
Deals on vacations and trips to Gaiole in Chianti
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Gaiole in Chianti flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Hotel Meridiana
Santissima Annunziata
Price was $2,356, price is now $1,242 per person
$1,242
per person
Aug 11 - Aug 15
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to Florence (FLR)
This hotel features a bar/lounge, a coffee shop, and free WiFi in public areas. A garden, luggage storage, and concierge services are also on offer.

Hotel San Luca
Cortona Old Town
Price was $2,476, price is now $1,291 per person
$1,291
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Florence (FLR)
This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Self parking, a hair salon, and dry cleaning are also offered.

Best Western Hotel San Marco
Price was $2,502, price is now $1,316 per person
$1,316
per person
Aug 11 - Aug 15
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to Florence (FLR)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the business center, conference center, and conference space. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

Hotel Europa
Price was $2,400, price is now $1,278 per person
$1,278
per person
Aug 11 - Aug 15
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to Florence (FLR)
A restaurant and a bar/lounge are featured at this hotel. Traveling for business? Take advantage of the free WiFi in public areas, express check-in, and conference space. Enjoy the free buffet breakfast each morning.

Hotel Villa Il Castagno
Santissima Annunziata
Price was $2,400, price is now $1,280 per person
$1,280
per person
Aug 11 - Aug 15
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to Florence (FLR)
A bar/lounge and a terrace are featured at this hotel, along with free self parking. WiFi in public areas is free. A garden, a snack bar/deli, and a hair salon are also on offer.
Top Gaiole in Chianti hotels deals

Castello di Spaltenna- Small Luxury Hotels of the World
Via Spaltenna 13 Gaiole in Chianti SI
Free Cancellation
Reserve now, pay when you stay
$390 nightly
The price is $441 total per night
$441 total
Jul 5 - Jul 6
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the indoor pool and free perks like buffet breakfast and free self parking.
Pool
Breakfast included

Castello di Tornano Wine Resort
Loc. Tornano Gaiole in Chianti SI
Free Cancellation
Reserve now, pay when you stay
$226 nightly
The price is $258 total per night
$258 total
Jun 28 - Jun 29
Total with taxes and fees
An attached winery and an outdoor pool are featured at this luxury farm stay. Business travelers can take advantage of the free WiFi in public areas. Enjoy the outdoor tennis court and free perks like buffet breakfast and free self parking.
Pool
Breakfast included

Ultimo Mulino Wellness Country Hotel
Localita La Ripresa di Vistareni Gaiole in Chianti SI
Free Cancellation
Reserve now, pay when you stay
$162 nightly
The price is $188 total per night
$188 total
Jun 30 - Jul 1
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this Tuscan-style hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.
Pool
Spa

Agriturismo San Sano
Località San Sano Gaiole in Chianti SI
Free Cancellation
Reserve now, pay when you stay
$117 nightly
The price is $133 total per night
$133 total
Jun 28 - Jun 29
Total with taxes and fees
This hotel features a seasonal outdoor pool and a bar/lounge. Family-friendly amenities include a playground and babysitting. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking.
Pool
Breakfast included

Radisson Blu Hotel, Florence
Via Giovanni Agnelli 33 Florence FI
Free Cancellation
Reserve now, pay when you stay
$116 nightly
The price is $143 total per night
$143 total
Jul 12 - Jul 13
Total with taxes and fees
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Pet friendly

Hu Firenze Camping In Town
Via Generale Dalla Chiesa, 1-3 Florence FI
Free Cancellation
Reserve now, pay when you stay
$66 nightly
The price is $80 total per night
$80 total
Jun 28 - Jun 29
Total with taxes and fees
This campground features 3 poolside bars, a bar/lounge, and a restaurant. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi.
Pool
Pet friendly
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See all available properties in Gaiole in Chianti
View all propertiesLowest 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
Castle of Brolio
5/5(22 reviews)
You can find out about the history of Gaiole in Chianti with a stop at Castle of Brolio. Discover the beautiful countryside and charming coffeehouses in this walkable area.
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.
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.





