Montecastelli Vacations from ￥367,772
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The Latest Montecastelli Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel La Scaletta Al Ponte Vecchio
Historic Centre of Florence
￥367,772
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Florence (FLR)
9/10 Wonderful! (1,004 reviews)
This was my favorite hotel out of all the cities I’ve visited in Italy. The staff are kind and the hotel is in walking distance to everything. I didn’t take any taxis during my stay. It’s a 15 minute walk from the train station. It’s close to many restaurants, attractions and stores to shop. They have a beautiful roof top bar over looking Florence
Reviewed on Aug 25, 2026
The Hoxton, Florence
Historic Centre of Florence
￥486,019
per person
Oct 19 - Oct 24
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Florence (FLR)
9.4/10 Exceptional! (333 reviews)
Amazing location!!! Friendly staff, modern beautiful rooms. BEST air conditioning our whole trip. 10/10 would stay again
Reviewed on Aug 26, 2026
Find the Best Montecastelli Vacation Packages
Montecastelli Hotel Deals
Hotel Toscana Ambassador
Via Salceto, 11 Poggibonsi SI
Fully refundableReserve now, pay when you stay
￥9,950
￥12,059 total
Aug 31 - Sep 1
includes taxes & fees
8/10 Very Good! (362 reviews)
"Room was clean, staff was helpful and easy to park."
Reviewed on Jun 27, 2026
Poderi Arcangelo
Localita Capezzano San Gimignano SI
Fully refundableReserve now, pay when you stay
￥20,565
￥23,551 total
Sep 2 - Sep 3
includes taxes & fees
9/10 Wonderful! (367 reviews)
"Lovely place. Rooms are a nice nice. We stayed in a junior suite. Pool was lovely and the view from it was incredible. Ball games etc not allowed in the pool and the pool area bar didn’t open until about 5/6pm. This is not a criticism as it created a quiet and relaxed vibe which was fitting of the ..."
Reviewed on Aug 26, 2026
Villa Ermellina Siena, a Tribute Portfolio Hotel
Via Custoza 2 Siena SI
Fully refundableReserve now, pay when you stay
￥36,784
￥41,391 total
Aug 31 - Sep 1
includes taxes & 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.
Frequently asked questions
How much does a Montecastelli vacation package cost?
Offering great value package deals from ￥367,772 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?
January, February and November are great times to search for cheap Montecastelli vacation packages. Traveling in quieter months means you can typically find lower prices on flights and accommodations.
How many days is enough for Montecastelli?
The ideal duration of your Montecastelli vacation depends on what you'd like to see. Usually, a few days to a week will give you enough time to hit all the leading sights and explore some hidden gems 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.
How to plan a trip to Montecastelli?
- Pick your dates: What you'd like to do in Montecastelli and your preferred season will help you decide when to travel.
- Budget wisely: Besides the price of your stay, you should consider other expenses. These include transportation, food and flights. Also, set aside some extra funds for unexpected costs that could arise during your trip to Montecastelli.
- Work out your trip length: Consider how much time you'd like to spend exploring Montecastelli. Plan your days so you can get to all the experiences and attractions you're interested in at a leisurely pace.
- Combine your accommodations and airfare: Once you've settled on your travel dates and duration, book the ideal Montecastelli vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
