San Leo Vacation Packages
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Your San Leo Vacation
Let our vacation packages to San Leo inspire your next getaway. There's loads to like about this interesting city, starting with the neighborhood 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 organizing your ideal vacation to San Leo today.
Top San Leo Vacation Deals
Price found within the past 48 hours. Click for updated prices.
San Felice Residence
Historic Center
Price was CA $1,816, price is now CA $1,538 per person
CA $1,538
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Bologna (BLQ)
8.4/10 Very good! (17 reviews)
Check in was super hard. We didn’t get the self check in link and the host didn’t respond to messages on Expedia
Reviewed on May 23, 2026
Hotel De Londres
Marina Centro
Price was CA $2,065, price is now CA $1,719 per person
CA $1,719
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Bologna (BLQ)
9.2/10 Wonderful! (496 reviews)
Chambre propre, le staff aimable et à l’écoute, très bon petit déjeuner !
Le SPA nous n’avons pas eu vraiment le temps d’en profiter.
En tout cas la vue depuis le toit où se trouve le SPA est époustouflante ! Notre chambre donnant en face de la mer je vous conseille de choisir avec vue sur la mer !
Très beau séjour même s’il était court.
Seul bémol nous avons trouvé excessif le prix du parking pour une nuit : 25€ !!!
Reviewed on Jul 2, 2026
Royal Hotel Carlton
Historic Center
Price was CA $2,640, price is now CA $2,267 per person
CA $2,267
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Bologna (BLQ)
9.2/10 Wonderful! (1,029 reviews)
One of the reasons I booked this hotel was because of the €20 food and beverage credit that I assumed I could use for the breakfast buffet. You cannnot. You can use it at the restaurant and bar for lunch or dinner, but not the breakfast buffet. Expedia should have mentioned this. The hotel is old and the decor shows it. The rooms are dated but comfortable. It’s in a good location but I honestly would not stay here again.
Reviewed on Jul 3, 2026
San Leo Hotel Deals
Grand Hotel Rimini
Parco Federico Fellini Rimini RN
The price is CA $480 per night from Jul 21 to Jul 22
CA $480
CA $544 total
Jul 21 - Jul 22
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 Jun 23, 2026
Hotel Corallo Rimini
Viale Vespucci 46 Rimini RN
The price is CA $149 per night from Jul 22 to Jul 23
CA $149
CA $172 total
Jul 22 - Jul 23
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 Jul 5, 2026
c-hotels International
Viale Modena 19 Cattolica RN
Fully refundableReserve now, pay when you stay
The price is CA $73 per night from Jul 19 to Jul 20
CA $73
CA $87 total
Jul 19 - Jul 20
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 Jun 15, 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.
Stay near popular San Leo attractions
What to do in San Leo
Entrance Ticket - Titanus Museum: Multimedia Experience
CA $10
per adult
San Leo : Entrance Ticket to the Fortress and Cagliostro’s Prison
CA $19
per adult
San Marino's Three Towers: An Audio Tour of the Ancient Republic
CA $7
per adult
Frequently asked questions
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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.
