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 refundable
The price is AU$266 per night from 23 Aug to 24 Aug
AU$266
23 Aug - 24 Aug
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"We stayed here Aug 2025, coming in from Florence. Siena is absolutely gorgeous and Hotel Athena was the perfect hotel to explore the area. The hotel itself was very nice, updated, good sized rooms with nice bathroom. Tea kettle in the room and water in the fridge (at no extra cost) was appreciated ..."

Reviewed on 10 Aug. 2025

Hotel Athena
Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34, Siena, SI
Fully refundableReserve now, pay when you stay
The price is AU$213 per night from 18 Aug to 19 Aug
AU$213
18 Aug - 19 Aug
includes taxes & fees
9.2/10 Wonderful! (686 reviews)
Just beautiful
"The building, the views, the staff, the food, everything was just incredible. It was so quiet we felt like we were the only people there until we went for breakfast and realised there were others in the hotel. The view from the our room at the back of the hotel over the Tuscan hills will live with ..."

Reviewed on 9 Aug. 2025

Palazzo Ravizza
Hotel Italia

Hotel Italia

3 out of 5
Viale Camillo Benso Conte di Cavour, 67, Siena, SI
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (982 reviews)
"Our host was incredibly helpful to our itinerary questions. The breakfast was good. The only minor points to note are the presence of mosquitoes and the shared bathroom, but these are the personal preferences"

Reviewed on 2 Aug. 2025

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Hotel Italia
See all 3,525 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.
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What to do in Pentolina

From Siena: Chianti and Castles Tour with Wine Tastings

From Siena: Chianti and Castles Tour with Wine Tastings

AU$152
per adult
From Siena: Chianti and Castles Tour with Wine Tastings
Siena, San Gimignano, Monteriggioni & Chianti from Florence

Siena, San Gimignano, Monteriggioni & Chianti from Florence

AU$116
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
Torre del Mangia

Siena and San Gimignano: Small-Group Tour with Lunch from Florence

AU$265
per adult
100% of travellers recommend
Siena and San Gimignano: Small-Group Tour with Lunch from Florence
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.