San Casciano in Val di Pesa Vacations from $1,188

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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.
Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,740, price is now $1,188 per person
$1,188
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
7.6/10 Good! (1,010 reviews)
La chambre est bien équipée

Reviewed on Jul 18, 2026

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $8,108, price is now $5,277 per person
$5,277
per person
Sep 22 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.2/10 Wonderful! (1,000 reviews)
Excellent room. Excellent breakfast. Excellent staff. Loved everything about the hotel. And what a bar and view, highly recommended.

Reviewed on Jul 17, 2026

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $1,755, price is now $1,197 per person
$1,197
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
7.4/10 Good! (1,017 reviews)
Good location. Travel family of 4. If you only need basics it is perfect. Breakfast was a surprise, it was fresh and good overall. Enjoyed to stay there just for sleeping.

Reviewed on Jul 18, 2026

Hotel Caravaggio

Hotel Caravaggio

3 out of 5
Historic Centre of Florence
Price was $2,298, price is now $1,583 per person
$1,583
per person
Sep 22 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9/10 Wonderful! (1,006 reviews)
The room was super dirty (blood on sheets, pubs and outdoor debris like branches). When we went and advised the reception, they proceeded to yell at me and tell me it is what it is. Horrible experience.

Reviewed on Jul 18, 2026

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Price was $1,966, price is now $1,371 per person
$1,371
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.6/10 Exceptional! (570 reviews)
Wonderful stay, attentive staff, very clean room. The spa facilities are very high quality and had a lovely massage. Good choices for breakfast. I would certainly recommend staying here, the spa was a particular highlight that is free for guests to use.

Reviewed on Jul 2, 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.
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

$33
per adult
76% of travellers recommend
City Sightseeing Florence Hop-on Hop-off Bus Tour
The Best of Tuscany in One Day Sightseeing Tour

The Best of Tuscany Tour: Siena, San Gimignano, Pisa and Lunch at a Winery

$78
per adult
98% of travellers recommend
The Best of Tuscany Tour: Siena, San Gimignano, Pisa and Lunch at a Winery
Michaelangelo's David

Accademia timed-entry Ticket with Instant Delivery & Priority Access

$47
per adult
94% of travellers recommend
Accademia timed-entry Ticket with Instant Delivery & Priority Access
See all activities in San Casciano in Val di Pesa

San Casciano in Val di Pesa Hotel Deals

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

4 out of 5
Via Sorripa 10 San Casciano in Val di Pesa FI
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $204 total per night from Aug 20 to Aug 21
$204 total
Aug 20 - Aug 21
Total with taxes and fees
9.2/10 Wonderful! (440 reviews)
"An amazing place to stay and relax in Florence. Highly recommend if you want a place to relax and away from the crowds . The staff was very respectful, polite and accommodating. Breakfast was amazing especially the chocolate croissants. Great value for the price. Thank you villa I Barronci!"

Reviewed on Jul 13, 2026

Villa I Barronci Resort & Spa
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
$98 nightly
The price is $123 total per night from Jul 26 to Jul 27
$123 total
Jul 26 - Jul 27
Total with taxes and fees
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
$94 nightly
The price is $120 total per night from Aug 9 to Aug 10
$120 total
Aug 9 - Aug 10
Total with taxes and fees
9.4/10 Exceptional! (636 reviews)
"Lo único que no me gustó es la ubicación poco lejos del centro histórico"

Reviewed on Jul 19, 2026

The Social Hub Florence Belfiore
See all 15,046 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 $1,188 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.