Montescudaio Vacations from $1,032

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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.
Villa Pitiana

Villa Pitiana

4 out of 5
Price was $1,353, price is now $1,032 per person
$1,032
per person
Aug 19 - Aug 26
found 1 hour ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
8.6/10 Excellent! (148 reviews)
Historical and beautiful place! Not usual hotel rooms!

Reviewed on Jun 2, 2026

Hotel Ginori al DUOMO

Hotel Ginori al DUOMO

4 out of 5
Historic Centre of Florence
Price was $1,584, price is now $1,159 per person
$1,159
per person
Aug 19 - Aug 26
found 1 hour ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
8.6/10 Excellent! (41 reviews)
The hotel is in a perfect location- walking distance to everything. Lots of restaurants and shopping nearby. The hotel is charming, spotless and offers a lovely buffet breakfast. Highly recommend. We will definitely stay here again.

Reviewed on Jan 31, 2026

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Price was $1,522, price is now $1,120 per person
$1,120
per person
Aug 19 - Aug 26
found 1 hour ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
8.6/10 Excellent! (487 reviews)
The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants.

Reviewed on Dec 13, 2025

c-hotels Joy

c-hotels Joy

4 out of 5
Historic Centre of Florence
Price was $1,348, price is now $1,059 per person
$1,059
per person
Aug 19 - Aug 26
found 1 hour ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9/10 Wonderful! (1,001 reviews)
Room was clean & staff was very helpful & friendly. Was convenient to everything.

Reviewed on May 6, 2026

Donati Luxury Tower Suites

Donati Luxury Tower Suites

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $4,015, price is now $2,537 per person
$2,537
per person
Jul 19 - Jul 24
found 6 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.6/10 Exceptional! (65 reviews)
Agradable estancia. Excelente servicio. La habitación la mantenían siempre limpia. Todo queda cerca del área. Muy recomendable

Reviewed on May 23, 2026

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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
$85 nightly
The price is $103 total per night from Jun 14 to Jun 15
$103 total
Jun 14 - Jun 15
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
"The restaurant food was really excellent, and server was very nice and proficient in English so was able to have good conversation about italy"

Reviewed on May 27, 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
$362 nightly
The price is $405 total per night from Jun 10 to Jun 11
$405 total
Jun 10 - Jun 11
Total with taxes and fees
8.8/10 Excellent! (146 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 4,764 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 $1,032 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.