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A medieval castle surrounded by a moat and dense greenery.

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    Check prices for these dates

    Check prices for these dates, 14 – 15 December 2026

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    Our top choices for Castiglione del Lago holiday homes

    1. Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

    A rustic brick building with a mural, a clock, and various potted plants.

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

    An outdoor seating area with tables and chairs, surrounded by palm trees and a view of the sea.

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

    A building with a stone facade, multiple windows, and a balcony.

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

    A stone building with a balcony, an archway, and potted plants.

    5. Holiday Home in Villa Pandolfina near Montepulciano

    A covered patio with a brick wall, a round table with chairs, and a view of greenery.

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

    A park with picnic tables, a playground, and a gravel path.

    7. Montecchio di Cortona

    Dining

    8. Eagle House

    A swimming pool with lounge chairs, a stone building, and a garden with various plants and a large terracotta pot.

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

    A terrace with a table and chairs, surrounded by greenery, overlooking a landscape with hills.

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

    A living room with a flat-screen TV, a grey sofa, a patterned wall, a clock, and a fireplace.

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

    A large estate with multiple buildings, a swimming pool, and well-maintained gardens.

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

    A dining table set outdoors with a view of the sunset over a body of water.

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

    A neatly made bed with a dark patterned bedspread, two bedside tables with lamps, and two framed pictures on the wall.

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

    A stone building with a balcony, a wooden table with chairs, and a large umbrella.

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

    A table with food and drinks, a stone pillar, and a scenic view of hills and trees.

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

    A stone building with a balcony, outdoor seating, and a stone staircase.

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

    A stone building with a glass table and chairs, outdoor seating, and a staircase leading to an upper level.

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

    A brick building with a large sliding glass door, a brown door, and a small potted plant.

    19. Country House Le Case Coloniche

    A cozy living room with a fireplace, stone arches, and comfortable seating.

    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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    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.

    See all hotels in Castiglione del Lago

    A medieval castle surrounded by a moat and dense greenery.