Montescudaio Holidays

    deals illustration

    Better together

    Save up to €185 when you book a flight and hotel together*
    stays illustration

    Find the right fit

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

    Rest easy

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

Top Flight + Hotel Deals in Montescudaio

Price found within the past 48 hours. Click for updated prices.
Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
9 Aug - 15 Aug
found 8 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
great location close to the train station and public transport. Accessible with ramps and an elevator. Decent room size and property in good condition.

Reviewed on 8 Jul 2025

Collegio alla Querce - Auberge Resorts

Collegio alla Querce - Auberge Resorts

5 out of 5
Le Cure
per person
9 Aug - 15 Aug
found 8 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
10/10 Exceptional! (1 review)
TH Capoliveri - Grand Hotel Elba International

TH Capoliveri - Grand Hotel Elba International

4 out of 5
Save 100% on your flight
per person
25 Aug - 1 Sept
just found
Return direct flight included
Dublin (DUB) to Pisa (PSA)
8/10 Very Good! (230 reviews)
The hotel looks great as you come into the foyer, but the corridors and general upkeep let it down. The walkway to the pool is not welcoming and pool bar very limited for food choices. The water jets in one pool were not working. The outside area is not used to it’s potential and has a feel of faded glamour, and is a bit neglected.

Reviewed on 7 Jul 2024

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
9 Aug - 15 Aug
found 8 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.2/10 Wonderful! (1,003 reviews)
Great location and lovely breakfast.

Reviewed on 9 Jul 2025

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

5 out of 5
Oltrarno
Save 100% on your flight
per person
9 Aug - 15 Aug
found 8 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
8.8/10 Excellent! (378 reviews)
Incredible off-season stay. The breakfast each morning was incredible. So much better than any other hotel I’ve stayed at. Fresh and delicious. The staff were friendly and helpful and our room was amazing. The Villa itself is a renovated Renaissance property and all around are little reminders of its glorious past. We were too early for the pool (starts in June) but I have a feeling that’s why we got such a great deal. The views from the decks are incredible and it’s close to Florence. The roads are windy and narrow, so be careful! But one of the roads down from the Villa revealed a spectacular view of Florence. I can’t recommend this hotel enough. Would gladly return.

Reviewed on 31 May 2025

Top hotels in Montescudaio

Hu Montescudaio Village
Hu Montescudaio Village
3 out of 5
Via Del Poggetto Montescudaio, Montescudaio, PI
9.4/10 Exceptional! (22 reviews)
"HIGHLY SATISFIED ! • FRIENDLY & EFFICIENT TEAM • QUIET LOCATION • LOW OCCUPATION IN MAY • A REAL CHANGE FROM HOTEL STAYS"

Reviewed on 1 Jun 2025

Get rates
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 €122 per night from 23 Jul to 24 Jul
€122
23 Jul - 24 Jul
includes taxes & fees
8.4/10 Very Good! (963 reviews)
"Modern and clean hotel. A very comfortable stay."

Reviewed on 17 Jun 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
The price is €485 per night from 29 Jul to 30 Jul
€485
29 Jul - 30 Jul
includes taxes & fees
8.8/10 Excellent! (130 reviews)
"Excellent resort place in Italy. It’s small hotel, old building, very well maintained. Located in small town has everything you need for relax and quiet environment around. A lot of potential activities around: great swimming pool outside, private beach at the sea with restaurants and bar. Great ..."

Reviewed on 8 Jun 2025

Tombolo Talasso Resort
See all 4,690 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 €482 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.

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