Pentolina Holidays from £204
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
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.
Lilium Hotel
Historic Centre of Florence
£858
per person
17 Oct - 24 Oct
found 10 hours ago
Return flight included
London (LON) to Florence (FLR)
9/10 Wonderful! (28 reviews)
Great hotel. Close to everything. Wasn't fancy, but it was clean and the staff were great. Breakfast was good as well.
Reviewed on 22 Aug 2026
EXE Toscana
Mugnano
£741
per person
26 Oct - 30 Oct
found 1 day ago
Return direct flight included
London (LGW) to Florence (FLR)
8.4/10 Very good! (852 reviews)
The hotel is located very near the autostrade and outside the walled city. Access is easy and direct. Staff were multi lingual and friendly. English was not a problem. Parking is free. Breakfast is served as a buffet and you do need to notify if you intend to partake. It is 13euros. There is a good variety, but it is the same every day. There is an espresso/coffee machine. Nothing available to order.
Amenities. There aren’t any (like fitness room or pool). There are meeting rooms up from the lobby. The restaurant isn’t open beyond breakfast and they only offer the buffet. The bar is only open weekdays in the evening. There is a supermarket next door and a McDonald’s around the corner, both easy walking distance. A bit further are a couple of sit-down restaurants and a very good pizzeria. There are more pizzerias here than Starbucks in Seattle! We would stay there again. The lack of amenities isn’t important to us.
Reviewed on 2 Aug 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
La Certosa di Pontignano
loc. Pontignano, 5 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
£94
8 Sept - 9 Sept
includes taxes & fees
9.4/10 Exceptional! (559 reviews)
"Beautiful place, very quiet, in love with gardens"
Reviewed on 31 Aug 2026
Hotel Athena
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
£233
30 Sept - 1 Oct
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
"The hotel was immaculate, the staff on the front desk were fantastic and the breakfast was one of the best I've had. I had chosen the hotel based on the terrace, and really wanted to have a drink watching the sunset. I emailed in advance to see if I needed to make a reservation for this, and was ..."
Reviewed on 2 Sept 2026
Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
£514
20 Sept - 21 Sept
includes taxes & fees
9.2/10 Wonderful! (625 reviews)
"Great location, beautiful rooms, wonderful staff!"
Reviewed on 28 Aug 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
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
£61
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
£45
per adult
88% of travellers recommend
Tuscany Day Trip to Siena & San Gimignano with Optional Wine Tasting
£40
per adult
90% 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
- 5 Star Hotels in Monticiano
- 5 Star Hotels in Rosia
- Hotels near Abbazia di San Galgano
- Gay-Friendly Hotels in Bagnaia
- Borgo Santo Pietro
- Spa Hotels in Chiusdino
- This ground floor house (55 sqm) consists of a living room with fireplace
- Villa La Cappella
- Villa Montalcinello
- Chiusdino Hotels
- Lama Hotels
- Agriturismo la roggiola
- Casa Sofi
- Fattoria Il Santo
- Poggetto
- Monticiano Hotels
- Agriturismo Le Canterie
- Bellavista Farmhouse
- Villa Costa
- Podere Cerciano
- Radicondoli Hotels
- Siena Hotels
- All PROPERTY 7BR
- Casale il Colombaio di Toiano
- Residence Borgo San Lorenzo a Linari
- Spacious apartment strategically located for visiting Siena and province
- L'arco at Podere il Moro
- Flights to Chiusdino
- Flights to Sovicille
- Flights to Stigliano
- Flights to Province of Siena
- Flights from Aberdeen (ABZ) to Siena (SAY)
- Flights from Amsterdam (AMS) to Siena (SAY)
- Flights from Beirut (BEY) to Siena (SAY)
- Flights from Belfast (BFS) to Siena (SAY)
- Flights from Birmingham (BHX) to Siena (SAY)
- Flights from Bournemouth (BOH) to Siena (SAY)
- Flights from Bristol (BRS) to Siena (SAY)
- Flights from Copenhagen (CPH) to Siena (SAY)
- Flights from Cardiff (CWL) to Siena (SAY)
- Flights from Dublin (DUB) to Siena (SAY)
- Flights from Edinburgh (EDI) to Siena (SAY)
- Flights from East Midlands (EMA) to Siena (SAY)
- Flights from Glasgow (GLA) to Siena (SAY)
- Flights from São Paulo (GRU) to Siena (SAY)
- Flights from Osaka (KIX) to Siena (SAY)
- Flights from Leeds (LBA) to Siena (SAY)
- Flights from London (LGW) to Siena (SAY)
- Flights from London (LHR) to Siena (SAY)
- Flights from Liverpool (LPL) to Siena (SAY)
- Flights from London (LTN) to Siena (SAY)
- Flights from Manchester (MAN) to Siena (SAY)
- Flights from Manchester (MHT) to Siena (SAY)
- Flights from Naples (NAP) to Siena (SAY)
- Flights from Newcastle (NCL) to Siena (SAY)
- Flights from Olbia (OLB) to Siena (SAY)
- Flights from Rouen (URO) to Siena (SAY)
- Flights from Warsaw (WAW) to Siena (SAY)
- Abbazia di San Galgano
- Alta Val d'Elsa River Park
- Visit Ancaiano
- Biolago Geotermico Acqua Harda
- Visit Casciano di Murlo
- Casole d'Elsa Holidays
- Castiglion del Bosco Winery
- Chiusdino Holidays
- Visit Chiusdino
- Visit Ciciano
- Colle di Val d'Elsa Holidays
- Fontebranda
- Lsola d'Arbia Holidays
- Visit Montalcinello
- Monteriggioni Holidays
- Monticiano Holidays
- Visit Montingegnoli
- Museo dell'Opera del Duomo
- Visit Orgia
- Palazzo Pubblico
- Visit Pentolina
- Piazza del Campo
- Piccolomini Library
- Podere Ristella Vineyards and Winery
- Province of Siena Holidays
- Visit Rosia
- Visit San Lorenzo a Merse
- Visit San Rocco a Pilli
- Santa Maria alle Scotte Polyclinic
- Visit Scalvaia
- Siena Holidays
- Visit Sovicille
- Stigliano Holidays
- Visit Stigliano
- Tatti Holidays
- Teatro dei Rinnovati
- Torniella Holidays
- Visit Ville di Corsano
* 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.
