San Leonino Holidays from £260

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Your San Leonino Holiday

When a fun city break is calling, answer it with a San Leonino holiday package. The neighbourhood of Badia Coltibuono, which is great for families, nature and walking, makes a fantastic base for your adventures. Make your trip to San Leonino even more fun and exciting by going sightseeing. Casa Vinicola Luigi Cecchi, City Hall Castellina In Chianti and Walls of Monteriggioni are some of the leading attractions worth exploring. A couple of clicks is all it takes to create the ultimate San Leonino holiday on Expedia.

Top San Leonino Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was £586, price is now £260 per person
£260
per person
1 Oct - 4 Oct
found 1 day ago
Return flight included
London (LGW) 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

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was £702, price is now £314 per person
£314
per person
4 Sept - 7 Sept
found 17 hours ago
Return flight included
London (LGW) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
Clean, conveniently located hotel with friendly, helpful staff.

Reviewed on 5 Jul 2026

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

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

5 out of 5
Save 100% on your flight
Price was £2,058, price is now £1,186 per person
£1,186
per person
13 Aug - 20 Aug
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
9.4/10 Exceptional! (207 reviews)
Absolutely wonderful stay. The onsite restaurant was amazing and the staff was very attentive and helpful. There are nice wineries and restaurants nearby too and the concierge made very helpful recommendations and reservations for us. Use the hotel name (and not just the address) since the Apple Maps and Google Maps gets confused otherwise.

Reviewed on 8 Jul 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 Leonino 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
Buondonno Winery, Casa Vinicola Luigi Cecchi and Archaeological Museum of Chianti

Top hotels in San Leonino

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

5 out of 5
Strada Comunale 14 Siena - Vagliagli 18 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
The price is £411 per night from 14 Jul to 15 Jul
£411
14 Jul - 15 Jul
includes taxes & fees
9.4/10 Exceptional! (210 reviews)
"Absolutely wonderful stay. The onsite restaurant was amazing and the staff was very attentive and helpful. There are nice wineries and restaurants nearby too and the concierge made very helpful recommendations and reservations for us. Use the hotel name (and not just the address) since the Apple ..."

Reviewed on 8 Jul 2026

Borgo Scopeto Wine & Country Relais
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
The price is £138 per night from 8 Aug to 9 Aug
£138
8 Aug - 9 Aug
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"El hotel está bien localizado. La propiedad está en buenas condiciones y el personal es muy atento. La comunicación del personal conmigo fue muy buena. Me hicieron buenas recomendaciones de restaurantes y se esmeraron en hacerme pasar unos hermosos dias. Lo recomiendo 100%."

Reviewed on 5 Jul 2026

Hotel Athena
Hotel Executive

Hotel Executive

4 out of 5
Via Nazareno Orlandi 32 Siena SI
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
8.4/10 Very good! (543 reviews)
"Nice clean hotel. Breakfast ok. Good parking"

Reviewed on 6 Jul 2026

Hotel Executive
See all 6,234 properties in San Leonino
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 Leonino

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
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

£68
per adult
88% of travellers recommend
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
See all activities in San Leonino

Frequently asked questions

How much does a San Leonino travel package cost?
We make it easy for everyone to travel, with San Leonino packages starting from as little as £260. You'll have the flexibility to combine your preferred airlines, hotels and car rental. For the ultimate escape, why not add a couple of tours and experiences to your itinerary?
If I'm not able to travel, can I cancel my San Leonino travel package?
Whether it's your flight or hotel, yes, you can amend or cancel it. Locked in your San Leonino travel package in the last 24 hours? You may be able to make changes for free. If it's been longer than that, you may incur a charge from your airline, hotel or car rental company. For further information, browse our Customer Service Portal. We're here to help you every step of the way.
How do I get a cheap travel package to San Leonino?
If you love getting a great deal, bundle your bookings into a San Leonino holiday package. Whether you need flights, hotels, activities or rental cars, you can browse and book everything in one place. You'll have loads of choice at your fingertips too. Expedia has over 550 airlines and 1,000,000 hotel options around the world to choose from. Fly with who you prefer, stay in a place you like and save a tidy sum — now that's the perfect escape!
Does Expedia offer Book Now, Pay Later San Leonino holidays?
Expedia has teamed up with online lender Klarna to make booking your next break easier on your wallet. Paying in instalments means you can spread the costs of your dream holiday, leaving you with more money to play with while you're away. Klarna has several payment plans to choose from, so you're sure to find one that suits your budget. Check out these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month sounds right for you, Klarna offers just that! Paying in easy monthly instalments will make your getaway dreams come true.
  • Pay in instalments holidays: Like the idea of paying for your holiday in multiple transactions? Then select this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the full total upfront) makes it easier to hit that "book now" button, go for a low deposit holiday payment plan with Klarna.

Where should I stay in San Leonino?
There's so much to explore in San Leonino, so spend your evenings close to its top attractions and allow yourself more time sightseeing. Walls of Monteriggioni is one spot to add to your to-do list.
What are the top hotels in San Leonino?
Get your trip off to a fantastic start by reserving a room at Castello Di Fonterutoli. It's one of most sought-after properties in San Leonino. Another comfortable option is Locanda le Piazze.
How far in advance should I book my San Leonino holiday?
Reserving your seat early with Expedia means one less thing to worry about. Many air carriers display prices up to 12 months in advance. This is typically the cheapest time to book. If circumstances have left you booking late, discount flights to San Leonino sometimes become available just a few weeks before departure.
What does an Expedia San Leonino travel package include?
Rental cars, flights and hotels, or any combination of the three — it's totally up to you. Whether you're exploring San Leonino with the entire family or adventuring solo, there's a bundle to match your style and budget. Once you've made your booking, why not add on one or two tours or activities?
What should I know before booking a San Leonino travel package?
A package can be easier on the hip pocket than individually booking everything you need for your escape. For example, combine your flights, hotels and rental cars and land a great deal. Whatever sort of holiday you're planning, there's bound to be a package that's right for you.
Can I choose my airline with a San Leonino Expedia travel package?
Yes, you can. We have more than 550 airline partners across the globe, so opt for the carrier that suits your budget and travelling style.

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.