Casetta Vacations from $1,059

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The Latest Casetta 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 $1,699, price is now $1,059 per person
$1,059
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
Very centrally located. We enjoyed our stay and would recommend it. Only issue was you could smell the drains in room 203. They tried to get rid of the smell but couldn’t. Avoid this room and you will be fine.

Reviewed on Jul 15, 2026

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $2,033, price is now $1,135 per person
$1,135
per person
Oct 2 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
7.4/10 Good! (1,008 reviews)
Good service and the room was clean

Reviewed on Jul 10, 2026

Donati Luxury Tower Suites

Donati Luxury Tower Suites

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $3,441, price is now $2,170 per person
$2,170
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (68 reviews)
Perfect location. Unmanned reception at night.

Reviewed on Jul 5, 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Save 100% on your flight
Price was $4,468, price is now $2,849 per person
$2,849
per person
Sep 15 - Sep 20
found 14 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.6/10 Exceptional! (147 reviews)

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $7,121, price is now $4,659 per person
$4,659
per person
Sep 20 - Sep 26
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.2/10 Wonderful! (1,000 reviews)
Wonderful clean room. Great staff services. Best location

Reviewed on Jul 15, 2026

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What to do in Casetta

Montalcino: Guided Winery Tour and Wine Tasting

Montalcino: Guided Winery Tour and Wine Tasting

$51
per adult
Montalcino: Guided Winery Tour and Wine Tasting
Siena, San Gimignano, Monteriggioni & Chianti from Florence

Siena, San Gimignano, Monteriggioni & Chianti from Florence

$74
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
Seggiano: Guided Tour of the Olive Grove and Food Tasting

Seggiano: Guided Tour of the Olive Grove and Food Tasting

$29
per adult
Seggiano: Guided Tour of the Olive Grove and Food Tasting
See all activities in Casetta

Casetta Hotel Deals

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
$311 nightly
The price is $354 total per night from Aug 10 to Aug 11
$354 total
Aug 10 - Aug 11
Total with taxes and fees
Grand Hotel Continental Siena – Starhotels Collezione
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

5 out of 5
Strada Comunale 14 Siena - Vagliagli 18 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
$450 nightly
The price is $506 total per night from Aug 2 to Aug 3
$506 total
Aug 2 - Aug 3
Total with taxes and fees
9.4/10 Exceptional! (213 reviews)
"Absolutely wonderful stay. The onsite restaurant was amazing and the staff was very attentive and helpful. There are nice wineries and restaurants nearby too and the concierge made very helpful recommendations and reservations for us. Use the hotel name (and not just the address) since the Apple ..."

Reviewed on Jul 8, 2026

Borgo Scopeto Wine & Country Relais
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
$151 nightly
The price is $171 total per night from Jul 29 to Jul 30
$171 total
Jul 29 - Jul 30
Total with taxes and fees
9.2/10 Wonderful! (1,004 reviews)
"Beautiful rooms, we had one with the terrace and a view. Very quiet. Gorgeous rooftop restaurant, easy parking. 10 min walk to the square."

Reviewed on Jul 9, 2026

Hotel Athena
See all 5,178 properties in Casetta
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 Casetta Vacation Packages

Casetta Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
490
Max Temp Winter
50ºF
Max Temp Summer
85ºF

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Frequently asked questions

How much does a Casetta vacation package cost?
You'll find cheap prices from $1,059 on Expedia for your Casetta break. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Casetta costs.
What are the cheapest months to go to Casetta?
If you're hoping to snag a cheap Casetta vacation package, consider planning a trip in February, August and November. You'll generally find lower prices on hotels and airfares during these months — ideal for travelers wishing to save money.
How many days is enough for Casetta?
The ideal duration for your Casetta vacation depends on what you'd like to do. Generally, a handful of days to a week will give you plenty of time to go to all the leading sights and explore some hidden treasures along the way.
How to find the best Casetta package deals?
Begin your search for a Casetta package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Casetta package deal straight away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Casetta escape off to a flying start.
Is it cheaper to book a Casetta vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging stays and flights separately. Better still, you can tailor your Casetta escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Casetta?
Land incredible bargains by reserving your flights early with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Casetta getaway.
Does Expedia offer Book Now, Pay Later Casetta vacation packages?
Jet off on your perfect trip to Casetta with help from Expedia's Book Now, Pay Later vacations. No need to save up or wait for payday — we've joined forces with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stay on budget and snap up bargains before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.