
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.

Aurum Firenze
Historic Centre of Florence
Price was $932, price is now $627 per person
$627
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip non-stop 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.

Aurum Uffizi
Historic Centre of Florence
Price was $1,005, price is now $660 per person
$660
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip non-stop 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.

The Moon Boutique Hotel & Spa
Historic Centre of Florence
Price was $1,364, price is now $910 per person
$910
per person
Feb 13 - Feb 18
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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.

Eurostars Florence Boutique
Historic Centre of Florence
Price was $973, price is now $668 per person
$668
per person
Feb 25 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
This hotel features a 24-hour gym and a rooftop terrace. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A terrace, express check-out, and a computer station are also on offer.

Donati Luxury Tower Suites
Historic Centre of Florence
Save 100% on your flight
Price was $2,320, price is now $1,671 per person
$1,671
per person
Feb 3 - Feb 9
found 14 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
This property features free WiFi in public areas, concierge services, and valet parking. A computer station, dry cleaning, and luggage storage 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
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
$119 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
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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
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