
Chianti Region Vacations from ¥280,194
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The Latest Chianti Region Vacation Packages
Price found within the past 48 hours. Click for updated prices.



Hotel Miceli - Civico 50
Historic Centre of Florence
per person
Sep 25 - Oct 1
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9/10 Wonderful! (183 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 Jun 22, 2025

Residenza Florentia
Historic Centre of Florence
per person
Sep 25 - Oct 1
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
8.6/10 Excellent! (40 reviews)
Location, accommodations, and communication. Simple but comfortable. A basic facilities, and nice AC, elevator, and luggage storage.
Reviewed on Jun 12, 2025

Il Perseo
Historic Centre of Florence
per person
Sep 25 - Oct 1
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9.4/10 Exceptional! (1,001 reviews)
The staff were wonderful!
The hotel is in a great location.
The rooms and hallways are tired. The bathroom door was cracked at the bottom and didn’t shut properly and the shower leaked. This, along with the mediocre toiletries make it a budget hotel and we will likely stay elsewhere next time.
Reviewed on Jul 6, 2025
Find the Best Chianti Region Vacation Packages
Chianti Region Hotel Deals

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! (230 reviews)
"We stayed here as a family of six, including our two 3-year-olds, and it was by far our favorite place during our time in Italy! The kids absolutely loved swimming in the pools and running around the beautiful property. It felt peaceful, safe, and perfect. The breakfast was lovely each morning—fresh, ..."
Reviewed on Jun 28, 2025

Hotel Borgo di Cortefreda Relais
Via Roma 191, Barberino Tavarnelle, FI
Fully refundableReserve now, pay when you stay
The price is ¥30,720 per night from Jul 13 to Jul 14
¥30,720
¥34,813 total
Jul 13 - Jul 14
includes taxes & fees
9.2/10 Wonderful! (427 reviews)
"We were a group of 10 who just returned from a 4 night stay at this beautiful hotel. It exceeded our groups expectations. It is quaint, in a beautiful setting. The staff was excellent, accommodating any request that was made. Restaurant is very good, included breakfast was great, many choices. We ..."
Reviewed on Jun 29, 2025

Hotel Ristorante Alcide
Viale Marconi, 67/A, Poggibonsi, SI
Fully refundableReserve now, pay when you stay
The price is ¥7,705 per night from Jul 13 to Jul 14
¥7,705
¥9,503 total
Jul 13 - Jul 14
includes taxes & fees
8/10 Very Good! (448 reviews)
"Room was nice and spacious. Air conditioner barely kept up with the heat. Had mosquitoes in the room the second night and don’t know how it got in the room. Overall all it’s a decent place to stay."
Reviewed on May 28, 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.
Discover the most popular places to visit in Chianti Region
Montegufoni Castle
4/5(2 reviews)
Find out about the history of Montegufoni with a stop at Montegufoni Castle. Visit the stunning cathedral and notable monuments in this walkable area.
What to do in Chianti Region

Tuscany Wine Tour : 2 Wineries & San Gimignano from Florence
¥14,492
per adult
100% of travellers recommend

VIP Tour: Wine Tasting & Dinner in the Vineyards of Chianti
¥20,340
per adult
92% of travellers recommend

Chianti Wineries Tour with 7 Wine Tastings from Florence
¥14,465
per adult
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