Chianti Region Pet-friendly Vacations
Book a Pet-friendly Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to ￥45,448 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Pet-friendly Chianti Region Hotels
il Casale del Cotone
Localita Il Cotone 59 - Cellole, San Gimignano, SI
Dogs stay free at this pet-friendly, suburban bed & breakfast.
9.2/10 Wonderful! (137 reviews)
"Breathtaking"
Reviewed on Aug 22, 2025
Siena Hostel Guidoriccio
Via Fiorentina 89, Siena, SI
Stay at this hostel in Siena. Enjoy free breakfast, free WiFi, and a rooftop terrace. Popular attractions Piazza del Campo and Casalvento's Wines are located ...
"Friendly helpful staff. The hostel is not near anything as is dated, but for the price is a good spot. Be careful when booking not to book two people like I did... still not sure how that happened. Staff was very friendly"
Reviewed on Jun 3, 2019
Hotel Villa Belvedere
Via Dante 14, San Gimignano, SI
Free stays are offered to four-legged friends at this pet-friendly hotel. Rocca of Montestaffoli, located nearby, is a great option for a walk.
8.4/10 Very Good! (52 reviews)
"Great location with easy parking. Staff was great."
Reviewed on Mar 6, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.