Castelfiorentino Vacation Packages

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Your Castelfiorentino Vacation

Reserve a Castelfiorentino vacation package that includes everything you need without any unnecessary extras. Good for walking, views and nature, think about basing yourself in the neighborhood of Montelupo Fiorentino. If your trip to Castelfiorentino includes a little sightseeing, hit up much-loved attractions like Castello Sonnino, Teatro del Popolo and Castle of Oliveto. Whoever you're traveling with and whatever your budget, your ultimate Castelfiorentino vacation is just a few clicks away with Expedia.

Top Castelfiorentino Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Cappuccina Country Resort

Cappuccina Country Resort

4 out of 5
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
8.4/10 Very Good! (69 reviews)
Really nice, quiet place to stay with an incredible view and convenient to San Gimignano. The staff and service was top notch with very friendly poolside service and at the restaurant. The room accommodations and beds are very comfortable, but the AC had trouble keeping up with the 90 degree days…especially with a mezzanine sleeping space. Regardless, we had a wonderful time.

Reviewed on Jun. 25, 2025

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Sep 14 - Sep 20
found 17 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Florence (FLR)
9.2/10 Wonderful! (1,003 reviews)
Great location and lovely breakfast.

Reviewed on Jul. 9, 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Sep 5 - Sep 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
The staff is very friendly.

Reviewed on Jul. 11, 2025

Tenuta di Artimino Member of Meliá Collection

Tenuta di Artimino Member of Meliá Collection

4 out of 5
per person
Aug 22 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
9.4/10 Exceptional! (116 reviews)
Rural area, quiet and quaint

Reviewed on Jul. 10, 2025

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
per person
Sep 14 - Sep 20
found 17 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Florence (FLR)
8.6/10 Excellent! (464 reviews)
Breakfast was very good and the staff were excellent. Expresso in the morning was on point.

Reviewed on Jul. 5, 2025

Ready to book your vacation to Castelfiorentino?

 

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Castelfiorentino Hotel Deals

The Social Hub Florence Lavagnini
The Social Hub Florence Lavagnini
4 out of 5
Viale Spartaco Lavagnini 70 72, Florence, FI
Fully refundableReserve now, pay when you stay
The price is CA $105 per night from Aug 3 to Aug 4
CA $105
CA $138 total
Aug 3 - Aug 4
includes taxes & fees
8.8/10 Excellent! (1,033 reviews)
"Great for easy access to/from railway station and walking to main sights. Rooftop pool & bar and views over city a definite plus. Some of the cleaning and maintenence could improve. Lift access in building not great."

Reviewed on Jul. 9, 2025

The Social Hub Florence Lavagnini
c-hotels Ambasciatori
c-hotels Ambasciatori
4 out of 5
Via Luigi Alamanni 3, Florence, FI
Fully refundableReserve now, pay when you stay
The price is CA $145 per night from Jul 20 to Jul 21
CA $145
CA $182 total
Jul 20 - Jul 21
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"Great spot to stay for the convenience of the train and walkable to sites. Extra convenient if you are dropping off a rental car and taking the train to Rome early the next day."

Reviewed on Jun. 30, 2025

c-hotels Ambasciatori
The Social Hub Florence Belfiore
The Social Hub Florence Belfiore
4 out of 5
Viale Belfiore, 55, Florence, FI
Fully refundableReserve now, pay when you stay
The price is CA $143 per night from Aug 3 to Aug 4
CA $143
CA $179 total
Aug 3 - Aug 4
includes taxes & fees
9.2/10 Wonderful! (201 reviews)
"Love our stays. Hotel was very beautiful, comfortable and lots of area to relax or socialize. The 5th floor where the pool area is the best I had seen in all the hotels I had stayed."

Reviewed on Jul. 12, 2025

The Social Hub Florence Belfiore
See all 14,620 properties in Castelfiorentino
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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

What to do in Castelfiorentino

A guided visit of San Gimignano

Horseback Ride in S.Gimignano with Tuscan Lunch Chianti Tasting

CA $304
per adult
100% of travellers recommend
Horseback Ride in S.Gimignano with Tuscan Lunch Chianti Tasting
Students and family friendly tours

Tuscany Vespa Tour from Florence with Wine Tasting

CA $321
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

CA $190
per adult
86% of travellers recommend
San Gimignano, Siena and Chianti - Small Group Tour
See all activities in Castelfiorentino

Frequently asked questions

How much does a Castelfiorentino vacation package cost?
Offering excellent value package deals from CA $1,491 on Expedia, you'll be thrilled with how little a vacation to Castelfiorentino costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Castelfiorentino?
Plan your trip for the low or shoulder season and you're likely to score cheap Castelfiorentino vacation packages. Keep in mind that public holidays and major events and festivals can have an impact on prices, so do some research before booking.
How many days is enough for Castelfiorentino?
Castelfiorentino vacations come in all shapes and sizes, but to really sink your teeth into this destination, we'd say 2 days is about right. With this timeframe, you can visit top sights like Castello Sonnino and Il Fiaschetto as well as underrated spots. Don't forget to visit neighbourhoods such as Alberi and Case Nuove either. If you're smart with your time, you may even be able to take a day trip from Castelfiorentino too.
Is it worth booking a vacation package to Castelfiorentino?
Castelfiorentino has everything you need for a memorable trip --- walking trails, views and bars and pubs are just the start. Whether you want to check out attractions such as Teatro del Popolo and Castle of Oliveto, or venture off the beaten track, there's plenty to do on your Castelfiorentino vacation.
How to find the best Castelfiorentino package deals?
Start your search for a Castelfiorentino package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Castelfiorentino package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Castelfiorentino escape off to a flying start.
Is it cheaper to book a Castelfiorentino vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and accommodations separately. Better still, you can tailor your Castelfiorentino escape to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Castelfiorentino?
If you've got your Castelfiorentino travel dates locked in, book as soon as you can to snap up some awesome deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Castelfiorentino?

  1. Choose your dates: The things you'd like to do in Castelfiorentino and your favourite season can help you decide when to go.
  2. Set a budget: Consider costs such as flights, food and transportation when calculating how much to save for your trip to Castelfiorentino. Then, select a hotel that matches your budget, whether that's a low-cost option or a more luxurious getaway.
  3. Decide how long to go away for: Now that you know more about Castelfiorentino, you can work out the perfect length of your vacation. Pull together a draft plan and give yourself enough time for all the things you want to do.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to find a Castelfiorentino vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.