Castiglion Fiorentino Country Houses

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Featured Country Houses in Castiglion Fiorentino

Relais Villa Grazianella - UNA Esperienze

Via Grazianella 5 Montepulciano SI

CA $365

CA $408 total

Dec 28 - Dec 29

includes taxes & fees

Book a stay at this business-friendly country house in Montepulciano. Enjoy free WiFi, free parking, and an attached winery. Our guests praise the helpful staff in our reviews. Popular attractions Val di Chiana and Archaeological Civic Museum are located nearby.

Pool

Parking included

Porsenna Resort

Via Rengone, 30, Villastrada Castiglione del Lago PG

Free cancellation

Reserve now, pay when you stay

CA $202

CA $225 total

Dec 27 - Dec 28

includes taxes & fees

Stay at this country house in Castiglione del Lago. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Torre Beccati Quest'Altro and Torre Beccati Questo are located nearby.

Palazzo Tiglio - A Small Luxury Hotels of the World

Via Zara 20, San Pancrazio Bucine AR

CA $483

CA $532 total

Dec 29 - Dec 30

includes taxes & fees

Stay at this country house in Bucine. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Civitella Longobard Castle and Palazzo Becattini are located nearby.

Macciangrosso

Strada Vicinale di Macciano snc Chiusi SI

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Stay at this country house in Chiusi. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Cantina Olivi Le Buche and Archaeological Civic Museum are located nearby.

Podere San Giuseppe

Località Giardini, Petrignano del Lago Castiglione del Lago PG

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Book a stay at this family-friendly country house in Castiglione del Lago. Enjoy free breakfast, free parking, and room service. Popular attractions La Braccesca Winery and Fattoria Le Capezzine are located nearby.

Country House Podere Casorbica

Loc. Casorbica 13 Cortona AR

CA $238

CA $265 total

Jan 7 - Jan 8, 2026

includes taxes & fees

Book a stay at this family-friendly country house in Cortona. Enjoy free WiFi, free parking, and private pools. Popular attractions Santa Maria delle Grazie and Parterre Garden are located nearby.

Fattoria Pieve a Salti

Localita Pieve a Salti Montalcino SI

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Book a stay at this spa country house in Montalcino. Enjoy free parking, an outdoor pool, and a full-service spa. Popular attractions Museo della Mezzadria and Museum of Sacred Art in Val d’Arbia are located nearby.

Podere Poggio al Sole

Via delle Pietrose 5 Montepulciano SI

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Stay at this country house in Montepulciano. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Via Ricci and Colonna del Marzocco are located nearby.

Pool

Pet-friendly

Apartment beautiful sunset farmhouse pascianella

Castelmuzio Provincia di Siena

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Stay at this country house in Trequanda. Enjoy free WiFi, private pools, and a garden. Popular attractions Monastery of Sant'Anna in Camprena and San Giovanni d'Asso Station are located nearby.

Podere Sant'Antonio

località monte sante marie Asciano SI

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Stay at this country house in Asciano. Enjoy free WiFi, an outdoor pool, and 6 hot tubs. Popular attractions Museo Cassioli and San Giovanni Terme Rapolano are located nearby.

Farmhouse in Cortona With Pool

Cortona AR

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Stay at this country house in Cortona. Enjoy free parking, a garden, and in-room washers/dryers. Popular attractions Hannibal's Journey and Annibale al Trasimeno Museum are located nearby.

Pool

Pet-friendly

Aesthetic Farmhouse in Bucine With Barbecue

Bucine AR

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Stay at this country house in Bucine. Enjoy free parking, a garden, and in-room washers/dryers. Popular attractions Riserva Naturale Regionale Valle dell'Inferno e Bandella and Valle dell'Inferno e Bandella are located nearby.

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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.

Top trending hotels in Castiglion Fiorentino

Monastero di Cortona Hotel & Spa

Via del Salvatore Cortona AR

CA $417

CA $465 total

Jan 4 - Jan 5, 2026

includes taxes & fees

9.8/10 Exceptional! (255 reviews)