La Cinquantina Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 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

Top Flight + Hotel Deals in La Cinquantina

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

Aurum Firenze

Historic Centre of Florence
€601
per person
23 Oct - 28 Oct
found 1 day ago
Return direct flight included
Athens (ATH) to Florence (FLR)
7.6/10 Good! (1,004 reviews)
Room is very small

Reviewed on 21 Aug 2026

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence
€677
per person
28 Sept - 30 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9/10 Wonderful! (1,004 reviews)
This was my favorite hotel out of all the cities I’ve visited in Italy. The staff are kind and the hotel is in walking distance to everything. I didn’t take any taxis during my stay. It’s a 15 minute walk from the train station. It’s close to many restaurants, attractions and stores to shop. They have a beautiful roof top bar over looking Florence

Reviewed on 25 Aug 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

Save 100% on your flight
€1,885
per person
5 Oct - 11 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Florence (FLR)
9.6/10 Exceptional! (161 reviews)
Amazing! If you are a family visiting Tuscany I highly recommend

Reviewed on 27 Aug 2026

Tombolo Talasso & Beach Resort

Tombolo Talasso & Beach Resort

Save 100% on your flight
€1,405
per person
5 Oct - 11 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Florence (FLR)
8.8/10 Excellent! (148 reviews)
Where as we enjoyed our time here we did have a bit of an issue with our room temperature. We asked for it to be lowered as it was 81 degrees. We found out, after a very uncomfortable night and requesting 2 more times, that the AC was not working. As an aside: we could not open a window as our room was on the 1st floor and only had doors to a common area. We were moved to a new room. Other than that- the staff was lovely the pools and Spa are great. Location is wonderful with close proximity to the beach and some wonderful restaurants serving delicious seafood.

Reviewed on 21 May 2026

The Hoxton, Florence

The Hoxton, Florence

Historic Centre of Florence
€664
per person
28 Sept - 30 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.4/10 Exceptional! (333 reviews)
I recommend this stay, to anyone going to Florence. This hotel is very nice and the staff was amazing

Reviewed on 27 Aug 2026

Top hotels in La Cinquantina

Max Hotel Livorno

Max Hotel Livorno

Via Giotto Ciardi, 28 Livorno LI
Fully refundableReserve now, pay when you stay
€84
20 Sept - 21 Sept
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Rooms were good. All television channels are in Italian if you are someone who doesn’t speak the language and wants to watch TV. There’s a nice big window that opens up so you can get fresh air however there’s no outdoor space so we personally felt trapped inside the hotel room, especially considering ..."

Reviewed on 7 Aug 2026

Max Hotel Livorno
Hotel Il Ponte

Hotel Il Ponte

Largo I Maggio 3 Cecina LI
€109
31 Aug - 1 Sept
includes taxes & fees
Hotel Il Ponte
Tombolo Talasso & Beach Resort

Tombolo Talasso & Beach Resort

Via Del Corallo 3 Castagneto Carducci LI
Fully refundableReserve now, pay when you stay
€272
27 Sept - 28 Sept
includes taxes & fees
8.8/10 Excellent! (148 reviews)
"Where as we enjoyed our time here we did have a bit of an issue with our room temperature. We asked for it to be lowered as it was 81 degrees. We found out, after a very uncomfortable night and requesting 2 more times, that the AC was not working. As an aside: we could not open a window as our room ..."

Reviewed on 21 May 2026

Tombolo Talasso & Beach Resort
See all 3,681 properties in La Cinquantina
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.

What to do in La Cinquantina

Bolgheri Wine Tour

Private Wine Tour to Bolgheri with Expert Sommelier - 2 Wineries

€250
per adult
Private Wine Tour to Bolgheri with Expert Sommelier - 2 Wineries
Florence Private Day Trip Bolgheri Wine Experience e Volterra

Florence Private Day Trip Bolgheri Wine Experience e Volterra

€420
per adult
Florence Private Day Trip Bolgheri Wine Experience e Volterra
See all activities in La Cinquantina

Frequently asked questions

How much does a La Cinquantina holiday package cost?
You'll find cheap prices from €601 on Expedia for your La Cinquantina escape. However, factors like the season, length of stay and your choice of hotel will influence how much your holiday to La Cinquantina costs.
What are the cheapest months to go to La Cinquantina?
January, February and November are great times to search for cheap La Cinquantina holiday packages. Choosing to travel in quieter months means you'll typically find lower prices on hotels and flights.
How many days is enough for La Cinquantina?
Generally, a handful of days is enough to go to the main sights during your La Cinquantina holiday. But if you'd like to have more time to chill out or go on day trips, consider extending your itinerary.
How to find the best La Cinquantina package deals?
Use Expedia's filters to help you find some tempting La Cinquantina package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for La Cinquantina package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package as early as possible.
Is it cheaper to book a La Cinquantina holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component separately. And you'll still enjoy the freedom to create a customised La Cinquantina holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to La Cinquantina?
If you're considering a spur-of-the-moment La Cinquantina adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can find amazing deals on your flights and hotels by booking well in advance.
How to plan a trip to La Cinquantina?
  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit La Cinquantina.
  2. Budget wisely: Besides the price of your accommodation, you'll need to consider other expenses. These include flights, food and transportation. Also, set aside a little extra for unexpected costs that may crop up during your trip to La Cinquantina.
  3. Decide how long to go for: Now that you're up to speed on La Cinquantina, you can figure out the perfect length of your holiday. Create a rough itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a customised La Cinquantina holiday package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.