Pentolina Holidays

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Your Pentolina Holiday

Lock in a custom holiday package to Pentolina and start looking forward to your next great adventure. Base yourself in the neighbourhood of Frosini, which is great for history and culture, for a real taste of this unique city. Every good trip to Pentolina has to include some sightseeing. Where to go first? Abbazia di San Galgano and Eremo di Montesiepi are major attractions. Your Pentolina holiday is just clicks away. Explore accommodation, flights and more on Expedia for a getaway that's tailored just for you.

Pentolina Holiday

Pentolina Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Max Temp Winter
10ºC
Max Temp Summer
29ºC
Top Sights
Abbazia di San Galgano and Eremo di Montesiepi

Our pick of the best Pentolina Hotel Deals

Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
The price is AU$137 per night from 30 Nov to 1 Dec
AU$137
30 Nov - 1 Dec
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
"Hotel was fine, the staff need to communicate through what port to enter to avoid ZTL fine!! We got fined since we didn’t know. A lady staff was kind enough to email police department not to fine but it didn’t work. The hotel is on the edge of the ZTL zone and you need to enter through “San Marco” ..."

Reviewed on 29 Oct 2026

Hotel Athena
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
The price is AU$472 per night from 30 Nov to 1 Dec
AU$472
30 Nov - 1 Dec
includes taxes & fees
9.2/10 Wonderful! (644 reviews)
"Great stay!"

Reviewed on 29 Oct 2026

Grand Hotel Continental Siena – Starhotels Collezione
Hotel Chiusarelli

Hotel Chiusarelli

3 out of 5
Viale Curtatone 15 Siena SI
Fully refundableReserve now, pay when you stay
The price is AU$138 per night from 30 Nov to 1 Dec
AU$138
30 Nov - 1 Dec
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Perfect in location, cleanliness,staff, amenities.... Wonderful 👍"

Reviewed on 24 Oct 2026

Hotel Chiusarelli
See all 3,515 properties in Pentolina
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.
All Inclusive Holidays
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beach holidays
Beach Holidays
Beach Holidays

What to do in Pentolina

Siena: Cathedral Complex Pass with Audio Guide

Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)

AU$32
per adult
Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)
Pasta-making class at a Cesarina's home with tasting - Siena

Pasta-making class at a Cesarina's home with tasting - Siena

AU$290
per adult
Pasta-making class at a Cesarina's home with tasting - Siena
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

AU$128
per adult
88% of travellers recommend
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
See all activities in Pentolina

Frequently asked questions

How much does a Pentolina holiday package cost?
You'll find cheap prices 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.