Certaldo Vacations from $707

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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
Save 100% on your flight
Price was $1,170, price is now $707 per person
$707
per person
Nov 11 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,005 reviews)
The room that we used for 5 nights was filthy.and dusty. The shower was very small, barely squeeze in. The interior was outdated with only one point to recharge phones and the cupboards were broken. The door to the room required force to open and close. Location is convenient close to transport.

Reviewed on Aug 23, 2025

L'Andana

L'Andana

5 out of 5
Save 100% on your flight
Price was $3,172, price is now $1,995 per person
$1,995
per person
Sep 25 - Oct 1
found 1 day ago
Roundtrip flight included
New York (JFK) to Florence (FLR)
9.4/10 Exceptional! (79 reviews)
What an amazing place I hope to get back here next year again everybody was super nice. Property was super nice. It is quite relaxing. Great food apparently a great wine as well but I don’t drink. I highly recommend anybody to go.

Reviewed on Jul 5, 2025

Hotiday Room Collection - Massa Alta

Hotiday Room Collection - Massa Alta

3 out of 5
Save 100% on your flight
Price was $2,236, price is now $1,586 per person
$1,586
per person
Sep 25 - Oct 1
found 1 day ago
Roundtrip flight included
New York (JFK) to Florence (FLR)
No reviews
The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,462, price is now $837 per person
$837
per person
Nov 11 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (469 reviews)
The hotel is located a 25 min walk away from the heart of Florence so very easy to access the main attractions within the city. The hotel itself is immaculate and the staff are extremely helpful with dealing with any questions you may have. Being able to access the spa everyday for 1 and 30 minutes is an excellent perk as the facilities are well worth a visit, you are also able to book massages for an extra fee. The breakfast also gives a variety of options to start each day and the room itself is spacious, with the shower particularly being very comfortable.

Reviewed on Aug 13, 2025

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,304, price is now $756 per person
$756
per person
Nov 11 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,005 reviews)
Our stay was lovely, very comfortable, small but good choice of breakfast. Beds were comfy and room was clean when we arrived and cleaned everyday. I would only suggest maybe for a shower curtains as when we had a shower the bathroom floor would be all wet, but easily to clean. And just a note on how to use the phone if we need to call reception but overall the hotel facilities and the staff were brilliant if i could give more then 5 stars i would.

Reviewed on Aug 19, 2025

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Discover the most popular places to visit in Certaldo

Casa del Boccaccio

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 culturally rich 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

San Gimignano: Bike tour in the Tuscan Hills

San Gimignano: Bike tour in the Tuscan Hills

$627
per adult
San Gimignano: Bike tour in the Tuscan Hills
Having fun while tasting Chianti

Tuscany Wine Tour : 2 Wineries & San Gimignano from Florence

$221
per adult
100% of travellers recommend
Tuscany Wine Tour : 2 Wineries & San Gimignano from Florence
Chianti Wineries Tour with 7 Wine Tastings from Florence

Chianti Wineries Tour with 7 Wine Tastings from Florence

$100
per adult
Chianti Wineries Tour with 7 Wine Tastings from Florence
See all activities in Certaldo

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 refundable
$110 nightly
The price is $138 total per night from Aug 27 to Aug 28
$138 total
Aug 27 - Aug 28
Total with taxes and fees
8.8/10 Excellent! (1,168 reviews)
"Ive added review. Please stop asking me."

Reviewed on Aug 19, 2025

The Social Hub Florence Lavagnini
Grand Hotel Baglioni

Grand Hotel Baglioni

4 out of 5
Piazza Unita Italiana 6, Florence, FI
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $198 total per night from Aug 28 to Aug 29
$198 total
Aug 28 - Aug 29
Total with taxes and fees
9/10 Wonderful! (1,008 reviews)
"Beautifully restored hotel situated very conveniently across from the train station and within easy walking distance of the main city sights. Beautiful views from the rooftop terrace, with panoramic views of Florence. One of the best buffet breakfasts we have had, including a full spread of both ..."

Reviewed on Aug 23, 2025

Grand Hotel Baglioni
Hotel Calimala Florence

Hotel Calimala Florence

4 out of 5
Via Lamberti 5, Florence, FI
Fully refundableReserve now, pay when you stay
$244 nightly
The price is $285 total per night from Aug 27 to Aug 28
$285 total
Aug 27 - Aug 28
Total with taxes and fees
9.6/10 Exceptional! (854 reviews)
"Staff was very friendly"

Reviewed on Aug 21, 2025

Hotel Calimala Florence
See all 15,353 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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Frequently asked questions

How much does a Certaldo vacation package cost?
You'll find cheap prices from $707 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.