Gaiole in Chianti Holidays
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Top Flight + Hotel Deals in Gaiole in Chianti
Price found within the past 48 hours. Click for updated prices.
The Social Hub Florence Lavagnini
San Lorenzo
Save 100% on your flight
Price was €1,032, price is now €694 per person
€694
per person
1 Apr - 7 Apr
found 1 day ago
Return flight included
Dublin (DUB) to Florence (FLR)
9/10 Wonderful! (1,261 reviews)
Comfortable beds, incredible friendly staff.
Great food in the restaurant and lovely rooftop bar and pool!
Reviewed on 15 Feb 2026
Hotel Balestri
Historic Centre of Florence
Save 100% on your flight
Price was €1,533, price is now €971 per person
€971
per person
1 Apr - 7 Apr
found 1 day ago
Return flight included
Dublin (DUB) to Florence (FLR)
9.2/10 Wonderful! (1,002 reviews)
Great location and professional staff
Reviewed on 14 Jan 2026
Hotel L'Orologio Firenze
Historic Centre of Florence
Save 100% on your flight
Price was €1,515, price is now €1,021 per person
€1,021
per person
5 May - 9 May
found 15 hours ago
Return flight included
Dublin (DUB) to Florence (FLR)
9.6/10 Exceptional! (1,001 reviews)
Staff was fantastic and the room was practically brand new. Great hotel.
Reviewed on 16 Feb 2026
Eurostars Florence Boutique
Historic Centre of Florence
Price was €1,580, price is now €1,073 per person
€1,073
per person
24 Mar - 31 Mar
found 1 day ago
Return flight included
Chișinău (RMO) to Florence (FLR)
8.6/10 Excellent! (476 reviews)
The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants.
Reviewed on 13 Dec 2025
Hotel Miceli - Civico 50
Historic Centre of Florence
Price was €1,129, price is now €779 per person
€779
per person
24 Mar - 31 Mar
found 1 day ago
Return flight included
Chișinău (RMO) to Florence (FLR)
9/10 Wonderful! (232 reviews)
I loved everything on and around this property. Sitting at the heart of that shopping district, every place I wanted to visit, was just max 15 mins walking distance.
Reviewed on 29 Dec 2025
Top hotels in Gaiole in Chianti
Castello di Spaltenna- Small Luxury Hotels of the World
Via Spaltenna 13 Gaiole in Chianti SI
9.4/10 Exceptional! (260 reviews)
All good
Reviewed on 20 Oct 2025
Agriturismo San Sano
Località San Sano Gaiole in Chianti SI
10/10 Exceptional! (82 reviews)
You can never go wrong in Toscana , even in off season . San Sano even more so, hidden from mass tourism.
Reviewed on 9 Nov 2025
Ultimo Mulino Wellness Country Hotel
Localita La Ripresa di Vistareni Gaiole in Chianti SI
8.6/10 Excellent! (146 reviews)
Fantastico
Reviewed on 12 Oct 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.
Popular places to visit
Medieval Tower of Barbischio
Find out about the history of Gaiole in Chianti when you spend time at Medieval Tower of Barbischio. Discover the beautiful countryside in this quaint area or enjoy its local tours.
Church of San Sigismondo
After visiting Church of San Sigismondo, make a plan to see the other sights and activities in Gaiole in Chianti. Discover the beautiful countryside in this walkable area or enjoy its local tours.
What to do in Gaiole in Chianti
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
€70
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
€52
per adult
88% of travellers recommend
Siena & San Gimignano Day Trip from Florence with Chianti Views
€49
per adult
90% of travellers recommend
Explore a world of travel with Expedia
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- Sicelle Hotels
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- Sogna Hotels
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- Villa A Sesta Hotels
- Accademia Musicale Chigiana
- Visit Badia a Ruoti
- Visit Bucine
- Castellina in Chianti Holidays
- Castello di Radda Winery
- Visit Chianti Region
- Gaville Holidays
- Visit Gaville
- Gianfranco Carla Fineschi Botanical Rose Garden
- Greve in Chianti Holidays
- Visit Greve in Chianti
- Isole e Olena Winery
- Visit Levane
- Medieval Tower of Barbischio
- Monteriggioni Castle
- Palasport Mens Sana
- Palazzo Pubblico
- Piazza del Mercato
- Piazza Marconi
- Province of Siena Holidays
- Visit Radda in Chianti
- Riserva Naturale Regionale Valle dell'Inferno e Bandella
- Saltalbero Adventure Park
- Sambuca Holidays
- San Giovanni A Cerreto Holidays
- Siena Stadium
- Siena Holidays
- Visit Solata
- Terranuova Bracciolini Holidays
- Verrazzano Castle
- Visit Vertine
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
