Title: San Leolino Vacation Packages 2026 from $1,598 | Expedia.com

[San Leolino Travel Guide](https://expedia.com/San-Leolino.dx6361205)[Hotels in San Leolino](https://expedia.com/San-Leolino-Hotels.d6361205.Travel-Guide-Hotels)[Vacation Rentals in San Leolino](https://expedia.com/San-Leolino-Vacation-Rentals.d6361205.Travel-Guide-VacationRentals)[Flights to San Leolino](https://expedia.com/Cheap-Flights-To-San-Leolino.d6361205.Travel-Guide-Flights)[Car Rentals in San Leolino](https://expedia.com/Car-Rentals-In-San-Leolino.d6361205.Car-Rental-Guide)

![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium)

# San Leolino Vacations from $1,598

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to $1,045 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

## Your San Leolino Vacation

Reserve a San Leolino vacation package and get set to experience everything this city has to offer. Think about staying in the neighborhood of Badia Coltibuono, which is great for families, nature and walking. During your trip to San Leolino, carve some time in your schedule for sightseeing. An excellent place to begin is [Villa a Sesta Polo Club](https://www.expedia.com/Villa-A-Sesta-Polo-Club-Bucine.d553248622945495059.Vacation-Attraction). A couple of clicks is all it takes to build the ultimate San Leolino vacation on Expedia.

## The Latest San Leolino vacation packages

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

![Eurostars Florence Boutique](https://images.trvl-media.com/lodging/2000000/1170000/1167000/1166901/88283612_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Eurostars Florence Boutique

Historic Centre of Florence

Save 100% on your flight

$1,598

per person

May 11 - May 17

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

8.6/10 Excellent! (483 reviews)

The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants.

Reviewed on Dec 13, 2025

![Residenza Florentia](https://images.trvl-media.com/lodging/2000000/1140000/1133600/1133528/da5e2175_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Residenza Florentia

Historic Centre of Florence

Save 100% on your flight

$1,620

per person

May 11 - May 17

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

8.6/10 Excellent! (47 reviews)

Location, accommodations, and communication. Simple but comfortable. A basic facilities, and nice AC, elevator, and luggage storage.

Reviewed on Jun 12, 2025

![Villa Cora](https://images.trvl-media.com/lodging/1000000/30000/22600/22579/01d144a6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Villa Cora

Oltrarno

Save 100% on your flight

$3,494

per person

May 12 - May 18

found 24 hours ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

9.8/10 Exceptional! (472 reviews)

Amazing service and staff. Wow!

Reviewed on Feb 21, 2026

![Maxim Axial](https://images.trvl-media.com/lodging/3000000/2540000/2532900/2532899/b9927c89_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Maxim Axial

Historic Centre of Florence

Save 100% on your flight

$1,951

per person

May 11 - May 17

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

8.6/10 Excellent! (1,005 reviews)

Breakfast was fresh and delicious! Rooms contain thoughtful amenities.

Reviewed on Mar 27, 2026

![Bernini Palace](https://images.trvl-media.com/lodging/1000000/20000/14000/13999/c71352fb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Bernini Palace

Historic Centre of Florence

Save 100% on your flight

$3,066

per person

May 26 - May 31

found 10 hours ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

9.8/10 Exceptional! (1,010 reviews)

The location and staff were great. Highly recommend.

Reviewed on Mar 29, 2026

Don't see what you're looking for?

See all available trips from Columbus to San Leolino

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-05-03/2026-05-10/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FLR&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

### Discover the most popular places to visit in San Leolino

#### Villa a Sesta Polo Club

You can enjoy the entertainment at Villa a Sesta Polo Club during your trip to Bucine. While in this quaint area, you can savor the wineries. 

[](https://expedia.com/Villa-A-Sesta-Polo-Club-Bucine.d553248622945495059.Vacation-Attraction)

### What to do in San Leolino

![Picture 6 for Activity Wine Experience in an Organic Chianti Winery](https://mediaim.expedia.com/localexpert/48261314/c95bbea2-4d60-43f1-987d-6c6170c2b371.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Wine Experience in an Organic Chianti Winery

$45

per adult

[](https://expedia.com/things-to-do/wine-experience-in-an-organic-chianti-winery.a48261314.activity-details)

![Adventure on horseback in the Tuscan countryside](https://mediaim.expedia.com/localexpert/49944933/47c7938e-c1ee-4465-b406-cd5468e61591.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Adventure on horseback in the Tuscan countryside

$64

per adult

[](https://expedia.com/things-to-do/adventure-on-horseback-in-the-tuscan-countryside.a49944933.activity-details)

![Cellar Tour & Wine Tasting](https://mediaim.expedia.com/localexpert/3097351/68a40ca2-51b5-4652-b05f-599f0a5eb29d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Cellar Tour & Wine Tasting

$58

per adult

[](https://expedia.com/things-to-do/cellar-tour-wine-tasting.a3097351.activity-details)

[See all activities in San Leolino](https://expedia.com/things-to-do/search?rid=6361205)

## San Leolino Hotel Deals

![Hotel Athena](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/e92eb5d8_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Athena

P Mascagni 55 Siena SI

Fully refundableReserve now, pay when you stay

$165 nightly

$188 total

Apr 6 - Apr 7

Total with taxes and fees

9.2/10 Wonderful! (1,006 reviews)

Nice staff, plentiful breakfast, clean room. However we stayed in March and the room was unbearably hot. It was like sleeping in a furnace. We did not sleep the two nights we stayed. We were told by reception the heat was automatic and there was nothing they could do. Other guests were complaining ...

Reviewed on Mar 30, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F6%2F2026&endDate=4%2F7%2F2026&selected=866580&PinnedHotelID=866580&HadPinnedHotel=true&regionId=6361205)

![Hotel Chiusarelli](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/f43eb5fd_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Chiusarelli

Viale Curtatone 15 Siena SI

Fully refundableReserve now, pay when you stay

$121 nightly

$139 total

Apr 8 - Apr 9

Total with taxes and fees

8.8/10 Excellent! (1,000 reviews)

The hotel was just outside of the town, so the location was good. It was a beautiful property. The breakfast was good. Just be prepared to walk stairs. No lifts. But overall, good.

Reviewed on Mar 22, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F8%2F2026&endDate=4%2F9%2F2026&selected=1110843&PinnedHotelID=1110843&HadPinnedHotel=true&regionId=6361205)

![Borgo Vescine](https://images.trvl-media.com/lodging/2000000/1190000/1180600/1180553/8d2f3252_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Borgo Vescine

Località Vescine Radda in Chianti SI

Fully refundableReserve now, pay when you stay

$460 nightly

$515 total

Apr 8 - Apr 9

Total with taxes and fees

9.4/10 Exceptional! (244 reviews)

You are paying for the view!!!! This hotel was not worth the money spent in my opinion. The hotel staff was not very accommodating, though the restaurant staff was lovely. We had to bring our luggage up to our room and back down during check in and check out — no one even offered and trust me it ...

Reviewed on Oct 5, 2025

[](https://expedia.com/Hotel-Search?startDate=4%2F8%2F2026&endDate=4%2F9%2F2026&selected=1180553&PinnedHotelID=1180553&HadPinnedHotel=true&regionId=6361205)

[See all 5,202 properties in San Leolino](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=4%2F4%2F2026&endDate=4%2F5%2F2026&regionId=6361205)

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 Leolino Vacation Packages

## San Leolino Essential Information

| Language        | Italian                |
| --------------- | ---------------------- |
| Currency        | Euros                  |
| Local Welcome   | Ciao                   |
| Local Goodbye   | Ciao                   |
| Closest Airport | Peretola Airport (FLR) |
| Population      | 90                     |
| Max Temp Winter | 45ºF                   |
| Max Temp Summer | 80ºF                   |

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## Frequently asked questions

### How much does a San Leolino vacation package cost?

### What are the cheapest months to go to San Leolino?

### How many days is enough for San Leolino?

### How to find the best San Leolino package deals?

### Is it cheaper to book a San Leolino vacation as a package?

### When to book a vacation package to San Leolino?

### Does Expedia offer Book Now, Pay Later San Leolino vacation packages?

## Explore a world of travel with Expedia

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- [Villa a Sesta Polo Club ](https://www.expedia.com/Villa-A-Sesta-Polo-Club-Bucine.d553248622945495059.Vacation-Attraction)
- [Visit Rosennano ](https://www.expedia.com/Rosennano.dx3000026644)
- [Riserva Naturale Regionale Valle dell'Inferno e Bandella ](https://www.expedia.com/Riserva-Naturale-Regionale-Valle-DellInferno-E-Bandella-Tuscany.d553248622839183089.Vacation-Attraction)
- [Visit Poggio Alle Monache ](https://www.expedia.com/Poggio-Alle-Monache.dx553248622859413349)
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- [Montegonzi Vacations ](https://www.expedia.com/Montegonzi.d6361203.Destination-Travel-Guides)
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- [Terranuova Bracciolini Vacations ](https://www.expedia.com/Terranuova-Bracciolini.d601698.Destination-Travel-Guides)
- [Cantalici Winery ](https://www.expedia.com/Cantalici-Winery-Gaiole-in-Chianti.d553248621562144630.Vacation-Attraction)
- [Medieval Tower of Barbischio ](https://www.expedia.com/Medieval-Tower-Of-Barbischio-Gaiole-in-Chianti.d6238143.Vacation-Attraction)
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- [Gianfranco Carla Fineschi Botanical Rose Garden ](https://www.expedia.com/Gianfranco-Carla-Fineschi-Botanical-Rose-Garden-Cavriglia.d553248621562144632.Vacation-Attraction)
- [Visit Cavriglia ](https://www.expedia.com/Cavriglia.dx6025771)

- [Car rentals near Solata ](https://www.expedia.com/Car-Rentals-In-Solata.d6361204.Car-Rental-Guide)
- [Car rentals near Mercatale Valdarno ](https://www.expedia.com/Car-Rentals-In-Mercatale-Valdarno.d553248635149758202.Car-Rental-Guide)
- [Car rentals near Bucine ](https://www.expedia.com/Car-Rentals-In-Bucine.d602578.Car-Rental-Guide)
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- [Car rentals near Badia Agnano ](https://www.expedia.com/Car-Rentals-In-Badia-Agnano.d6361216.Car-Rental-Guide)
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- [Car rentals near Terranuova Bracciolini ](https://www.expedia.com/Car-Rentals-In-Terranuova-Bracciolini.d601698.Car-Rental-Guide)
- [Car rentals near Cavriglia ](https://www.expedia.com/Car-Rentals-In-Cavriglia.d6025771.Car-Rental-Guide)

- [Bucine Vacation Rentals ](https://www.expedia.com/Bucine-Vacation-Rentals.d602578.Travel-Guide-VacationRentals)
- [Pieve a Presciano Vacation Rentals ](https://www.expedia.com/Pieve-A-Presciano-Vacation-Rentals.d602590.Travel-Guide-VacationRentals)

- [Things to do in Montevarchi ](https://www.expedia.com/Things-To-Do-In-Montevarchi.d602589.Travel-Guide-Activities)
- [Things to do in Terranuova Bracciolini ](https://www.expedia.com/Things-To-Do-In-Terranuova-Bracciolini.d601698.Travel-Guide-Activities)

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