San Vivaldo Vacations from $1,052

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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

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 Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,426, price is now $1,052 per person
$1,052
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
The room was kept clean. The staff extremely nice and attentive. Breakfast was good and the dinning area very clean. It was walking distance from Academia gallery.

Reviewed on May 8, 2026

Dimora Palanca Boutique & SPA

Dimora Palanca Boutique & SPA

5 out of 5
Historic Centre of Florence
Price was $2,267, price is now $1,749 per person
$1,749
per person
Jul 25 - Jul 31
found 11 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.2/10 Wonderful! (65 reviews)
I particularly love the authenticity of the building being hundreds of hundreds of years old and yet well cut, beautiful staff beautiful spa only lacking in the dining aspect but everything else was perfect. Highly recommend but recommend going out for dinner.

Reviewed on Nov 5, 2025

Villa Cora

Villa Cora

5 out of 5
Oltrarno
Price was $3,442, price is now $2,439 per person
$2,439
per person
Jul 28 - Jul 30
found 24 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Florence (FLR)
9.8/10 Exceptional! (473 reviews)
Amazing service and staff. Wow!

Reviewed on Feb 21, 2026

Donati Luxury Tower Suites

Donati Luxury Tower Suites

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $4,026, price is now $2,891 per person
$2,891
per person
Jun 28 - Jul 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (61 reviews)
Fabulous old building but fully refurbished with modern suites. Only 12 suites, all unique with 2 on each floor. Loads of room. Staff fabulous. Only minus point is there’s no bar or restaurant, but it is located within an area that has literally hundreds on its doorstep. Would definitely stay there again.

Reviewed on Apr 23, 2026

The Sense Experience Resort - Preferred Hotels & Resorts

The Sense Experience Resort - Preferred Hotels & Resorts

5 out of 5
Save 100% on your flight
Price was $3,375, price is now $2,487 per person
$2,487
per person
Jul 21 - Jul 27
found 14 hours ago
Roundtrip flight included
New York (NYC) to Florence (FLR)
9.2/10 Wonderful! (211 reviews)
Everything was absolutely perfect and would definitely recommend a stay there. Can’t wait for a return visit.

Reviewed on May 5, 2026

Don't see what you're looking for?
See all available trips from Columbus to San Vivaldo
View all trips

Discover the most popular places to visit in San Vivaldo

Castelfalfi Golf Course

Enjoy a round of golf in Castelfalfi at Castelfalfi Golf Course. Discover the beautiful countryside in this relaxing area.

Castelfalfi Golf Course

Monastery of San Vivaldo

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.

Monastery of San Vivaldo

What to do in San Vivaldo

Small Group Chianti Wineries Tuscan Lunch San Gimignano and more

Small Group Chianti Wineries Tuscan Lunch San Gimignano and more

$224
per adult
100% of travellers recommend
Small Group Chianti Wineries Tuscan Lunch San Gimignano and more
Discover San Miniato

Discover San Miniato

$42
per adult
Discover San Miniato
Vinci: wine-experience among the Tuscan hills

Vinci: wine-experience among the Tuscan hills

$41
per adult
Vinci: wine-experience among the Tuscan hills
See all activities in San Vivaldo

San Vivaldo Hotel Deals

Hotel Toscana Ambassador

Hotel Toscana Ambassador

4 out of 5
Via Salceto, 11 Poggibonsi SI
$63 nightly
The price is $77 total per night from Jun 4 to Jun 5
$77 total
Jun 4 - Jun 5
Total with taxes and fees
8.2/10 Very Good! (336 reviews)
We recommend the Toscana Ambassador to everyone, as we had a great experience with its cleanliness, hospitality, friendliness, and an extraordinary breakfast, with excellent service from Ada & Julia and the rest of the crew, from the front desk to room service. If you ever visit Poggibonsi, Tuscany, ...

Reviewed on Nov 27, 2025

Hotel Toscana Ambassador
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

3 out of 5
Loc. San Donato San Gimignano SI
Fully refundableReserve now, pay when you stay
$157 nightly
The price is $180 total per night from Jun 7 to Jun 8
$180 total
Jun 7 - Jun 8
Total with taxes and fees
9.2/10 Wonderful! (458 reviews)
We had the loveliest stay in Hotel Casolare! From the minute we arrived the staff were warm and welcoming and couldn't be more helpful! We stayed in the Cipresso apartment and it was perfect for the 4 of us staying with a well equipped kitchenette and a lovely patio area to sit out on! All very clean ...

Reviewed on May 6, 2026

Hotel Casolare Le Terre Rosse
Villa Petriolo

Villa Petriolo

Via di Petriolo 7 Cerreto Guidi FI
$409 nightly
The price is $454 total per night from May 27 to May 28
$454 total
May 27 - May 28
Total with taxes and fees
9.8/10 Exceptional! (99 reviews)
If you enjoy peace, tranquillity, the Italian countryside, and an ethos that embraces sustainability (without any compromise on a luxury experience) then this is your spirit home away from home. The facility and surrounding countryside is stunning. The staff are exceptional, friendly and knowledgeable ...

Reviewed on Apr 14, 2026

Villa Petriolo
See all 6,182 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a San Vivaldo vacation package cost?
You can snap up a vacation package to this top destination from $1,052 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.

Explore a world of travel with Expedia

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