San Filippo Holidays from £289
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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.
Price found within the past 48 hours. Click for updated prices.
Hotel La Scaletta Al Ponte Vecchio
Historic Centre of Florence
£289
per person
11 Dec - 14 Dec
found 1 day ago
Return flight included
London (LCY) to Florence (FLR)
9/10 Wonderful! (1,002 reviews)
Hotel La Scaletta exceeded our expectations! Everything about the property - location, amenities, breakfast, room, and helpful staff - was excellent. I had stayed in the hotel (and loved it) decades before but it has ascended from a pensione to a true hotel. I hope to return one day!
Reviewed on 2 Oct 2026
LHP River Club
Santa Croce
£869
per person
14 Dec - 21 Dec
found 1 day ago
Return flight included
London (LGW) to Florence (FLR)
9.2/10 Wonderful! (35 reviews)
Lo malo es que el hotel no queda donde sale en google maps, queda en otro lado que se llama hotel Lido. Entonces llegamos en la noche y nos tocó pedir otro taxi con la maletas para ir al otro hotel. Adicional la habitacion estaba llena de mosquitos, tuvimos que tratar de matarlos a las 12 de la noche que llegamos
Reviewed on 30 Sept 2026
The Moon Boutique Hotel & Spa
Historic Centre of Florence
£382
per person
9 Nov - 13 Nov
found 1 day ago
Return flight included
Birmingham (BHX) to Florence (FLR)
9.6/10 Exceptional! (600 reviews)
Extremely clean, breakfast service was awesome. Absolutely beautiful room . Shower with steam and jacuzzi settings was wonderful.
Reviewed on 2 Oct 2026
Hotel Caravaggio
Historic Centre of Florence
£356
per person
14 Dec - 21 Dec
found 1 day ago
Return flight included
London (LGW) to Florence (FLR)
9/10 Wonderful! (1,008 reviews)
We stayed for 3 nights and enjoyed the accommodations. The location was ideal for our itinerary and plans. The staff was friendly and helpful.
Reviewed on 6 Oct 2026
Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
£597
per person
7 Nov - 13 Nov
found 1 day ago
Return flight included
London (LGW) to Florence (FLR)
9.2/10 Wonderful! (238 reviews)
Great place to stay as a couple and good also if you have kids. Loved the centre pool with spa jets and lying out on the bean bag pillows on the grass. Staff and service was excellent. Air Conditioning was a little lacking and the pillows were a little flat for our liking and only one included for each sleeper. Otherwise very nice stay.
Reviewed on 6 Aug 2026
Where to stay in San Filippo
Find the best San Filippo areas and neighborhoods for the activities you enjoy most. Learn more about San Filippo
Tavarnelle Val di Pesa
4 out of top 10 points of interest in this area
Tavarnelle Val di Pesa is noteworthy for its wineries, and you can make a stop at top attractions like Passignano Abbey and Abbey of Passignano.
Barberino Val d'Elsa
6 out of top 10 points of interest in this area
Barberino Val d'Elsa is noteworthy for its wineries, and you can make a stop at top attractions like Casa Sola - Chianti Winery and Castello di Monsanto.
San Donato in Poggio
Travellers like the restaurants in San Donato in Poggio, and Pieve di San Donato in Poggio is a top attraction you might want to visit.
Morrocco
While Morrocco may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Abbey of Passignano and Chianti Observatory.
Sambuca
While Sambuca may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Abbey of Passignano and Passignano Abbey.
Top hotels in San Filippo
Plus Florence - Hostel
Via Santa Caterina D'Alessandria, 15 Florence FI
Fully refundableReserve now, pay when you stay
£62
6 Nov - 7 Nov
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
"It is very close to the centre"
Reviewed on 6 Oct 2026
The Social Hub Florence Belfiore
Viale Belfiore, 55 Florence FI
Fully refundableReserve now, pay when you stay
£77
1 Nov - 2 Nov
includes taxes & fees
Hotel Paris
Via Banchi 2 Florence FI
Fully refundableReserve now, pay when you stay
£124
2 Nov - 3 Nov
includes taxes & fees
9/10 Wonderful! (1,011 reviews)
"Overall not a bad stay. Good / convenient location and comfortable. Negatives were room was sparsely furnished for a suit, there is no real comfortable seating in the hotel room or common spaces. This is kinda hidden in the photo manipulations on the webpage. No restaurant or bar on premises, but ..."
Reviewed on 6 Oct 2026
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.
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.
Things to do
Chianti Half Day Wine Tour from Florence
£21
per adult
88% of travellers recommend
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
£42
per adult
78% of travellers recommend
SMALL-GROUP Wine Safari: Tuscany Wine Tasting Tour from Florence
£111
per adult
100% of travellers recommend
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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. Flight-inclusive packages are ATOL protected.