5/5 - Excellent
Verified traveler
A beautiful area only an hour from Florence. Wish we had stayed longer.
Visit Gaiole in Chianti
Castello di Spaltenna- Small Luxury Hotels of the World
Via Spaltenna 13 Gaiole in Chianti SI
Book a stay at this spa hotel in Gaiole in Chianti. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gaiole in Chianti Stadium and Castello ...
9.6/10 Exceptional! (261 reviews)
All good
Reviewed on 20 October 2025
Agriturismo San Sano
Località San Sano Gaiole in Chianti SI
Book a stay at this family-friendly hotel in Gaiole in Chianti. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our ...
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 November 2025
Ultimo Mulino Wellness Country Hotel
Localita La Ripresa di Vistareni Gaiole in Chianti SI
Book a stay at this spa hotel in Gaiole in Chianti. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gaiole in Chianti Stadium and Castello ...
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.
Chianti Holiday House, private jacuzzi up to 6 pax
Fietri Tuscany
Book a stay at this family-friendly vacation home in Gaiole in Chianti. Enjoy private pools, a garden, and patios. Popular attractions Castle of Brolio and Cantalici ...
9.4/10 Exceptional! (19 reviews)
Lovely location, a few logistical improvements would help
• Pros: Beautiful grounds, garden and hot tub; dishwasher was greatly appreciated, lovely views, excellent Instructions to reach the village. Cons: • Internet/cell connectivity in village is poor and upon arrival, couldn’t connect with cell phone OR my portable wifi. I couldn’t reach the owners, ...
Reviewed on 4 June 2024
Chianti Villa with pool far reaching views towards the sunset in woods&vineyards
Castagnoli Tuscany
Book a stay at this family-friendly villa in Gaiole in Chianti. Enjoy free WiFi, private pools, and a garden. Popular attractions Cantalici Winery and Medieval ...
10/10 Exceptional! (21 reviews)
Beautiful get away in the Chianti mountains
We had a great time during our stay. The house was spectacular, amazing view of the Chianti hills, clean, spacious and we had all we needed to cook. The pool was wonderful and they came to clean it mid way so it was always clean. We rented a 4 wheel drive SUV which was recommended by the host and ...
Reviewed on 20 July 2025
Hu Firenze Camping In Town
Via Generale Dalla Chiesa, 1-3 Florence FI
Book a stay at this family-friendly campground in Florence. Enjoy free parking, an outdoor pool, and 3 poolside bars. Our guests praise the restaurant and the ...
8.8/10 Excellent! (1,623 reviews)
The accommodation was nice, but checking in/speaking to reception took ages because of a lack of staff. It took 2 requests to get an extra pillow because they only provided 3 pillows for the two of us. The main issue, though, was the wifi. It didn't work on my laptop, even when I created a new account ...
Reviewed on 23 February 2026
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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Popular places to visit
Castle of Brolio
You can find out about the history of Gaiole in Chianti with a stop at Castle of Brolio. Discover the beautiful countryside and wineries in this walkable area.
Meleto Castle
Find out about the history of Gaiole in Chianti when you spend time at Meleto Castle. Discover the beautiful countryside in this walkable area, or enjoy its local tours.
Cantalici Winery
You can enjoy a tasting or tour at Cantalici Winery during your travels to Gaiole in Chianti. Discover the beautiful countryside in this walkable area, or enjoy its local tours.
Badia a Coltibuono
You can enjoy a tasting or tour at Badia a Coltibuono during your travels to Badia Coltibuono. Discover the beautiful countryside in this relaxing area, or enjoy its local tours.
Medieval Tower of Barbischio
Find out about the history of Gaiole in Chianti when you take a trip to Medieval Tower of Barbischio. Discover the beautiful countryside in this quaint area, or enjoy its local tours.
Castello di Meleto Cantina
You can enjoy a tasting or tour at Castello di Meleto Cantina during your travels to Gaiole in Chianti. Visit the spas in this quaint area, or simply enjoy its wineries.
Reviews of Gaiole in Chianti
4.6
Top Destination
4/5 - Good
Verified traveler
Love the region
5/5 - Excellent
Helene
Driving can be a bit tricky because of the narrow and winding roads, however the scenery makes it all worth while
5/5 - Excellent
Wendy
We had a bit of trouble finding our way around, google maps weren’t updating, but we just figured it out & stumbled across some wonderful wineries that weren’t planned, but that was the fun of it! We would go back again.
