fi
Cortona
The price is ¥63,968
¥71,338 total
includes taxes & fees
Dec 8 - Dec 9
Apartment 'Vencaglia Casa del Nonno Bingheri' with Private Terrace & Wi-Fi

4. Apartment "La Vecchia Fornace La Terrazza" with Shared Pool & Wi-Fi

Apartment "La Vecchia Fornace La Terrazza" with Shared Pool & Wi-Fi
Cortona
8.8 out of 10, Excellent, (3 reviews)
"Angelo was so friendly. He met us at the property and showed us around. The house is beautiful and peaceful. Thank you for a lovely stay."
United States
Bonnie B.
The price is ¥20,421
¥21,130 total
includes taxes & fees
Nov 13 - Nov 14
Apartment "La Vecchia Fornace La Terrazza" with Shared Pool & Wi-Fi

5. Holiday Home in Villa Pandolfina near Montepulciano

Holiday Home in Villa Pandolfina near Montepulciano
Acquaviva
10.0 out of 10, Exceptional, (1 review)
"Pros: L'appartamento è molto spazioso e comodo con una vista panoramica sulla campagna di Montepulciano Cons: Nulla da rilevare"
Italy
Anonymous traveler
The price is ¥39,246
¥48,818 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Home in Villa Pandolfina near Montepulciano

6. Vacation home with a panoramic terrace, ideal for families and couples

Vacation home with a panoramic terrace, ideal for families and couples
Cortona
The price is ¥11,164
¥11,696 total
includes taxes & fees
Nov 13 - Nov 14
Vacation home with a panoramic terrace, ideal for families and couples

7. Montecchio di Cortona

Montecchio di Cortona
Montecchio
9.0 out of 10, Wonderful, (2 reviews)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
The price is ¥13,999
¥15,948 total
includes taxes & fees
Nov 17 - Nov 18
Montecchio di Cortona

8. Eagle House

Eagle House
CHIANCIANO
10.0 out of 10, Exceptional, (3 reviews)
"Paolo and Monica were such gracious and enthusiastic hosts. The property is beautiful, and the hospitality was great. Paolo and Monica helped plan our itinerary each day which made for a stress-free week. The highlight was the interaction with owls, eagles, and other animals, as well as the wine cave and the history behind it. Thanks again, Paolo and Monica! "
United States
Rob C.
The price is ¥33,492
¥45,719 total
includes taxes & fees
Nov 15 - Nov 16
Eagle House

9. Villa on the Umbria-Tuscany border—for families and friends—with a private pool

Villa on the Umbria-Tuscany border—for families and friends—with a private pool
Città della Pieve
10.0 out of 10, Exceptional, (57 reviews)
"Beautiful place, where we had a wonderful week. The host was responsive and gave excellent introduction both to the house and the local area. Highly recommended."
United States
Jens Kristian T.
The price is ¥115,185
¥131,311 total
includes taxes & fees
Dec 9 - Dec 10
Villa on the Umbria-Tuscany border—for families and friends—with a private pool

10. The Rose Cottage - Vacation Home with a Garden in Umbria

The Rose Cottage - Vacation Home with a Garden in Umbria
Tavernelle
The price is ¥22,158
¥32,306 total
includes taxes & fees
Dec 6 - Dec 7
The Rose Cottage - Vacation Home with a Garden in Umbria

11. Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning

Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
Cortona
10.0 out of 10, Exceptional, (2 reviews)
"Pros: The spaciousness of the modern house was perfect. We felt right at home. The big pool was highly appreciated. Cons: -"
United States
Anonymous traveler
The price is ¥87,524
¥94,894 total
includes taxes & fees
Nov 15 - Nov 16
Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning

12. La Perla del Lago Vacation Home - All the comforts of home with a view of the lake!

La Perla del Lago Vacation Home - All the comforts of home with a view of the lake!
Castel Rigone
10.0 out of 10, Exceptional, (4 reviews)
"The place was amazing and as advertised! We enjoyed the area very much, the views are amazing! We shopped at the local market and enjoyed dinner in both nights we were there. If we are back in the area, we will stay here again! Saverio was very attentive and gracious. Check in and out couldn’t have been easier! "
United States
John L.
The price is ¥15,630
¥21,832 total
includes taxes & fees
Nov 22 - Nov 23
La Perla del Lago Vacation Home - All the comforts of home with a view of the lake!

13. Double room with private bathroom in the countryside, 5 minutes from Montepulciano

Double room with private bathroom in the countryside, 5 minutes from Montepulciano
Toscana
The price is ¥19,138
¥27,290 total
includes taxes & fees
Nov 13 - Nov 14
Double room with private bathroom in the countryside, 5 minutes from Montepulciano

14. Exclusive Private Villa for Groups with Panoramic Pool and Large Common Room – Between Tuscany and Umbria

Exclusive Private Villa for Groups with Panoramic Pool and Large Common Room – Between Tuscany and Umbria
Lisciano Niccone
The price is ¥478,606
¥478,961 total
includes taxes & fees
Dec 13 - Dec 14
Exclusive Private Villa for Groups with Panoramic Pool and Large Common Room – Between Tuscany and Umbria

15. "Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello
Monticchiello
10.0 out of 10, Exceptional, (12 reviews)
"An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! "
Australia
Dan
The price is ¥17,721
¥20,379 total
includes taxes & fees
Nov 19 - Nov 20
"Il Focolare" Superior Apartment in Monticchiello

16. Apartment 'Pugnano Alto – Castagna' with Panoramic View and Pool – 2 Bedrooms with Private Bathroom

Apartment 'Pugnano Alto – Castagna' with Panoramic View and Pool – 2 Bedrooms with Private Bathroom
Lisciano Niccone
10.0 out of 10, Exceptional, (1 review)
"Pros: The Quietness of the wonderful mornings, in the middle of Tuscan Woods. The clean and big pool with a view. The host, very friendly and engaged. a perfect vacation!"
United States
Anonymous traveler
The price is ¥90,403
¥90,758 total
includes taxes & fees
Nov 13 - Nov 14
Apartment 'Pugnano Alto – Castagna' with Panoramic View and Pool – 2 Bedrooms with Private Bathroom

17. Apartment "Pugnano Alto - Tartufo" with Shared Pool and Wi-Fi

Apartment "Pugnano Alto - Tartufo" with Shared Pool and Wi-Fi
lisciano niccone
10.0 out of 10, Exceptional, (2 reviews)
"Pros: Alles perfect in orde."
Netherlands
Anonymous traveler
The price is ¥95,721
¥96,076 total
includes taxes & fees
Nov 13 - Nov 14
Apartment "Pugnano Alto - Tartufo" with Shared Pool and Wi-Fi

18. Apartment 'Pugnano Alto- Girasole' with Shared Pool, Private Terrace and Wi-Fi

Apartment 'Pugnano Alto- Girasole' with Shared Pool, Private Terrace and Wi-Fi
Lisciano Niccone
9.0 out of 10, Wonderful, (2 reviews)
"Pros: Everything"
United States
Anonymous traveler
The price is ¥143,582
¥143,937 total
includes taxes & fees
Nov 13 - Nov 14
Apartment 'Pugnano Alto- Girasole' with Shared Pool, Private Terrace and Wi-Fi

19. Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
Foiano della Chiana
The price is ¥13,615
¥14,324 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

20. Country House Le Case Coloniche

Country House Le Case Coloniche
Deruta
9.4 out of 10, Exceptional, (47 reviews)
"Fabulous stay. "
Australia
Anita
The price is ¥17,173
¥18,890 total
includes taxes & fees
Nov 20 - Nov 21
Country House Le Case Coloniche
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.

Learn more about Castiglione del Lago

Medieval towers and fortress walls frame spectacular views of Lake Trasimeno from this hilltop town. Explore Palazzo della Corgna's Renaissance frescoes, then enjoy local wine at lakeside restaurants as fishing boats return at sunset.

A medieval castle surrounded by a moat and dense greenery.