
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 Moon Boutique Hotel & Spa
Historic Centre of Florence
per person
30 Oct - 1 Nov
found 21 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.6/10 Exceptional! (462 reviews)
After a long day of sightseeing, we had the spa all to ourself for an hour to rejuvenate. Very professional, friendly front desk staff. Nice clean room with efficient housekeeping staff.
Reviewed on 12 Aug 2025

Hotel Miceli - Civico 50
Historic Centre of Florence
per person
30 Oct - 1 Nov
found 21 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9/10 Wonderful! (193 reviews)
There was no staff on-site when we arrived, but we had been in touch with the hotel via WhatsApp all day, and they were super helpful and friendly! Entering the building was very easy, but the 3-person elevator was just a little squished. The room was as expected - the only downside was that the shower was only cold water (after running it for a few minutes) and the sink in the bathroom was only hot water! The room was warm when we entered, but we turned the air conditioning up and it was perfect by the time we arrived back for bed. All-in-all, it was a good stay overnight!
Reviewed on 22 Jun 2025


Bernini Palace
Historic Centre of Florence
per person
30 Oct - 1 Nov
found 21 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.6/10 Exceptional! (1,001 reviews)
Our stay at the Bernini Palace was truly unforgettable. The hotel, set in a gorgeous 15th-century palace, felt like stepping back in time but with every modern comfort. From the moment we arrived, the staff made us feel so welcome and cared for.
Our room was elegant and comfortable, with beautiful touches that made it feel special. Breakfast in the stunning hall, under frescoed ceilings, was one of the highlights of our trip.
Reviewed on 9 Aug 2025
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
9.4/10 Exceptional! (241 reviews)
"This is truly my favorite place in the world—peaceful, beautiful, and filled with the kindest staff. I’m so glad we found it. I didn’t want to leave and joked with my family that I might just run away and stay forever. The location and scenery are absolutely stunning. We enjoyed fantastic meals during ..."
Reviewed on 16 Jul 2025

Castello di Tornano Wine Resort
Loc. Tornano, Gaiole in Chianti, SI
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (88 reviews)
"Beautiful property in a stunning location! Would have been nice to have some sort of gathering area indoors as we were multiple pe"
Reviewed on 29 May 2025

Ultimo Mulino Wellness Country Hotel
Localita La Ripresa di Vistareni, Gaiole in Chianti, SI
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (130 reviews)
"Such a classic Tuscany location. Beautiful old Watermill turned into a hotel so it is very rustic. Cell phone service on the area is not good but WiFi seemed fine. Pools were nice but not too big and not a lot of space to accommodate all guests. Enjoyed the breakfast. Staff were helpful."
Reviewed on 30 Jul 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
You can find out about the history of Gaiole in Chianti with a stop at Church of San Sigismondo. Discover the beautiful countryside and wineries in this quaint area.
What to do in Gaiole in Chianti

Small-Group Chianti Trip with Wine Tasting from Siena
€180
per adult

Chianti Half Day Wine Tour from Florence
€49
per adult
88% of travellers recommend

Chianti Wineries Tour with 7 Wine Tastings from Florence
€86
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.