Castelfalfi Holidays from £418
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Your Castelfalfi Holiday
The stress-free way to experience this unique city is with a tailor-made Castelfalfi holiday package. Base yourself in the neighbourhood of Capannoli, which is good for walking, nature and history or choose someplace else — our packages are all about you. If visiting the sights is a must during your trip to Castelfalfi, make sure you swing by popular attractions like Castelfalfi Golf Course and Monastery of San Vivaldo. Don't delay your visit to this city any longer. Your perfect Castelfalfi holiday is only a few clicks away with Expedia.
Top Castelfalfi Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
The Moon Boutique Hotel & Spa
Historic Centre of Florence
£647
per person
27 Nov - 1 Dec
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
9.6/10 Exceptional! (605 reviews)
Extremely clean, breakfast service was awesome. Absolutely beautiful room . Shower with steam and jacuzzi settings was wonderful.
Reviewed on 2 Oct 2026
Donati Luxury Tower Suites
Historic Centre of Florence
£930
per person
13 Dec - 19 Dec
found 8 hours ago
Return flight included
London (LGW) to Florence (FLR)
9.8/10 Exceptional! (77 reviews)
Excellent lodging option very close to the Duomo and central to Florence. It is a terrific location in that it is close to everything but secluded off a very small road that only gets traffic for people checking in or leaving the property. The lodging is in a very old tower that has been converted to about 10 rooms. The front desk is excellent and surprised us when we checked in by telling us they would deliver an assortment of pastries to our room every day for breakfast. We had the Gemma suite which was not large but well laid out with a very comfortable bed and furniture and a very nice bathroom.
Reviewed on 4 Oct 2026
Hotel Regency
Historic Centre of Florence
£618
per person
13 Dec - 19 Dec
found 8 hours ago
Return flight included
London (LGW) to Florence (FLR)
9.4/10 Exceptional! (462 reviews)
Excellent in every way. Special thanks to Elisa who went beyond the call with communication for the months leading up to our trip and for securing the best table in the house for our sunset apperitivo in Fiesole. And to Massimo for his genuine kindness and friendliness with every interaction.
Reviewed on 4 Oct 2026
Castelfalfi Essential Information
Language | Italian |
|---|---|
Currency | Euros |
Local Welcome | Ciao |
Local Goodbye | Ciao |
Closest Airport | Galileo Galilei Airport (PSA) |
Max Temp Winter | 10ºC |
Max Temp Summer | 29ºC |
Top Sights | Castelfalfi Golf Course, Monastery of San Vivaldo and Villa da Filicaja |
Top hotels in Castelfalfi
Castelfalfi
Località Castelfalfi Montaione FI
£695
23 Oct - 24 Oct
includes taxes & fees
Poderi Arcangelo
Localita Capezzano San Gimignano SI
Fully refundableReserve now, pay when you stay
£94
8 Nov - 9 Nov
includes taxes & fees
9/10 Wonderful! (378 reviews)
"Beautiful property, nice and helping staff. We enjoy our stay ."
Reviewed on 1 Oct 2026
Fattoria di Vegi
Località Vegi, 16 Castellina in Chianti SI
Fully refundableReserve now, pay when you stay
£207
22 Oct - 23 Oct
includes taxes & fees
10/10 Exceptional! (36 reviews)
"LOVE LOVE LOVE This was the highlight of our 2.5 week Toscana trip!! You won't regret booking. The space is stunning and newly opened and staff are welcoming and wonderful!"
Reviewed on 7 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.
Stay near popular Castelfalfi attractions
Castelfalfi Golf Course
9.6/10 (11 reviews)
Enjoy a round of golf in Castelfalfi at Castelfalfi Golf Course. Discover the beautiful countryside in this relaxing area.
What to do in Castelfalfi
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
£42
per adult
78% of travellers recommend
San Gimignano: Evening Flavors Dinner & Wine tasting
£48
per adult
Tootbus Tuscany Multi-Day Tours from Florence: Explore at Your Own Pace
£29
per adult
Frequently asked questions
Why should I book my Castelfalfi holiday with Expedia?
With great-value airfares, car hire and accommodation choices all in one place, Expedia makes arranging your Castelfalfi holiday a cinch. Plus, we can help you bundle your bookings into a package holiday so you can enjoy even more savings. Select from awesome properties, add flights and/or a car hire (and maybe even some exciting activities!) and get incredible prices. Need to change your plans? Expedia has a flexible cancellation policy for many reservations. To discover more, visit our Customer Service Portal link.
When is the best time of year to holiday in Castelfalfi?
If you love the buzz of peak season, visit Castelfalfi in February, June and July. If you want a more relaxed vibe, October, November and December are better times to visit. Arrange your getaway to Castelfalfi based on what style of holiday you want. January is the coolest month, when daytime temperatures average 4ºC. In July, the warmest period, you can expect temperatures of around 24ºC during the day.
What is the top hotel for my holiday in Castelfalfi?
Offering plenty of amenities and a cosy place to relax between adventures, Toscana Resort Castelfalfi will make the perfect base for your Castelfalfi getaway.
How do I get a cheap holiday to Castelfalfi?
If you love getting an amazing deal, combine your bookings into a Castelfalfi holiday. Whether you're chasing flights, hotels, hire cars or tours, you can browse and book them all in one place. You'll have a wealth of choice at your fingertips as well. Expedia has more than 400 air carriers and 321,000 hotel options around the globe to pick from. Fly with who you prefer, book a room where you like and save precious money — now that's the perfect holiday! Learn more about how you can save money on your holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Castelfalfi holiday?
From Castelfalfi Golf Course to Monastery of San Vivaldo, there's an array of fun places to visit during your holiday in Castelfalfi. Explore this city's many other sights if you have some extra time.
What is the best area to stay in when on holiday in Castelfalfi?
Castelfalfi has many popular places to see, like Castelfalfi Golf Course. Book accommodation nearby and make sightseeing stress-free.
Do I need a visa for my Castelfalfi holiday?
Look up the latest rules on official government websites. Your nationality and whether you're travelling for study, leisure or business will determine if you require a visa for Castelfalfi. Familiarise yourself with the application process, including any required documentation, fees and turnaround times. Submit your application well in advance to allow plenty of time for processing. Some visas may take many weeks or even months to obtain, depending on the country and time of year.
What should I wear on my Castelfalfi holiday?
Though everyone's personal style is different, it can be helpful to have a few guidelines for what type of clothes to bring on your holiday in Castelfalfi. Think about browsing social media before you leave so you can blend in like a local. Daytime temperatures in January, Castelfalfi's coolest month, average around 4ºC. July marks this city's warmest month when the average reaches 24ºC. Our top tip? Take the guesswork out of what to pack and check the weather forecast.
What does an Expedia Castelfalfi holiday include?
Flights, hotels and car hires, or any combination of the three — the choice is all yours! Whether you're headed to Castelfalfi with the entire family or travelling with your friends, there's a bundle to suit your style and budget. Once you've made your booking, why not add on one or two tours and experiences? Explore an excellent range of property types and select one that matches the size of your group. The most popular rentals here are apartments and private holiday homes. With Expedia, it's easy to customise your Castelfalfi retreat any way you like.
Does Expedia offer Book Now, Pay Later Castelfalfi holidays?
Expedia has teamed up with online lender Klarna to make booking your next break easier on your bank balance. Paying in instalments means you can spread the costs of your next dream escape, leaving you with more cash to play with while you're away. Klarna has several payment plans to choose from, so you're sure to find one that suits your budget. Consider these flexible payment options:
- Pay monthly holidays: Klarna offers the ability to pay in multiple instalments that work for all budgets, so you can jet away on that well-deserved holiday sooner.
- No-deposit holidays: Clicking the "book now" button is easier with this payment plan. With no deposit required for your escape, you can Book Now, Pay Later and start packing your suitcase.
Can I choose my airline with a Castelfalfi Expedia holiday?
Expedia has access to more than 400 partner airlines globally, so you definitely can. Simply select your preferred air carrier and create the perfect Castelfalfi escape.
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.
