Chianti Region Beach Vacations

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Top Beach vacation packages in Chianti Region

Price found within the past 48 hours. Click for updated prices.
Relais Della Rovere
Hotel Certaldo
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4 Night Beach vacations in Chianti Region

Price found within the past 48 hours. Click for updated prices.
Relais Della Rovere
Don't see what you're looking for?
See all available trips from Columbus to Chianti Region
View all trips

Find your perfect Chianti Region beach vacation

How do I book the best Chianti Region beach vacation packages?

Life’s a beach when you dive into our brilliant Chianti Region beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Chianti Region?

A rental steps from the shore creates an amazingly affordable Chianti Region beach vacation. Seaside sojourns during low season start from $918. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in Chianti Region?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Chianti Region beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Chianti Region vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Chianti Region beach vacation deals?

Sort your search results by deals to delight in amazing Chianti Region beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Chianti Region beach trip with free cancellation and/or flexible dates?

Just like the Chianti Region tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Chianti Region beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Chianti Region. (OK, maybe not that last part.)

Top Beach Chianti Region Hotels

Beautiful house on Chianti hilltop with exceptional views.

Beautiful house on Chianti hilltop with exceptional views.

Siena
  • 34 min drive from Antinori nel Chianti Classico
Book a stay at this family-friendly farm stay in Castellina in Chianti. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Mazzei Winery ...
10/10 Exceptional! (58 reviews)
"This property has magical views and so much outdoor and patio space with beautiful gardens and shrubs. Three choices of outdoor dining spaces and each seats eight people. This is our second time here and we love it. Pool is wonderful with more fantastic views. Wonderful catering available with charming ..."

Reviewed on Jul 27, 2025

Beautiful house on Chianti hilltop with exceptional views.
Hotel Certaldo

Hotel Certaldo

4 out of 5
via del Molino, 74, Certaldo, FI
  • 27 min drive from Antinori nel Chianti Classico
Stay at this 4-star business-friendly hotel in Certaldo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (511 reviews)
"We loved this property. Lots of space to run around with our little one. The staff we amazing!"

Reviewed on Aug 9, 2025

Hotel Certaldo
Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

4 out of 5
Via del Puglia, 61, Figline e Incisa Valdarno, FI
  • 44 min drive from Antinori nel Chianti Classico
Stay at this 4-star spa hotel in Figline e Incisa Valdarno. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Franciscan Monastery of St. ...
9/10 Wonderful! (356 reviews)
"We had a great stay and loved the 2 bedrooms as a family of 4. Very friendly and accommodating staff"

Reviewed on Jul 4, 2025

Villa Casagrande Resort & SPA
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.

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.