Certaldo Vacations from $698

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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.

The Latest Certaldo vacation packages

Price found within the past 48 hours. Click for updated prices.
Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $959, price is now $698 per person
$698
per person
Jan 7 - Jan 11
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,004 reviews)
We were able to check-in early. It is walkable from Santa Maria Novella train station and so are the points of interest. When we arrived, the electric metal blinds was not working. Letitia gave us a sheet to temporarily give us privacy. When we came back from our tour the next day, it was already fixed. Great place to stay. Worth the money we paid for. Santa Maria Novella Basilica is close by. Worth visiting. Well recommended.

Reviewed on Oct 19, 2025

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,031, price is now $716 per person
$716
per person
Jan 7 - Jan 11
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,015 reviews)
Very central. You can walk to

Reviewed on Oct 20, 2025

Collegio alla Querce, Auberge Collection

Collegio alla Querce, Auberge Collection

5 out of 5
Le Cure
Save 100% on your flight
Price was $4,454, price is now $3,170 per person
$3,170
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
10/10 Exceptional! (3 reviews)
Villa Cora

Villa Cora

5 out of 5
Oltrarno
Price was $1,535, price is now $1,101 per person
$1,101
per person
Jan 8 - Jan 11
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (465 reviews)
The hotel is very beautiful, and the surrounding environment is also excellent.

Reviewed on Sep 26, 2025

The St. Regis Florence

The St. Regis Florence

5 out of 5
Historic Centre of Florence
Price was $1,567, price is now $1,125 per person
$1,125
per person
Jan 8 - Jan 11
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (261 reviews)
Nice property in a great location.

Reviewed on Jun 29, 2025

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Discover the most popular places to visit in Certaldo

Casa del Boccaccio

5/5(1 review)

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 relaxing area.

Casa del Boccaccio

Palazzo Pretorio

Find out about the history of Certaldo when you spend time at Palazzo Pretorio. Discover the beautiful countryside and wineries in this relaxing area.

Palazzo Pretorio

Museum of Sacred Art

You can study the exhibits at Museum of Sacred Art, a museum with a storied past, during your trip to Certaldo. Discover the beautiful countryside and wineries in this relaxing area.

Museum of Sacred Art

What to do in Certaldo

Full-Day Tour of San Gimignano, Siena & Chianti

San Gimignano, Siena and Chianti - Small Group Tour

$138
per adult
86% of travellers recommend
San Gimignano, Siena and Chianti - Small Group Tour
The Winery view

Discover Chianti Through its Wines

$45
per adult
Discover Chianti Through its Wines
San Gimignano: The Medieval City

San Gimignano: The Medieval City

$23
per adult
San Gimignano: The Medieval City
See all activities in Certaldo

Certaldo Hotel Deals

Grand Hotel Baglioni

Grand Hotel Baglioni

4 out of 5
Piazza Unita Italiana 6, Florence, FI
Fully refundableReserve now, pay when you stay
$163 nightly
The price is $195 total per night from Nov 10 to Nov 11
$195 total
Nov 10 - Nov 11
Total with taxes and fees
9/10 Wonderful! (1,029 reviews)
"Very nice hotel, wonderful staff. Only issue was room was a bit noisy when the window was open and warm when closed. Area outside is very crowded with people and cars. Hotel did offer to change rooms."

Reviewed on Oct 19, 2025

Grand Hotel Baglioni
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
$84 nightly
The price is $109 total per night from Nov 2 to Nov 3
$109 total
Nov 2 - Nov 3
Total with taxes and fees
8.8/10 Excellent! (1,264 reviews)
"I only had 36 hours in Florence, with my Daughter. We enjoyed what the hotel offered and its modern facilities. I think an extra day or two would have been even better, to try out more of what you offer. Well done."

Reviewed on Oct 20, 2025

The Social Hub Florence Lavagnini
IQ Hotel Firenze

IQ Hotel Firenze

4 out of 5
Via Camillo Cavour, 88, Florence, FI
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $161 total per night from Nov 10 to Nov 11
$161 total
Nov 10 - Nov 11
Total with taxes and fees
9.6/10 Exceptional! (1,013 reviews)
"Nice balcony Good amenities Clean Staff was very welcoming"

Reviewed on Oct 18, 2025

IQ Hotel Firenze
See all 15,249 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.

Find the Best Certaldo Vacation Packages

Certaldo Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Peretola Airport (FLR)
Population
13,000
Max Temp Winter
50ºF
Max Temp Summer
85ºF
Top Sights
Cantina Antinori, Isole e Olena Winery and Montegufoni Castle

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Frequently asked questions

How much does a Certaldo vacation package cost?
You'll find cheap prices from $698 on Expedia for your Certaldo getaway. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Certaldo costs.
What are the cheapest months to go to Certaldo?
November, December and January are the best times to search for cheap Certaldo vacation packages. Choosing to travel in quieter periods means you'll typically find lower prices on flights and accommodations.
How many days is enough for Certaldo?
Certaldo vacations come in many shapes and sizes, but to really get a feel for this destination, we think 3 days is about right. In this timeframe, you can fit in headline attractions like Casa del Boccaccio and Church of Saint Jacob and Saint Philip and track down some underrated spots. Don't skip cool neighborhoods such as San Gimignano City Centre and Montebello Due either. If you're clever with your time, you can even schedule a day trip from Certaldo too.
Is it worth booking a vacation package to Certaldo?
Whether you want to explore major sights such as Casa del Boccaccio and Palazzo Pretorio on your Certaldo vacation, or coming for its great bars and pubs, family-friendly attractions and history, there's something for everyone here. With so much to do, you'll soon find out why so many travelers think Certaldo is a good vacation destination.
How to find the best Certaldo package deals?
Use Expedia's handy filters to help you find some unbeatable Certaldo package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Certaldo package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Certaldo vacation as a package?
An Expedia vacation package could land you great savings when compared to booking accommodations and flights individually. Better still, you can customize your Certaldo getaway to match your exact needs. Pick 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?
If you're planning a spur-of-the-moment Certaldo vacation, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Certaldo?

  1. Choose when to travel: Check your diary and get packing. Your preferred season and the type of activities available will also help you decide when to vacation in Certaldo.
  2. Plan your budget wisely: On top of the price of your stay, you'll need to factor in other expenses too. These include food, transportation and flights. Also, put aside some extra funds for unexpected costs that may arise during your trip to Certaldo.
  3. Explore Certaldo using Expedia's trip planning tool: Gain insights into the leading attractions and best properties for your trip to Certaldo. You can also save your favorite locations, collaborate with friends and family and arrange all your plans in one place.
  4. Decide how long to go for: Now that you're more familiar with Certaldo, you can work out the right length of your break. Pull together a draft plan and give yourself enough time to cover everything you want to see.
  5. Combine your airfare and accommodations: After you've settled on your dates and duration, lock in the ideal Certaldo vacation package for you.
  6. Add on experiences and excursions: Take a look at our travel guide to find some fun things to do in Certaldo. Book tickets or make reservations before you go to save time and avoid the stress of trying to find activities when you arrive.

Does Expedia offer Book Now, Pay Later Certaldo vacation packages?
Your Certaldo getaway should be a relaxing escape from your busy life, not a source of money-related stress. So to give you a bit more flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.

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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.