Montescudaio Vacations from $590

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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 $952, price is now $590 per person
$590
per person
Dec 5 - Dec 11
found 1 hour ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
7.8/10 Good! (1,007 reviews)
Breakfast was excellent

Reviewed on Sep 29, 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,176, price is now $723 per person
$723
per person
Dec 5 - Dec 9
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (477 reviews)
Everything was perfect

Reviewed on Oct 1, 2025

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $912, price is now $605 per person
$605
per person
Dec 5 - Dec 9
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,008 reviews)
The hotel is very basic, but it has the essentials you need for a trip. There was a strange smell coming from the bathroom, and I had to keep the AC on all day and night because of it. The first room I checked into was 113, but the window was broken. They moved me to room 111, which was bigger, and I appreciated that. The front desk staff were great,there was a lovely young lady and a helpful gentleman named Mahen. They were both very kind and accommodating. One more thing to mention is the shower, the hot water only lasts about 10 minutes, so you have to be quick. Other than that, everything else was fine. I loved the location and Florence overall. Thank you.

Reviewed on Oct 4, 2025

Dimora Palanca Boutique & SPA

Dimora Palanca Boutique & SPA

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,626, price is now $1,115 per person
$1,115
per person
Nov 27 - Dec 3
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.4/10 Exceptional! (51 reviews)
Property is beautiful and quiet. Would stay there again.

Reviewed on Sep 13, 2025

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Price was $957, price is now $661 per person
$661
per person
Dec 5 - Dec 9
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
8.6/10 Excellent! (472 reviews)
Great little hotel. Everything is within walking distance. The view from the terrace was amazing.

Reviewed on Aug 6, 2025

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Montescudaio Hotel Deals

Max Hotel Livorno

Max Hotel Livorno

4 out of 5
Via Giotto Ciardi, 28, Livorno, LI
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $103 total per night from Oct 12 to Oct 13
$103 total
Oct 12 - Oct 13
Total with taxes and fees
8.4/10 Very Good! (963 reviews)
"Staying at Max Hotel Livorno was an excellent experience! The location is very convenient, with easy access to both the city center and transportation. The rooms are spacious, modern, and very clean, offering great comfort after a day exploring Tuscany. The staff is professional, friendly, and always ..."

Reviewed on Sep 22, 2025

Max Hotel Livorno
Tombolo Talasso Resort

Tombolo Talasso Resort

5 out of 5
Via Del Corallo 3, Marina di Castagneto Carducci, Castagneto Carducci, LI
Fully refundableReserve now, pay when you stay
$245 nightly
The price is $277 total per night from Oct 14 to Oct 15
$277 total
Oct 14 - Oct 15
Total with taxes and fees
8.8/10 Excellent! (136 reviews)
"Amazing staff and super location"

Reviewed on Aug 1, 2025

Tombolo Talasso Resort
Castelfalfi

Castelfalfi

5 out of 5
Loc. Castelfalfi, Montaione, FI
$619 nightly
The price is $693 total per night from Oct 22 to Oct 23
$693 total
Oct 22 - Oct 23
Total with taxes and fees
9.4/10 Exceptional! (154 reviews)
"Our stay at Castelfalfi was nothing short of extraordinary. From the moment we arrived, the property’s breathtaking beauty was immediately evident. The views of the rolling Tuscan hills from the Olivo Restaurant and the spa pools are absolutely unparalleled – it’s a scene straight out of a dream. ..."

Reviewed on Sep 22, 2025

Castelfalfi
See all 4,580 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.

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 $590 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.