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 $2,629, price is now CA $1,589 per person
CA $1,589
per person
Aug 17 - Aug 23
just found
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
Clean, conveniently located hotel with friendly, helpful staff.

Reviewed on Jul 5, 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Price was CA $6,611, price is now CA $4,066 per person
CA $4,066
per person
Sep 6 - Sep 12
found 8 hours ago
Roundtrip flight included
Montreal (YMQ) to Florence (FLR)
9.6/10 Exceptional! (147 reviews)
It’s a beautiful property, but be aware that it is secluded and that the restaurant menu is quite limited and after a couple of days, we were happy to go elsewhere. The waiting staff was attentive and nice, front desk not as much (maybe the la guard barrier?)

Reviewed on Jun 19, 2026

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was CA $2,642, price is now CA $1,637 per person
CA $1,637
per person
Aug 8 - Aug 14
found 3 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
7.4/10 Good! (1,008 reviews)
It was not entirely clean, the staff don't do much. Breakfast is from the day before. Air conditioning excellent.

Reviewed on Jul 3, 2026

Residenza Florentia

Residenza Florentia

1 out of 5
Historic Centre of Florence
Price was CA $2,733, price is now CA $1,875 per person
CA $1,875
per person
Sep 20 - Sep 26
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
8.4/10 Very good! (53 reviews)
Staff was helpful, the property was not very well maintained.

Reviewed on Jun 1, 2026

Hotel Caravaggio

Hotel Caravaggio

3 out of 5
Historic Centre of Florence
Price was CA $2,633, price is now CA $1,904 per person
CA $1,904
per person
Sep 20 - Sep 26
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9/10 Wonderful! (1,008 reviews)
We enjoyed our stay at Hotel Caravaggio. The location was excellent with a lovely large park in front of the hotel and only 8-10 minutes from the duomo and 6 minute walk from the T2 tram which takes you to the airport. We enjoyed all the surrounding small businesses- shops, cafes, restaurants, etc. The AC worked beautifully and the staff was very helpful. They made great recommendations to us.

Reviewed on Jul 6, 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 $169 per night from Jul 26 to Jul 27
CA $169
CA $208 total
Jul 26 - Jul 27
includes taxes & fees
9/10 Wonderful! (1,441 reviews)
"Great location and great view from the rooftop bar"

Reviewed on Jul 4, 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 $182 per night from Jul 12 to Jul 13
CA $182
CA $223 total
Jul 12 - Jul 13
includes taxes & fees
9.4/10 Exceptional! (613 reviews)
"The location was great- right across the street from the train stop. The staff was friendly and very helpful. We stayed for 2 nights and although the rooftop and hotel were busy, we did not hear any hustle and bustle in the hotel room. The only complaint was there was a musty smell when we got off ..."

Reviewed on Jul 5, 2026

The Social Hub Florence Belfiore
Plus Florence - Hostel

Plus Florence - Hostel

Via Santa Caterina D'Alessandria, 15 Florence FI
Fully refundableReserve now, pay when you stay
The price is CA $115 per night from Jul 12 to Jul 13
CA $115
CA $139 total
Jul 12 - Jul 13
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Plus Florence was awesome! The atmosphere is really fun and there are lots of people to meet and hang out with! The room was clean and the ac worked wonderfully! I would definitely go back next time I’m in Florence."

Reviewed on Jun 27, 2026

Plus Florence - Hostel
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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 stunning cathedral 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 $1,589 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.