Montescudaio Holidays

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Top Flight + Hotel Deals in Montescudaio

Price found within the past 48 hours. Click for updated prices.
Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Price was €936, price is now €711 per person
€711
per person
30 Dec - 2 Jan
found 1 day ago
Return direct flight included
Luqa (MLA) to Florence (FLR)
8.6/10 Excellent! (508 reviews)

The Hoxton, Florence

The Hoxton, Florence

4 out of 5
Historic Centre of Florence
Price was €1,255, price is now €883 per person
€883
per person
30 Dec - 4 Jan
found 14 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.4/10 Exceptional! (370 reviews)
Great location, helpful staff. Excellent restaurant, bar and coffeehouse located in the hotel. Highly recommend!

Reviewed on 13 Nov 2026

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
Price was €1,200, price is now €874 per person
€874
per person
30 Dec - 2 Jan
found 1 day ago
Return direct flight included
Luqa (MLA) to Florence (FLR)
9.2/10 Wonderful! (1,003 reviews)

Hotel Botticelli

Hotel Botticelli

4 out of 5
Historic Centre of Florence
Price was €869, price is now €736 per person
€736
per person
30 Dec - 2 Jan
found 1 day ago
Return direct flight included
Luqa (MLA) to Florence (FLR)
8.8/10 Excellent! (1,004 reviews)
Super friendly and kind staff, the room was pretty clean and the location is fantastic, walkable distances to everywhere in downtown

Reviewed on 14 Nov 2026

LHP Hotel River & SPA

LHP Hotel River & SPA

5 out of 5
Historic Centre of Florence
Price was €885, price is now €758 per person
€758
per person
30 Dec - 2 Jan
found 1 day ago
Return direct flight included
Luqa (MLA) to Florence (FLR)
8.8/10 Excellent! (290 reviews)

Top hotels in Montescudaio

Hu Montescudaio Village

Hu Montescudaio Village

3 out of 5
Via Del Poggetto Montescudaio Montescudaio PI
9.4/10 Exceptional! (32 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 21 Jul 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
The price is €99 per night from 15 Dec to 16 Dec
€99
15 Dec - 16 Dec
includes taxes & fees
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
The price is €261 per night from 16 Nov to 17 Nov
€261
16 Nov - 17 Nov
includes taxes & fees
8.8/10 Excellent! (155 reviews)
"The Tallasso experience was unfortunately not lived up to the fullest due to not having much of a guided experience during the spa which is the main amenity here. The pools and cave itself were very impressive and relaxing however, no staff were there to help guide us, only one person to show us ..."

Reviewed on 7 Nov 2026

Tombolo Talasso & Beach Resort
See all 4,437 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.

Frequently asked questions

How much does a Montescudaio holiday package cost?
You can snap up a holiday package to this destination from €711 on Expedia. However, how much your holiday 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?
Travel in the low or shoulder season and you're likely to score cheap Montescudaio holiday packages. Bear in mind that school holiday periods and local events and festivals can impact prices, so do some research before you go.
How many days is enough for Montescudaio?
With a well-organised itinerary, you can easily tick off the top Montescudaio attractions in a handful of days. But if you want to discover hidden spots or go on day trips, consider booking your Montescudaio holiday for longer.
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 holiday package as early as possible.
Is it cheaper to book a Montescudaio holiday as a package?
Expedia holiday 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 personalised Montescudaio holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday 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.
How to plan a trip to Montescudaio?

  1. Choose the best time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to travel to Montescudaio.
  2. Set a budget: Factor in expenses such as food, flights and transportation when working out how much to set aside for your trip to Montescudaio. Then, select a hotel that works with your budget, whether that's an economical option or a deluxe retreat.
  3. Decide your trip length: Think about how much time you'd like to spend discovering Montescudaio. Plan your itinerary so you can get to all the experiences and attractions you're interested in without rushing.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to choose a Montescudaio holiday package that brings all your bookings together.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.