San Filippo Vacations from $1,001

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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 $1,596, price is now $1,001 per person
$1,001
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,012 reviews)
The hotel was conveniently located, and the service was good. Overall, it was a pleasant stay. However, I hope the hotel improves its Wi-Fi coverage, as the connection can become unstable when multiple guests are accessing the network.

Reviewed on Jun 5, 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Save 100% on your flight
Price was $4,242, price is now $2,673 per person
$2,673
per person
Sep 14 - Sep 20
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.6/10 Exceptional! (144 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

Villa Cora

Villa Cora

5 out of 5
Oltrarno
Save 100% on your flight
Price was $4,184, price is now $2,967 per person
$2,967
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (475 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 $2,821, price is now $2,010 per person
$2,010
per person
Aug 25 - Aug 30
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (66 reviews)
Agradable estancia. Excelente servicio. La habitación la mantenían siempre limpia. Todo queda cerca del área. Muy recomendable

Reviewed on May 23, 2026

Hotel degli Orafi

Hotel degli Orafi

4 out of 5
Historic Centre of Florence
Price was $2,429, price is now $1,742 per person
$1,742
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (1,009 reviews)
Beautiful hotel, extremely helpful staff and the perfect location!

Reviewed on Jun 21, 2026

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Discover the most popular places to visit in San Filippo

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

Chianti Observatory

You can spend an afternoon browsing the exhibits at Chianti Observatory during your trip to Barberino Val d'Elsa. Discover the beautiful countryside and wineries in this quaint area.

Chianti Observatory

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 relaxing area, or enjoy its local tours.

Isole e Olena Winery

What to do in San Filippo

Tuscany Hiking Tour from Siena Including Wine Tasting

Tuscany Hiking Tour from Siena Including Wine Tasting

$70
per adult
100% of travellers recommend
Tuscany Hiking Tour from Siena Including Wine Tasting
Florence Day Trip: Medieval Villages & Cooking Class

Florence Day Trip: Medieval Villages & Cooking Class

$162
per adult
86% of travellers recommend
Florence Day Trip: Medieval Villages & Cooking Class
Discover Chianti Through its Wines

Discover Chianti Through its Wines

$52
per adult
Discover Chianti Through its Wines
See all activities in San Filippo

San Filippo 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
$101 nightly
The price is $127 total per night from Jul 12 to Jul 13
$127 total
Jul 12 - Jul 13
Total with taxes and fees
9/10 Wonderful! (1,413 reviews)
"Views, breakfast, room, and the building itself was amazing. By far one of the best hotel stays I have had. The staff were also very nice."

Reviewed on Jun 20, 2026

The Social Hub Florence Lavagnini
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
$118 nightly
The price is $146 total per night from Jul 3 to Jul 4
$146 total
Jul 3 - Jul 4
Total with taxes and fees
9.4/10 Exceptional! (590 reviews)
"Great for solo travellers. Convenient to get to and from airport on tram. Easy check in and check out. Fridge in room. Nice pool area."

Reviewed on Jun 20, 2026

The Social Hub Florence Belfiore
Plus Florence - Hostel

Plus Florence - Hostel

Via Santa Caterina D'Alessandria, 15 Florence FI
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $104 total per night from Jun 28 to Jun 29
$104 total
Jun 28 - Jun 29
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
"Our room was clean and spacious. It is located near things people want to see in Florence. Also, close to train and bus but walkable. They also stored our luggage at checkout for the day for much less than a storage place. Great and affordable choice for families or groups of friends!"

Reviewed on Jun 21, 2026

Plus Florence - Hostel
See all 13,754 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 $1,001 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.