Montescudaio Holidays from NZ$4,192

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The Latest Montescudaio Holiday Deals

Price found within the past 48 hours. Click for updated prices.
LHP River Club

LHP River Club

5 out of 5
Santa Croce
per person
6 Oct - 11 Oct
found 9 hours ago
Return flight included
Auckland (AKL) to Florence (FLR)
10/10 Exceptional! (1 review)
Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
6 Oct - 11 Oct
found 9 hours ago
Return flight included
Auckland (AKL) to Florence (FLR)
9.4/10 Exceptional! (230 reviews)
I VERY MUCH ENJOYED THE STAY

Reviewed on 18 Jul. 2025

Hotel Balestri

Hotel Balestri

4 out of 5
Historic Centre of Florence
per person
6 Oct - 11 Oct
found 9 hours ago
Return flight included
Auckland (AKL) to Florence (FLR)
9.2/10 Wonderful! (967 reviews)
Exceptional services overall. We would definitely stay here again.

Reviewed on 15 Aug. 2025

Rivalta Hotel

Rivalta Hotel

4 out of 5
Historic Centre of Florence
per person
6 Oct - 11 Oct
found 9 hours ago
Return flight included
Auckland (AKL) to Florence (FLR)
9.2/10 Wonderful! (364 reviews)
Great location, clean and modern rooms, walkable distance to all the shopping areas. We loved it and coming back for sure

Reviewed on 15 Aug. 2025

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
per person
6 Oct - 11 Oct
found 9 hours ago
Return flight included
Auckland (AKL) to Florence (FLR)
8.8/10 Excellent! (893 reviews)
The room was excellent however the only thing at times didnt work out was the walls are thin so you can hear your neighbors - additionally the wifi was super slow only recommendation I would have is to have better internet service

Reviewed on 5 Aug. 2025

Montescudaio Holiday

Our pick of the best Montescudaio Hotel Deals

Hu Montescudaio Village

Hu Montescudaio Village

3 out of 5
Via Del Poggetto Montescudaio, Montescudaio, PI
9.4/10 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 21 Jul. 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 NZ$179 per night from 14 Sept to 15 Sept
NZ$179
14 Sept - 15 Sept
includes taxes & fees
8.4/10 Very Good! (968 reviews)
"Convenient for the station. Out of town but with a bar/cafe next door. Nice, clean room. Small gym available at any time."

Reviewed on 12 Aug. 2025

Max Hotel Livorno
Castelfalfi

Castelfalfi

5 out of 5
Loc. Castelfalfi, Montaione, FI
The price is NZ$1,659 per night from 31 Aug to 1 Sept
NZ$1,659
31 Aug - 1 Sept
includes taxes & fees
9.4/10 Exceptional! (150 reviews)
"Es un lugar maravilloso y único. Puedes moverte a cualquier lugar de la Toscana y es cerca. Es el segundo año que regresamos para el cumpleaños de mi esposo. este lugar tiene Magia..."

Reviewed on 5 Jun. 2025

Castelfalfi
See all 4,640 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 NZ$4,192 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.