Montecastelli Vacations from $792
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The Latest Montecastelli vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel Duomo Firenze
Historic Centre of Florence
$1,033
per person
Dec 10 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.2/10 Wonderful! (1,000 reviews)
Absolutely everything was perfect - from checkin to deprture- Gelato and cookies available all day, wonderful breakfast, room was SO Awesome facing the Duomo, assist to schedule a taxi - lift so less stairs - would absolutely recommend !!!
Reviewed on Oct 2, 2026
Donati Luxury Tower Suites
Historic Centre of Florence
$1,536
per person
Dec 7 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (77 reviews)
Excellent lodging option very close to the Duomo and central to Florence. It is a terrific location in that it is close to everything but secluded off a very small road that only gets traffic for people checking in or leaving the property. The lodging is in a very old tower that has been converted to about 10 rooms. The front desk is excellent and surprised us when we checked in by telling us they would deliver an assortment of pastries to our room every day for breakfast. We had the Gemma suite which was not large but well laid out with a very comfortable bed and furniture and a very nice bathroom.
Reviewed on Oct 4, 2026
Hotel Mulino di Firenze, WorldHotels Crafted
$1,358
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.6/10 Exceptional! (699 reviews)
From the moment we arrived to the moment we left the staff were fantastic. Lapo, at the front desk, was extremely helpful in making last minute arrangements for anything we needed. The entire staff from the porters, bar tenders, cleaning staff and managers were friendly and accommodating. The property was picturesque and absolutely stunning. We wish we would have stayed more days just to enjoy the property itself. If you're having an afternoon drink on the patio bar or enjoying a scrumptious evening meal in the restaurant you will not be disappointed.
Reviewed on Oct 1, 2026
Portrait Firenze - Lungarno Collection
Historic Centre of Florence
$2,206
per person
Dec 7 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (318 reviews)
We couldn’t have had a more enjoyable day at this fabulous hotel.
The staff responded to our every whim and even anticipated some!
And its location right in the center of historic Florence cannot be beat.
We will be back again!
Reviewed on Oct 4, 2026
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Poderi Arcangelo
Localita Capezzano San Gimignano SI
Fully refundableReserve now, pay when you stay
$113 nightly
$129 total
Nov 2 - Nov 3
Total with taxes and fees
9/10 Wonderful! (376 reviews)
"Beautiful property, nice and helping staff. We enjoy our stay ."
Reviewed on Oct 1, 2026
Hotel Italia
Viale Camillo Benso Conte di Cavour, 67 Siena SI
$84 nightly
$95 total
Nov 1 - Nov 2
Total with taxes and fees
9.2/10 Wonderful! (1,001 reviews)
"Clean, well maintained property that you’ll feel safe spending the night."
Reviewed on Sep 12, 2026
Villa Ermellina Siena, a Tribute Portfolio Hotel
Via Custoza 2 Siena SI
Fully refundableReserve now, pay when you stay
$153 nightly
$172 total
Nov 3 - Nov 4
Total with taxes and fees
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 Montecastelli Vacation Packages
Montecastelli Essential Information
Language | Italian |
|---|---|
Currency | Euros |
Local Welcome | Ciao |
Local Goodbye | Ciao |
Max Temp Winter | 50ºF |
Max Temp Summer | 85ºF |
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Frequently asked questions
How much does a Montecastelli vacation package cost?
Offering great value package deals from $792 on Expedia, you'll be thrilled with how little a vacation to Montecastelli costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Montecastelli?
November, December and January are great times to search for cheap Montecastelli vacation packages. Opting to travel in less busy months means you can generally find reduced prices on flights and hotels.
How many days is enough for Montecastelli?
The ideal length of your Montecastelli vacation depends on what you'd like to do. Usually, a handful of days to a week will give you time to go to all the leading sights and explore some hidden spots along the way.
How to find the best Montecastelli package deals?
Landing a cheap Montecastelli package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget, add a couple of filters and see what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Montecastelli package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Montecastelli vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and hotels individually. Better still, you can tailor your Montecastelli trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Montecastelli?
If you're planning a spontaneous Montecastelli vacation, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can find incredible deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Montecastelli vacation packages?
If you're like us, you love traveling but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Montecastelli trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
