Deals on vacations and trips to Gaiole in Chianti
Save when you book Gaiole in Chianti package deals
Gaiole in Chianti flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Aurum Firenze
Historic Centre of Florence
Price was $888, price is now $607 per person
$607
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
Free WiFi in public areas and a safe deposit box are available at this hotel. Enjoy the free buffet breakfast each morning. Staff at the 24-hour front desk can provide around-the-clock assistance.
The Moon Boutique Hotel & Spa
Historic Centre of Florence
Save 100% on your flight
Price was $1,683, price is now $1,105 per person
$1,105
per person
Mar 13 - Mar 20
found 19 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
This hotel features a full-service spa and a bar/lounge. WiFi in public areas is free. Self parking, a snack bar/deli, and express check-out are also offered.
Hotel Duomo Firenze
Historic Centre of Florence
Save 100% on your flight
Price was $1,836, price is now $1,257 per person
$1,257
per person
Mar 13 - Mar 20
found 19 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
A bar/lounge and a 24-hour front desk are featured at this hotel, along with self parking. Families will appreciate the onsite laundry facilities and in-room childcare. WiFi in public areas is free.
Aurum Uffizi
Historic Centre of Florence
Price was $947, price is now $628 per person
$628
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
Free WiFi in public areas, a terrace, and a garden are available at this hotel. Enjoy the free buffet breakfast each morning. A snack bar/deli and a safe deposit box are also provided.
Portrait Firenze - Lungarno Collection
Historic Centre of Florence
Save 100% on your flight
Price was $3,220, price is now $2,172 per person
$2,172
per person
Feb 25 - Mar 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
A restaurant and a bar/lounge are featured at this hotel. Families will appreciate the onsite laundry facilities and in-room childcare. WiFi in public areas is free.
Top Gaiole in Chianti hotels deals
Castello di Spaltenna- Small Luxury Hotels of the World
Via Spaltenna 13 Gaiole in Chianti SI
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
Ultimo Mulino Wellness Country Hotel
Localita La Ripresa di Vistareni Gaiole in Chianti SI
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 free perks like buffet breakfast and free self parking.
Pool
Breakfast included
Hotel Athena
P Mascagni 55 Siena SI
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $101 total per night
$101 total
Jan 19 - Jan 20, 2026
Total with taxes and fees
This hotel features a restaurant, a rooftop terrace, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free valet parking. Free self parking, a terrace, and a snack bar/deli are also offered.
Pet friendly
Parking included
Italiana Hotels Florence
Viale Europa 205 Florence FI
Free Cancellation
Reserve now, pay when you stay
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the poolside bar and enjoy free perks like local cuisine breakfast and free self parking.
Pool
Breakfast included
Borgo Grondaie
Strada delle Grondaie, 15 Siena SI
Free Cancellation
Reserve now, pay when you stay
This hotel features a seasonal outdoor pool and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and a lobby fireplace are also on offer.
Pool
Pet friendly
Radisson Blu Hotel, Florence
Via Giovanni Agnelli 33 Florence FI
Free Cancellation
Reserve now, pay when you stay
$120 nightly
The price is $148 total per night
$148 total
Jan 4 - Jan 5, 2026
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
Parking included
Don't see what you're looking for?
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
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.
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.
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 romantic area, or enjoy its local tours.
Frequently asked questions
Photos of local treasures
Browse Gaiole in Chianti vacation photos for more inspiration
