San Casciano in Val di Pesa Vacation Packages
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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.
Top San Casciano in Val di Pesa Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Villa Liana
Historic Centre of Florence
CA $1,524
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
8.8/10 Excellent! (360 reviews)
clean, spacious, well-stocked with toiletries and breakfast items too. walkable distance to all iconic sites. Grace, the breakfast host, did an incredible job, very welcoming & served with options for hot coffee drinks. All together, wonderful, memorable stay!!
Reviewed on May 23, 2026
Eden Rock Resort
CA $1,683
per person
Oct 8 - Oct 12
just found
Roundtrip non-stop flight included
Toronto (YYZ) 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
Grand Hotel Cavour
Historic Centre of Florence
CA $4,039
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
9.2/10 Wonderful! (1,001 reviews)
Staff were very welcoming and helpful from check in to departure. We had the basic room which was very nice indeed, a decent size and nicely furnished. Rooftop bar reasonable value for a cocktail surrounded by the sights of Florence. Very central location. Aircon very good and controllable. Highly recommended.
Reviewed on Aug 19, 2026
Ready to book your vacation to San Casciano in Val di Pesa?
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
CA $245
CA $280 total
Sep 23 - Sep 24
includes taxes & 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! (135 reviews)
"This was our 50th wedding anniversary celebration, and the it all went very smoothly. Thanks to Beatrice and Jacopo for their help!"
Reviewed on Aug 18, 2026
The Social Hub Florence Lavagnini
Viale Spartaco Lavagnini 70 72 Florence FI
Fully refundableReserve now, pay when you stay
CA $132
CA $168 total
Aug 25 - Aug 26
includes taxes & fees
9/10 Wonderful! (1,545 reviews)
"Muy buena ubicación, la propiedad es la mejor que he estado en Italia hasta ahora, el personal tuvo mi habitación lista mucho antes de la hora del check in, el proceso de check-in fue muy rápido y placentero apenas demore 1 min. Cada vez que contacté a la propiedad, enseguida me respondían. Cuando ..."
Reviewed on Aug 22, 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.
Stay 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
CA $40
per adult
76% of travellers recommend
Uffizi & Accademia Timed Entry: Small Group Duomo Walking Tour
CA $79
per adult
96% of travellers recommend
Best of Florence Tour with David at Accademia & Duomo (with VIP option)
CA $108
per adult
96% of travellers recommend
Frequently asked questions
How much does a San Casciano in Val di Pesa vacation package cost?
You can snap up a vacation package to this destination from CA $1,524 on Expedia. But how much your vacation to San Casciano in Val di Pesa costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to San Casciano in Val di Pesa?
If you're hoping to score a cheap San Casciano in Val di Pesa vacation package, consider travelling in December, January and February. You're likely to find lower rates on hotels and airfares during these quieter months — ideal for budget-conscious travellers.
How many days is enough for San Casciano in Val di Pesa?
With about 3 days, you'll have plenty of time to visit popular neighbourhoods like Montegufoni and Tavarnuzze during your San Casciano in Val di Pesa vacation. Make sure to also add Monastary of Sorelle Clarisse and Circolo Golf Ugolino to your sightseeing itinerary. Looking 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?
Popular for its views, dining and bars and pubs, a San Casciano in Val di Pesa vacation is a hit with all kinds of visitors. Be sure to check out main sights like Monastary of Sorelle Clarisse and Torre Del Chianti, and consider renting some wheels for day trips to experience even more.
How to find the best San Casciano in Val di Pesa package deals?
Use Expedia's filter tool to help you find some terrific San Casciano in Val di Pesa package deals. When you begin 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 escape for midweek, or search for San Casciano in Val di Pesa package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a San Casciano in Val di Pesa vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and hotels separately. Better still, you can tailor your San Casciano in Val di Pesa trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to San Casciano in Val di Pesa?
If you have your San Casciano in Val di Pesa vacation dates confirmed, book as early as you can to bag some terrific deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to San Casciano in Val di Pesa?
- Choose when to get away: Check your schedule and get your bags packed. Your favourite time of year and the type of activities available will also help you decide when to escape to San Casciano in Val di Pesa.
- Plan your budget wisely: As well as the price of your hotel, you'll need to factor in other expenses. These include flights, transportation and food. Also, put aside a little extra for unexpected costs that could crop up during your trip to San Casciano in Val di Pesa.
- Decide your trip length: Think about how much time you'd like to spend exploring San Casciano in Val di Pesa. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
- Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a tailored San Casciano in Val di Pesa vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
