Montecastelli Vacations from $1,054
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The Latest Montecastelli vacation packages
Price found within the past 48 hours. Click for updated prices.
The Moon Boutique Hotel & Spa
Historic Centre of Florence
$1,819
per person
Oct 13 - Oct 18
found 19 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.6/10 Exceptional! (580 reviews)
Stunning hotel and maintained to a spotless standard. Bit of a trek to the centre and parking not cheap but good services just outside (tram, bus) - just takes some working out. We probably didn't need to go for the suite considering the time of year (Sauna and jacuzzi not overly used after stomping streets in near 40deg heat!). Breakfast good and staff super friendly/informative.
Reviewed on Aug 11, 2026
Palazzo Firenze by Baglioni Hotels & Resorts
Historic Centre of Florence
$5,792
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.4/10 Exceptional! (239 reviews)
L’hôtel est sensationnel et le service offert par le personnel est impeccable. Merci !
Reviewed on Aug 1, 2026
Precise Tale Poggio Alla Sala
$3,076
per person
Sep 19 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.6/10 Exceptional! (156 reviews)
Horrible service at best. Not a 5 star hotel. Save your money.
Reviewed on Aug 17, 2026
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Hotel Toscana Ambassador
Via Salceto, 11 Poggibonsi SI
Fully refundableReserve now, pay when you stay
$59 nightly
$71 total
Aug 31 - Sep 1
Total with taxes and fees
8.2/10 Very Good! (358 reviews)
"Room was clean, staff was helpful and easy to park."
Reviewed on Jun 27, 2026
Poderi Arcangelo
Localita Capezzano San Gimignano SI
$136 nightly
$156 total
Sep 3 - Sep 4
Total with taxes and fees
Villa Ermellina Siena, a Tribute Portfolio Hotel
Via Custoza 2 Siena SI
Fully refundableReserve now, pay when you stay
$192 nightly
$217 total
Aug 27 - Aug 28
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 $1,054 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.
