San Casciano in Val di Pesa Vacations from $696

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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 $1,050, price is now $696 per person
$696
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,015 reviews)
Clean but small Breakfast is ok location is perfect

Reviewed on Nov 15, 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Price was $2,690, price is now $1,884 per person
$1,884
per person
Dec 31 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
19.2/10 Exceptional! (494 reviews)
My husband Felix and I had the pleasure of celebrating both our wedding anniversary and my birthday at The Moon Boutique Hotel in Florence, and we couldn’t have asked for a more perfect experience. From the moment we arrived, the warmth and professionalism of the staff made us feel truly welcomed. A special mention goes to the tall gentleman with glasses from Calabria—his courteous demeanor and exceptional customer service stood out throughout our stay. He went above and beyond to ensure we were comfortable and well-informed, adding a personal touch that made our visit even more special. The housekeeping team deserves equal praise. Their attention to detail was remarkable, and our room was consistently immaculate, creating a serene and luxurious atmosphere that enhanced our celebration. The Moon Boutique Hotel is more than just a place to stay—it’s a haven of elegance, comfort, and genuine hospitality. We left with beautiful memories and deep appreciation for the team that made our milestone moments unforgettable.

Reviewed on Nov 12, 2025

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Price was $999, price is now $748 per person
$748
per person
Jan 22 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Florence (FLR)
8.6/10 Excellent! (474 reviews)
Great little hotel. Everything is within walking distance. The view from the terrace was amazing.

Reviewed on Aug 6, 2025

The FRAME Hotel

The FRAME Hotel

4 out of 5
Historic Centre of Florence
Price was $2,306, price is now $1,730 per person
$1,730
per person
Dec 31 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
19.2/10 Exceptional! (585 reviews)
Very clean room, comfortable bed, high ceiling in the sitting area and bedroom.

Reviewed on Nov 15, 2025

25hours Hotel Florence Piazza San Paolino

25hours Hotel Florence Piazza San Paolino

4 out of 5
Historic Centre of Florence
Price was $2,041, price is now $1,537 per person
$1,537
per person
Dec 31 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
18.8/10 Exceptional! (924 reviews)
Hotel is centrally located. Great walkability, close to main train station, tram to airport. Staff was fantastic and very friendly. Housekeeping could be better.(floors in room not cleaned through out 6 night stay. Debris obvious under

Reviewed on Nov 14, 2025

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

Antinori nel Chianti Classico

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.

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 notable monuments.

Monastary of Sorelle Clarisse

San Casciano Museum

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 acclaimed art scene and notable monuments.

San Casciano Museum

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

$27
per adult
78% of travellers recommend
Skip-the-Line Florence Duomo: Priority-Access Express Guided Tour
The Best tour in Florence: Renaissance and Medici Tales

The Best Tour in Florence: Renaissance and Medici Tales

$3
per adult
96% of travellers recommend
The Best Tour in Florence: Renaissance and Medici Tales
Brunelleschi's Dome and Cathedral Complex Reserved Ticket

Brunelleschi's Dome and Cathedral Complex Reserved Ticket

$78
per adult
100% of travellers recommend
Brunelleschi's Dome and Cathedral Complex Reserved Ticket
See all activities in San Casciano in Val di Pesa

San Casciano in Val di Pesa Hotel Deals

IQ Hotel Firenze

IQ Hotel Firenze

4 out of 5
Via Camillo Cavour, 88 Florence FI
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $135 total per night from Dec 9 to Dec 10
$135 total
Dec 9 - Dec 10
Total with taxes and fees
9.6/10 Exceptional! (1,051 reviews)
Excelent

Reviewed on Nov 15, 2025

IQ Hotel Firenze
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
$74 nightly
The price is $98 total per night from Dec 14 to Dec 15
$98 total
Dec 14 - Dec 15
Total with taxes and fees
8.8/10 Excellent! (1,257 reviews)
Everything

Reviewed on Nov 10, 2025

The Social Hub Florence Lavagnini
Grand Hotel Baglioni

Grand Hotel Baglioni

4 out of 5
Piazza Unita Italiana 6 Florence FI
$146 nightly
The price is $177 total per night from Dec 8 to Dec 9
$177 total
Dec 8 - Dec 9
Total with taxes and fees
9/10 Wonderful! (1,009 reviews)
More vegetarian options would have been great

Reviewed on Nov 10, 2025

Grand Hotel Baglioni
See all 14,565 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 $696 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.