San Casciano in Val di Pesa Holidays

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San Casciano in Val di Pesa Holiday

Our pick of the best San Casciano in Val di Pesa Hotel Deals

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

Via Sorripa 10 San Casciano in Val di Pesa FI
Fully refundableReserve now, pay when you stay
NZ$321
14 Sept - 15 Sept
includes taxes & fees
Villa I Barronci Resort & Spa
 "Villa Torre in Chianti"  Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

San Casciano in Val di Pesa Tuscany
10/10 Exceptional! (134 reviews)
"Our family of 18 stayed at the Villa this July (2026) and could not have been more pleased with everything associated with our stay. Jacopo and Beatrice truly are first class hosts. They helped us book 3 vehicles that were dropped off and picked up directly at the Villa which was a great time saver. ..."

Reviewed on 6 Aug 2026

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"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C
The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

Viale Spartaco Lavagnini 70 72 Florence FI
Fully refundableReserve now, pay when you stay
NZ$199
30 Aug - 31 Aug
includes taxes & fees
9/10 Wonderful! (1,509 reviews)
"Staff were extremely kind and helpful! Beautiful property that was close to the high street, transport links and lots of restaurants to eat. A very convenient place to stay at. Would definitely recommend! 10/10"

Reviewed on 13 Aug 2026

The Social Hub Florence Lavagnini
See all 14,838 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.

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. Visit the stunning cathedral 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 with a stop at Monastery of Sorelle Clarisse. Discover the area's fascinating museums and churches.
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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 story of its own, during your travels to San Casciano in Val di Pesa. Discover the area's acclaimed art galleries and churches.
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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 visit to 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 acclaimed art galleries and fascinating museums.
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What to do in San Casciano in Val di Pesa

Express Pasta & Tiramisù Small Group Cooking Class With Unlimited Wine

Express Pasta & Tiramisù Small Group Cooking Class With Unlimited Wine

NZ$69
per adult
88% of travellers recommend
Express Pasta & Tiramisù Small Group Cooking Class With Unlimited Wine
City Sightseeing Florence Hop-on Hop-off

City Sightseeing Florence Hop-on Hop-off Bus Tour

NZ$49
per adult
76% of travellers recommend
City Sightseeing Florence Hop-on Hop-off Bus Tour
Michaelangelo's David

Accademia timed-entry Ticket with Instant Delivery & Priority Access

NZ$81
per adult
94% of travellers recommend
Accademia timed-entry Ticket with Instant Delivery & Priority Access
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Frequently asked questions

How much does a San Casciano in Val di Pesa holiday package cost?
You'll find cheap prices 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 holiday to San Casciano in Val di Pesa costs.
What are the cheapest months to go to San Casciano in Val di Pesa?
December, January and February are great times to search for cheap San Casciano in Val di Pesa holiday packages. Travelling in quieter periods means you can usually find better prices on flights and accommodation.
How many days is enough for San Casciano in Val di Pesa?
Dedicate around 3 days for your San Casciano in Val di Pesa holiday to take in everything that makes this destination special. Explore key areas, including Montegufoni and Tavarnuzze. Then make a beeline for top attractions such as San Casciano Museum and Monastary of Sorelle Clarisse. With a well-organised itinerary, you'll be kept busy with room for some me-time too. Want to travel beyond San Casciano in Val di Pesa? Consider fitting in a day trip or two.
Is it worth booking a holiday package to San Casciano in Val di Pesa?
Well known for its views, dining and bars and pubs, a San Casciano in Val di Pesa holiday has something for everyone. Be sure to check out main sights like Monastary of Sorelle Clarisse and Torre Del Chianti, and consider renting a car for day trips to explore even more.
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," "Traveller 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 travelling on a weekday, when prices are generally lower.
Is it cheaper to book a San Casciano in Val di Pesa holiday as a package?
Expedia holiday 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 customised San Casciano in Val di Pesa holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday 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. Choose the best time to travel: Your schedule, favourite 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. Budget wisely: On top of the price of your stay, you should factor in other expenses. These include transportation, food and flights. Also, set aside some extra funds for unexpected expenses that may crop up during your trip to San Casciano in Val di Pesa.
  3. Decide your trip length: Think about how long you want to spend exploring San Casciano in Val di Pesa. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to pick a San Casciano in Val di Pesa holiday package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.