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.
Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

$796
per person
Nov 12 - Nov 16
found 20 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.2/10 Wonderful! (406 reviews)
Restaurant was great. Towels have too much use

Reviewed on Sep 22, 2026

LHP Certaldo Resort

LHP Certaldo Resort

$1,121
per person
Oct 27 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Florence (FLR)
9.2/10 Wonderful! (543 reviews)
For our Tuscany tour, we decided to stay at LHP Certaldo Resort as it was very near to railway station. I turned out to be best location as train station is 7-9 min walk and area is very safe even at late evening. It is quiet location away from all noises and very easy to go to Pisa, Florence, San Gimignano, Siena, Cirque Terre without having to worry about driving. Check Train time tables to make the most of your time. The resort is an excellent property with all amenities and even a swimming pool ! They have included breakfast that is so nice with so many varieties to enjoy with plenty of choices for vegetarians. The staff is superb, lady at the front desk is so courteous and helpful in case if you have questions. Other staffs are equally nice and servers you with smile.

Reviewed on Sep 14, 2026

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5* Beach vacations in Chianti Region

Price found within the past 48 hours. Click for updated prices.
LHP Certaldo Resort

LHP Certaldo Resort

$1,121
per person
Oct 27 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Florence (FLR)
9.2/10 Wonderful! (543 reviews)
For our Tuscany tour, we decided to stay at LHP Certaldo Resort as it was very near to railway station. I turned out to be best location as train station is 7-9 min walk and area is very safe even at late evening. It is quiet location away from all noises and very easy to go to Pisa, Florence, San Gimignano, Siena, Cirque Terre without having to worry about driving. Check Train time tables to make the most of your time. The resort is an excellent property with all amenities and even a swimming pool ! They have included breakfast that is so nice with so many varieties to enjoy with plenty of choices for vegetarians. The staff is superb, lady at the front desk is so courteous and helpful in case if you have questions. Other staffs are equally nice and servers you with smile.

Reviewed on Sep 14, 2026

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3 Night Beach vacations in Chianti Region

Price found within the past 48 hours. Click for updated prices.
LHP Certaldo Resort

LHP Certaldo Resort

$1,121
per person
Oct 27 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Florence (FLR)
9.2/10 Wonderful! (543 reviews)
For our Tuscany tour, we decided to stay at LHP Certaldo Resort as it was very near to railway station. I turned out to be best location as train station is 7-9 min walk and area is very safe even at late evening. It is quiet location away from all noises and very easy to go to Pisa, Florence, San Gimignano, Siena, Cirque Terre without having to worry about driving. Check Train time tables to make the most of your time. The resort is an excellent property with all amenities and even a swimming pool ! They have included breakfast that is so nice with so many varieties to enjoy with plenty of choices for vegetarians. The staff is superb, lady at the front desk is so courteous and helpful in case if you have questions. Other staffs are equally nice and servers you with smile.

Reviewed on Sep 14, 2026

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4 Night Beach vacations in Chianti Region

Price found within the past 48 hours. Click for updated prices.
Hotel Tenuta Il Burchio

Hotel Tenuta Il Burchio

$794
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
8.6/10 Excellent! (207 reviews)
We stayed there for two nights , the room we had was clean and spacious . On-site parking was not great and there’s only one restaurant at the hotel but they don’t always take guests and you have to make reservation ahead and no room services. Be prepared to stay hungry or risk loosing your parking spot and drive to town . I don’t recommend going there , there are many other more convenient and accommodating places to stay .

Reviewed on Jun 21, 2026

Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

$796
per person
Nov 12 - Nov 16
found 20 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.2/10 Wonderful! (406 reviews)
Restaurant was great. Towels have too much use

Reviewed on Sep 22, 2026

Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi

$891
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.6/10 Exceptional! (128 reviews)
Wonderful place. And Staff was superb.

Reviewed on Aug 31, 2026

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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 $794. 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

Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

Via del Puglia, 61 Figline e Incisa Valdarno FI
  • 1 hour drive from Tenuta Torciano Winery
Book a stay at this spa hotel in Figline e Incisa Valdarno. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Soffena Abbey and Masaccio ...
9.2/10 Wonderful! (410 reviews)
"Restaurant was great. Towels have too much use"

Reviewed on Sep 22, 2026

Villa Casagrande Resort & SPA
LHP Certaldo Resort

LHP Certaldo Resort

via del Molino, 74 Certaldo FI
  • 9 min drive from Tenuta Torciano Winery
Book a stay at this luxury hotel in Certaldo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (546 reviews)
"For our Tuscany tour, we decided to stay at LHP Certaldo Resort as it was very near to railway station. I turned out to be best location as train station is 7-9 min walk and area is very safe even at late evening. It is quiet location away from all noises and very easy to go to Pisa, Florence, San ..."

Reviewed on Sep 14, 2026

LHP Certaldo Resort
Medieval Castle 15 km from Florence, in the heart of "Chianti Classico" region

Medieval Castle 15 km from Florence, in the heart of "Chianti Classico" region

Firenze Toscana
  • 44 min drive from Tenuta Torciano Winery
Book a stay at this family-friendly castle in Greve in Chianti. Enjoy private pools, breakfast (surcharge), and a garden. Popular attractions Ruffino - Tenuta ...
10/10 Exceptional! (26 reviews)
"We stayed here for our wedding in April and we could not have been happier!"

Reviewed on May 16, 2026

Medieval Castle 15 km from Florence, in the heart of "Chianti Classico" region
See all 4,918 properties in Chianti Region
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.

Things to do

City Sightseeing Florence Hop-on Hop-off

City Sightseeing Florence Hop-on Hop-off Bus Tour

$33
per adult
76% of travellers recommend
City Sightseeing Florence Hop-on Hop-off Bus Tour
Florence: Pasta Cooking Class with Unlimited Wine

Florence: Pasta Cooking Class with Unlimited Wine

$21
per adult
94% of travellers recommend
Florence: Pasta Cooking Class with Unlimited Wine
Michaelangelo's David

Accademia timed-entry Ticket with App Guide

$45
per adult
90% of travellers recommend
Accademia timed-entry Ticket with App Guide
See all activities in Chianti Region

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.