Montescudaio Vacations from $1,216

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Your Montescudaio Vacation

With plenty of highlights as well as some hidden gems, this city is best experienced with a Montescudaio vacation package. Book a hotel in Marina di Bibbona, which is great for watersports, dining and nature. You'll want to take in some sights during your trip to Montescudaio. Swing by popular attractions like Pista Del Mare Srl, Parco Gallorose and Archaeological Park of Villa Romana of San Vincenzino. No matter your travel plans or budget, putting together a tailored Montescudaio vacation is a piece of cake with Expedia.

The Latest Montescudaio 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 $1,679, price is now $1,216 per person
$1,216
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,012 reviews)
The evening adter 10pm manager on duty was very helpful!!! He was able to assist and provide everything we needed. Sorry, I don't remember his name. Thank you!

Reviewed on May 19, 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Save 100% on your flight
Price was $3,299, price is now $2,344 per person
$2,344
per person
Jul 30 - Aug 5
found 5 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.4/10 Exceptional! (133 reviews)
Good hotel, the only problem for us was that the food menu is very limited, the kitchen is closed most of the time and in La Toscana there is no life outside the hotel, so If the kitchen is closed there is no delivery service or restaurants around.

Reviewed on May 9, 2026

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,711, price is now $1,228 per person
$1,228
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,011 reviews)
Great location. Clean and Comfortable room. Friendly staff. We went out for breakfast even though some fruit etc was available in the morning.

Reviewed on May 21, 2026

Hotel degli Orafi

Hotel degli Orafi

4 out of 5
Historic Centre of Florence
Price was $2,170, price is now $1,560 per person
$1,560
per person
Jul 30 - Aug 5
found 5 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.6/10 Exceptional! (1,003 reviews)
I found the bed extremely stiff. The breakfast was mediocre. I was surprised because of the good reviews. The coffee was subpar.

Reviewed on May 21, 2026

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

5 out of 5
Price was $2,733, price is now $1,989 per person
$1,989
per person
Jul 30 - Aug 5
found 5 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.2/10 Wonderful! (195 reviews)
This hotel is absolutely gorgeous. The staff, food and grounds are fantastic. Can’t recommend more! Big thanks to Luka and Giuseppe for making our stay so special. Great wine tasting and delicious wine recommendations. Won’t disappoint

Reviewed on Sep 2, 2025

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Montescudaio Hotel Deals

Hu Montescudaio Village

Hu Montescudaio Village

3 out of 5
Via Del Poggetto Montescudaio Montescudaio PI
9.6/10 Exceptional! (25 reviews)
"Super, family of 4. Everything easily available for our stay even things we didn’t know we needed, like an air compressor to blow up pool toys"

Reviewed on Jul 21, 2025

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Hu Montescudaio Village
Max Hotel Livorno

Max Hotel Livorno

4 out of 5
Via Giotto Ciardi, 28 Livorno LI
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $96 total per night from May 28 to May 29
$96 total
May 28 - May 29
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
"It met our needs."

Reviewed on May 10, 2026

Max Hotel Livorno
Tombolo Talasso & Beach Resort

Tombolo Talasso & Beach Resort

5 out of 5
Via Del Corallo 3 Castagneto Carducci LI
Fully refundableReserve now, pay when you stay
$315 nightly
The price is $353 total per night from May 27 to May 28
$353 total
May 27 - May 28
Total with taxes and fees
8.8/10 Excellent! (144 reviews)
"Where as we enjoyed our time here we did have a bit of an issue with our room temperature. We asked for it to be lowered as it was 81 degrees. We found out, after a very uncomfortable night and requesting 2 more times, that the AC was not working. As an aside: we could not open a window as our room ..."

Reviewed on May 21, 2026

Tombolo Talasso & Beach Resort
See all 4,722 properties in Montescudaio
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 Montescudaio Vacation Packages

Montescudaio Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Galileo Galilei Airport (PSA)
Population
840
Max Temp Winter
55ºF
Max Temp Summer
80ºF
Top Sights
Teatro del Silenzio, La Regola Azienda Vitivinicola and Parco Avventura Il Giardino Sospeso

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Frequently asked questions

How much does a Montescudaio vacation package cost?
You can snap up a vacation package to this destination from $1,216 on Expedia. However, how much your vacation to Montescudaio costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Montescudaio?
If you'd like to book a cheap Montescudaio vacation package, consider planning a trip in November, December and January. You'll generally find better prices on flights and hotels during these months — perfect for travelers wishing to save money.
How many days is enough for Montescudaio?
Typically, a handful of days is enough to tick off the major sights during your Montescudaio vacation. But if you'd like to have time to chill out or go on day trips, think about extending your trip.
How to find the best Montescudaio package deals?
Use Expedia's filter tool to find some of the best Montescudaio package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Montescudaio package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Montescudaio vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalized Montescudaio vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Montescudaio?
Secure incredible discounts by booking your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Montescudaio trip.
Does Expedia offer Book Now, Pay Later Montescudaio vacation packages?
If you're like us, you love jet-setting around the world but don't love the 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 break down the cost of your Montescudaio vacation 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.