Pentolina Holidays from £354

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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 Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
14 Oct - 17 Oct
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
9.6/10 Exceptional! (462 reviews)
The hotel is located a 25 min walk away from the heart of Florence so very easy to access the main attractions within the city. The hotel itself is immaculate and the staff are extremely helpful with dealing with any questions you may have. Being able to access the spa everyday for 1 and 30 minutes is an excellent perk as the facilities are well worth a visit, you are also able to book massages for an extra fee. The breakfast also gives a variety of options to start each day and the room itself is spacious, with the shower particularly being very comfortable.

Reviewed on 13 Aug 2025

Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Historic Centre of Florence
per person
22 Sept - 26 Sept
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
9.4/10 Exceptional! (230 reviews)
I VERY MUCH ENJOYED THE STAY

Reviewed on 18 Jul 2025

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
per person
12 Sept - 19 Sept
found 8 hours ago
Return flight included
London (LON) to Florence (FLR)
9.4/10 Exceptional! (104 reviews)
The staff were incredibly kind and helpful. I got a flat tire the day I was leaving the hotel and the staff went above and beyond to help me get the tire fixed so I could be on my way. The hotel is beautiful and the food was excellent. I also requested a more private room and the staff changed the room for me right away. Highly recommended for beauty, serene peace and quiet

Reviewed on 19 Jul 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
22 Sept - 26 Sept
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
7.6/10 Good! (1,007 reviews)
Air conditioner was excellent!!!

Reviewed on 11 Aug 2025

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
per person
18 Oct - 22 Oct
found 4 hours ago
Return flight included
London (LGW) to Florence (FLR)
8.6/10 Excellent! (468 reviews)
Great little hotel. Everything is within walking distance. The view from the terrace was amazing.

Reviewed on 6 Aug 2025

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

Hotel Athena

4 out of 5
P Mascagni 55, Siena, SI
Fully refundable
The price is £129 per night from 23 Aug to 24 Aug
£129
23 Aug - 24 Aug
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"Amazing staff and phenomenal food and views"

Reviewed on 12 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 £103 per night from 18 Aug to 19 Aug
£103
18 Aug - 19 Aug
includes taxes & fees
9.2/10 Wonderful! (684 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
The price is £74 per night from 28 Aug to 29 Aug
£74
28 Aug - 29 Aug
includes taxes & fees
9/10 Wonderful! (981 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

Hotel Italia
See all 3,516 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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Popular places to visit

Abbazia di San Galgano

You can learn about the history of Chiusdino when you stop by Abbazia di San Galgano. Discover the area's countryside and spas.

Abbazia di San Galgano

What to do in Pentolina

From Siena: Chianti and Castles Tour with Wine Tastings

From Siena: Chianti and Castles Tour with Wine Tastings

£74
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

£57
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

£130
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

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.

* 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.