POPULAR SEARCHES
Italy Family Vacations
Spain Family Vacations
Japan Family Vacations
Australia Family Vacations
Italy Family Vacations
Spain Family Vacations
Japan Family Vacations
Australia Family Vacations

If you were cooking up the best Tuscan town for a kid-friendly vacation, Siena would have all the ingredients. Sprawling piazzas that practically demand pickup soccer games, boulevards lined with independent shops and cafes, and stunning art and architecture to impress the whole family mean that Siena is worthy of a full day, if not a longer stay to take it all in. A guided walking tour of Siena’s historic center is ideal, and be sure to experience the famed Duomo with your guide so you don’t miss some of the intricate details. Our favorite kid-friendly resort in Siena has just as much storybook appeal as the town itself. We can also recommend private villa rentals nearby for those who prefer a more independent accommodation experience.

Travel Planning

Experience the Best of Siena with Kids

Let Ciao Bambino! Plan Your Dream Trip

Our expert Family Travel Advisors are passionate about exploring the world with children — and empowering you to do the same. From handpicked accommodations to insider experiences, we can craft a custom vacation that’s uniquely suited to your family’s needs. Click to get started!

Get Started
Travel Blog

Top Articles About Siena with Kids

View All
City Breaks

Best Things To Do in Siena, Italy with Kids

By Rebecca Winke
Accommodation Review

A Storybook Tuscan Setting at Borgo Scopeto Relais

By Laurel Perry
Our Happy Travelers
"We had a brilliant holiday and we loved both Tuscany and our accommodations. The booking process was very easy and Katie was very helpful. Overall we had the most memorable and happy holiday!"

–Chantler Family Italy Trip

"Thanks again for all of your help! You made the trip easier for us to navigate as we went to unknown territory. It was definitely a trip of a lifetime and one we won't soon forget."

–Muse Family Italy Trip

"We loved everything about the trip! It was so wonderful and everything ran very smoothly. Thank you again for all your help!"

–Jones Family Trip

“I have been blown away with the services you provide. I first contacted Barbara last summer on a recommendation to Ciao Bambino from a friend. I wasn't sure what to expect as I had not used this type of service before. We were beyond impressed with everything Barbara set up for our family.”

–Detter Family Trip

"Katie planned the perfect trip. We all agree it was the best trip we've had, and the hotels were some of the best we've stayed in. We found that with a baby, it was only possible to get through about half of the suggested itinerary each day, which was great because it gave us options. We took time each night to debate what we would do the next day, and really enjoyed having those possibilities laid out for us.​"

–Beck Family Trip

Destinations

Build a Lifetime of Memories

View All
Amalfi Coast Family Vacations
Florence Family Vacations
Lucca Family Vacations
Milan Family Vacations
Puglia Family Vacations
Rome Family Vacations
Volterra Family Vacations
Umbria Family Vacations
Venice Family Vacations
Experiences

Immersive Family Activities Around the World

View All
City Breaks for Families
Cultural Immersion Travel
Food & Wine Trips for Families
For Single Parents
Vacations with Babies & Toddlers
Vacations with School-Age Children
Vacations with Tweens & Teens
Get the latest family travel news, exclusive deals & more!

Sign up for our newsletter and you’ll be the first to know about special promotions, perks, tips and hot destinations.

  • This field is for validation purposes and should be left unchanged.

Sign In

Want to save all the great intel and tips you are finding on Ciao Bambino? My Trip Planner allows you to bookmark articles, family-friendly hotel reviews, and family vacation packages. Simply click the heart icon on anything you want to save. Site registration is required to get started. Happy planning!


Lost your password?

Create an Account

Please fillout the form below to create your free My Trip Planner account.

Coronavirus Update

This is a challenging time for our clients given the uncertainty around the spread of coronavirus, particularly for those with near-term travel plans in impacted areas. We’re working with our suppliers on being flexible with their booking conditions, and enabling families to postpone travel to a later date without a penalty, when possible. Likewise, given the unpredictability around destinations that may be impacted in the future, we’re helping clients planning new trips and understand ways that they can protect themselves until the situation improves. We are ready to help our clients work through questions and concerns.

Learn More

Happy Thanksgiving!

Our offices are closed for the holiday. We will respond to your request on Monday, November 28th. If you are a Ciao Bambino client experiencing an emergency while traveling, please leave a voicemail on
(855) 589-8865.