Castelfalfi Holidays from £257

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Packages with flights are ATOL protected

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.
Villa Pitiana

Villa Pitiana

4 out of 5
per person
15 Sept - 20 Sept
found 4 hours ago
Return flight included
London (LON) to Florence (FLR)
8.6/10 Excellent! (146 reviews)
Great for staty with family and kids Great breakfast You need to drive allot if you want to visit Firenze Excellent fiendly staff

Reviewed on 22 Jun 2024

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
per person
20 Sept - 24 Sept
found 21 hours ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
The staff is very friendly.

Reviewed on 11 Jul 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
per person
8 Oct - 11 Oct
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
9.6/10 Exceptional! (462 reviews)
Hands down the best place we have stayed. They accommodated to go breakfasts for our tours, arranged taxis, made cappuccino when we were heading out the door. Wonderful experience

Reviewed on 6 Jun 2025

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
per person
14 Sept - 17 Sept
found 1 day ago
Return flight included
London (LGW) to Florence (FLR)
9.2/10 Wonderful! (1,003 reviews)
Great location and lovely breakfast.

Reviewed on 9 Jul 2025

La Villa di STR

La Villa di STR

3 out of 5
Siena Historical Center
Save 100% on your flight
per person
22 Aug - 29 Aug
just found
Return flight included
London (LON) to Florence (FLR)
9.2/10 Wonderful! (384 reviews)
Very welcoming staff and very clean. We really enjoyed our stay!

Reviewed on 22 Jun 2025

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
Castelfalfi
5 out of 5
Loc. Castelfalfi, Montaione, FI
The price is £598 per night from 1 Aug to 2 Aug
£598
1 Aug - 2 Aug
includes taxes & fees
9.4/10 Exceptional! (146 reviews)
"Es un lugar maravilloso y único. Puedes moverte a cualquier lugar de la Toscana y es cerca. Es el segundo año que regresamos para el cumpleaños de mi esposo. este lugar tiene Magia..."

Reviewed on 5 Jun 2025

Castelfalfi
Hotel Borgo di Cortefreda Relais
Hotel Borgo di Cortefreda Relais
4 out of 5
Via Roma 191, Barberino Tavarnelle, FI
The price is £139 per night from 28 Jul to 29 Jul
£139
28 Jul - 29 Jul
includes taxes & fees
9.2/10 Wonderful! (428 reviews)
"We were a group of 10 who just returned from a 4 night stay at this beautiful hotel. It exceeded our groups expectations. It is quaint, in a beautiful setting. The staff was excellent, accommodating any request that was made. Restaurant is very good, included breakfast was great, many choices. We ..."

Reviewed on 29 Jun 2025

Hotel Borgo di Cortefreda Relais
Villa Petriolo
Villa Petriolo
Via di Petriolo 7, Cerreto Guidi, FI
9.8/10 Exceptional! (67 reviews)
"Had an amazing time staying here for our honeymoon. Property is stunning. Rooms are comfortable, clean and nicely decorated. Inifinity pools looking over vineyards are iconic and a dream. The food was incredible and so fresh. I can’t wait to be able to return one day! Perfect romantic ..."

Reviewed on 10 Jul 2025

Get rates
Villa Petriolo
See all 6,797 properties in Castelfalfi
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Popular places to visit

Castelfalfi Golf Course

Enjoy a round of golf in Castelfalfi at Castelfalfi Golf Course. Discover the beautiful countryside in this relaxing area.

Castelfalfi Golf Course

Monastery of San Vivaldo

You can learn about the history of San Vivaldo with a trip to Monastery of San Vivaldo. Discover the beautiful countryside and wineries in this relaxing area.

Monastery of San Vivaldo

What to do in Castelfalfi

Tuscany Experience In Pisa, Siena, San Gimignano & Chianti

Tuscany Experience In Pisa, Siena, San Gimignano & Chianti

£56
per adult
92% of travellers recommend
Tuscany Experience In Pisa, Siena, San Gimignano & Chianti
Students and family friendly tours

Tuscany Vespa Tour from Florence with Wine Tasting

£171
per adult
100% of travellers recommend
Tuscany Vespa Tour from Florence with Wine Tasting
Full-Day Tour of San Gimignano, Siena & Chianti

San Gimignano, Siena and Chianti - Small Group Tour

£102
per adult
86% of travellers recommend
San Gimignano, Siena and Chianti - Small Group Tour
See all activities in Castelfalfi

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.

* 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.