San Filippo Vacations from $786

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Your San Filippo Vacation

With every last detail planned before you go, our San Filippo vacation packages mean you can concentrate on having a great time. Whether you base yourself in the neighborhood of Petrazzi, which is great for views, or somewhere else in town, this fun city offers plenty of discoveries. Eager to explore? Isole e Olena Winery, Castello di Monsanto and Casa Sola - Chianti Winery are just a few of the top places to visit during your trip to San Filippo. Whatever your travel plans or budget, organizing a tailored San Filippo vacation is a breeze with Expedia.

The Latest San Filippo 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 $1,100, price is now $786 per person
$786
per person
Feb 10 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
Breakfast was good. Staff super friendly. Overall the expected quality for the paid price.

Reviewed on Nov 20, 2025

The St. Regis Florence

The St. Regis Florence

5 out of 5
Historic Centre of Florence
Price was $2,317, price is now $1,494 per person
$1,494
per person
Feb 11 - Feb 14
found 17 hours ago
Roundtrip flight included
Los Angeles (LAX) to Florence (FLR)
9.6/10 Exceptional! (261 reviews)
Nice property in a great location.

Reviewed on Jun 29, 2025

Tivoli Palazzo Gaddi Firenze Hotel

Tivoli Palazzo Gaddi Firenze Hotel

5 out of 5
Historic Centre of Florence
Price was $1,786, price is now $1,165 per person
$1,165
per person
Feb 11 - Feb 14
found 17 hours ago
Roundtrip flight included
Los Angeles (LAX) to Florence (FLR)
9.6/10 Exceptional! (255 reviews)
Amazing hotel and service. The rooftop bar is a huge plus!

Reviewed on Oct 16, 2025

Grand Hotel Minerva

Grand Hotel Minerva

4 out of 5
Historic Centre of Florence
Price was $1,751, price is now $1,153 per person
$1,153
per person
Feb 11 - Feb 14
found 17 hours ago
Roundtrip flight included
Los Angeles (LAX) to Florence (FLR)
9.6/10 Exceptional! (1,000 reviews)
Great breakfast and spacious rooms

Reviewed on Dec 5, 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Price was $1,453, price is now $1,035 per person
$1,035
per person
Feb 8 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.6/10 Exceptional! (495 reviews)
Everything—the breakfast, the staff, and the cleanliness—was perfect. The room was quiet and supremely comfortable. Highly recommend!

Reviewed on Nov 17, 2025

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Discover the most popular places to visit in San Filippo

Whenever you're in Tuscany, you must go to the countryside and visit the beautiful wineries. This one in particular has over 300 hectares of grapes, olive trees and beehives.

Fattoria di Montecchio

You can enjoy a tasting or tour at Fattoria di Montecchio during your travels to Tavarnelle Val di Pesa. Discover the beautiful countryside in this relaxing area, or enjoy its local tours.

Fattoria di Montecchio

Casa Sola - Chianti Winery

You can enjoy a tasting or tour at Casa Sola - Chianti Winery during your travels to Cortine. Discover the beautiful countryside and wineries in this relaxing area.

Casa Sola - Chianti Winery

Isole e Olena Winery

You can enjoy a tasting or tour at Isole e Olena Winery during your travels to Barberino Val d'Elsa. Discover the beautiful countryside in this quaint area, or enjoy its local tours.

Isole e Olena Winery

What to do in San Filippo

Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

$50
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
Full-Day Tour of San Gimignano, Siena & Chianti

San Gimignano, Siena and Chianti - Small Group Tour

$137
per adult
86% of travellers recommend
San Gimignano, Siena and Chianti - Small Group Tour
Monteriggioni fortress

Tuscany Hiking Tour from Siena Including Wine Tasting

$64
per adult
Tuscany Hiking Tour from Siena Including Wine Tasting
See all activities in San Filippo

San Filippo Hotel Deals

Grand Hotel Baglioni

Grand Hotel Baglioni

4 out of 5
Piazza Unita Italiana 6 Florence FI
Fully refundableReserve now, pay when you stay
$138 nightly
The price is $168 total per night from Dec 9 to Dec 10
$168 total
Dec 9 - Dec 10
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
The hotel was very nice, incredible terrace views of the duomo and had very hospitable staff. The breakfast selection was great as well. Our room was a good size. I only subtracted a star because the bed was a bit too stiff and the heat wasn’t quite warming up to what I set it to.

Reviewed on Dec 2, 2025

Grand Hotel Baglioni
IQ Hotel Firenze

IQ Hotel Firenze

4 out of 5
Via Camillo Cavour, 88 Florence FI
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $109 total per night from Dec 9 to Dec 10
$109 total
Dec 9 - Dec 10
Total with taxes and fees
9.6/10 Exceptional! (1,073 reviews)
Beautiful hotel! Everyone was friendly. Doorman to help with luggage up and down stairs. Good was delicious!

Reviewed on Nov 30, 2025

IQ Hotel Firenze
25hours Hotel Florence Piazza San Paolino

25hours Hotel Florence Piazza San Paolino

4 out of 5
Piazza Di San Paolino 1 Florence FI
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $173 total per night from Dec 14 to Dec 15
$173 total
Dec 14 - Dec 15
Total with taxes and fees
9.4/10 Exceptional! (941 reviews)
Enjoyable!

Reviewed on Dec 1, 2025

25hours Hotel Florence Piazza San Paolino
See all 13,479 properties in San Filippo
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 Filippo Vacation Packages

San Filippo 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
Isole e Olena Winery, Castello della Paneretta and Castello di Monsanto

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Frequently asked questions

How much does a San Filippo vacation package cost?
Offering great value package deals from $786 on Expedia, you'll be thrilled with how little a vacation to San Filippo costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to San Filippo?
You're likely to find reduced prices and greater availability in January, July and December. Check out our cheap San Filippo vacation packages and you could land some great off-season deals.
How many days is enough for San Filippo?
With a well-organized schedule, you can easily tick off the top San Filippo sights in a few days. But if you'd like to discover lesser-known spots or go on day trips, think about booking your San Filippo vacation for longer.
How to find the best San Filippo package deals?
Finding a cheap San Filippo package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, add some filters and browse what's available. You can customize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly San Filippo package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a San Filippo vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and stays individually. Better still, you can customize your San Filippo trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to San Filippo?
If you're planning a spur-of-the-moment San Filippo vacation, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later San Filippo vacation packages?
Set off on your perfect trip to San Filippo with help from Expedia's Book Now, Pay Later vacations. No need to save up or wait for the next payday — we've partnered with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stay on budget and snap up travel deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.