San Leo Holidays from £353

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Your San Leo Holiday

Let our holiday packages to San Leo inspire your next getaway. There's loads to like about this interesting city, starting with the neighbourhood of Montegrimano, which is good for nature and views. Eager to start exploring your surroundings? Fortress of San Leo, Montebello Castle and Rocca del Sasso are some of the best places to visit during your trip to San Leo. Browse Expedia's extensive range of travel options and start organising your ideal holiday to San Leo today.

Top San Leo Flight + Hotel Deals

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

Up Hotel

3.5 out of 5
Save 100% on your flight
Price was £580, price is now £353 per person
£353
per person
21 Sept - 28 Sept
found 1 day ago
Return flight included
London (LGW) to Bologna (BLQ)
9.8/10 Exceptional! (234 reviews)
Clean modern hotel. Check in was quick and efficient with personal service although tech version available. Breakfast was plentiful with a good variety including eggs cooked to order. Room comfortable.

Reviewed on 28 Jun 2026

Hotel Mamiani & Relaxing Spa Urbino

Hotel Mamiani & Relaxing Spa Urbino

4 out of 5
Save 100% on your flight
Price was £852, price is now £462 per person
£462
per person
7 Sept - 14 Sept
found 1 day ago
Return flight included
London (LON) to Rimini (RMI)
8.4/10 Very good! (372 reviews)
Parcheggio esclusivo all'aperto SPA comoda e non troppo affollata Camera spaziosa e confortevole

Reviewed on 24 Mar 2026

Astoria Suite Hotel

Astoria Suite Hotel

4 out of 5
Marina Centro
Price was £869, price is now £475 per person
£475
per person
12 Sept - 19 Sept
found 1 day ago
Return flight included
London (LON) to Bologna (BLQ)
8.8/10 Excellent! (226 reviews)
Good stay -facilities good

Reviewed on 20 Jun 2026

Sina Brufani

Sina Brufani

5 out of 5
Old Town Perugia
Save 100% on your flight
Price was £928, price is now £536 per person
£536
per person
14 Sept - 19 Sept
found 1 day ago
Return flight included
London (LGW) to Ancona (AOI)
9.2/10 Wonderful! (648 reviews)
Beautiful room. High ceilings. Tastefully decorated. The spa are is nice as well. Good location to go explore the old town. Would stay here again.

Reviewed on 1 Jul 2026

Posta Donini 1579 UNA Esperienze

Posta Donini 1579 UNA Esperienze

5 out of 5
Save 100% on your flight
Price was £726, price is now £453 per person
£453
per person
22 Sept - 27 Sept
found 1 day ago
Return flight included
London (LON) to Ancona (AOI)
9.2/10 Wonderful! (255 reviews)
Great place to stay lovely friendly staff excellent food and first class housekeeping.

Reviewed on 6 Jul 2026

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 Skypark Parco Avventura

Top hotels in San Leo

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 £46 per night from 19 Jul to 20 Jul
£46
19 Jul - 20 Jul
includes taxes & fees
8.4/10 Very good! (102 reviews)
"The place was great cheap but worth every penny 30 second to bars and cafes and 2 min work to the beach all the staff where off the scale helpful would 100% use again"

Reviewed on 15 Jun 2026

c-hotels International
Grand Hotel Rimini

Grand Hotel Rimini

5 out of 5
Parco Federico Fellini Rimini RN
The price is £287 per night from 26 Jul to 27 Jul
£287
26 Jul - 27 Jul
includes taxes & fees
8.4/10 Very good! (350 reviews)
"The Grand Hotel Rimini is a stunningly gorgeous hotel at a prime spot along the Rimini coastline. The service is top notch, the pool is lovely, and the beach area is perfect. The breakfast buffet is very nice and the people working there provide attentive and personal service. The hotel also offers ..."

Reviewed on 23 Jun 2026

Grand Hotel Rimini
Hotel Corallo Rimini

Hotel Corallo Rimini

3 out of 5
Viale Vespucci 46 Rimini RN
The price is £91 per night from 22 Jul to 23 Jul
£91
22 Jul - 23 Jul
includes taxes & fees
8.6/10 Excellent! (195 reviews)
"We arrived about 11:30 and were very pleased and surprised that our room was ready. There was a large bed, a small fridge with water and pop and a little balcony with a view of the sea. The only thing I would have liked is a kettle (I am British) but we were able to buy a cuppa and a coffee at reception ..."

Reviewed on 5 Jul 2026

Hotel Corallo Rimini
See all 2,946 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Stay near popular San Leo attractions

Fortress of San Leo

10.0/10 (4 reviews)
Learn about the local history of San Leo when you take a trip to Fortress of San Leo. Discover the mountain views while you're in the area.
See properties

What to do in San Leo

FORTRESS AT SUNSET

San Leo : Entrance Ticket to the Fortress and Cagliostro’s Prison

£10
per adult
San Leo : Entrance Ticket to the Fortress and Cagliostro’s Prison
Entrance Ticket - Titanus Museum: Multimedia Experience

Entrance Ticket - Titanus Museum: Multimedia Experience

£5
per adult
Entrance Ticket - Titanus Museum: Multimedia Experience
San Marino's Three Towers: An Audio Tour of the Ancient Republic

San Marino's Three Towers: An Audio Tour of the Ancient Republic

£4
per adult
San Marino's Three Towers: An Audio Tour of the Ancient Republic
See all activities in San Leo

Frequently asked questions

How much does a San Leo travel package cost?
Our San Leo travel packages, which begin from just £353, are an easy way to save big bucks. Pick your preferred flights, hotels and rental cars to create your perfect getaway.
If I'm not able to travel, can I cancel my San Leo travel package?
Plans can change suddenly, so yes, you can. You may be able to cancel or amend your San Leo travel package for free if you've booked in the last 24 hours. For bookings older than that, you can still cancel and rebook, but your airline, hotel or car rental company may impose a charge. Want more information? Visit our Customer Service Portal. We'll help make sure your trip goes off without a hitch.
How do I get a cheap travel package to San Leo?
Simply by bundling. Hotels, rental cars and flights — combine whatever you need into a San Leo travel package to save a pile of cash. Score even more deals when you include extras such as experiences or tours to your booking. But that's not the only good part. You have the flexibility to put together your trip your way. We offer more than 550 airlines and 1,000,000 properties across the globe, so that everyone has an opportunity to travel and fulfil those holiday fantasies.
Does Expedia offer Book Now, Pay Later San Leo holidays?
Yes, we do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your holiday in instalments. Simply select the payment plan best suited to your needs during the checkout process and take away the stress of budgeting for your trip. Make sure you bundle your flights, accommodation and activities with Expedia to get the biggest bang for your holiday buck. Browse our flexible payment options below:

  • Pay monthly holidays: Klarna offers manageable monthly payment plans that work for all budgets, so you can jet away on that well-earned holiday now.
  • Pay in instalments holidays: Into the idea of paying for your holiday in multiple transactions? Then check out 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 click that "book now" button, opt for a low deposit holiday payment plan with Klarna.

Where should I stay in San Leo?
San Leo is home to a number of interesting places to discover, like Cathedral of San Leo. Spend your nights in a hotel nearby and make sightseeing easier.
What are the top hotels in San Leo?
i-Suite Hotel and Grand Hotel Rimini are among the most popular properties in San Leo. Why not have a look at the amenities and facilities at each and then make up your mind?
How far in advance should I book my San Leo holiday?
Reward yourself with the biggest variety and the lowest prices by booking your holiday to San Leo nice and early. Air carriers typically advertise flight tickets around 12 months before departure, so start your planning as soon as possible. Having said that, Expedia is dedicated to giving you the best bargains around, so it's never a bad time to book your dream holiday!
What does an Expedia San Leo travel package include?
Flights, hotels and car rentals — we connect you to the very best deals. All you'll have to do is decide on your preferred combination. Once you've made your booking, you can add on the fun stuff like tours and experiences. Our travel packages make it easy to put together an unforgettable San Leo trip.
What should I know before booking a San Leo travel package?
Locking in all the parts of your getaway together is a terrific way to save. Combine your car rentals, airfares and hotels into a convenient package. But you're not restricted to hotels. Expedia has all sorts of properties, including holiday rentals such as oceanfront condos and short-term homes. The list is almost endless!
Can I choose my airline with a San Leo Expedia travel package?
With a travel package, you're in charge. Whether you'd prefer to fly to San Leo in economy or first class, simply pick from the available airline options. Expedia has access to more than 550 partner airlines across the world.

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.