Pentolina Holidays from £243
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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.
The Hoxton, Florence
Historic Centre of Florence
£285
per person
23 Nov - 26 Nov
found 13 hours ago
Return flight included
Birmingham (BHX) to Florence (FLR)
9.4/10 Exceptional! (358 reviews)
Book this hotel! It’s incredible!! The staff are so kind and helpful. The rooms are gorgeous and spacious and the outdoor spaces are incredible. The restaurants are also amazing. It’s about a 15-20 min walk from the main attractions but is tucked away on a quiet street away from the hustle and bustle. We cannot wait to come back!!!
Reviewed on 19 Oct 2026
Eurostars Florence Boutique
Historic Centre of Florence
£362
per person
21 Nov - 27 Nov
found 2 hours ago
Return flight included
London (LGW) 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
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
Hotel Athena
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
£103
19 Nov - 20 Nov
includes taxes & fees
Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
£266
18 Nov - 19 Nov
includes taxes & fees
Hotel Chiusarelli
Viale Curtatone 15 Siena SI
Fully refundableReserve now, pay when you stay
£79
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
Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)
£16
per adult
Siena, San Gimignano, Monteriggioni & Chianti from Florence
£56
per adult
88% of travellers recommend
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
£68
per adult
88% of travellers recommend
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
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* 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.
