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.
Hotel Da Carlos
Price was €730, price is now €556 per person
€556
per person
16 May - 23 May
found 16 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
8.8/10 Excellent! (172 reviews)
Good location between Lucca and Pisa. Local family restaurants nearby serving quality and good value Italian food.
Reviewed on 2 Oct 2019
Hotel Villa Kinzica
Pisa City Centre
Save 100% on your flight
Price was €939, price is now €657 per person
€657
per person
16 May - 23 May
found 16 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
7.8/10 Good! (798 reviews)
Great location, u can see the tower. Small room and small shower.
Reviewed on 24 Feb 2026
Hotel Alessandro Della Spina
Pisa City Centre
Price was €1,033, price is now €784 per person
€784
per person
16 May - 23 May
found 16 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9/10 Wonderful! (760 reviews)
Friendly helpful staff. Great for railway station. Clean comfortable room.
Reviewed on 2 Mar 2026
Top hotels in Gaiole in Chianti
Castello di Spaltenna- Small Luxury Hotels of the World
Via Spaltenna 13 Gaiole in Chianti SI
Fully refundableReserve now, pay when you stay
The price is €370 per night from 10 Apr to 11 Apr
€370
10 Apr - 11 Apr
includes taxes & fees
9.6/10 Exceptional! (261 reviews)
All good
Reviewed on 20 Oct 2025
Ultimo Mulino Wellness Country Hotel
Localita La Ripresa di Vistareni Gaiole in Chianti SI
Fully refundableReserve now, pay when you stay
The price is €94 per night from 8 Apr to 9 Apr
€94
8 Apr - 9 Apr
includes taxes & fees
8.8/10 Excellent! (147 reviews)
The staff went out of their way to make us have a great time. Very helpful all around. You won’t go wrong staying here if you are tired of the big cities and want to get away. The restaurant was a perk due to our waitress and cook “Sugar” she offered us one of everything the first night and just ...
Reviewed on 1 Apr 2026
Agriturismo San Sano
Località San Sano Gaiole in Chianti SI
Fully refundableReserve now, pay when you stay
The price is €86 per night from 12 Apr to 13 Apr
€86
12 Apr - 13 Apr
includes taxes & fees
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
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
€79
per adult
88% of travellers recommend
Siena & San Gimignano Day Trip from Florence with Chianti Views
€49
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
€46
per adult
86% of travellers recommend
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- Accademia Musicale Chigiana
- Visit Badia a Ruoti
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- Castello di Radda Winery
- Visit Chianti Region
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- Visit Gaville
- Gianfranco Carla Fineschi Botanical Rose Garden
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- 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
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- Visit Radda in Chianti
- Riserva Naturale Regionale Valle dell'Inferno e Bandella
- Saltalbero Adventure Park
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- Siena Stadium
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- Visit Solata
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- 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.
