Pentolina Holidays from £320

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Your Pentolina Holiday

Come and discover this vibrant city for yourself with a Pentolina holiday package. Consider spending some time in the neighbourhood of Frosini, which is great for history and culture, and your time here is bound to be unforgettable. Abbazia di San Galgano and Eremo di Montesiepi are a couple of the major attractions to visit during your trip to Pentolina. Whatever your travel plans or budget, organising your ultimate tailored Pentolina holiday is a breeze with Expedia.

Top Pentolina Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Via Del Santo
Residenza Florentia
Hotel Palazzo San niccolò & Spa
The Poet Hotel
Eurostars Florence Boutique

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

Top hotels in Pentolina

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 £306 per night from 19 Aug to 20 Aug
£306
19 Aug - 20 Aug
includes taxes & fees
9.2/10 Wonderful! (618 reviews)
"The staff was wonderful. The service was beyond my expectations. They even have a pillow menu. It is close to shopping, and restaurants. Everything was clean and beautiful."

Reviewed on 20 Jul 2026

Grand Hotel Continental Siena – Starhotels Collezione
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

5 out of 5
Strada Comunale 14 Siena - Vagliagli 18 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
The price is £375 per night from 3 Aug to 4 Aug
£375
3 Aug - 4 Aug
includes taxes & fees
9.4/10 Exceptional! (215 reviews)
"Borgo refers to something like little village and that’s what this property is. A cluster of beautiful stone buildings and gravel drives surrounded by acres of olive and lavender. Beautifully appointed common and areas in rooms. Excellent restaurant with elevated cuisine. Beautiful pool. Distance ..."

Reviewed on 15 Jul 2026

Borgo Scopeto Wine & Country Relais
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
The price is £141 per night from 20 Aug to 21 Aug
£141
20 Aug - 21 Aug
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"Easy parking and close to the city crntre"

Reviewed on 19 Jul 2026

Hotel Athena
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

Frequently asked questions

Why should I book my Pentolina holiday with Expedia?
With great-value flights, car hire and hotel options all in one place, Expedia makes booking your Pentolina getaway a cinch. What's more, we can help you bundle your bookings into a package holiday so you can save even more. Choose from amazing escapes, add flights and/or a hire car (and maybe even some fun tours!) and get unbeatable prices. Want to change your plans? Expedia offers a flexible cancellation policy for many bookings. To find out more, visit our Customer Service Portal link.
When is the best time of year to holiday in Pentolina?
Pentolina gets busy in January, March and September. If you're not into crowds and prefer a calmer pace, lock in your getaway for February, April and July. Arrange your trip to Pentolina according to what style of adventure you want. January is the coolest month, when average daytime temperatures are 4ºC. In July, the warmest month, you will experience temperatures of around 24ºC during the day.
What is the top hotel for my holiday in Pentolina?
Borgo Santo Pietro sets the stage for a wonderful adventure in Pentolina, offering all the amenities you'll need and more.
How do I get a cheap holiday to Pentolina?
Secure flights that suit your busy schedule, add a hotel room to your booking and watch the savings stack up with a Pentolina holiday. It's that easy! From hotels and flights to hire cars and tours, Expedia is your gateway to cheap travel. And with over 400 partner airlines and 321,000 hotels across the globe to select from, you'll never be short of choice. Learn more about how you can save money on your next holiday when you combine your hotel and flight bookings with Expedia.
What should I do on my Pentolina holiday?
When arranging a holiday in Pentolina, be sure to put Abbazia di San Galgano on your list of must-sees. To make your time away even more special, include Eremo di Montesiepi and other notable tourist attractions here too.
Do I need a visa for my Pentolina holiday?
Official government websites are the best source of information on visa requirements, application procedures and any supporting documentation. Your nationality and reason for visiting, whether it be for work or pleasure, will determine if you'll need a visa for Pentolina. Also double-check that your passport is up to date and has at least six months validity remaining beyond your date of return. Finalise all your travel planning ahead of time to avoid any nasty last-minute surprises.
What should I wear on my Pentolina holiday?
Although everyone's personal style differs, it can be useful to have a few guidelines for what type of clothes to wear on your holiday in Pentolina. Consider searching style blogs before you leave for inspiration on fashion trends or dress codes. Check the local weather forecast so you can pack your bags accordingly. The warmest time of year in Pentolina is July, with average daytime temperatures of 24ºC. If you're visiting during the coolest month of January, the mercury hovers around 4ºC during the day.
What does an Expedia Pentolina holiday include?
Hotels, flights and a shiny set of wheels for all your fun road trip adventures. Simply select your favourite bundle and get access to great discounts. Once you've made your booking, add on a few activities and tours and watch your savings grow. When it comes to crafting your Pentolina break, you're the boss! Experience the freedom and flexibility to personalise your holiday your way with Expedia.
Does Expedia offer Book Now, Pay Later Pentolina holidays?
We do. Expedia has partnered with online lender Klarna to help you conveniently pay for your trip in instalments. Simply select the payment plan that works for you during the checkout process and take the stress out of budgeting for your next trip. Remember to bundle your flights, car hire and accommodation with Expedia to get the biggest bang for your buck. Consider these flexible payment options below:

  • Pay monthly holidays: If paying in multiple transactions sounds right for you, Klarna can help. Paying in several transactions will make your holiday dreams come true.
  • No-deposit holidays: If not paying ahead of time for your trip makes clicking that "book now" button easier, choose a no-deposit holiday plan from Klarna so that you can Book Now, Pay Later!

Can I choose my airline with a Pentolina Expedia holiday?
Expedia offers access to more than 400 partner airlines worldwide, so you certainly can. Simply select your preferred air carrier and craft the perfect Pentolina holiday.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.