Casole Vacations from $1,553

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Your Casole Vacation

Book a Casole vacation package and prepare to experience all this city has to offer. Think about staying in the neighborhood of Badia Coltibuono, which is great for families, nature and walking. Any trip to Casole needs a well-thought-out itinerary. Fill yours with major attractions such as Il Molino di Grace Winery, Verrazzano Castle and Piazza Matteotti. Expedia has what you need to escape your daily routine. Tailor your vacation to Casole to suit your style of travel, whatever that may be.

The Latest Casole vacation packages

Price found within the past 48 hours. Click for updated prices.
Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $2,294, price is now $1,553 per person
$1,553
per person
May 20 - May 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,002 reviews)
Great location, but on a noisy alley.

Reviewed on Mar 20, 2026

Residenza Florentia

Residenza Florentia

1 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $2,609, price is now $1,620 per person
$1,620
per person
May 11 - May 17
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
8.6/10 Excellent! (47 reviews)
Location, accommodations, and communication. Simple but comfortable. A basic facilities, and nice AC, elevator, and luggage storage.

Reviewed on Jun 12, 2025

Villa Cora

Villa Cora

5 out of 5
Oltrarno
Save 100% on your flight
Price was $5,538, price is now $3,494 per person
$3,494
per person
May 12 - May 18
found 16 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.8/10 Exceptional! (472 reviews)
Amazing service and staff. Wow!

Reviewed on Feb 21, 2026

Hotel Calimala Florence

Hotel Calimala Florence

4 out of 5
Historic Centre of Florence
Price was $8,449, price is now $5,576 per person
$5,576
per person
Jun 7 - Jun 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Florence (FLR)
9.6/10 Exceptional! (1,015 reviews)
Very clean and elegant. Excellent staff, very friendly and eager to accommodate. Breakfast was great, with traditional and healthy options (bacon & eggs, yogurt & Granola, fresh juices, etc). Rooms were clean and beautifully designed, with exposed brick exterior and high ceilings. Shower was amazing with high pressure. The location is unbeatable, right in the middle of everything. I would certainly visit again.

Reviewed on Mar 31, 2026

The Hoxton Florence

The Hoxton Florence

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $2,626, price is now $1,813 per person
$1,813
per person
May 3 - May 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (208 reviews)
Delightful staff, lovely common spaces, delicious breakfast and great room!

Reviewed on Apr 2, 2026

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Discover the most popular places to visit in Casole

Verrazzano Castle

You can find out about the history of Greve in Chianti with a trip to Verrazzano Castle. Discover the area's countryside and wineries.

Verrazzano Castle

Il Molino di Grace Winery

You can enjoy a tasting or tour at Il Molino di Grace Winery during your travels to Lucarelli. Discover the beautiful countryside and wineries in this quaint area.

Il Molino di Grace Winery

Piazza Matteotti

Find out about the history of Greve in Chianti when you take a trip to Piazza Matteotti. Discover the beautiful countryside in this culturally rich area, or enjoy its local tours.

Piazza Matteotti

What to do in Casole

City Sightseeing Florence Hop-on Hop-off

City Sightseeing Florence Hop-on Hop-off Bus Tour

$35
per adult
76% of travellers recommend
City Sightseeing Florence Hop-on Hop-off Bus Tour
Small-Group Wine Tasting Experience in the Tuscan Countryside

Small-Group Wine Tasting Experience in the Tuscan Countryside

$102
per adult
98% of travellers recommend
Small-Group Wine Tasting Experience in the Tuscan Countryside
Skip-the-Line Duomo: Priority-Access 30-Minute Guided Tour

Skip-the-Line Florence Duomo: Priority-Access Express Guided Tour

$26
per adult
80% of travellers recommend
Skip-the-Line Florence Duomo: Priority-Access Express Guided Tour
See all activities in Casole

Casole Hotel Deals

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

4 out of 5
Viale Spartaco Lavagnini 70 72 Florence FI
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $160 total per night from Apr 6 to Apr 7
$160 total
Apr 6 - Apr 7
Total with taxes and fees
9/10 Wonderful! (1,318 reviews)
Very clean. Staff very helpful and knowledgeable.

Reviewed on Apr 2, 2026

The Social Hub Florence Lavagnini
IQ Hotel Firenze

IQ Hotel Firenze

4 out of 5
Via Camillo Cavour, 88 Florence FI
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $235 total per night from Apr 12 to Apr 13
$235 total
Apr 12 - Apr 13
Total with taxes and fees
9.6/10 Exceptional! (1,204 reviews)
Amazing! Only negatives were the pool hours were short and that they charge for pool towels. Everything else was absolutely amazing. The breakfast was fresh, delicious, and had a good variety. The room was beautiful and clean. The staff was helpful and kind. Absolutely recommend to anyone but especially ...

Reviewed on Mar 31, 2026

IQ Hotel Firenze
Hotel Machiavelli Palace

Hotel Machiavelli Palace

3 out of 5
Via Nazionale 10 Florence FI
Fully refundableReserve now, pay when you stay
$138 nightly
The price is $165 total per night from Apr 7 to Apr 8
$165 total
Apr 7 - Apr 8
Total with taxes and fees
8.4/10 Very Good! (171 reviews)
Breakfast very fresh and large buffet Very nice staff .only problem i had was mattress was too hard and pilllow was too soft .

Reviewed on Apr 2, 2026

Hotel Machiavelli Palace
See all 12,996 properties in Casole
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.

Find the Best Casole Vacation Packages

Casole Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Peretola Airport (FLR)
Top Sights
Il Molino di Grace Winery, Verrazzano Castle and Sezzate Castle

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Frequently asked questions

How much does a Casole vacation package cost?
You'll find cheap prices from $1,553 on Expedia for your Casole getaway. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Casole costs.
What are the cheapest months to go to Casole?
October, November and December are great times to search for cheap Casole vacation packages. Traveling in quieter months means you can typically find reduced prices on flights and hotels.
How many days is enough for Casole?
With a well-organized travel plan, you can easily tick off the main Casole attractions in a few days. But if you want to discover hidden gems or go on day trips, consider booking your Casole vacation for longer.
How to find the best Casole package deals?
Bagging a cheap Casole package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to view the most affordable Casole package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Casole vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking hotels and flights separately. Better still, you can tailor your Casole trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Casole?
Score amazing discounts by booking your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Casole escape.
Does Expedia offer Book Now, Pay Later Casole vacation packages?
Set off on your dream escape to Casole with help from our Book Now, Pay Later vacations. There's no need to save like crazy or hold off until your next payday — we've joined forces with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stick to your budget and snap up travel deals while they last.

Explore a world of travel with Expedia

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