Certaldo Vacation Packages

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Your Certaldo Vacation

From its medieval heritage to its spectacular views and beyond, there's plenty to love about Certaldo. Uncover the delights of this awesome city with a Certaldo vacation package that's tailored to you. Every trip to Certaldo needs a well-planned itinerary. Fill yours with attractions like Collegiate Church of Santa Maria Assunta, Tenuta Torciano Winery and Piazza Duomo. Your ideal Certaldo vacation is clicks away. Browse hotels, flights and more on Expedia for a getaway that's tailored just for you.

Top Certaldo Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Villa Pitiana

Villa Pitiana

4 out of 5
Price was CA $1,688, price is now CA $1,278 per person
CA $1,278
per person
Sep 10 - Sep 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
8.6/10 Excellent! (150 reviews)
Historical and beautiful place! Not usual hotel rooms!

Reviewed on Jun 2, 2026

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was CA $2,399, price is now CA $1,616 per person
CA $1,616
per person
Sep 3 - Sep 7
found 10 hours ago
Roundtrip flight included
Montreal (YMQ) to Florence (FLR)
7.6/10 Good! (1,004 reviews)
Highly recommended

Reviewed on Jun 30, 2026

Hotel Annabella Roof Terrace

Hotel Annabella Roof Terrace

3 out of 5
Historic Centre of Florence
Price was CA $2,893, price is now CA $2,140 per person
CA $2,140
per person
Sep 9 - Sep 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Florence (FLR)
8.8/10 Excellent! (145 reviews)
Very friendly staff, good breakfast and close to Termini.

Reviewed on Jun 27, 2026

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Price was CA $4,235, price is now CA $3,170 per person
CA $3,170
per person
Sep 15 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.6/10 Exceptional! (569 reviews)
Very nice and friendly staff, good breakfast, nice and clean hotel

Reviewed on Jun 18, 2026

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
Price was CA $4,767, price is now CA $3,587 per person
CA $3,587
per person
Sep 15 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
8.8/10 Excellent! (1,001 reviews)
Great location with great rooms. It was exceedingly hot and the air-conditioning kept up. The roof top bar was amazing- you could see the whole city.

Reviewed on Jul 1, 2026

Ready to book your vacation to Certaldo?

 

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Certaldo 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 $159 per night from Jul 5 to Jul 6
CA $159
CA $197 total
Jul 5 - Jul 6
includes taxes & fees
9/10 Wonderful! (1,431 reviews)
"Le personnel a été très accueillant, belle hôtel propre et le lit était confortable."

Reviewed on Jun 30, 2026

The Social Hub Florence Lavagnini
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 $199 per night from Jul 12 to Jul 13
CA $199
CA $241 total
Jul 12 - Jul 13
includes taxes & fees
9.4/10 Exceptional! (607 reviews)
"The hotel is good, good location, comfortable rooms and great rooftop pool and bar area. However we was in room 3223, stayed 2 nights and the corridor absolutely stank disgusting of sewage. The whole time we were there never interacted with a member of hotel staff, it is self check-in and self check-out ..."

Reviewed on Jul 1, 2026

The Social Hub Florence Belfiore
Plus Florence - Hostel

Plus Florence - Hostel

Via Santa Caterina D'Alessandria, 15 Florence FI
Fully refundableReserve now, pay when you stay
The price is CA $115 per night from Jul 12 to Jul 13
CA $115
CA $139 total
Jul 12 - Jul 13
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Plus Florence was awesome! The atmosphere is really fun and there are lots of people to meet and hang out with! The room was clean and the ac worked wonderfully! I would definitely go back next time I’m in Florence."

Reviewed on Jun 27, 2026

Plus Florence - Hostel
See all 15,570 properties in Certaldo
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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Stay near popular Certaldo attractions

Casa del Boccaccio

8.6/10 (7 reviews)
You can browse the exhibits at Casa del Boccaccio, a museum with a storied past, during your trip to Certaldo. Discover the beautiful countryside and wineries in this culturally rich area.
See properties

What to do in Certaldo

Tuscany in 1 day: Pisa, San Gimignano and Siena with Lunch

Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch

CA $79
per adult
78% of travellers recommend
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
Discover Chianti Through its Wines

Discover Chianti Through its Wines

CA $72
per adult
Discover Chianti Through its Wines
Organic Wine Tour&Tasting overlooking Chianti Classico Vineyards

Organic Wine Tour&Tasting overlooking Chianti Classico Vineyards

CA $39
per adult
Organic Wine Tour&Tasting overlooking Chianti Classico Vineyards
See all activities in Certaldo

Frequently asked questions

How much does a Certaldo vacation package cost?
Offering excellent value package deals from CA $1,278 on Expedia, you'll be surprised at how little a vacation to Certaldo costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Certaldo?
To score cheap Certaldo vacation packages, plan your getaway outside of peak periods such as school holidays. You'll generally find better availability and lower prices when it's less busy.
How many days is enough for Certaldo?
With around 3 days, you'll have enough time to visit popular neighbourhoods like San Gimignano City Centre and Montebello Due during your Certaldo vacation. Make sure to also add Sovestro in Poggio Winery and Vernaccia di San Gimignano Wine Museum to your list of must-sees. Up for some more adventures? Consider venturing outside of Certaldo on tours and day trips.
Is it worth booking a vacation package to Certaldo?
Certaldo has everything you need for an amazing break — walking trails, views and bars and pubs are just the start. Whether you'd like to check out attractions such as Casa del Boccaccio and Palazzo Pretorio, or venture off the beaten track, you'll have plenty to explore on your Certaldo vacation.
How to find the best Certaldo package deals?
Begin your search for a Certaldo package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Certaldo package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Certaldo adventure underway.
Is it cheaper to book a Certaldo vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging stays and flights individually. Better still, you can personalize your Certaldo escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Certaldo?
Secure incredible discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Certaldo trip.
How to plan a trip to Certaldo?

  1. Choose when to go: Check your calendar and get packing. Your preferred season and the activities available will also help you decide when to vacation in Certaldo.
  2. Set a budget: Factor in expenses such as transportation, flights and meals when calculating how much to set aside for your trip to Certaldo. Then, select a property that works with your budget, whether that's a wallet-friendly option or a more luxurious retreat.
  3. Decide how many days away: Start by compiling a list of the activities and attractions you want to experience in Certaldo. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to find a Certaldo vacation package that brings all your bookings together.

Explore a world of travel with Expedia

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