San Filippo Holidays from £377

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Your San Filippo Holiday

With every last detail planned before you go, our San Filippo holiday packages mean you can concentrate on having a great time. Whether you base yourself in the neighbourhood 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, organising a tailored San Filippo holiday is a breeze with Expedia.

Top San Filippo Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
La Villa di STR

La Villa di STR

3 out of 5
Siena Historical Center
Save 100% on your flight
Price was £721, price is now £377 per person
£377
per person
20 Aug - 27 Aug
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
9.2/10 Wonderful! (435 reviews)
Air conditioning wasn’t that cold otherwise it was great!

Reviewed on 15 Jun 2026

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was £1,516, price is now £725 per person
£725
per person
29 Aug - 4 Sept
found 2 hours ago
Return flight included
Edinburgh (EDI) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
Clean, conveniently located hotel with friendly, helpful staff.

Reviewed on 5 Jul 2026

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was £768, price is now £387 per person
£387
per person
18 Aug - 22 Aug
found 21 hours ago
Return direct flight included
Birmingham (BHX) 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 3 Jul 2026

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa

4 out of 5
Save 100% on your flight
Price was £740, price is now £392 per person
£392
per person
20 Sept - 25 Sept
found 23 hours ago
Return flight included
Edinburgh (EDI) to Florence (FLR)
9.2/10 Wonderful! (187 reviews)
This was a little slice of heaven and such a hidden gem. This place is by far my favorite that I have been to in Europe

Reviewed on 16 Jun 2026

Boccioleto Resort&Spa

Boccioleto Resort&Spa

4 out of 5
Save 100% on your flight
Price was £713, price is now £413 per person
£413
per person
20 Aug - 27 Aug
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
9.2/10 Wonderful! (120 reviews)
Staff were very friendly and the rooms were clean and spacious!

Reviewed on 17 Nov 2025

San Filippo Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Peretola Airport (FLR)
Max Temp Winter
10ºC
Max Temp Summer
29ºC
Top Sights
Isole e Olena Winery, Casa Sola - Chianti Winery and Castello della Paneretta

Top hotels in San Filippo

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
The price is £108 per night from 21 Jul to 22 Jul
£108
21 Jul - 22 Jul
includes taxes & fees
9/10 Wonderful! (1,448 reviews)
"Great place to stay. The pool and Gym were fabulous with an amazing view. The staff were very friendly and helpful. The cafe was also very good and prices were good."

Reviewed on 7 Jul 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
The price is £118 per night from 12 Jul to 13 Jul
£118
12 Jul - 13 Jul
includes taxes & fees
9.4/10 Exceptional! (614 reviews)
"Best rooftop ever!"

Reviewed on 6 Jul 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
The price is £68 per night from 12 Jul to 13 Jul
£68
12 Jul - 13 Jul
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
"."

Reviewed on 6 Jul 2026

Plus Florence - Hostel
See all 13,834 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

What to do in San Filippo

Tuscany in 1 day: Pisa, San Gimignano and Siena with Lunch

Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch

£42
per adult
78% of travellers recommend
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

£21
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
Tuscan wine cellar

Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner

£128
per adult
100% of travellers recommend
Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner
See all activities in San Filippo

Frequently asked questions

Why should I book my San Filippo holiday with Expedia?
Expedia has your back for every aspect of your next San Filippo getaway. You'll always get the best prices around, but when you bundle your flights, hotel and/or car hire into a holiday package, you'll score even more savings. Keen to really make the most of your stay? Add some exciting activities and tours to your package. Expedia offers flexible cancellation policies on almost all bookings, so there's no need to stress if your plans change. Visit our Customer Service Portal link to learn more.
When is the best time of year to holiday in San Filippo?
Enjoy sightseeing but don't like big crowds? Plan your San Filippo getaway for January, July and December. Typically, it's much quieter than it is in March, May and June. With daytime average temperatures of 4ºC, January is the coolest month in San Filippo. The warmest month is July, when you can experience average temperatures of 24ºC throughout the day. Whatever the weather conditions, you'll find a whole lot to keep you busy here.
What is the top hotel for my holiday in San Filippo?
Hotel Borgo di Cortefreda Relais is the ideal base for an unforgettable getaway in San Filippo, offering all the comforts and amenities you need and more.
How do I get a cheap holiday to San Filippo?
Bundling your hotel and flight with Expedia won't just save valuable time — it'll save you pounds too. A San Filippo holiday makes it simple to arrange the ideal trip. With more than 400 airlines throughout the world to select from, finding flights that fit your busy schedule won't be a problem. On top of that, we have over 321,000 hotel options globally to select from. Now that's what you call choice. No matter who you are, Expedia puts more of the world within your reach. Learn more about how you can save money on your next holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my San Filippo holiday?
There's an almost endless list of places to visit while on a holiday in San Filippo. Isole e Olena Winery, Castello di Monsanto, Casa Sola - Chianti Winery and Castello della Paneretta are just a few of this city's best attractions.
Do I need a visa for my San Filippo holiday?
Official government websites are the best source of information on visa requirements, application procedures and necessary documentation. Your nationality and the reason for your visit, whether it be for tourism or business, will determine if you need a visa for San Filippo. Also check that your passport is up to date and has a minimum of six months validity remaining beyond your planned date of return. Do all your travel planning well in advance to avoid any last-minute surprises.
What should I wear on my San Filippo holiday?
Do a little research into the sorts of things people in San Filippo wear, and consider browsing social media fashion pages for inspiration. You'll want to create a versatile travel wardrobe full of pieces that suit your destination and show off your unique style. Be sure to check the weather forecast so you can pack appropriately. The warmest month in San Filippo is July, with average daytime temperatures of 24ºC. If you plan to visit during the coolest month of January, the mercury averages 4ºC during the day.
What does an Expedia San Filippo holiday include?
Hotels, flights and a cool car for all your fun road trip adventures. Simply choose your preferred bundle and get access to incredible deals. Once you've made your booking, add on a couple of sightseeing tours and watch your savings pile up. When it comes to planning your San Filippo trip, the choice is all yours! Explore a large range of property types and pick one that matches your group size. The most popular holiday rentals here are apartments and villas. With Expedia, it's easy to tailor-make your San Filippo escape however you want.
Does Expedia offer Book Now, Pay Later San Filippo holidays?
Yes, we do. Expedia has partnered with online lender Klarna to help you conveniently pay for your holiday in instalments. Simply choose the payment plan that suits you best during the checkout process and take away the stress of budgeting for your next trip. Make sure you bundle your flights, accommodation and activities with Expedia to get the biggest bang for your holiday buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: If paying bite-sized amounts each month works for you, Klarna offers just that! Paying in convenient monthly instalments will make that dream getaway possible.
  • No-deposit holidays: Clicking the "book now" button is easier with this payment option. With no upfront fee for your holiday, you can Book Now, Pay Later and get on your way.

Can I choose my airline with a San Filippo Expedia holiday?
Definitely. Expedia has over 400 airline partners to choose from worldwide. With such a huge range of choices, finding the ideal carrier to fly you to San Filippo will be a breeze.

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. Flight-inclusive packages are ATOL protected.