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Featured Chianti Region Family Hotels
Querceto di Castellina
Località Querceto 9, Castellina in Chianti, SI
Stay at this country house in Castellina in Chianti. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Il Molino di Grace Winery and Pieve ...
Hu Norcenni Girasole Village
Via Norcenni 7, Figline e Incisa Valdarno, FI
Stay at this 4-star spa campground in Figline e Incisa Valdarno. Enjoy free parking, 7 outdoor pools, and 3 restaurants. Popular attractions Franciscan Monastery ...
Villa Rigacci
Località Rigacci 75, loc. Vaggio, Reggello, FI
Fully refundableReserve now, pay when you stay
Stay at this 4-star business-friendly hotel in Reggello. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Masaccio Museum of Sacred Art ...
Villa Lecchi Hotel Wellness
Località Lecchi snc, Staggia Senese, Poggibonsi, SI
Stay at this 4-star spa hotel in Poggibonsi. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Poggio Imperiale Fortress and San Lucchese ...
Villa la Palagina
Via Grevigiana 4, Figline e Incisa Valdarno, FI
Stay at this 4-star family-friendly hotel in Figline e Incisa Valdarno. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Franciscan Monastery ...
Villa il Poggiale - Dimora Storica
Via Empolese 69, San Casciano in Val di Pesa, FI
Fully refundableReserve now, pay when you stay
Book a stay at this spa property in San Casciano in Val di Pesa. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Monastary of Sorelle ...
Villa Ducci
Località San Biagio, San Gimignano, SI
Stay at this 3-star business-friendly hotel in San Gimignano. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Archaeological Museum - ...
Hotel Bellavista Impruneta
Via della Croce 2, Impruneta, FI
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Impruneta. Enjoy free WiFi, room service, and parking (surcharge). Our guests praise the helpful staff in our ...
Il Vicario
Localita Sant Andrea 1, San Gimignano, SI
Book a stay at this family-friendly affittacamere in San Gimignano. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Archaeological ...
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.
Hotels with Pools in Chianti Region
Villa I Barronci Resort & Spa
Via Sorripa 10, (GPS: Via Empolese), San Casciano in Val di Pesa, FI
Stay at this 4-star luxury hotel in San Casciano in Val di Pesa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our ...
9.2/10 Wonderful! (397 reviews)
"Wonderful place to stay to soak in the views of Tuscany. The pool area with views are gorgeous. Breakfast was fantastic. Rooms were clean, property was quiet. There are a lot of dining options a 10 min drive away in the town of San Casciano. You definately need a car here. Absoltuely wonderful stay, ..."
Reviewed on Sep 13, 2025
Locanda le Piazze
Localita Le Piazze 41, Castellina in Chianti, SI
Stay at this 4-star luxury hotel in Castellina in Chianti. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.6/10 Exceptional! (181 reviews)
"Lovely hotel. Great breakfast and location. Wonderful staff. Only downside, room is tiny and no space in the bathroom for toiletry bag etc."
Reviewed on Sep 4, 2025
Villa la Palagina
Via Grevigiana 4, Figline e Incisa Valdarno, FI
Stay at this 4-star family-friendly hotel in Figline e Incisa Valdarno. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Franciscan Monastery ...
8.8/10 Excellent! (336 reviews)
Hope
"I have stayed 5 years in a row at the Palagina I feel lately they have not kept up with maintenance The little things become big problems in the long run"
Reviewed on Aug 14, 2025
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.
Hotels With Connecting Rooms in Chianti Region
Agriturismo Il Casolare di Bucciano
Località Racciano-Bucciano 14, San Gimignano, SI
Stay at this farm stay in San Gimignano. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Fattoria San Donato and Historical Torture Museum ...
Agriturismo Antico Borgo Poggitazzi
Fattoria di Poggitazzi, Terranuova Bracciolini, AR
Book a stay at this family-friendly farm stay in Terranuova Bracciolini. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Soffena Abbey ...
Bed & Breakfast Le Terrazze del Chianti
via del giglio 26, San Donato in Poggio, Barberino Tavarnelle, FI
Book a stay at this business-friendly B&B in Barberino Tavarnelle. Enjoy free breakfast, free WiFi, and a rooftop terrace. Popular attractions Fattoria di Montecchio ...
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.
More Hotel Options
- Hotels with Free Parking in Chianti Region
- Pet-friendly Hotels in Chianti Region
- Hotels with a Pool in Chianti Region
- Historic Hotels in Chianti Region
- Apartment Hotel in Chianti Region
- Romantic Hotels in Chianti Region
- Winery Hotels in Chianti Region
- Resorts & Hotels with Spas in Chianti Region
- Hotel Wedding Venues in Chianti Region
- Hotels with Hot Tubs in Chianti Region
Chianti Region Neighborhoods
Top Points of Interests in Chianti Region
- Hotels near Antinori nel Chianti Classico
- Hotels near The Mall Luxury Outlet
- Hotels near Tenuta Torciano Winery
- Hotels near Monteriggioni Castle
- Hotels near Castle of Brolio
- Hotels near Verrazzano Castle
- Hotels near Castello di Albola
- Hotels near Il Molino di Grace Winery
- Hotels near Borgo di Vescine - Tenute di Castelvecchi
- Hotels near Montegufoni Castle
- Hotels near Meleto Castle
- Hotels near Castello di Radda Winery
- Hotels near Croce del Pratomagno
- Hotels near Isole e Olena Winery
- Hotels near Casa Sola - Chianti Winery
- Hotels near Piazza Matteotti
- Hotels near Castello di Monsanto
- Hotels near Monastary of Sorelle Clarisse
- Hotels near Badia a Coltibuono
- Hotels near Cantalici Winery
Cities near Chianti Region
- Florence Hotels (17.11 mi)
- Siena Hotels (15.03 mi)
- Greve in Chianti Hotels (4.06 mi)
- San Gimignano Hotels (16.76 mi)
- Montepulciano Hotels (36.83 mi)
- Cortona Hotels (35.92 mi)
- Montalcino Hotels (33.7 mi)
- Arezzo Hotels (26.25 mi)
- Pienza Hotels (35.34 mi)
- Castellina in Chianti Hotels (5.9 mi)
- Montecatini Terme Hotels (38.18 mi)
- Radda in Chianti Hotels (3.36 mi)
- Castelnuovo Berardenga Hotels (14.74 mi)
- Volterra Hotels (26.69 mi)
- San Quirico d'Orcia Hotels (34.96 mi)
- Porta al Prato Hotels (18.24 mi)
- Capannori Hotels (44.85 mi)
- Prato Hotels (27.32 mi)
- Gaiole in Chianti Hotels (5.79 mi)
- San Casciano in Val di Pesa Hotels (12.27 mi)