San Casciano in Val di Pesa Vacations from $1,068

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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.
Palazzo Lorenzo Hotel Boutique & Spa

Palazzo Lorenzo Hotel Boutique & Spa

San Lorenzo
$1,068
per person
Dec 6 - Dec 13
found 7 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.4/10 Exceptional! (622 reviews)
What a wonderful place to stay.

Reviewed on Oct 20, 2026

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence
$1,271
per person
Dec 6 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9/10 Wonderful! (1,002 reviews)
We had a wonderful stay here. Only two nights, but the hotel was exactly what we needed!

Reviewed on Oct 25, 2026

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

Oltrarno
$1,252
per person
Dec 6 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
8.8/10 Excellent! (445 reviews)
Beautiful hotel! We didn't realize the pool would be closed when we were there, but otherwise excellent stay.

Reviewed on Oct 13, 2026

Hotel Hermitage

Hotel Hermitage

Historic Centre of Florence
$1,297
per person
Dec 6 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9/10 Wonderful! (1,002 reviews)
Loved this property! Great location. Charming Ralph Lauren Vibe. Most importantly, the room was cleaned daily, desk staff was beyond helpful and friendly, amenities were great. Stay here. You will love it!

Reviewed on Oct 21, 2026

Hotel Balestri

Hotel Balestri

Historic Centre of Florence
$1,473
per person
Dec 6 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.4/10 Exceptional! (1,003 reviews)
Had a great room with access to a rooftop patio and a spectacular view

Reviewed on Oct 21, 2026

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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.
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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 acclaimed art scene and notable monuments.
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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 fascinating museums and notable monuments.
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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.
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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.
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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.
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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 fascinating museums and acclaimed art scene.
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What to do in San Casciano in Val di Pesa

Picture 1 for Activity Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine

Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine

$20
per adult
94% of travellers recommend
Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine
City Sightseeing Florence Hop-on Hop-off

City Sightseeing Florence Hop-on Hop-off Bus Tour

$26
per adult
74% of travellers recommend
City Sightseeing Florence Hop-on Hop-off Bus Tour
Michaelangelo's David

Accademia timed-entry Ticket with App Guide

$44
per adult
90% of travellers recommend
Accademia timed-entry Ticket with App Guide
See all activities in San Casciano in Val di Pesa

San Casciano in Val di Pesa Hotel Deals

Plus Florence - Hostel

Plus Florence - Hostel

Via Santa Caterina D'Alessandria, 15 Florence FI
Fully refundableReserve now, pay when you stay
$49 nightly
$62 total
Nov 24 - Nov 25
Total with taxes and fees
8.6/10 Excellent! (1,004 reviews)
"Great Stay been there twice. Will be back next time in Florence"

Reviewed on Oct 24, 2026

Plus Florence - Hostel
Hotel Paris

Hotel Paris

Via Banchi 2 Florence FI
Fully refundable
$118 nightly
$143 total
Nov 23 - Nov 24
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
"We loved this hotel and it's people during our stay. We were right in the middle of the old town of Florence and could walk anywhere we wanted to tour. The staff was kind and helpful with anything we asked of them. Our room was large, clean, and our window could open so we could hear the street sounds ..."

Reviewed on Oct 25, 2026

Hotel Paris
Hotel Albani Firenze

Hotel Albani Firenze

Via Fiume 12 Florence FI
Fully refundableReserve now, pay when you stay
$108 nightly
$135 total
Nov 15 - Nov 16
Total with taxes and fees
9.2/10 Wonderful! (1,007 reviews)
"Our stay was very pleasant. The staff was welcoming, very helpful and attentive. The room was very comfortable. Location was excellent. Overall a very good experience."

Reviewed on Oct 25, 2026

Hotel Albani Firenze
See all 15,052 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.

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 $1,068 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?
  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.