Guardistallo Vacations from $1,032

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Your Guardistallo Vacation

Book a tailored Guardistallo vacation package that has only the things you need and nothing you don't. Good for watersports, dining and nature, consider basing yourself in the neighborhood of Marina di Bibbona. Make your trip to Guardistallo even more fulfilling by including some sightseeing. Pista Del Mare Srl, Parco Gallorose and Archaeological Park of Villa Romana of San Vincenzino are among the major attractions worth exploring. A couple of quick clicks is all it takes to create the perfect Guardistallo vacation on Expedia.

The Latest Guardistallo vacation packages

Price found within the past 48 hours. Click for updated prices.
Villa Pitiana

Villa Pitiana

4 out of 5
Price was $1,353, price is now $1,032 per person
$1,032
per person
Aug 19 - Aug 26
found 22 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
8.6/10 Excellent! (148 reviews)
Historical and beautiful place! Not usual hotel rooms!

Reviewed on Jun 2, 2026

Hotel Villa Liana

Hotel Villa Liana

3 out of 5
Historic Centre of Florence
Price was $1,412, price is now $1,117 per person
$1,117
per person
Aug 19 - Aug 26
found 17 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
8.6/10 Excellent! (354 reviews)
Hotel is a little gem. On a quiet street with a lovely green garden/parking area in the back. Breakfast was abundant and wonderful, especially served by the warm and welcoming Grazia and her colleagues. Sweet park with tiny carousel and lots of children at the end of the block. If you master the bus network the area is well served, and even without, almost everything is still in walking distance. We would gladly return.

Reviewed on Mar 23, 2026

Donati Luxury Tower Suites

Donati Luxury Tower Suites

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $4,015, price is now $2,537 per person
$2,537
per person
Jul 19 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.6/10 Exceptional! (65 reviews)
Agradable estancia. Excelente servicio. La habitación la mantenían siempre limpia. Todo queda cerca del área. Muy recomendable

Reviewed on May 23, 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Save 100% on your flight
Price was $3,896, price is now $2,725 per person
$2,725
per person
Jul 8 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.6/10 Exceptional! (137 reviews)
Beautiful stay for our honeymoon. This is definitely a place to go and feel at peace in the Tuscan countryside. 15 min away from some wineries and 20 min away from Montepulciano. Great balance of feeling relaxed by the spa and pool with some quick getaways. Lastly, the restaurant was beyond excellent. Expensive but well worth it.

Reviewed on May 23, 2026

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $1,453, price is now $1,036 per person
$1,036
per person
Aug 16 - Aug 21
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
Great location, lots restaurants shops nearby. Easy to access centre. Room modern reasonably clean but very small. Shower like a postage stamp.

Reviewed on Jun 3, 2026

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Guardistallo Hotel Deals

Residence Il Paradiso

Residence Il Paradiso

3 out of 5
Strada Provinciale del Poggetto 55 Guardistallo PI
$69 nightly
The price is $76 total per night from Jun 4 to Jun 5
$76 total
Jun 4 - Jun 5
Total with taxes and fees
Residence Il Paradiso
Castelfalfi

Castelfalfi

5 out of 5
Loc. Castelfalfi Montaione FI
$1,127 nightly
The price is $1,251 total per night from Jun 25 to Jun 26
$1,251 total
Jun 25 - Jun 26
Total with taxes and fees
9.6/10 Exceptional! (170 reviews)
"The property is truly outstanding and the staff are amazing."

Reviewed on May 30, 2026

Castelfalfi
Paradù EcoVillage & Resort

Paradù EcoVillage & Resort

Località Paradú 383/B Castagneto Carducci LI
8.4/10 Very Good! (203 reviews)
"Nice place. Bit of a centre parc theme."

Reviewed on Jun 9, 2025

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Paradù EcoVillage & Resort
See all 4,881 properties in Guardistallo
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 Guardistallo Vacation Packages

Guardistallo Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Galileo Galilei Airport (PSA)
Population
860
Max Temp Winter
55ºF
Max Temp Summer
80ºF
Top Sights
Teatro del Silenzio, La Regola Azienda Vitivinicola and Parco Avventura Il Giardino Sospeso

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Frequently asked questions

How much does a Guardistallo vacation package cost?
You'll find cheap prices from $1,032 on Expedia for your Guardistallo getaway. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to Guardistallo costs.
What are the cheapest months to go to Guardistallo?
November, December and January are great times to search for cheap Guardistallo vacation packages. Choosing to travel in less busy periods means you'll typically find better prices on accommodations and flights.
How many days is enough for Guardistallo?
With a well-organized itinerary, you can easily visit the main Guardistallo sights in a handful of days. But if you'd like to venture off the beaten track or go on day tours, consider booking your Guardistallo vacation for longer.
How to find the best Guardistallo package deals?
Use Expedia's filter tool to help you find some terrific Guardistallo package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Guardistallo package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Guardistallo vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and stays individually. Better still, you can customize your Guardistallo trip to match your exact style. 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 Guardistallo?
Score incredible bargains by reserving your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Guardistallo getaway.
Does Expedia offer Book Now, Pay Later Guardistallo vacation packages?
Jet off on your dream trip to Guardistallo with our Book Now, Pay Later vacations. There's no need to save up or hold off until your next paycheck — we've partnered with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans let you spread the total cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to stick to your budget and snap up bargains 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.