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! (136 reviews)
"I would 100% recommend this little piece of heaven if you are visiting San Gimignano! Just a couple minutes from the town centre, it is idyllic and just the right place to restore after a long day of sightseeing. The owner Alessandro was so welcoming and takes the comfort of his guests very seriously. ..."
Reviewed on May 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.