San Casciano in Val di Pesa Vacation Packages

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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.

Top San Casciano in Val di Pesa Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

5 out of 5
Oltrarno
per person
Sep 6 - Sep 12
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
8.8/10 Excellent! (382 reviews)
Incredible off-season stay. The breakfast each morning was incredible. So much better than any other hotel I’ve stayed at. Fresh and delicious. The staff were friendly and helpful and our room was amazing. The Villa itself is a renovated Renaissance property and all around are little reminders of its glorious past. We were too early for the pool (starts in June) but I have a feeling that’s why we got such a great deal. The views from the decks are incredible and it’s close to Florence. The roads are windy and narrow, so be careful! But one of the roads down from the Villa revealed a spectacular view of Florence. I can’t recommend this hotel enough. Would gladly return.

Reviewed on May 31, 2025

Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Sep 19 - Sep 25
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Florence (FLR)
9.4/10 Exceptional! (228 reviews)
Great service esp Fillippo and Daniel at the breakfast service

Reviewed on Jul. 6, 2025

Hotel Balestri

Hotel Balestri

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Sep 19 - Sep 25
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Florence (FLR)
9.2/10 Wonderful! (956 reviews)
Centrally located. Staff was so friendly and accommodating. Our room was fabulous with views of the Duomo and river. We hated to leave!!

Reviewed on Jul. 13, 2025

Dimora Palanca Boutique & SPA

Dimora Palanca Boutique & SPA

5 out of 5
Historic Centre of Florence
per person
Sep 19 - Sep 25
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Florence (FLR)
9.4/10 Exceptional! (42 reviews)
The staff went out of their way to be helpful with all queries

Reviewed on Jun. 21, 2025

Villa Cora

Villa Cora

5 out of 5
Oltrarno
Save 100% on your flight
per person
Sep 19 - Sep 25
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Florence (FLR)
9.8/10 Exceptional! (452 reviews)
Lovely property and relaxing locale

Reviewed on Jul. 7, 2025

Ready to book your vacation to San Casciano in Val di Pesa?

 

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San Casciano in Val di Pesa Hotel Deals

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
The price is CA $111 per night from Jul 31 to Aug 1
CA $111
CA $145 total
Jul 31 - Aug 1
includes taxes & fees
8.8/10 Excellent! (1,042 reviews)
"Phenomenal place to stay - rooftop pool with cityscape of Florence, laundry facilities, the tram station right outside the hotel. Hosted community events / Had a fresh and modern style. We enjoyed this hotel so much, we regret not staying an extra couple of days!"

Reviewed on Jul. 13, 2025

The Social Hub Florence Lavagnini
c-hotels Ambasciatori

c-hotels Ambasciatori

4 out of 5
Via Luigi Alamanni 3, Florence, FI
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from Jul 29 to Jul 30
CA $153
CA $191 total
Jul 29 - Jul 30
includes taxes & fees
8.2/10 Very Good! (1,008 reviews)
"Great staff, easy check in and close to train and major Florence attractions. Clean and modern and spacious!"

Reviewed on Jul. 11, 2025

c-hotels Ambasciatori
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
The price is CA $121 per night from Aug 3 to Aug 4
CA $121
CA $156 total
Aug 3 - Aug 4
includes taxes & fees
9.2/10 Wonderful! (201 reviews)
"Love our stays. Hotel was very beautiful, comfortable and lots of area to relax or socialize. The 5th floor where the pool area is the best I had seen in all the hotels I had stayed."

Reviewed on Jul. 12, 2025

The Social Hub Florence Belfiore
See all 14,928 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.

All Inclusive Vacations

All Inclusive Vacations

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What to do in San Casciano in Val di Pesa

The terrace

Cooking Class on a Family Farm in Chianti with Lunch

CA $233
per adult
Cooking Class on a Family Farm in Chianti with Lunch
PRIVATE WINE TOURS VIP Wines and Wineries of Chianti Classico

PRIVATE WINE TOUR TUSCANY Wines and Wineries of Chianti Classico

CA $1,231
per traveller
PRIVATE WINE TOUR TUSCANY Wines and Wineries of Chianti Classico
Truffle Hunting in Chianti, pasta class and lunch

Truffle Hunting in Chianti, pasta class and lunch

CA $257
per adult
Truffle Hunting in Chianti, pasta class and lunch
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 can snap up a vacation package to this destination from CA $2,017 on Expedia. But how much your vacation to San Casciano in Val di Pesa costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to San Casciano in Val di Pesa?
If you're hoping to score a cheap San Casciano in Val di Pesa vacation package, consider travelling in December, January and February. You're likely to find lower rates on hotels and airfares during these quieter months --- ideal for budget-conscious travellers.
How many days is enough for San Casciano in Val di Pesa?
With about 3 days, you'll have plenty of time to visit popular neighbourhoods like Montegufoni and Tavarnuzze during your San Casciano in Val di Pesa vacation. Make sure to also add Monastary of Sorelle Clarisse and Circolo Golf Ugolino to your sightseeing itinerary. Looking 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?
Popular for its views, dining and bars and pubs, a San Casciano in Val di Pesa vacation is a hit with all kinds of visitors. Be sure to check out main sights like Monastary of Sorelle Clarisse and Torre Del Chianti, and consider renting some wheels for day trips to experience even more.
How to find the best San Casciano in Val di Pesa package deals?
Use Expedia's filter tool to help you find some terrific San Casciano in Val di Pesa package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for San Casciano in Val di Pesa package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a San Casciano in Val di Pesa vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and hotels separately. Better still, you can tailor your San Casciano in Val di Pesa trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to San Casciano in Val di Pesa?
If you have your San Casciano in Val di Pesa vacation dates confirmed, book as early as you can to bag some terrific deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to San Casciano in Val di Pesa?

  1. Choose when to get away: Check your schedule and get your bags packed. Your favourite time of year and the type of activities available will also help you decide when to escape to San Casciano in Val di Pesa.
  2. Plan your budget wisely: As well as the price of your hotel, you'll need to factor in other expenses. These include flights, transportation and food. Also, put aside a little extra for unexpected costs that could crop up during your trip to San Casciano in Val di Pesa.
  3. Decide your trip length: Think about how much time you'd like to spend exploring San Casciano in Val di Pesa. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a tailored San Casciano in Val di Pesa vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.