Pentolina Holidays
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- Better togetherSave up to €900 when you book a flight and hotel together*
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Top Flight + Hotel Deals in Pentolina
Price found within the past 48 hours. Click for updated prices.
Eurostars Florence Boutique
Historic Centre of Florence
€410
per person
28 Nov - 1 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
8.6/10 Excellent! (503 reviews)
The bed was comfortable but low to the floor. The shower was very slippery and could have used a shower mat. The breakfast was great. The staff were very nice and helpful.
Reviewed on 10 Oct 2026
Hotel La Scaletta Al Ponte Vecchio
Historic Centre of Florence
€407
per person
28 Nov - 1 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9/10 Wonderful! (1,002 reviews)
First time in Italy and what a great introduction to Florence with this great hotel in the middle of this vibrant city. The staff was fun and amazing giving good advice where to dine at traditional restaurants that is walking distance. The best part is the upstairs indoor outdoor breakfast area with good selection of pastry, eggs, bacon etc even fresh honeycomb honey u can spoon it right out. In the evening outdoor terrace serves drinks and cocktail overlooking the city of Florence for a beautiful sunset. The elevator was a bit small and if u took the stairs was a little confusing but that was part of the charm and character of this hotel that made it special. I truly felt like i was experiencing Italy in this hotel and that's what makes traveling most enjoying.
Reviewed on 18 Oct 2026
Top hotels in Pentolina
Hotel Athena
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
€128
13 Nov - 14 Nov
includes taxes & fees
Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
€316
17 Nov - 18 Nov
includes taxes & fees
Hotel Chiusarelli
Viale Curtatone 15 Siena SI
Fully refundableReserve now, pay when you stay
€94
17 Nov - 18 Nov
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"It was OK for the price. The breakfast was so so, the parking very small and often full. The building is old and was making weird noises occasionally. The location was excellent: just outside LTZ but very close to all the points of interest."
Reviewed on 15 Oct 2026
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 Pentolina
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
€79
per adult
88% of travellers recommend
Tuscany Day Trip to Siena & San Gimignano with Optional Wine Tasting
€47
per adult
88% of travellers recommend
Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)
€20
per adult
Frequently asked questions
How much does a Pentolina holiday package cost?
You'll find cheap prices from €316 on Expedia for your Pentolina getaway. However, factors like the length of stay, the season and your choice of hotel will influence how much your holiday to Pentolina costs.
What are the cheapest months to go to Pentolina?
January, February and November are the best times to search for cheap Pentolina holiday packages. Choosing to travel in quieter months means you can generally find lower prices on accommodation and flights.
How many days is enough for Pentolina?
The ideal duration of your Pentolina holiday depends on what you'd like to see. Usually, a few days to a week will give you time to visit all the top attractions and explore some hidden treasures along the way.
How to find the best Pentolina package deals?
Use Expedia's handy filters to help you find some of the best Pentolina package deals. When you begin 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 adventure for midweek, or search for Pentolina package deals in the off-peak season. Switch up 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 Pentolina holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging stays and flights separately. Better still, you can personalise your Pentolina escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a holiday package to Pentolina?
Secure incredible bargains by booking your flights early with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Pentolina trip.
How to plan a trip to Pentolina?
- Choose when to go: Check your schedule and get your bags packed. Your favourite time of year and the available activities will also help you decide when to escape to Pentolina.
- Budget wisely: On top of the cost of your stay, you'll need to consider other expenses too. These include food, transportation and flights. Also, set aside some extra funds for unexpected costs that may crop up during your trip to Pentolina.
- Decide how long to go for: Now that you're more familiar with Pentolina, you can work out the right length of your holiday. Create a rough itinerary and allocate enough time to get through everything on your must-do list.
- Bundle your airfare and accommodation: Once you've nailed down your trip dates and duration, lock in the right Pentolina holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
