Certaldo Vacations from $901
Book a Hotel + Flight or Car together to unlock savings
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.
The Moon Boutique Hotel & Spa
Historic Centre of Florence
$901
per person
Nov 17 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (592 reviews)
The Moon Hotel exceeded my expectations and is highly recommended.
The restaurant services and breakfast offerings were excellent
Management and particularly Ivan was absolutely outstanding.
Reviewed on Sep 9, 2026
Hotel Ginori al DUOMO
Historic Centre of Florence
$945
per person
Nov 17 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
8.8/10 Excellent! (61 reviews)
Fantastic stay, thank you for the upgrade, spacious, cool rooms. Great location, walk to the station and across the road is a convenience store and great restaurants and gelato in the same street
Reviewed on Sep 4, 2026
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 relaxing area.
Palazzo Pretorio
7.2/10 (5 reviews)
Find out about the history of Certaldo when you spend time at Palazzo Pretorio. Discover the beautiful countryside and wineries in this relaxing area.
Church of Saint Jacob and Saint Philip
8.8/10 (3 reviews)
Church of Saint Jacob and Saint Philip is just one of the places to see in Certaldo, so why not enjoy the other things to explore during your travels? Discover the beautiful countryside and wineries in this culturally rich area.
Museum of Sacred Art
6.0/10 (1 review)
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.
Museo del Chiodo
You can spend an afternoon browsing the exhibits at Museo del Chiodo in Certaldo. Discover the area's museums and monuments.
Chiesa dei Santi Tommaso e Prospero
You can learn about the history of Certaldo with a stop at Chiesa dei Santi Tommaso e Prospero. Discover the area's museums and monuments.
What to do in Certaldo
Tootbus Tuscany Multi-Day Tours from Florence: Explore at Your Own Pace
$40
per adult
Small Group Wine Tour & San Gimignano Visit
$222
per adult
100% of travellers recommend
Certaldo Hotel Deals
Plus Florence - Hostel
Via Santa Caterina D'Alessandria, 15 Florence FI
Fully refundableReserve now, pay when you stay
$130 nightly
$152 total
Oct 9 - Oct 10
Total with taxes and fees
8.6/10 Excellent! (1,003 reviews)
"Ok"
Reviewed on Sep 11, 2026
The Social Hub Florence Lavagnini
Viale Spartaco Lavagnini 70 72 Florence FI
Fully refundableReserve now, pay when you stay
$212 nightly
$249 total
Sep 13 - Sep 14
Total with taxes and fees
9/10 Wonderful! (1,574 reviews)
"Pleasant staff and comfortable beds."
Reviewed on Sep 11, 2026
The Social Hub Florence Belfiore
Viale Belfiore, 55 Florence FI
Fully refundableReserve now, pay when you stay
$193 nightly
$229 total
Sep 13 - Sep 14
Total with taxes and fees
9.4/10 Exceptional! (723 reviews)
"Great stay. I would go back."
Reviewed on Sep 9, 2026
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 |
More vacations you might like
Frequently asked questions
How much does a Certaldo vacation package cost?
You'll find cheap prices from $901 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?
- 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.
- 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.
- 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.
- 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.
- Combine your airfare and accommodations: After you've settled on your dates and duration, lock in the ideal Certaldo vacation package for you.
- 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.
Explore a world of travel with Expedia
- Hotels near Tenuta Torciano Winery
- Resorts & Hotels with Spas in Gambassi Terme
- San Gimignano Hotels
- Pastine Hotels
- Hotel Wedding Venues Hotels in San Gimignano
- B&B in San Gimignano
- Winery Hotels in Certaldo
- Gay friendly Hotels in Gambassi Terme
- 3 Star Hotels in Certaldo Alto
- Castelfiorentino Hotels
- Gay friendly Hotels in Certaldo
- Certaldo Alto Hotels
- Gambassi Terme Hotels
- Hotels with Free Parking in San Gimignano
- Apartments in Gambassi Terme
- B&B in Ulignano
- Villas in San Gimignano
- Farmstay in San Gimignano
- 5 Star Hotels in Certaldo Alto
- Hotels with Laundry Facilities in San Gimignano
- Winery Hotels in San Gimignano
- Golf Hotels in Certaldo
- Condo Rentals in Villa del Monte
- Hotels with Restaurants in Castelfiorentino
- Ulignano Hotels
- Hotels near Castelfiorentino Station
- Certaldo Hotels
- Piazza Duomo
- Visit Vico d'Elsa
- Visit Certaldo
- Visit San Donnino
- Museum of Sacred Art
- Visit Gambassi Terme
- Piazza Luigi Pecori
- Visit Sciano
- Piazza della Cisterna
- Ornithological Museum
- Montespertoli Vacations
- Sant'agostino Church
- Visit Petrognano
- San Gimignano Communal Palace
- Vine and Wine Museum
- Tenuta Torciano Winery
- Visit Ulignano
- Casa del Boccaccio
- San Gimignano Pro Loco Association
- Monastery of San Vivaldo
- Visit Castelfiorentino
- Sovestro in Poggio Winery
- Visit Marcialla
- Piazza delle Erbe
- Museum San Gimignano 1300
- Visit Canonica
- Villa del Monte Vacations
- Collegiate Church of Santa Maria Assunta
- Santa Lucia al Borghetto Church
- Agricola Tamburini Emanuela
- Visit Villa del Monte
- Visit Certaldo Alto
- Piazza Machiavelli
- Tenuta Barbadoro
- Torre Rognosa
- Podesta's Palace
- Antinori nel Chianti Classico
- Torre Grossa
- San Gimignano Vacations
- Visit San Gimignano
- Fonti Medievali
- Medieval Criminal and Torture Museum
- Castello Sonnino
- Car rental Gambassi Terme
- Car rentals near Certaldo Alto
- Essence Car Rental Rental Cars in Certaldo
- Car rental San Gimignano
- Car rental Castelfiorentino
- Nextcar Rental Cars in Certaldo
- Hertz Rental Cars in Castelfiorentino
- Routes Rental Cars in Castelfiorentino
- Car rental Marcialla
- Europcar Rental Cars in Castelfiorentino
- Car rental Certaldo
- Hertz Rental Cars in San Gimignano
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.