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.
Relais La Corte Di Bettona
Price was CA $1,563, price is now CA $1,375 per person
CA $1,375
per person
Apr 15 - Apr 21
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Ancona (AOI)
8.4/10 Very Good! (128 reviews)
The views were incredible! The historical values and sense of being made every moment special. The location on the mountain top made you feel safe, protected and relaxed. The staff was gracefully accommodating and tended to our every want and need! This was my second stay here and it won't be my last...we LOVE it here!
Reviewed on May 9, 2024
UNA Hotels Bologna Centro
Historic Center
Price was CA $1,856, price is now CA $1,607 per person
CA $1,607
per person
May 6 - May 11
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Bologna (BLQ)
8.8/10 Excellent! (999 reviews)
Clean rooms & minutes away from the train station. Very convenient
Reviewed on Feb 9, 2026
Smy Bologna Centrale
Santo Stefano
Price was CA $1,896, price is now CA $1,743 per person
CA $1,743
per person
May 6 - May 11
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Bologna (BLQ)
7.6/10 Good! (472 reviews)
Good position, close to station and downtown. Clean, quiet and regular price
Reviewed on Sep 3, 2025
Living Place Hotel
San Donato-San Vitale
Price was CA $1,653, price is now CA $1,532 per person
CA $1,532
per person
May 6 - May 11
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Bologna (BLQ)
8.2/10 Very Good! (844 reviews)
Excellent, nice, elegant, and modern hotel to stay.
The front desk staff, room staff, and restaurant waiters were very nice and polite. And the breakfast buffet was very good and abundant. I will stay here again next time I go visit Bologna 😊
Reviewed on Jan 8, 2026
San Leo Hotel Deals
Hotel Royal Plaza
Viale Trieste 22 Rimini RN
The price is CA $37 per night from Feb 22 to Feb 23
CA $37
CA $53 total
Feb 22 - Feb 23
includes taxes & fees
7.8/10 Good! (111 reviews)
Good
Reviewed on Feb 1, 2026
Hotel Aria
Viale Dandolo, 13 Rimini RN
Fully refundableReserve now, pay when you stay
The price is CA $98 per night from Feb 25 to Feb 26
CA $98
CA $120 total
Feb 25 - Feb 26
includes taxes & fees
9.6/10 Exceptional! (439 reviews)
Great location, wonderful breakfast
Reviewed on Oct 28, 2025
Savoia Hotel Rimini
Viale Lungomare Murri 13 Rimini RN
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Feb 22 to Feb 23
CA $151
CA $180 total
Feb 22 - Feb 23
includes taxes & fees
8.8/10 Excellent! (584 reviews)
Music blasting in the hotel until midnight due to a party. Numerous guests complained, but they refused to turn the sound down.
Reviewed on Jan 14, 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.
What to do in San Leo
Entrance Ticket - Titanus Museum: Multimedia Experience
CA $10
per adult
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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.
