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.
Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was CA $2,276, price is now CA $1,456 per person
CA $1,456
per person
Aug 12 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
Limpio, silencioso, excelente ubicación

Reviewed on Jul 11, 2026

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was CA $2,281, price is now CA $1,458 per person
CA $1,458
per person
Aug 12 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
7.4/10 Good! (1,008 reviews)
Good service and the room was clean

Reviewed on Jul 10, 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Price was CA $5,372, price is now CA $3,657 per person
CA $3,657
per person
Aug 15 - Aug 21
just found
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.6/10 Exceptional! (147 reviews)

Il Malaspina

Il Malaspina

4 out of 5
Historic Centre of Florence
Price was CA $3,727, price is now CA $2,738 per person
CA $2,738
per person
Sep 19 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
9.8/10 Exceptional! (147 reviews)
Súper recomendado 10/10

Reviewed on Jul 8, 2026

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
Price was CA $5,273, price is now CA $3,907 per person
CA $3,907
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.2/10 Wonderful! (1,000 reviews)
Perfect location, amazing staff, clean rooms with everything you need and beautiful lobby! I will definitely stay there again.

Reviewed on Jul 11, 2026

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San Casciano in Val di Pesa Hotel Deals

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
The price is CA $158 per night from Aug 11 to Aug 12
CA $158
CA $197 total
Aug 11 - Aug 12
includes taxes & fees
9/10 Wonderful! (1,451 reviews)
"An absolute delight. Definitely recommend this place. It was that good that we decided to travel to cities that they have a hotel. Very clean and cool hotel."

Reviewed on Jul 10, 2026

The Social Hub Florence Lavagnini
The Social Hub Florence Belfiore

The Social Hub Florence Belfiore

4 out of 5
Viale Belfiore, 55 Florence FI
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from Aug 11 to Aug 12
CA $164
CA $204 total
Aug 11 - Aug 12
includes taxes & fees
9.4/10 Exceptional! (621 reviews)
"Staff are friendly, location close to train station and central."

Reviewed on Jul 11, 2026

The Social Hub Florence Belfiore
c-hotels Ambasciatori

c-hotels Ambasciatori

4 out of 5
Via Luigi Alamanni 3 Florence FI
Fully refundableReserve now, pay when you stay
The price is CA $179 per night from Aug 5 to Aug 6
CA $179
CA $220 total
Aug 5 - Aug 6
includes taxes & fees
8.2/10 Very good! (1,009 reviews)
"Great place to stay , perfect location across to all you need as a tourist"

Reviewed on Jul 10, 2026

c-hotels Ambasciatori
See all 15,073 properties in San Casciano in Val di Pesa
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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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 churches and wineries in this walkable area.
See properties

What to do in San Casciano in Val di Pesa

City Sightseeing Florence Hop-on Hop-off

City Sightseeing Florence Hop-on Hop-off Bus Tour

CA $47
per adult
76% of travellers recommend
City Sightseeing Florence Hop-on Hop-off Bus Tour
Small-Group Wine Tasting Experience in the Tuscan Countryside

Small-Group Wine Tasting Experience in the Tuscan Countryside

CA $144
per adult
98% of travellers recommend
Small-Group Wine Tasting Experience in the Tuscan Countryside
People riding scooters in Tuscany

Florence Vespa Tour: Tuscan Hills, Food and Chianti Wine

CA $179
per adult
100% of travellers recommend
Florence Vespa Tour: Tuscan Hills, Food and Chianti Wine
See all activities in San Casciano in Val di Pesa

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 $1,456 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.

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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.