Montescudaio Vacations from $653

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa

4 out of 5
Price was $937, price is now $653 per person
$653
per person
Jan 14 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
18.4/10 Exceptional! (175 reviews)
The property is beautifully old but be careful how much luggage you bring as there is no elevator, Only stairs. Room is nice. Bathrooms nicely updated. No complaints!

Reviewed on Sep 30, 2025

Hotel Regency

Hotel Regency

5 out of 5
Historic Centre of Florence
Price was $2,091, price is now $1,517 per person
$1,517
per person
Jan 5 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
18.8/10 Exceptional! (439 reviews)
Loved it! Great place and very convenient

Reviewed on Jul 4, 2025

Via Roma 33 Tuscany Boutique Hotel & Spa - Adults Only

Via Roma 33 Tuscany Boutique Hotel & Spa - Adults Only

4 out of 5
Price was $1,222, price is now $860 per person
$860
per person
Jan 14 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
19.2/10 Exceptional! (31 reviews)
Overall a lovely stay. The staff is very welcoming and accommodating. Rooms are very clean. Pool too cold to swim in even though they said that it was heated. Wirlpool/hot-tub was on the cool side too. Couldn’t get sauna to work properly -however, I should have asked. Restaurant food was very good.

Reviewed on May 12, 2025

Hotel Number Nine

Hotel Number Nine

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,842, price is now $1,309 per person
$1,309
per person
Jan 29 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Florence (FLR)
19.2/10 Exceptional! (1,002 reviews)
Staff and front desk were really friendly and helpful . Hotel was clean , very homely energy also . Safe with the doorman there sometimes. Spa has a sauna steam cold plunge . Thankyou for a lovely time.

Reviewed on Nov 10, 2025

Collegio alla Querce, Auberge Collection

Collegio alla Querce, Auberge Collection

5 out of 5
Le Cure
Save 100% on your flight
Price was $3,577, price is now $2,549 per person
$2,549
per person
Jan 29 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Florence (FLR)
20/10 Exceptional! (3 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Montescudaio
View all trips

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now

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
$90 nightly
The price is $103 total per night from Dec 22 to Dec 23
$103 total
Dec 22 - Dec 23
Total with taxes and fees
8.4/10 Very Good! (963 reviews)
Great place to stay, not a bad walk from downtown with a bottle of limoncello

Reviewed on Oct 25, 2025

Max Hotel Livorno
Castelfalfi

Castelfalfi

5 out of 5
Loc. Castelfalfi Montaione FI
9.4/10 Exceptional! (162 reviews)
Beautiful property

Reviewed on Nov 18, 2025

Get rates
Castelfalfi
Tombolo Talasso Resort

Tombolo Talasso Resort

5 out of 5
Via Del Corallo 3 Castagneto Carducci LI
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $248 total per night from Nov 25 to Nov 26
$248 total
Nov 25 - Nov 26
Total with taxes and fees
8.8/10 Excellent! (136 reviews)
Amazing staff and super location

Reviewed on Aug 1, 2025

Tombolo Talasso Resort
See all 4,317 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Montescudaio vacation package cost?
You can snap up a vacation package to this destination from $653 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.