San Casciano in Val di Pesa Vacations from ¥199,415

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest San Casciano in Val di Pesa Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Mannaioni Suites

Palazzo Mannaioni Suites

Historic Centre of Florence
¥199,415
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Florence (FLR)
9.2/10 Wonderful! (1,162 reviews)
Excellent place to stay. The hotel staff was phenomenal. They had excellent dining references and even helped with reservations. Easy access to all things we wanted to see and do. Again the staff went above and beyond.

Reviewed on Sep 19, 2026

Eurostars Florence Boutique

Eurostars Florence Boutique

Historic Centre of Florence
¥206,488
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Florence (FLR)
8.6/10 Excellent! (500 reviews)
mattresses were impossible to sleep on

Reviewed on Sep 14, 2026

Hotel Duomo Firenze

Hotel Duomo Firenze

Historic Centre of Florence
¥220,817
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Florence (FLR)
9.2/10 Wonderful! (1,001 reviews)
I can’t understand how the property even considers selling a room the size I was in under a staircase with a shower which barely trickles.

Reviewed on Sep 19, 2026

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

Oltrarno
¥218,181
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Florence (FLR)
8.8/10 Excellent! (431 reviews)
Stay was excellent. Breakfast and one dinner at the Villa were very good. Only minor issue was the extender for the WiFi was not working, which limited the WiFi to only the living room and kitchen area. Still workable.

Reviewed on Sep 12, 2026

Villa Neroli

Villa Neroli

Coverciano
¥200,925
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Florence (FLR)
9.6/10 Exceptional! (659 reviews)
Very peaceful hotel away from the bustle of Florence but a €25 cab ride to the Duomo. Some reasonable restaurants within a short walk of the hotel.

Reviewed on Sep 19, 2026

Find the Best San Casciano in Val di Pesa Vacation Packages

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
¥19,837
¥23,262 total
Oct 4 - Oct 5
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"We were a couple who stayed the first night in a 3 single beds room, and the other three nights we were in a private room with a large bed. One issue is that there is only one singular outlet in the rooms. In the private room, we only had one free electrical outlet which was in the bathroom. We had ..."

Reviewed on Sep 20, 2026

Plus Florence - Hostel
The Social Hub Florence Belfiore

The Social Hub Florence Belfiore

Viale Belfiore, 55 Florence FI
Fully refundableReserve now, pay when you stay
¥26,093
¥31,225 total
Oct 18 - Oct 19
includes taxes & fees
The Social Hub Florence Belfiore
The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

Viale Spartaco Lavagnini 70 72 Florence FI
Fully refundableReserve now, pay when you stay
¥27,579
¥32,859 total
Oct 18 - Oct 19
includes taxes & fees
The Social Hub Florence Lavagnini
See all 15,067 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. Check out the churches and wineries in this walkable area.
See properties

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.
See properties

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.
See properties

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.
See properties

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.
See properties

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.
See properties

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.
See properties

What to do in San Casciano in Val di Pesa

Florence: Pasta Cooking Class with Unlimited Wine

Florence: Pasta Cooking Class with Unlimited Wine

¥2,967
per adult
94% of travellers recommend
Florence: Pasta Cooking Class with Unlimited Wine
Michaelangelo's David

Accademia timed-entry Ticket with App Guide

¥7,195
per adult
90% of travellers recommend
Accademia timed-entry Ticket with App Guide
Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine

Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine

¥3,879
per adult
94% of travellers recommend
Florence: Pasta & Tiramisu Cooking Class with Unlimited 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'll find cheap prices from ¥199,415 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?
December, January and February are great times to search for cheap San Casciano in Val di Pesa vacation packages. Traveling in quieter periods means you can usually find better prices on flights and accommodations.
How many days is enough for San Casciano in Val di Pesa?
Dedicate around 3 days for your San Casciano in Val di Pesa vacation 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-organized 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 vacation 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 vacation 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," "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. Choose the best 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. 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 vacation 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.