San Casciano in Val di Pesa Vacations from $1,047
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Your San Casciano in Val di Pesa Vacation
Lock in a San Casciano in Val di Pesa vacation package and get ready for a fantastic adventure. Renowned for its rich history and spectacular views, there's plenty to love about this interesting city. Eager to explore? Antinori nel Chianti Classico, Montegufoni Castle and Florence Charterhouse are just a few of the best places to visit during a trip to San Casciano in Val di Pesa. A few quick clicks is all it takes to create your perfect San Casciano in Val di Pesa vacation on Expedia.
The Latest San Casciano in Val di Pesa vacation packages
Price found within the past 48 hours. Click for updated prices.
Eden Rock Resort
$1,511
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (109 reviews)
This was a beautiful property about 10 mins away from Florence. You get the beauty of Tuscany without having to go too far. The hotel only has 12 rooms and everyone knows you by name. We traveled with 2 kids and the rooms were very spacious. Staff are wonderful, Onsite restaurant was great. Views were breathtaking. We didn't have a car, and the hotel was able to help us with cabs easily. Service was excellent and we would highly recommend this hotel!
Reviewed on Jul 18, 2026
The Sense Experience Resort - Preferred Hotels & Resorts
$1,641
per person
Oct 5 - Oct 10
just found
Roundtrip flight included
New York (JFK) to Florence (FLR)
9.2/10 Wonderful! (228 reviews)
Best sand beach in Italy :), Superior rooms have no views and are relatively Dark… Breakfast was very good. No comment to Staff
Reviewed on Aug 17, 2026
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View all tripsStay near popular San Casciano in Val di Pesa attractions
Antinori nel Chianti Classico
9.4/10 (16 reviews)
You can enjoy a tasting or tour at Antinori nel Chianti Classico during your travels to Bargino. Check out the stunning cathedral and wineries in this walkable area.
Monastery of Sorelle Clarisse
Find out about the history of San Casciano in Val di Pesa when you spend time at Monastery of Sorelle Clarisse. Discover the area's fascinating museums and churches.
San Casciano Museum
9.0/10 (2 reviews)
You can browse the exhibits at San Casciano Museum, a museum with a storied past, during your trip to San Casciano in Val di Pesa. Discover the area's acclaimed art scene and churches.
Torre Del Chianti
10.0/10 (1 review)
You can find out about the history of San Casciano in Val di Pesa with a stop at Torre Del Chianti. Stroll along the riverfront or visit the stunning cathedral in the area.
Mangiacane Winery
You can enjoy a tasting or tour at Mangiacane Winery during your travels to Sant'Andrea in Percussina. You can enjoy the restaurants while in the area.
Chiesa di Santa Maria del Gesù
After visiting Chiesa di Santa Maria del Gesù, make a plan to see the other sights and activities in San Casciano in Val di Pesa. Discover the countryside and wineries in this relaxing area.
Church of San Martino ad Argiano
9.0/10 (2 reviews)
Church of San Martino ad Argiano is just one of the places to see in San Casciano in Val di Pesa, so why not enjoy the other things to explore during your travels? Experience the area's acclaimed art scene and fascinating museums.
What to do in San Casciano in Val di Pesa
City Sightseeing Florence Hop-on Hop-off Bus Tour
$29
per adult
76% of travellers recommend
Florence: Pasta Cooking Class with Unlimited Wine
$19
per adult
94% of travellers recommend
Accademia timed-entry Ticket with Instant Delivery & Priority Access
$45
per adult
94% of travellers recommend
San Casciano in Val di Pesa Hotel Deals
Villa I Barronci Resort & Spa
Via Sorripa 10 San Casciano in Val di Pesa FI
Fully refundableReserve now, pay when you stay
$140 nightly
$161 total
Sep 29 - Sep 30
Total with taxes and fees
"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C
San Casciano in Val di Pesa Tuscany
10/10 Exceptional! (136 reviews)
"WOW! What a beautiful place and awesome hosts! 15 of us traveled to celebrate several birthdays, to enjoy, to discover the area, eat well and create new experiences. For all of these I used the experience and recommendations of Jacopo and Beatrice. We maintained communication for 3 months, and everything ..."
Reviewed on Aug 29, 2026
The Social Hub Florence Lavagnini
Viale Spartaco Lavagnini 70 72 Florence FI
Fully refundableReserve now, pay when you stay
$106 nightly
$133 total
Aug 31 - Sep 1
Total with taxes and fees
9/10 Wonderful! (1,551 reviews)
"Great location and very friendly, helpful staff."
Reviewed on Aug 29, 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 San Casciano in Val di Pesa Vacation Packages
San Casciano in Val di Pesa Essential Information
Language | Italian |
|---|---|
Currency | Euros |
Local Welcome | Ciao |
Local Goodbye | Ciao |
Closest Airport | Peretola Airport (FLR) |
Population | 6,200 |
Max Temp Winter | 50ºF |
Max Temp Summer | 85ºF |
Top Sights | Cathedral of Santa Maria del Fiore, Uffizi Gallery and Pitti Palace |
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Frequently asked questions
How much does a San Casciano in Val di Pesa vacation package cost?
You'll find cheap prices from $1,047 on Expedia for your San Casciano in Val di Pesa escape. However, factors like the length of stay, hotel choice and season will influence how much your vacation to San Casciano in Val di Pesa costs.
What are the cheapest months to go to San Casciano in Val di Pesa?
You can generally find reduced prices and better availability in September, November and December. Browse our cheap San Casciano in Val di Pesa vacation packages and you could land some excellent off-season deals.
How many days is enough for San Casciano in Val di Pesa?
With about 3 days, you'll have enough time to visit popular neighborhoods such as Tavarnuzze and Montegufoni during your San Casciano in Val di Pesa vacation. Make sure to also add Monastary of Sorelle Clarisse and Church of San Martino ad Argiano to your must-see list. Searching for more adventures? Consider venturing outside of San Casciano in Val di Pesa on day trips and tours.
Is it worth booking a vacation package to San Casciano in Val di Pesa?
San Casciano in Val di Pesa has all the ingredients you need for a memorable getaway — views, bars and pubs and dining are just the start. Whether you'd like to check out attractions such as Monastary of Sorelle Clarisse and Torre Del Chianti, or venture off the beaten track, you'll find plenty to do on your San Casciano in Val di Pesa vacation.
How to find the best San Casciano in Val di Pesa package deals?
Finding a cheap San Casciano in Val di Pesa package deal is a breeze with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget range, add some filters and see what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most affordable San Casciano in Val di Pesa package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a San Casciano in Val di Pesa vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still get the freedom to create a customized San Casciano in Val di Pesa vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to San Casciano in Val di Pesa?
If you've got your San Casciano in Val di Pesa travel dates finalized, book early to grab some incredible deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to San Casciano in Val di Pesa?
- Pick the ideal time to travel: Your schedule, favorite season and the type of weather you like can all impact your decision on when to travel to San Casciano in Val di Pesa.
- Set a budget: Factor in expenses such as food, flights and transportation when calculating how much to put aside for your trip to San Casciano in Val di Pesa. Then, pick a property that matches your budget, whether that's a wallet-friendly stay or a more luxurious retreat.
- Use Expedia's trip planning tool to discover San Casciano in Val di Pesa: Research every aspect of your trip to San Casciano in Val di Pesa with this comprehensive planner. Invite your friends and family to collaborate on a group trip, search for stays or things to do and make bookings.
- Decide how long to go for: Now that you're more familiar with San Casciano in Val di Pesa, you can work out the perfect length of your break. Put together a rough itinerary and give yourself enough time to cover everything you want to see.
- Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a San Casciano in Val di Pesa vacation package that brings all your bookings together.
- Book experiences or activities in advance: Whether it's entrance to a big attraction or a day trip in nature, you won't have to worry about missing out on San Casciano in Val di Pesa's highlights. Find all the incredible things to do in San Casciano in Val di Pesa with our dedicated activity guide.
Does Expedia offer Book Now, Pay Later San Casciano in Val di Pesa vacation packages?
If you're anything like us, you love traveling the world but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your San Casciano in Val di Pesa trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you see them.
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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.
