San Casciano in Val di Pesa Vacations from $1,111

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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 Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $1,791, price is now $1,111 per person
$1,111
per person
May 4 - May 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Florence (FLR)
7.6/10 Good! (1,002 reviews)
I was there for three nights and had no issues. Staff were very polite, the rooms/bathrooms were clean and the hotel itself is in a good location. I would say, however, that I was by myself and the room could be slightly cramped if two people (even though double bed was comfortable). Would recommend if you’re looking for mid-budget hotels.

Reviewed on Feb 18, 2026

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,985, price is now $1,184 per person
$1,184
per person
May 4 - May 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
Smaller room then expected and shower did flood the floor so not the best of showers. Bed very comfortable Nice friendly & helpful staff and perfect location to explore the city.

Reviewed on Feb 22, 2026

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $2,017, price is now $1,271 per person
$1,271
per person
May 4 - May 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Florence (FLR)
8.6/10 Excellent! (476 reviews)
The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants.

Reviewed on Dec 13, 2025

Residenza Florentia

Residenza Florentia

1 out of 5
Historic Centre of Florence
Price was $1,937, price is now $1,296 per person
$1,296
per person
May 4 - May 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Florence (FLR)
8.4/10 Very Good! (46 reviews)
Location, accommodations, and communication. Simple but comfortable. A basic facilities, and nice AC, elevator, and luggage storage.

Reviewed on Jun 12, 2025

Hotel Villani

Hotel Villani

2 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $2,129, price is now $1,462 per person
$1,462
per person
May 21 - May 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
8.6/10 Excellent! (422 reviews)
Room was spotless! Front desk staff was amazing, incredibly helpful. They went above and beyond I was very impressed!!

Reviewed on Feb 19, 2026

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Discover the most popular places to visit in San Casciano in Val di Pesa

A woman on a spiral stairway, part of the modern architecture at Antinori Winery Nel Chianti Classico, San Casciano in Val di Pesa, Tuscany, Italy.

Antinori nel Chianti Classico

5/5(1 review)

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.

Antinori nel Chianti Classico

Monastary of Sorelle Clarisse

Find out about the history of San Casciano in Val di Pesa when you spend time at Monastary of Sorelle Clarisse. Discover the area's acclaimed art scene and churches.

Monastary of Sorelle Clarisse

Torre Del Chianti

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 churches in the area.

Torre Del Chianti

What to do in San Casciano in Val di Pesa

Skip-the-Line Duomo: Priority-Access 30-Minute Guided Tour

Skip-the-Line Florence Duomo: Priority-Access Express Guided Tour

$26
per adult
80% of travellers recommend
Skip-the-Line Florence Duomo: Priority-Access Express Guided Tour
Micheal Angelo's David

Skip the Line: Florence's Accademia Gallery Priority Entrance Ticket

$37
per adult
86% of travellers recommend
Skip the Line: Florence's Accademia Gallery Priority Entrance Ticket
Florence half day combo tour with David, Uffizi & Duomo

Florence Half Day Tour with Uffizi, Michelangelo’s David & Accademia

$33
per adult
92% of travellers recommend
Florence Half Day Tour with Uffizi, Michelangelo’s David & Accademia
See all activities in San Casciano in Val di Pesa

San Casciano in Val di Pesa Hotel Deals

c-hotels Ambasciatori

c-hotels Ambasciatori

4 out of 5
Via Luigi Alamanni 3 Florence FI
Fully refundableReserve now, pay when you stay
$126 nightly
The price is $155 total per night from Mar 1 to Mar 2
$155 total
Mar 1 - Mar 2
Total with taxes and fees
8.2/10 Very Good! (1,000 reviews)
It was amazing and clean and really really perfect

Reviewed on Feb 17, 2026

c-hotels Ambasciatori
IQ Hotel Firenze

IQ Hotel Firenze

4 out of 5
Via Camillo Cavour, 88 Florence FI
Fully refundableReserve now, pay when you stay
$133 nightly
The price is $163 total per night from Mar 5 to Mar 6
$163 total
Mar 5 - Mar 6
Total with taxes and fees
9.6/10 Exceptional! (1,172 reviews)
Yes to all

Reviewed on Feb 25, 2026

IQ Hotel Firenze
Hotel Delle Nazioni

Hotel Delle Nazioni

3 out of 5
Via Luigi Alamanni, 15 Florence FI
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $126 total per night from Mar 3 to Mar 4
$126 total
Mar 3 - Mar 4
Total with taxes and fees
8.4/10 Very Good! (1,008 reviews)
The staff was extremely helpful. Much appreciated. The location was great, right across from the Central Station, so convenient. I would, for sure, recommend this hotel for visiting Florence

Reviewed on Feb 18, 2026

Hotel Delle Nazioni
See all 14,624 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 $1,111 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.