San Vivaldo Vacations from $1,144

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Your San Vivaldo Vacation

Lock in a San Vivaldo vacation package that has everything you need and no unnecessary extras. Good for walking, nature and history, consider staying in the neighborhood of Capannoli. Every good trip to San Vivaldo should include a bit of sightseeing. What to check out first? Castelfalfi Golf Course and Monastery of San Vivaldo are leading attractions. A couple of quick clicks is all it takes to create the perfect San Vivaldo vacation on Expedia.

The Latest San Vivaldo 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 $1,806, price is now $1,144 per person
$1,144
per person
Sep 28 - Oct 3
found 13 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Florence (FLR)
7.4/10 Good! (1,008 reviews)
It was not entirely clean, the staff don't do much. Breakfast is from the day before. Air conditioning excellent.

Reviewed on Jul 3, 2026

Palace Hotel

Palace Hotel

4 out of 5
Save 100% on your flight
Price was $2,575, price is now $1,619 per person
$1,619
per person
Aug 21 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.2/10 Wonderful! (131 reviews)
Staff was very nice, breakfast spread was great. Our room unfortunately felt like a let down. It was smaller than expected, had a mildew scent, the toilet constantly ran, and the AC did not work very well.

Reviewed on Jul 2, 2026

Park Hotel Villa Ariston

Park Hotel Villa Ariston

4 out of 5
Save 100% on your flight
Price was $2,722, price is now $1,757 per person
$1,757
per person
Aug 21 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
8.8/10 Excellent! (133 reviews)

Il Rivalta - Place of Charme

Il Rivalta - Place of Charme

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $4,393, price is now $2,846 per person
$2,846
per person
Sep 19 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.4/10 Exceptional! (549 reviews)
The room was spotless, and the service was outstanding! The breakfast offered a great variety, and the staff was friendly!

Reviewed on Jul 6, 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Save 100% on your flight
Price was $2,814, price is now $1,843 per person
$1,843
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.6/10 Exceptional! (147 reviews)
It’s a beautiful property, but be aware that it is secluded and that the restaurant menu is quite limited and after a couple of days, we were happy to go elsewhere. The waiting staff was attentive and nice, front desk not as much (maybe the la guard barrier?)

Reviewed on Jun 19, 2026

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Stay near popular San Vivaldo attractions

Monastery of San Vivaldo

9.2/10 (5 reviews)
Monastery of San Vivaldo is just one of the places to see in San Vivaldo, so why not enjoy the other things to explore during your travels? Discover the beautiful countryside and wineries in this relaxing area.
See properties

What to do in San Vivaldo

Small Group Chianti Wineries Tuscan Lunch San Gimignano and more

Small Group Wine Tour & San Gimignano Visit

$217
per adult
100% of travellers recommend
Small Group Wine Tour & San Gimignano Visit
San Gimignano: Lunch or Dinner at a Winery with Wine Tasting

San Gimignano: Lunch or Dinner at a Winery with Wine Tasting

$123
per adult
San Gimignano: Lunch or Dinner at a Winery with Wine Tasting
Vinci: wine-experience among the Tuscan hills

Vinci: wine-experience among the Tuscan hills

$40
per adult
Vinci: wine-experience among the Tuscan hills
See all activities in San Vivaldo

San Vivaldo Hotel Deals

Castelfalfi

Castelfalfi

5 out of 5
Loc. Castelfalfi Montaione FI
$938 nightly
The price is $1,043 total per night from Aug 7 to Aug 8
$1,043 total
Aug 7 - Aug 8
Total with taxes and fees
9.6/10 Exceptional! (173 reviews)
"Amazing all around! One of the best places I’ve ever stayed! Can’t wait to visit again"

Reviewed on Jul 2, 2026

Castelfalfi
Hotel Toscana Ambassador

Hotel Toscana Ambassador

4 out of 5
Via Salceto, 11 Poggibonsi SI
Fully refundableReserve now, pay when you stay
$66 nightly
The price is $79 total per night from Jul 16 to Jul 17
$79 total
Jul 16 - Jul 17
Total with taxes and fees
8.2/10 Very Good! (350 reviews)
"Room was clean, staff was helpful and easy to park."

Reviewed on Jun 27, 2026

Hotel Toscana Ambassador
Mormoraia

Mormoraia

Agriturismo San Gimignano San Gimignano SI
$369 nightly
The price is $412 total per night from Jul 20 to Jul 21
$412 total
Jul 20 - Jul 21
Total with taxes and fees
9.6/10 Exceptional! (219 reviews)
"An absolutely wonderful experience staying at Mormoraia, from the reception meeting us at our car to the private wine tour- our trip to Tuscany was elevated staying here. I’m looking forward to coming back again and coming a full week."

Reviewed on Jul 2, 2026

Mormoraia
See all 6,348 properties in San Vivaldo
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 Vivaldo Vacation Packages

San Vivaldo Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Peretola Airport (FLR)
Max Temp Winter
50ºF
Max Temp Summer
85ºF
Top Sights
Castelfalfi Golf Course, Monastery of San Vivaldo and Villa da Filicaja

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Frequently asked questions

How much does a San Vivaldo vacation package cost?
You can snap up a vacation package to this top destination from $1,144 on Expedia. However, how much your vacation to San Vivaldo costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to San Vivaldo?
September, November and December are the best times to look for cheap San Vivaldo vacation packages. Traveling in quieter months means you can typically find reduced prices on accommodations and flights.
How many days is enough for San Vivaldo?
The ideal duration of your San Vivaldo vacation depends on what you'd like to see and do. Usually, a few days to a week will give you plenty of time to go to all the major attractions and explore some hidden gems along the way.
How to find the best San Vivaldo package deals?
Begin your search for a San Vivaldo package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal San Vivaldo package deal right away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your San Vivaldo adventure off to a flying start.
Is it cheaper to book a San Vivaldo vacation as a package?
You can enjoy significant savings on your San Vivaldo getaway by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to view the best airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to San Vivaldo?
If you've got your San Vivaldo vacation dates locked in, book as early as you can to snap up some outstanding deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for traveling on a whim.
Does Expedia offer Book Now, Pay Later San Vivaldo vacation packages?
Jet off on your dream escape to San Vivaldo with help from our Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until your next paycheck — we've partnered with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to budget for your trip and snap up travel deals before they disappear.

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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.