Casole d'Elsa Vacations from $973

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Your Casole dElsa Vacation

Let our vacation packages to Casole dElsa inspire your next adventure. There's lots to like about this captivating city, starting with the neighborhood of Frosini, which is great for history and culture. Make sure to do some sightseeing during your trip to Casole dElsa. Hedonistic Hiking and Archeological and Collegiate Church Museum are some top places to visit. Expedia is here to help you escape your routine. Tailor your vacation to Casole dElsa to suit your travel style, whatever that may look like.

The Latest Casole d'Elsa vacation packages

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

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $1,527, price is now $973 per person
$973
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.4/10 Good! (1,012 reviews)
Good enough for stay in and out of the room . T

Reviewed on Jun 13, 2026

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,547, price is now $980 per person
$980
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
The hotel was conveniently located, and the service was good. Overall, it was a pleasant stay. However, I hope the hotel improves its Wi-Fi coverage, as the connection can become unstable when multiple guests are accessing the network.

Reviewed on Jun 5, 2026

The James Suite Hotel Firenze 1564 - Small Luxury Hotels of the World

The James Suite Hotel Firenze 1564 - Small Luxury Hotels of the World

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $3,072, price is now $2,100 per person
$2,100
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
10/10 Exceptional! (18 reviews)
Lovely stay. Highly recommend it!

Reviewed on Jun 11, 2026

Palace Hotel

Palace Hotel

4 out of 5
Price was $2,145, price is now $1,489 per person
$1,489
per person
Aug 11 - Aug 14
found 2 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.2/10 Wonderful! (129 reviews)
The staff was amazing; the room and balcony were beautiful. The bathroom was spectacular.

Reviewed on Dec 23, 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Price was $1,769, price is now $1,264 per person
$1,264
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (557 reviews)
Absolutely fantastic hotel, we couldn’t believe how good it was. Exactly like the photos. The hotel was built only in 2018 and the facilities are constantly kept in perfect condition and spotlessly clean. In a quiet part of town easily walkable into the main attractions and close to a bus and a tram stop, a perfect sanctuary to rest at night time. All of the staff are so kind and polite, especially Francois who looked after us very well at breakfast time. The hotel would be worth the price tag just for the comfortable rooms and location, but it has the added bonus of a free breakfast (with tons of choices and free mimosas), free luxury spa facilities and free home made lemonade and biscuits available at all times. We can’t recommend this hotel enough as a boutique stay perfect for adults wanting a luxury escape.

Reviewed on Jun 8, 2026

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Casole d'Elsa Hotel Deals

Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany

5 out of 5
Localita Querceto Casole d'Elsa SI
$2,545 nightly
The price is $2,802 total per night from Jul 4 to Jul 5
$2,802 total
Jul 4 - Jul 5
Total with taxes and fees
9.6/10 Exceptional! (80 reviews)
"This is my second stay and everything is just as prefect as it was."

Reviewed on Apr 29, 2026

Castello di Casole, A Belmond Hotel, Tuscany
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $192 total per night from Jul 13 to Jul 14
$192 total
Jul 13 - Jul 14
Total with taxes and fees
9.2/10 Wonderful! (1,011 reviews)
"Excellent service from the staff on reception and the terrace restaurant. The room and balcony was clean and well maintained. Awesome breakfast."

Reviewed on Jun 14, 2026

Hotel Athena
Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34 Siena SI
Fully refundableReserve now, pay when you stay
$137 nightly
The price is $157 total per night from Jul 13 to Jul 14
$157 total
Jul 13 - Jul 14
Total with taxes and fees
9.4/10 Exceptional! (816 reviews)
"Good location. Lovely outlook from back of property. Breakfast was very nice."

Reviewed on Jun 14, 2026

Palazzo Ravizza
See all 8,274 properties in Casole d'Elsa
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 d'Elsa Vacation Packages

Casole dElsa Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
1,000
Max Temp Winter
50ºF
Max Temp Summer
85ºF
Top Sights
Tenuta Torciano Winery, Monteriggioni Castle and Sovestro in Poggio Winery

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Frequently asked questions

How much does a Casole d'Elsa vacation package cost?
You'll find cheap prices from $973 on Expedia for your Casole d'Elsa break. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Casole d'Elsa costs.
What are the cheapest months to go to Casole d'Elsa?
February, October and December are the best times to search for cheap Casole d'Elsa vacation packages. Opting to travel in quieter periods means you can generally find better prices on flights and hotels.
How many days is enough for Casole d'Elsa?
Usually, a handful of days is enough to visit the top sights during your Casole d'Elsa vacation. But if you prefer to have some time to relax or take day tours, think about extending your itinerary.
How to find the best Casole d'Elsa package deals?
Begin your search for a Casole d'Elsa package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Casole d'Elsa package deal straight away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Casole d'Elsa adventure underway.
Is it cheaper to book a Casole d'Elsa vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component separately. And you'll still get the flexibility to create a tailored Casole d'Elsa vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Casole d'Elsa?
Enjoy fantastic discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Casole d'Elsa getaway.
How to plan a trip to Casole d'Elsa?

  1. Choose when to travel: Check your calendar and get your bags packed. Your preferred time of year and the type of activities available will also help you decide when to escape to Casole d'Elsa.
  2. Set your budget: Consider costs such as flights, transportation and food when calculating how much to put aside for your trip to Casole d'Elsa. Then, select a property that matches your budget, whether that's an economical option or a swankier retreat.
  3. Explore Casole d'Elsa using our trip planning tool: Gain insights into the most popular attractions and best properties for your trip to Casole d'Elsa. You can also save your favorite places, collaborate with friends and family and organize your plans in one place.
  4. Decide how long to go away for: Now that you're more familiar with Casole d'Elsa, you can work out the perfect length of your vacation. Pull together a rough plan and allocate enough time for all the things you want to do.
  5. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Casole d'Elsa vacation package that brings all your bookings together.
  6. Book experiences or activities ahead of time: Whether it's entrance to a major attraction or a day trip, you won't have to worry about missing out on the best Casole d'Elsa has to offer. Find all the incredible things to do in Casole d'Elsa with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Casole d'Elsa vacation packages?
If you're anything like us, you love discovering new places but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Casole d'Elsa vacation over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.

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