San Leo Holidays from AU$678

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Your San Leo Holiday

Let our holiday packages to San Leo inspire your next great adventure. You'll find loads to like about this lively city, starting with the neighbourhood of Montegrimano, which is good for nature and views. Fill your days with visits to Montebello Castle, Fortress of San Leo and Rocca Verucchio, some of the top attractions you really should see during a trip to San Leo. Whatever your travel plans or budget, organising your ultimate tailored San Leo holiday is simple with Expedia.

The Latest San Leo Holiday Deals

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

Hotel Palace

3 out of 5
Historic Center
per person
6 Oct - 9 Oct
found 1 day ago
Return direct flight included
London (LON) to Bologna (BLQ)
7/10 Good! (1,002 reviews)
Closed to main areas, but not expect too much from hotel. But good area and reasonable price

Reviewed on 9 Jun. 2025

Grand Hotel Majestic già Baglioni

Grand Hotel Majestic già Baglioni

5 out of 5
Historic Center
Save 100% on your flight
per person
6 Oct - 9 Oct
found 1 day ago
Return direct flight included
London (LON) to Bologna (BLQ)
9.6/10 Exceptional! (624 reviews)
Friendly helpful staff. Nice breakfast. Terrific location. A real grand hotel.

Reviewed on 7 Jul. 2025

Living Place Hotel

Living Place Hotel

4 out of 5
San Donato-San Vitale
per person
6 Oct - 9 Oct
found 1 day ago
Return direct flight included
London (LON) to Bologna (BLQ)
8.2/10 Very Good! (771 reviews)
Probably the best swimming pool and breakfast in Bologna. Whilst out of town the 89 bus from outside the hotel gets you to the city centre in 30 minutes. The only area of improvement is training for the bar staff, as sadly it took 25 minutes to get served a single glass of wine at the bar

Reviewed on 29 Jul. 2025

Touring Hotel

Touring Hotel

4 out of 5
Historic Center
per person
6 Oct - 9 Oct
found 1 day ago
Return direct flight included
London (LON) to Bologna (BLQ)
9/10 Wonderful! (702 reviews)
It’s right downtown in the historic old town and the city is very walkable with lots of traffic restricted areas. There is lots to see from museums to mideval architecture and shopping option from luxury boutiques to street markets. Dining options for all price categories

Reviewed on 27 Jul. 2025

Hotel Il Guercino

Hotel Il Guercino

4 out of 5
Bolognina
per person
6 Oct - 9 Oct
found 1 day ago
Return direct flight included
London (LON) to Bologna (BLQ)
8.6/10 Excellent! (1,000 reviews)
Closer to centre than I thought as don’t usually stay on that side of railway. It was a blessing as there was roadworks outside one hotel and work on the towers at another. Room nice but plain, bathroom very good. Quick check in and room available early. Staff very helpful.

Reviewed on 1 Jul. 2025

San Leo Holiday

San Leo Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Federico Fellini Intl. Airport (RMI)
Population
200
Max Temp Winter
10ºC
Max Temp Summer
27ºC
Top Sights
Montebello Castle, Aviation Theme Park Rimini and Grotte di Onferno

Our pick of the best San Leo Hotel Deals

c-hotels International

c-hotels International

3 out of 5
Viale Modena 19, Cattolica, RN
Fully refundableReserve now, pay when you stay
The price is AU$72 per night from 31 Aug to 1 Sept
AU$72
31 Aug - 1 Sept
includes taxes & fees
8.2/10 Very Good! (85 reviews)
Lovely, Clean Hotel
"This hotel is a great find, it's well priced, great location and it is IMMACULATE, fresh towels everyday, bed made and room cleaned everyday. Staff were very friendly and accommodating, I would definitely return here! You get what you pay for in most places, however this hotel exceeded my expectations ..."

Reviewed on 25 Jun. 2025

c-hotels International
HOTEL YOUNG PEOPLE UNDER 40

HOTEL YOUNG PEOPLE UNDER 40

Viale Regina Elena 253, Rimini, RN
The price is AU$57 per night from 31 Aug to 1 Sept
AU$57
31 Aug - 1 Sept
includes taxes & fees
6.4/10 (10 reviews)
"Grazie molto"

Reviewed on 15 Jun. 2025

HOTEL YOUNG PEOPLE UNDER 40
Hotel Avana Mare

Hotel Avana Mare

3 out of 5
Viale Gaetano Genghini, Rimini, RN
Fully refundableReserve now, pay when you stay
7.8/10 Good! (125 reviews)
"Staff were very helpful & friendly. Quiet area & a stones throw from the beach"

Reviewed on 17 May 2025

Get rates
Hotel Avana Mare
See all 2,751 properties in San Leo
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.
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What to do in San Leo

Rimini: San Valentino Vineyards Tour with DOC Wine Tastings

Rimini: San Valentino DOC Wine Tastings

AU$58
per adult
Rimini: San Valentino DOC Wine Tastings
San Marino: Titanus Museum Multimedia Experience

San Marino: Titanus Museum Multimedia Experience

AU$14
per adult
San Marino: Titanus Museum Multimedia Experience
See all activities in San Leo

Frequently asked questions

How much does a San Leo holiday package cost?
You'll find cheap prices from AU$678 on Expedia for your San Leo escape. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your holiday to San Leo costs.
What are the cheapest months to go to San Leo?
Plan your getaway for the low or shoulder season and you're likely to find cheap San Leo holiday packages. Bear in mind that public holidays and major events and festivals can impact prices, so do your research before you go.
How many days is enough for San Leo?
With a well-organised schedule, you can easily visit the most popular San Leo sights in a handful of days. But if you prefer to discover lesser-known spots or go on day trips, think about booking your San Leo holiday for longer.
Is it worth booking a holiday package to San Leo?
It's no wonder a San Leo holiday is on the to-do list of many travellers. Leading attractions like Cathedral of San Leo are just the beginning of things to keep you busy here.
How to find the best San Leo package deals?
Start your search for a San Leo package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select some filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal San Leo package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your San Leo adventure underway.
Is it cheaper to book a San Leo holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging flights and hotels individually. Better still, you can tailor your San Leo trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a holiday package to San Leo?
If you're considering a spontaneous San Leo adventure, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to San Leo?

  1. Choose your dates: The things you'd like to do in San Leo and your preferred season will help you decide when to get away.
  2. Set a budget: Consider expenses such as food, flights and transportation when working out how much to save for your trip to San Leo. Then, pick a hotel that works with your budget, whether that's an affordable option or a deluxe getaway.
  3. Decide how many days away: Start by listing all the attractions and activities you'd like to experience in San Leo. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a personalised San Leo holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.